Fantasy Fulfillment - Mitch44 - Dawn Street Walker

GGGDickson

Well-known member
Jan 15, 2004
1,342
571
113
Berlin, Germany
Here you go Mitch44 my first adventure with a Street Walker named Dawn.

Dawn First Meeting On The Street
I had been working to set up the new computer system that my company needed and we were finally done. I was feeling pretty good. It had been three days of intense inputting. There were questions in my mind if I had made the right decision on installing this system. The more I worked on it the more I questioned what did I do? I was past the point of no returned. I just knew I needed to get my mind off it, now that it was set and running. My IT guys were now in charge and I needed to step back. How best to get my mind off it but to go and find a ‘’girlfriend for an hour or two. I was on my way to meet with the property developers in Toronto. Although one project was completed, another needed my attention. It was never ending. So, I head down to Toronto, to clear my head.

I drove around the high track, mindless and there on the corner was a hot raven-haired beauty with big tits and gorgeous full hair in a flower dress, black stockings, and black heals. As I got closer, she had smoky eyes and a very attractive face. Part of me said no, but another part of me said, just pull over and say hello. I drove around one more time and she knew I was scouting her out. I pulled over she walked to my passenger window. I used the power button to lower the window. She bent over so I could see her incredible blue eyes, big breasts under the black flower wrap dress that I would
1620915486850.png swear was more like a silk house coat than full out dress. She appeared to be wearing a push up bra covering her 34DDs that she wanted the world to see and she was proud to presented the ‘girls’ to me. I could picture her saying “do you like my big tits?” However, her first words to me, “Are you looking for some company?” Her second words, “are you a cop?” I told her “yes” then “no,” she went on to asked me to show her my dick.

I liked her tone and her look, so I unzipped and presented my dick, who was very pleased to meet her as it stood at attention like a solder on parade.

She opened my passenger door, slid in and reached over to my side of the car. Then looking out the window, she touched my hard dick.

“Am I ok?” I asked.

“I can see that.” She replied. “You are more than ok with a dick like that.”

I didn’t move. Her hand fondled me a little, I just turned my head and looked at her, telling her she was beautiful. “I bet you tell all the girls that.” Was her reply in a nonchalant way.

Her boobs were clearly in reach, as I noticed her chest heave. She was gorgeous and they were even more gorgeous in the flash of lights on the street. I wanted to touch them.

I swiveled in my seat, with pictures of her dancing naked in my mind I looked at her boobs. I lifted my head to see if her dress had opened far enough for me to get a look at her chest. She saw that I was looking at her big tits as they nearly fell out of her wrap dress was pretty close to exposing her nipples for me. A closer look and I could see they were well covered in a dark silk bra.

“Well good looking, do you have $100?” I said yes, and she said, “then let’s go”. As I drove off, she asked if I had a hotel or if we could use her hotel room. She told me her place was not very good so we agreed to head over to my hotel.

As I drove off, she reached over to ask me again if I was a cop. I told her no and she reached between my legs then told me I was good looking and my cock felt huge. She told me I was so thick and hoped the condom would fit. As she spoke, she lifted the hem of her dress. I could see the dark silk panty in the shadow of the street light. There wasn’t much, I could see as she commented, that she had shaved not too long ago. Her silk panties glistened in the lights that covered her kitten. Yet the thought of her shaven pussy intrigued me.

I shifted a bit in my seat to giving her better access to fondling my dick. She stroked it. she unbuttoned my pants. She unzipped them. She reached into my pants and pulled my hard stick all the way out, freeing it. She hummed getting closer. “Mmmmm.” “Is that better.”

She went on to say. “Oh, I think I am going to enjoy you.” “Have you ever considered porn.” I laughed wondering if she told all her clients that. It really did not matter. I was enjoying her stroking me. “Fuck you are huge.” She exclaimed as we came to a light. She looked around and bent over to put her mouth to the head of my dick, licking me until the light turned green.

“Fuck I hope I can fit you in me?” She questioned.

I reached out and took one of her boobs in my hand. SHIT! They were real. By time she had my pants fully unzipped we were pulling into the hotel parking lot. I parked and her mouth enveloped my dick as I fondled her boobs. I parked in a dark spot at the back as far away from a street light as I could. I parted my legs while she swallowed my dick down to the base. She fondled my butt and tried to pull me out of my seat to get at my butt.
“Fuck lets go. I want to fuck you!” I told her I did not want to blow my load in the parking lot. I opened my door. I got out of the car pulled up my pants as she did up her dress and we got our selves together and raced into the hotel. We passed the registration desk right into the elevator. I handed her the $100 and she stashed it into her purse then kissed me. Then whispered for $200 she could stay for two hours. As we hit my floor and exited, I pulled out a second hundred giving it to her. She told me she normally does not kiss, but she like me. We found my suite. We got in and I turned on the lights. As I turned around, she had undone her dress and looked at me with a very seductive look on her face. She reached for my dick in my pants.

“Take that off,” I said to her.
1620915486891.png
She was obedient. She stood before me and let her silky dress slip from her shoulder down her legs to the floor. It floated to the floor like a feather. She stood before me in a blue bra and panty set with a black garter belt that did not go with the bra or panty but who was complaining.

She pulled my pants down. She came closer and I reached out and fondled her pussy under the blue G-string. Before I could get my face close to hers, she shoved me back on the couch. My pants did not allow me to catch my fall. She knelt before me and she went to work on my man meat.
1620915486937.png She gobbled me up slurping and swallowing me whole. She sucked my head the licked and stroked me dick. She spat on me then using her hands she stroked me. She looked up to ask me what was my favorite color. I was confused and said blue. She pulled her purse over and pulled out a condom.

“Sorry no extra-large blue condoms. You will have to use clear.”

My head buried in her soft mounds. God those nipples were great to suck on and no matter how hard I sucked the more it turned her on. I bit them and bit them so hard I left red marks. She was coming to a climax and I put the nipples together and sucked on both of them at the same time.

Her hips bucked and rocked at me as she came. She oozed and fluid ran down her long legs absorbed by her stockings. I stood up and while taking off my shirt, and went into my bathroom and got a towel. I laid it on the carpet and she laid down on it then she started fingering herself.

Naked, I laid down with a knee in between her legs. I rubbed her clit with my hardening cock, she came again. I rubbed more, she came more. I played with her clit with my fingers while sucking on those tits and rubbing the boobs. She came more. Her back arched, my dick ached. The towel was getting wet. I stuck my finger up in her, then two. It didn’t faze her. Three, at four she was “oohing”. I pushed more and my thumb found her butt hole. She leaked so much it was so wet my thumb was covered. It went into her butt as easily as my finger in her pussy. I reached in further and further until my finger tickled her cervix. My thumb and finger rubbed between the walls and she began to buck in rolling climaxes.

I sucked on her nipples so hard they were turning purple.
1620915486976.png Finally, she pulled me onto her, “fuck me,” she said. “Come on, put that dick in me.”

I moved into position and she final put on the clear rubber and I slipped into her right to the hilt. She was loose, but it was a good fuck. I rammed her with all I was worth. I rode up on her clit with my dick and she came more but I wasn’t getting a good tight fit. I pushed in and came out. Went in and came out, over and over, giving her the sensation of my dick pumping into her.

Then on one of the times I pulled out I dropped my body just a bit. It hit in between her cunt and butt hole. She squealed, with delight as it turned out she liked the sensation. I pumped the space in between, pushing on it and then on the fourth push my dick landed on her butt hole. I pushed, hard, harder, and in it went in her tight hole.

She squealed and I covered her mouth with the hand I had in her pussy. She bit my fingers and sucked them into her mouth. We switched it up and she flipped over as I pulled her legs up and out to the side giving me more access to her butt. Pounded her pushing harder and harder. My excitement grew as she came to more climaxes.

Finally, I blew my load into her butt slamming my dick up into her. Damn it was a great, far better than other street walkers I had seen. She was good and took anything I did to her.

After a few minutes I pulled out and walked into the bathroom and took a quick shower washing my dick off triple clean. Then washed it again to make sure. When I came out, she was still on the floor. She motioned to me to come over and stand over her. She took hold of my thighs and pulled herself up to a sitting position. She took my soft dick in her mouth and swallowed the entire thing.
1620915487006.png It began to grow in her mouth. She held it and wouldn’t let it go. The harder it got the more she held onto it. I looked at her worshipping my dick. Her eyes were so striking and she was so beautiful in that moment. I will never for get it.

“Push” she said as my dick got fully hard. She took my hands and put them on the back of her head.

I pushed. “Fuck,” she said as best as she could with my dick in her mouth.

I pushed and fucked her face. It was getting better and better. I got harder, and the more I pushed the more she got excited. She wheezed gasping for breath as I shoved my dick into the lady’s mouth harder and harder.

“More” she mouthed. I pushed harder until I was about to cum, I paused.
1620915487038.png “No, no, not yet,” she demanded. As I laid on my back totally l at her mercy she put on another condom and got on top of me. She rode me like a mad woman. Her tits bouncing frankly. Up down then up and down. I was in a trance. She stopped then moved her pussy back and forth with her hands on my thighs. Her gyrations on my love stick were replaced with the frantic up and down motion. My hips now joined in her pounding.
1620915487069.png I pushed for all I was worth as I came for a second time. She moved around as I tried to gain some sense of reality then in a reverse cowgirl, she went at it again pouncing on my dick. She started to scream, “fuck me, fuck me with your monster cock, fill me up.” Her ass moving up and down over my thickness it was a sight to see her working my dick with her ass cheeks. I was going fucking crazy. I grabbed her ass and squeezed it. My thumb now embedded in her asshole. This caused her to scream louder as she kept bouncing until she erupted again. She fell forward in after catching her breath she pulled her pussy off my now softening cock leaving the condom still in her pussy leaking profusely. My seed flowed freely from the condom in her pussy. She pulled it out placing it on the night stand.

She went to work sucking and cleaning my cock. I don’t think a drop got in her mouth as it went straight down her throat. She sucked on my dick for all I was worth. It hurt so damn bad I thought she was going to eat and swallow the fucking thing.

Soft, I was finally able to get it away from her. She laid back down on the towel and fingered herself to a half dozen more climaxes in front of me.

“Do that again sometime, maybe tomorrow?” she asked and I agreed as I came out of the bathroom washing my sore dick thinking about her offer. I might just have to try this again.
 

GGGDickson

Well-known member
Jan 15, 2004
1,342
571
113
Berlin, Germany
Dawn The Next Street Meeting

Pick Up

I had been driving around the same few blocks for almost 20 minutes and was ready to make the turn back towards my hotel when her dress caught my eye. A small breeze must have caught the lower edge of the fabric and blown it around the edge of the doorway she was standing in - out of the corner of my eye it seemed someone was waving a flag at me. I stared for a few moments and was rewarded by the sight of a shapely leg advancing from the stoop.

What the hell was I doing roaming a notorious neighborhood at 1:45 am except looking for some kind of trouble to get myself into. I turned the car down the street towards the sight of silky blouse fabric tumbling around a busty top. Her walk was obvious, nobody walks that way unless they are doing what she was doing - trolling for desperate guys like myself. I went by her at a slow, steady speed to confirm that what I saw from the corner was what I thought it was. She was looking away, back towards the doorway she exited, when I made my first pass. I could only see a medium length of shocking dark hair poking out from the rim of her hat - but that was enough to make me want to give her a second look.

It was cool, a little foggy, and I seemed to be the only vehicle in the area. She saw me coming on the second lap and made direct eye contact from the moment she noticed my car. Her hat shadowed her eyes such that I couldn't see what color they were - but not enough to prevent me from seeing her smile in my rearview mirror as I passed. She knew I was coming right back around before I knew it.

~ HONK! ~ Holy Shit! I almost drifted through the red light as I looked back in the mirror at her. I peeled my fingers off of the steering wheel long enough to lower the radio volume, took a couple of deep breaths and turned in order to make it back around the block. When I got to the corner before the final turn, I was suddenly aware of how nervous I was. I took a look at myself in the visor mirror, not so much for vanity as to make sure I didn't look like a maniac or something. I gathered myself and made the slow right turn.

She wasn't there. Damn. I would have bet she would be waiting right there for me - right next to the scraggly little tree planted in a hole in the sidewalk. I didn't see any other cars, but I guessed someone had beat me to her. I gave myself a "tsk" in my head and rolled down the block, more ready than ever to just go home.

I was looking to my left as I approached the intersection, ensuring no more close encounters with other cars, so I didn't notice her standing there just around the corner - looking right at me. When I did go to turn, she was moving towards the passenger side door and I awkwardly hit the brakes when I spotted that same fabric in a jean mini skirt She was giggling at my obvious surprise and knocked on the window. I leaned over and unlocked the door.

"You going to drive around this block all night?" She asked as she opened the door and leaned in.

"If that's what it takes, I guess I would," I said, trying to sound cool, "in fact I was just ready to head home when I saw you."

"Is home nearby?" Her eyes drifted around the inside of the car as she asked.

"About 10 minutes from here - how about you?" My eyes were not drifting anywhere, just staring.

"Wherever I'm hanging this." she peeled off her hat, stared back at me with ice blue eyes and came right to point, "It’s you?"

I shook my head and smiled to myself. "Oh, shit I was looking for you?"

"No way, honey," she sat down on the passenger seat with one leg in the car and one on the curb, "what is a nice-looking guy like you doing around here this early in the morning?"

"Same reason any guy would be here," my voice projecting a don't-give-a-shit attitude, "I wanna get laid."

"Well, honey, with that big dick what are you waiting for?" She pulled her other leg in and yanked the door shut, "Let's go home." She made her self right at home tossing her hat in the back seat then trying to fix her hair in the vanity mirror.

We didn't talk much as I drove through the dark streets - the sound of my wiper blades squeakily clearing away the mist was the only consistent voice. I let my eyes roam across her body several times while she fiddled with her purse. Every so often she would ask me if I liked what I saw and flipped her hair aside to look right at me when I answered "oh yeah." When we pulled into the garage under the hotel, she remarked that she had been here before.

In the light of the elevator, I got my first really good look at her face, even though she was still busy with things in her purse. She was in better shape than most of the streetwalkers in the area - her skin free of the scars and scabs that accumulate on the more veteran girls. The dress was snug until it got just past her hips, where the fabric moved about even when she was just standing still. The hemline rippled across her thighs like water at the edge of a lake. The only thing I wasn't enjoying was the sight of her hair in the fluorescent light – Jet black to the point of being absurd and not nearly as fried from over-treatment of some sort that most hookers had that looked like bad doll hair. Her was fresh and hot.

She looked up at me when the elevator stopped and we stepped out into the hallway. The smile she gave me seemed to be a combination of relief and promise, as if she'd finally accepted that I was for real and that she was going to get paid. She held my arm like we were going to the prom as we walked to my door.

"How long are you in town?" she asked, peeking back down the hallway.

"Only about 3 days," I replied, slipping the key into the lock, "so don't be surprised - it's not nicest hotel in town." “I was hoping I would find you.”

“Well, you found me. How come you never called.” She questioned in a sarcastic tone.

“I lost the card. Dawn, right?”

“Yes.”

I pushed the door open and let her go in first, taking a long look at her round ass cheeks as they rolled under her skirt, perfectly topping off her legs as they sauntered into my hotel room. She made herself right at home, plopping her purse down on a side table and herself in the chair next to it.

"Something to drink?" I offered, moving into the bathroom.

"Maybe just some water, honey," she said, "you really do need to get a better hotel."

I chuckled to myself as I filled a glass from the bathroom tap - I just knew she would say something.

“What is the rate again?” I said more to the sink than to her, I can’t recall how I felt about the silence as I walked from the bathroom.

"It'll be $100, honey," she said to me as I handed her the water, "up front, and you can have me for an hour to do whatever you want."

She raised the glass to her lips and looked at me as I tried to appear composed at her matter-of-fact declaration. I pursed my lips as if I was actually contemplating options, and she grinned at me knowing full well that we were already in agreement. I kept up the really bad acting job by putting one hand under my chin and rolling my eyes to the ceiling, but she got up and gave me something better to look at.

“I usually start with a little show for you, you know, to get your blood flowing.” She stood up, facing away from me and cocked her full hips to one side. When she spun on one foot to face me, I knew I was the willing victim of a professional sales pitch – and that I probably would have emptied my wallet for what she was offering at that moment. “You do like what you see, right?”

“Yep,” was all I could muster as I began to imagine her body without that skirt “one hundred?”

“Just put it there by my purse and I’ll be right back, “she gestured at the side table, and she did a foot-over-foot, high-heeled, hip-swaying, ass-rocking walk to the bathroom. I was already fishing the bills out of my wallet when she gave me a smiling glance back over her shoulder shutting the door.

I could hear only the rushing of my own blood in my ears as I kicked off my shoes and lifted my shirt over my head. I hadn’t felt so not-in-control with a woman before, fumbling about, confused about whether to take a seat on the couch, go to the bed or just stand there and have her tell me what to do. The water sounded like it was running full blast in the sink when I sat on the couch facing the bathroom door and waited. It seemed like 10 or 15 minutes she was in there, although it was most likely no more than 2 or 3. I pulled at the fabric of my jeans and looked back to make sure I wasn’t dreaming about putting the $100 near her purse.

When she opened the door, the light was already off behind her. I could make out only her shapely silhouette as she walked over to the hallway entrance and leaned to inspect the cash. The hall light was directly behind her and her outline was very sexy. The full ass I had stared at all night was even more so at this angle. Her boobs bounced a bit as she jerked open her purse and dropped the money in, I was glad to see they were natural and topped with nice, erect nipples. As she moved closer to me, I finally noticed she was only wearing a very sheer pair of g-string panties that matched the black tan color of her shoes. She stood directly in front of me and began to sway her body as she peeled them from her body.

It was torture - like slow motion, yet exquisite, torture. She pushed her ass out into the air as far as it would go and spun in a semi-circle so I could see every inch of it. Her hands moved from her hips up across her own tits, lifting them. She pouted and air-kissed at me as her hips gyrated just inches from my face. She dropped to her knees and put one hand on each of my thighs – pushing them apart, staring directly into my crotch while she licked her lips and made a little growling noise. Every move was from the basic stripper playbook, but it was also incredibly erotic, and she was making my blood flow as promised.

“I want to see that big fat cock of yours,” she hoarsely said, “I want it right now.” Her hand landed on my chest and pressed on me as it slid down across my belly and rested on the zipper of my jeans. She kneaded her fingers on me, like they were trying to define the outline of my dick inside my pants. I was done being anxious and moved on to being aroused, so she had no trouble finding her target. Her other hand joined the first and she made the kind of face a kid makes when they are offered a surprise cookie. I closed my eyes a bit and let out a big sigh at the feeling of her hands groping me.

“Yeah, honey,” her voice got softer, “just relax and let me do it to you.”

Her deft fingers unbuttoned and unzipped me with a kind of grace only practice brings. When she fished out my stiff cock and wrapped all ten of her fingers around it, I could only draw a quick breath and watch her. Her eyes never left my dick, not for one second, as she moved her fingers over the veined skin like 10 little eels swimming on a phallic reef. Her touch was nearly perfect – not too hard as to cause her skin to bind or skip over my own, not so soft that I could not feel what she was doing. It was fantastic being touched that way with not a hint of lubrication. I’m quite sure she could have given me a dry hand job and it would have been mind-blowing.
 

GGGDickson

Well-known member
Jan 15, 2004
1,342
571
113
Berlin, Germany
Mitch44, Doctor Zoidburg and Blueray here is the extension of the Street walker Dawn adventure.

Dawn The Next Street Meeting

Blow Job

“Oh, fuck yes.” I finally said when she looked up at me and moved her mouth to my cock. Her tongue pressed against the underside of my head and seemed to wrap halfway around it. Now her eyes were on my own, and the look of concentration on her face was getting me harder by the second. She swirled her wet tongue around the rim of my tip several times, pausing after each pass to kiss the underside. I could see the shiny wet band of her saliva on me as she moved – the very tip and the shaft still dry as could be. My dick was twitching in reaction to her swirling tongue dance, and my eyes rolled back into my head for a moment. They opened again when I felt her mouth slide over my cock – I wanted to watch my member disappear into her sexy mouth.

“Mmmmmmmm,” she moaned as soon as she stopped with three-quarters of my penis engulfed.

“Ah fuck, oh damn.” I muttered at the feelings her hot mouth and moaning vibrations produced.

She bobbed her head back and forth, pressing the end of my hard-on against the back of her throat – moving it only far enough back each time to aim it right down the middle of her mouth. Her moans and grunts added a visceral edge to the blow job – timed just right with her motion. The suction she applied as she moved felt like some kind of hand wrapped tightly around me, trying to tug me upright. Her mouth released me with a wet, popping sound and her hands replaced her lips instantly – stroking me in the same rhythm she used with her mouth.

“Oh honey, you’ve got a great cock. You are so big. I might have to charge you extra.” She grinned and moved her eyes from watching her hands slide and push her own spit around on my shaft to staring directly into my eyes. There were a couple of strings of saliva laid across her cheek and chin as her breathing quickened.

Her wet hand slid down to my balls as her mouth moved back onto my dick. As she bobbed on me, the moisture she created was gathering in the hand she was using to massage my scrotum. She pressed my nuts upward just rough enough to give me a scare, but also turn me on even more. She slowed down and pressed her head onto me a little harder – forcing my cock into her throat inch by inch. Her other hand was gripping the back of my thigh as she pulled herself downward onto me until she couldn’t hold it there any longer. The “GUFF!” sound she made as she let herself off of me was accompanied by a slimy, warm puddle of mucus, and she grabbed it with her hand and slathered it all over my beet-red cock.

Little droplets were flinging off of her hand and my dick as she stroked me furiously. Her fingers were pressed against the base of my shaft, right between my balls and her eyes were fixed on mine again.

“You wanna cum, honey, huh?” she was biting her lower lip as she worked my cock. “I want to see you fucking spew, honey. Come on, lemme have that fucking cum.”

“Just suck it.” I said tensely, “god dammit, just suck it!”

“Like this?” she asked as her lips slid back over the soaking wet tip of my cock and kept sliding - over my ridge, across the shaft and finally bottoming out with her nose in my pubic hairs. She backed off just a bit and began sucking, like she was sucking on a big straw. Like she wanted to literally suck the cum right out of me. Then her hand slid even further back, and a wet finger began to probe the edge of my rectum. I was a little surprised but could feel her fingertip rubbing little circles around my anus and it was hastening my orgasm. Her head began moving again, and she placed the fingers of her hand right in front of her own mouth so that my cock was covered at all times - sliding them out of the way as her mouth lowered and slipping back around my shaft as she moved upwards.

“Oh, fuck yeah!” my hips bucked involuntarily as the tip of her finger pressed into me. “I’m gonna cum, uhhhnnnnnnnn.”

She increased the volume of her grunting each time my cock banged against the back of her throat, sending my thighs into spasms and causing my sphincter to grip her finger.
“Aaaaahhhh, fuuuuuuuuck,” I growled as my body began to give up the cum she demanded, “yeeaahhhh!”

She never stopped fucking my cock with her mouth and hand as my spunk jetted out. It bounced off of her tongue, through her fingers and across her lips. I thrust my hips upwards at the apex of my orgasm, throwing my head back into the cushions hard enough to make the couch bounce. Each glob of cum that forced its way out was like a spark plug going off in my brain. My contractions forced her finger back out of my ass, so she just grabbed my ass cheek as I finished cumming onto her.

“OH oh, oh yeah honey!” she exclaimed with my sperm hanging from her lip, “that’s what I like – big fucking loads.” Her hands were still sliding up my pulsing dick, squeezing my cum-filled pipe until the last of it was oozing out of the tip. She lapped at it all without swallowing any of it, playing with my splooge like a bunch of sticky taffy. My dizzy head could barely stay focused on her as she dangled her fingertips over her mouth and let the cock juice drip in. I took a deep breath and tried to shake myself back to attention – it’s not every day you get a willing sex partner to sit there in your lap and play with your cum . . . I didn’t want to miss a moment.

“That was just great, uhm . . . “ I paused not knowing what to call her, “you give awesome head.”

“Dawn,” She announced as she licked at my ever-softening penis. “And that’s my real name, too.”

“OK, Dawn,” I said, closing my eyes as she licked up the last little dollops of cum, she could find. She then hopped up and turned to the bathroom, walking with purpose.

She didn’t close the door this time, and I watched her grab a hand towel and run it under steaming hot water, then wring it out. She came back with the towel gripped tightly in her hands and motioned for me to lean back again. When the warmth of the wet fabric hit the skin of my belly, I shivered like she had just thrown me into an artic lake. This made her giggle as she began to clean me. She rubbed the hot towel all over my thighs and stomach, across the base of my flaccid dick and cradled my balls as she wiped them off.

“You came really fast, has it been a while?” she asked, watching my body as she wiped it.

“Yep.” I said quickly, not wanting to spoil this with thoughts of reality.

“There’s plenty of time, honey, you want to take another shot on goal?” I chuckled at the soccer reference but figured out quickly what she meant. I was feeling so relaxed, I probably would have let her just give me a sponge bath for the rest of the hour. I looked at her. She was not nearly as cute when her face was relaxed, having an almost serious, maybe even an angry look to it. Then she leaned her head up towards me and a soft grin took over – her face was alive and attractive again. I smiled back.

“I think I can handle that.” I pushed myself into a sitting position, reached up and put my fingers on her tummy just above the waistband of her shorts. She leaned towards my touch as my hands drifted across her flat belly around to her hips. She stood back up just out of my reach and moved her legs about should-width apart. Her hands slid over her hairless pussy, slithered over her round tits up across her face and into her hair finally reaching into the air as she tilted her hips off to the side.

“You have way too many clothes on, honey,” she smiled, obviously sensing my enthusiasm.

I leaned down to slide my jeans the rest of the way off of my legs, plucked my socks off and got up to stand next to her. She was already making her sultry way over to the bed, her ass cheeks swaying so fluidly with every slow step. She put one knee up on the bed and turned back towards me.

“Let’s play here now,” she purred with just enough volume for me to understand, “we need to get that cock ready to go, honey.”

I stepped towards her as I watched her turn onto the bed with one leg still on the floor, and the other stretched out along the edge of the bed. Her tight-lipped pussy was partially open in this position, and if she wasn’t a hooker, I’d already have had my face buried halfway in it. She looked down at where my eyes were fixed and slipped two fingers along the edge of her labia, pressing it like she was sealing and envelope.

“You like your girls shaved, honey?” She asked without looking up.

“I like nice pussies,” I answered without moving my stare, “you’ve got a nice pussy.”

“Thank you, honey, you want to play with my pussy?” She used her fingers to spread her lips apart enough to show me the tender inner lips and the wetness within.

I didn’t answer her, I just sat on the floor next to her and put my hand on her thigh – rubbing down to her knee and back up again. On the third pass, I let my fingers slide along her lips. She must have had something other than shaving done, because everything was very smooth and absolutely hairless. It felt fantastic. I used my fingertips on her lips just like I had watched her do to herself a few minutes ago. When I spread them apart, her light-pink pussy flesh almost tempted me again, but I held off from putting my mouth on her. I rubbed her lips a little harder, pressing into her slit hard enough to be able to feel her inner lips and the edge of her clit.

“I’m wet for you, honey,” she panted “finger fuck me.”

Only after she spoke did I notice her breathing had become a little more shallow and raspy. I slid my index finger along her lips and pushed it into her hole. She was very wet. My finger slid easily into her, and I could feel her body arch towards my penetrating digit as I pushed it deep into her. I closed my eyes as I stirred my finger around inside her, imagining her pussy muscles as they grasped at my finger. She made a faint “Uh!” sound as I pulled my finger out quickly. My face was only inches away as I used the other hand to spread her open further and positioned 2 fingertips on the edge of her. I rubbed the wetness and plunged my fingers inside her forcefully.

“Yeah, honey, ooohhhhhh,” she moaned, grabbing the knee of her lower leg and pulling it upwards.

I had become very aroused at the sight and sound of my fingers running in and out of her pussy, still wanting to stuff my tongue in there along with my fingers. Each stroke pulled a little thread of pussy juice out with it, and it began to glisten along the lower edge of her slit. My movements quickened in response to her panting. The free hand that was still spreading her apart began to cramp, and I let go of her lips and laid the fingertips across my tongue, getting them well-coated. I put them back onto the top half of her pussy and rubbed the whole area in a lazy oval pattern. I could feel my revived cock rub the edge of the bed as I repositioned myself on my knees and really started to thump my fingers into her.

A shoe stepping hard on a sponge was the wet sound created each time my hand bounced against her gushing lips. I moved a third finger next to the other two and stabbed into her as quickly as my arm would move. >SKISH-SKISH-SKISH< was the rhythmic beat as she leaned back on her elbows, rolled her head as far back as it would go and let out a deep, low groan.

“Ooooohhhh, yyyyyeeeaahhhhhhhh,” she growled to the ceiling, “fuck that pussy!”

I couldn’t stand it any longer – the sight of her widely spread legs, the wetness of her pussy, her guttural noises. I had to stuff my throbbing cock in there at that moment. I yanked my soaking wet hand out of her, grabbed my cock and moved to put it in.

“Honey!” she put her hand on my ribs, keeping me from sticking it in her, “no glove – we need a glove.”

I stepped back a half step and she was already unwrapping a condom. How she got that thing on my dick so quickly, I will never know. I am still amazed every time I think about it. She looked up and smiled.
 
Last edited:

GGGDickson

Well-known member
Jan 15, 2004
1,342
571
113
Berlin, Germany
Dawn The Next Street Meeting

1620924914198.png Time To Fuck

“How do you want to fuck me, honey?” her voice dripping with the kind of ‘come get me’ tone that no man can resist when he is that far gone to his lusty, primal self.

“Turn around.” I grunted.
1620924914244.png She kneeled on the bed and moved to all fours. I stepped up, grabbed both of her hips, and tilted my hips until my cock tip rested squarely in between her pussy lips. Then I just pushed. I pushed until my pubic bone was pressing hard against her rectum. I gripped her white-knuckled and pulled her hips back towards me, grinding myself into her as hard as I could. I would have bent myself backwards and pulled myself even deeper if that were possible. She responded by pushing back against me and rotating her hips like someone getting comfortable in a new chair.

“Fuck me hard with that cock, honey!” she demanded, “Fuck me hard!”

She knew what I wanted before I did. I wanted to shove myself into her hot, sopping wet pussy as hard as I could. I went from grinding myself against her to pistoning in and out of her. I crashed into her plump ass cheeks with each stroke, sending ripples up to the reddened spots where my grip had remained. I could see her tits bounce and shake to the sides of her body. Her stiff hair trembled and tangled on itself. She moved her head lower, resting herself on her elbows as my cock continued its assault on her pussy. The long, ragged strokes got longer as I let my dick slip almost all the way out of her each time. I watched as the tightly wrapped shaft pierced back into her. I leaned back and tilted my head up, trying to bend myself into the most forceful position I could create. That is when I pulled out a little too far, and my forward push caused my dick to slide up across her anus and point straight up in the air.

“Oh!” she chirped when my cock slid over her rectum instead of inside her cunt. I felt the moisture of her against the skin of my stomach. My hips moved back, and I used a hand to guide my hungry pecker back into her hotness. My gaze focused on the shiny oblong spot that surrounded her asshole. As my hips slowly returned to their previous rhythm, I slipped my hand over her ass and slowly pressed my thumb around the moisture.

“Yeah, honey, oh god yes,” her voice half-hidden as she let one arm move, stretched out in front of her face. She collapsed her chest against the bed, her mouth on her own bicep and lifted that puckering target even higher in the air. The muffled request she made sounded like “do my ass”, so I complied and slipped my slimy thumb into her rectum as I pumped her pussy. The other four fingers grabbed and groped her flesh while my thumb twisted its way deeper into her ass. She pushed against my advancing thumb and began to shout into the space between the bed and her arm.

“FUCK YES! FUCK YES! OH FUCK!”

I thought I would last longer this time, being the second time in less than an hour and wearing a rubber – but her sexual abandon was too powerful for me to resist. I fucked her ass with my thumb and fucked her pussy with my cock until I could not hold back the broiling orgasm. My hand jerked from her sphincter and landed on the small of her back. I pushed forward until I was lying on top of her, every part of her body except her upturned ass crushed against the bed. I gritted my teeth and felt her stretched pussy pulsate against the spasm of my cock. I twitched and pushed my hips against her as the cum filled the rubber inside her. She reached back and scratched at my hips as my body smothered hers. I pressed my forehead into the back of her neck and breathed against her sweaty skin while my torso calmed down.

When I lifted myself off of her, my eyes were fixed on her pussy as it released my slimy, floppy cock. What a smooth, gorgeous place to put a dick. She wiggled her ass some more for me before rolling onto her side and leaning her head up on one hand.

“You’re good,” she remarked while watching me pull the condom off, “you made me cum, honey I don’t cum with many clients.”

“You did the same for me.” I said, trying to keep a straight face.

She hopped up and gathered all of her things in a meandering path to the bathroom. I wandered over to the couch and used my shirt to wipe myself off. I had my jeans on, placed on my shirt, and was tying my shoes when she came out and told me that she normally expected a nice tip when she gave a guy two shots, but that she’d take a ride to the union station instead. When I agreed, she told me that I was her only trick that night – she was just visiting her stepsister and didn’t usually work the streets, only hotel jobs. She said she’d love to have me host her again if I was ever in the mood and scribbled a phone number on the back of the business card of a local pawn shop. She blew me a contrived kiss when I dropped her off at the station and walked away, working that ass for me until it was out of sight. I have no idea where that card went, but I sure enjoyed my hour with Dawn. I did hunter her down again.
 

GGGDickson

Well-known member
Jan 15, 2004
1,342
571
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Berlin, Germany
Dawn The Leather Skirt
1620929438673.png I had just had a great meeting and I was driving around the track to find Dawn awaiting my arrival. I pulled up and she was wearing a pink top and short jean shorts with sneakers. Yes, she also has a smile to die for. I pull up, I ask her how she is doing, she says great as it was her birthday. I tell her to jump in. I drive her around and I ask her if she has anything planned. She tells me, “No, but a few girls might take her out for dinner.” I ask her what will she wear?

She shrugged her shoulders and said, “I don’t know?”

I ask her what about a birthday outfit? She looks confused and I tell her I want to take her out to get a new outfit for her birthday. She says I must be kidding. We drive over to the Bay, we park, then we head into the store. She turns to me and kisses me. “You are too sweet, Greg.” I hand her the cash for her time.
1620929438720.png “Oh no Greg I cannot take your money to buy me a birthday outfit. I tell her it is for after. She smiles and says, “Of course.” Stashing it in her pocket. We go in and find the women’s floor to meet a young lady who is thrilled to walk Dawn through the store to pick out her three different outfits. I watch as she tries on each outfit. She loves the black leather skirt, a black see-through blouse, a pair of pink, red heels a black leather handbag, and a black coat as the nights were getting cool. We need to get her a pink, red bra and panties to go with it as we cannot have her walking around in a see-through blouse showing off her ‘girls’. Although I liked the idea, as her tits were beautiful when on display. Although such an outfit might get arrested.

I could tell the salesclerk is trying to figure out our association, but she is just enjoying the ring of the cash register. I think we are done as I pay, and Dawn asks if she could wear her new outfit. The ladies agree to put her old stuff in a bag as she wears the new outfit. We walk away stopping to pick out some fragrance, and a few other jewelry items she needed. I offer to carry Dawn’s bags, but she wants to carry her bags, like a military man might wear his metals. She wants to show off her achievement. As we walk through the parkade, she sees a trash bin and drops her old clothes in the trash, smiling at me and spoke. “Won’t be needed this garbage!” She leans over kissing me.

We drive off and we find our hotel in the downtown area. Once again, she wants to carry her remaining bags into the hotel showing everyone her status to the world. I watch her strut herself and flaunt her birthday gifts to anyone who might look her way. As I check in, she tells the girls behind the counter that it is her birthday. They wish her a happy birthday and tell her how amazing she looked. Dawn beams.

Up in the suite. "Let's get you out of these clothes," Dawn whispered as she draws the blinds to darken the suite. Her voice alone was enough to enamour me, the memories of her amazing oral skills still so vivid in my mind. Her moans of agreement brought about my climax, helped along by her talented tongue and lips. I loved the peach and guava smell of her hair, the scent of her body wash, the hint of baby powder, the dabs of perfume on her neck. The scents mingled to a wonderful menagerie of femininity. I wondered what she did in the changing room. She was transformed at the store. From street walker to super model.

I slipped off my shoes and stepped out of my pants. Dawn loosened my tie and slipped it off my head between kisses. She continued to probe my mouth with her tongue as she unbuttoned my shirt and peeled it off my shoulders and dropped it to the floor. I stood nude before her, save my socks and felt more at ease in that capacity than ever in my life. Dawn put one arm around my shoulder and the other around my side and she gripped my back with her nails as we kissed hard.

I had one hand under her top, feeling the bare small of her back, the other hand grabbing and squeezing one of her luscious ass cheeks through the leather skirt. I would have been content to stay entwined with her for the rest of my existence. I felt like I needed to say something, anything because I had been silent since she we arrived in the suite, but I was afraid of saying something stupid and ruining the mood. It was obvious that despite of her being my junior by many years, she was light years ahead of me in sexual knowledge. There were advantages to being a street walker.

"Oh Dawn . . ." Was all I could muster.

"Mmm . . . let Dawn take care of everything. . " She whispered in my ear after breathing a hot breath into it.

Dawn spun me around slowly and gently sat me on the bed. I watched her silhouetted form as she crossed her arms and grip the sides of her new blouse and pulled it up and over her head, pulling it to the side to free her long dark hair from it, causing it to cascade back down over her shoulders. Her breasts were definitely on the bigger side. While she was still intoxicating, I already found myself wondering if she would let me buy her a new pair. A bigger, nicer pair to make her a goddess. God knows I was wondering how I could keep her forever.

She reached behind her, the halo of light behind her made her look like an angel in a stained-glass window. She had on the pink, red bra. She reached in front of her and unhooked the bra and pulled the sides back exposing her flesh to me. What her breasts lacked in firmness, they made up for in great shape. They were perfectly symmetrical, and the small areolas and nipples stood at attention. She stepped up and stood between my knees and reached behind my head and pulled me to her.

I leaned forward and took her left nipple in my mouth and sucked like a baby on a pacifier. I had never lusted for a woman so completely. In all honesty I wanted to turn more lights on, to worship the goddess before me, but I contented myself with the sensations of touch and taste. She tasted as wonderful as she smelled, I felt like I could eat her up. Dawn had her right hand on my shoulder, her left still behind my head, lightly rubbing her nails over my head and scalp, massaging me as I suckled her.

She was lightly moaning, almost inaudible and she watched me move to her right breast and show it the same attention and gratitude I had shown the other. I licked and bit softly on the pert nipple, my hands resting on her hips, my fingers resting on her bubble butt. Her ass felt fantastic under the thick leather skirt. Her skin was so soft, and her breasts were firm and supple, traits her ass had in common. How long she let me consume her I do not know but my jaw was starting to feel damn near sore from the sucking.

Finally, she gently pushed me back off of her and leaned over at the waist to kiss me again. Her kisses were a joy to experience and made me angry at every woman I had ever paid to be with me, who failed to make me feel such desire. She pulled her lips off and stood back up straight.

"Am I tasty daddy?" She asked sweetly.

"Yes baby, you are perfect." I said hoarsely, eagerly anticipating what else she had in store.

Dawn spun around and dropped her hands to her lower thighs and slid them up her legs, under her leather skirt, showing me her scrumptious thighs until her hands reached her hips. There was just enough light to make out the pink, red panties I had just purchased and that were stretched to cover her ample bottom. She hooked the sides of her panties with her thumbs and gently pulled down, rolling her panties off, while she swayed her hips from side to side. I barely caught a glimpse of her pussy before her skirt fell back over her as she bent over fully to pull her panties all the way down. I grabbed her waist and held her firm and kissed and licked her ass through her cold leather skirt.
"Mmmm. I love that daddy. Do you want me?"

"Y-y-yes" I croaked out, barely audible over the sounds of the thunderstorm brewing outside or was that my heart.

She turned back around and had a very devilish grin on her lips, her large eyes blinking slowly at me as my penis began to harden again, finally recovered from the voluminous cum I was ready to show in the store.

Dawn pushed on my shoulders, and I laid back on the bed. I do not have a clue what type of bed it was, but I was gonna have to ask at some point. It was firm but with a very thick pad on top, making it soft and inviting. I watched as Dawn slid one knee onto the bed beside me. She sat up on that knee and brought her other leg up and placed her foot, still in her heeled feet were on the other side, her leg spread, her thigh and calve making a right angle beside me.

She reached down and began to slide her fingers up and down the underside of my cock, my cockhead hovering just above my stomach, my penis twitching slightly to her touch. She moved to her knee on her other leg, straddling me. She sat down just below my shaft, and I could feel her pussy's heat on my sack. She sat down with all her weight and her pussy lips parted a bit and my shaft was being rubbed on each side by her lips and she began to slide her hips forward and back, masturbating my dick with her pussy. I wanted to be inside her so badly, but the teasing was a feeling that will never be rivaled.

She was a real pro at this, she began to moan and slid faster along me. I hoped she would not keep it up for too long, it was so intoxicating I was worried I would cum and worried I would cum on my own face with the way she had my cock pointing. She began to squeeze her breasts as she moaned.
"Oh, shit daddy. It is so hard! You are so hard for me?" She asked in a throaty voice.

I was breathing hard and only gave a guttural response. She giggled her wonderful teasing way, and said, "I think we're ready you need to get a condom on baby."

I was certainly lubed up from her wetness and it made it easy for her to slide on a condom she had ready. She sat up straight on her knees and picked her skirt up a bit with one hand, the other pushed my cock up pointing now at the ceiling and descended upon it. She slid down on my cock slowly and deliberately.

"Oh daddy, oh damn! It's so warm. Oooouuu fuck me in my new leather skirt daddy!" She ended in a loud crying sigh as she hit bottom, my cock completely within the warm folds of her womb.

"Oh. Oh. Jezzzus. Oh." I stuttered, unable to put together real sentences. I just stared at her open mouthed as I watched her rising and back down, the actual coitus hidden behind the veil of her skirt. I was in complete shock, first that I was fucking this amazing woman, and two, that she had taken me in with her new skirt on. Just her body and mine, in a glorious embrace of our genitals.

She grabbed her hair up and held it to her head as she moaned and turned her head to the side. "God damn it daddy. Why do you have to have such good sugar?"

My mind was swimming, my cock was a solid shaft of tingling pleasure. I let my eyes close and focused on the amazing pussy massaging my rigid cock. She continued to ride me slowly, moaning, groaning, and panting, and her pace was just right to keep me from getting too excited. I am sure she knew she could make me cum as soon as she wanted, but she was giving me the full experience of her euphoria.

I felt her pull up more than usual until my still rigid cock slipped out of her. I opened my eyes, wondering what was happening. She stood back up and grabbed my hands and pulled me to my feet. She wrapped her arms and one leg around me, and we kissed again. Long wet kisses, aggressive tongue wrestling and moaning into each other's mouth.

"Love me daddy, take off my new birthday skirt." She said into my ear, followed by another hot breath. She released me and begged me to slide the leather skirt over her hips then it fell to the floor. She then kicked off her new heels before crawling onto the bed totally naked. She was on all fours in front of me, better lit by the background light. Her tanned legs were beckoning me, and Dawn looked back at me over her shoulder begging me to fill her ass. Her derriere was outstanding, tanned like the rest of her, and bathed in the ambient light, I could help but leaning down and giving the perfect apple one good bite.

"Owww! Oooh daddy, why are you making me wait? Can't you see I am ready?"
1620929438765.png God damn this woman was a fucking dream. I stepped to the edge of the bed and lined myself up. Before I even pushed in, she pushed back to me, and had my mushroom cap in before I made a move. I gripped her hips and pushed, deep inside her, surrounded by her warmth.

"Oh shit! That is it daddy. Dawn wants her medicine." I know I replied with some kind of sounds, but I have no idea how to describe them. I was pushing in and pulling back, but not much, Dawn was doing most of the work, rocking back and forth on the bed to pull me into her and slide back off of me. My cock was slick with her juices and as much as I wanted to get up a good rhythm, I was reduced to a watcher. In this moment I did not know shit about pleasuring a woman and felt guilty, wishing I could give Dawn as much as she gave me.
1620929438797.png She continued to moan, her hands clasping the sheets in fists. Her moans of pleasure added to the sexiness. The room began to smell of our sex, her juices were flowing freely, her thighs showing the streaks of many escaping drops of her. I leaned forward to wrap my arm around her stomach and pulled her off her hands. I felt her breasts and kissed her neck as her back rubbed against my chest.

"Oh my god Dawn. Oh. .. .goooorrrrrrr." I was starting to feel my balls aching, and my bodies muscles were fatigued. I lost my footing and Dawn and I fell forward, now lying flat on the bed. My hips resting on her ass, my cock still buried inside of her.

"Mmmmm daddy I like feeling your weight on me. I am getting close daddy, don't stop, I want to cum."

I used what strength I still had to piston up on my knees and back down. Our legs were intertwined, the sweat between us began to make our motions audible. The sounds and smells in the room were of unmistakable passionate sex, something I had never experienced. It was not going to be long now; I could feel my orgasm trying to take hold in my testicles.

"Oh, fuck Dawn, Jesus sweetie, I am gonna cum again!"

"Wait, hold it for me daddy I want to watch you when you cum with me."

I wondered if she wanted me to shoot my load on a certain spot of her, but she had something else in mind, as she always seemed to. She flexed me off of her and I obliged. She rolled over and pulled her feet onto the bed, her legs forming triangles with the surface. She grabbed my side with one hand and my cock with the other and pulled me to her, lining me up to enter her again.

"Ok daddy, Dawn is ready for her real birthday present, daddy I want you to gve me your baby, daddy!"
1620929438834.png "Oh, fuck baby, god you are so fucking hot!"

"I know daddy, you made me hot! I'm ready daddy, can you cum for me?!"

I was holding myself up with her ankles in hand, pumping in and out of her as fast as I could. I looked down to watch my cock in her, knowing my cum was nearly ready to launch.
Dawn wiggled her legs free and wrapped her legs around my waist and locked them behind me, my waist squeezed between her thighs. She had her hands clasped around my neck and was looking into my eyes.

"Yeah, that's it, I can see it in your eye's daddy, I want your baby seed give me a birthday baby daddy!"

"Oh, fuck Dawn, oh shit, oh, ah, oh Dawneeeeeeeeeeeeeeeeeeeee!" I screamed as I felt the first wave of orgasm wash over me, my penis jerking as it pumped a large dose of my cum into the condom embedded in her womb.

"Oh, shit daddy! Oh my god, oh my god daddy. Yes, oh I am coming daddy!" She screamed at me, still looking into my eyes, her face grimacing. Maybe she was cumming, maybe she was not, but damn if she could not have fooled me.

"Ooooohhhhrrrrrr!" I hollered as I felt another load of my semen pouring into her waiting honeypot.

"Yes! Yes daddy! Keep going for me!!!!" I was tingling all over, I thought I might have a heart attack from the intensity of my orgasm.

"Ooooooh. Chlo. Dawneee. Shit baby!"

"Cum for me daddy!" she screamed at the top of her lungs.

I shot my final burst of cum and collapsed on Dawn, completely spent. I was panting, unable to speak or open my eyes. I felt her arms cradle my head to her chest and her hand running through my hair.

"Oh, my daddy. Daddy that was wonderful. Thank you. This is the best birthday ever" She whispered into the air. It was the last thing I remembered until I awoke next to her an hour later.

She was beside me. I sat up, bewildered and drained. She sat up with me. She looked over at me and giggled one more time.

"I really need to get me a man like you. Are you ready to go home Greg, could I keep the suite for the night you paid for, right?"

"Sure baby, whatever you want." She got up and pulled me to my feet. She lovingly dressed me, piece by piece until I was back in my suit, shoes and tie. She walked me to her door, still wearing only her skirt and sandals.

"Oh shit, I almost forgot" I said feeling the envelope in my pocket when fishing for my keys. I handed it to Dawn who clasped it in her hand and smiled her wonderful smile.
"Thank you, Greg!" She said and went on her toes to give me one last quick kiss. "Please come and see me you know where to find me okay?"
"I will." I replied as I hugged her and walked out the door.

"Drive safe Dickson."

I smiled back at her and made my way out to my car, still wondering how any man would let that girl get away. Well, I guess I just let her. I will however remember the leather skirt.
 

GGGDickson

Well-known member
Jan 15, 2004
1,342
571
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Berlin, Germany
Dawn On The Resort of Relaxation

Pick Up

I breathed in deeply and stared in wonder at the waterfront, as the shuttle bus drove us past, on the QEW. It flashed before my eyes like the many hookers that flash by my life. Although It was in a different part of the country! It smelled different! It looked different! The air felt different! The accents were different! Most of all, it was HOT HUMID! Much like Montreal but so different.

I made it downtown and met with those who wished to met with me. Those who would take over my business. Those that waved the dollars in my face over patents and taking over a business that only a year or so ago others were choosing to close down as it was of no value. Those who had little faith in those who’s blood sweat and tears meant little. I took pride in resurrecting a lifeless body and turning it into something a multi national was interested in acquiring. I felt like Dr. Frankenstein breathing life in a lifeless body.

We sealed the deal it would make me and my partner very very wealthy. For a couple young guys in our mid 20’s we were now on easy street. I wanted to celebrate but my partner was not excited as he was giving up the opportunity to see hot girls in their underwear saunter before him. He had to contend with his father and family who were pissed that we took the failing business and turned it into a financial success.

For me there was no issue. I had no family, no girlfriend, no friends, for that matter. This offered me a new freedom to jump into something like the property business with John, Mark, and Mr. Valvis. I would move to Toronto and start a new life, leave the pain of Montreal behind me. Leave my pain in the dust and start a new. Find a new body to breath life into. Could I do it again. Of course, I could. As long as there were lifeless bodies anything was possible.
1620930097426.png In addition to this milestone I had the opportunity to reconnect with Dawn. Yes, Dawn the street walker who showed up in my life. Dawn in the leather skirt. With my new found wealth I stopped in a little dress store near the hotel and got her a new sundress. I walked across the street and rented the nicest car they had. I then drove the stroll hoping to find Dawn. Would she be working? I drove around a few times then I saw the cutesy ass on the strip in a pink short skirt and light green tank top. Although I did not see her face I did she her ass. Then as if she could sense my gaze, she turned her head and she spotted me. Our eyes connected and she threw a smile my way.

I pulled up and she jumped in the car. “Greg, I missed you. I was thinking if I would see you again. I still have the clothes you got me. Every time I look at them, I think of you. They are the best clothes I own and you have been the best ‘date’ I have been on.” Music to my ears. I felt special in this moment.

I asked her what she had planned. “What ever you want to do sweetheart,” was her response. I told her of my day and she got excited. I asked if she would like to be my ‘girlfriend’ and we could celebrate. She giggled and asked if we could go to her place and we could fuck and she could put on the clothes I got her.

I asked her how much for the weekend, she seemed shocked. She had no idea what to say so I threw out a number and we pulled into a parking spot and I got out to get the cash.

I called the White Oak Resort and Spa at Niagara on the Lake. I had attended a conference there recently and I booked us a suite there. I returned and handed her the money. She smiled and I told her I booked us at a resort near Niagara Falls. She shrieked like a little girl. Jumping up and down in her seat, telling me I was the best, then kissed me. I told her we needed to stop at Eaton Center to participate in an intense power shopping, dresses, shoes, lingerie for the week end. She smiled broadly saying, “Let go lover!”
 

GGGDickson

Well-known member
Jan 15, 2004
1,342
571
113
Berlin, Germany
Dawn On The Resort of Relaxation

Power Shopping
We did some power shopping. We hit a number of dress stores, shoes stores, then La Vie Rose. I left her to pick up a number of pieces to pull it together as I stopped to pick out luggage to carry everything to the resort. She was so excited with her gifts she kissed me telling me this was an amazing adventure and we had not even started. We stopped to get her something to eat in the food court. I saw the spa across the hall. As she ate I got up walked across the hall. I spoke to a young lady and told her I had a friend who needed to get her hair and make up done. She looked at her schedule and told me no problem. I returned to Dawn with a smile on my face. She asked what had I done. I told Dawn and we took her bags across the hall she was so excited to get her hair and make up done. “No way!” was her response. I said “way!” I told her I would take her bags and be right back. I left her in the capable pampering hands.

I then went over to the Royal York to get my bags to add to her treasures we just bought. I looked at the dress bag I brought for her, it was the summer dress, I wondered if it was a redundancy. Oh well we will see, maybe she will let me fuck her in it. I tipped the bell man and I drove over to pick her up.
1620930177207.png As I walked into the mall, I saw the jewelry counter at Sears. I saw rings. But not any rings. I saw an engagement ring. I learned about fake diamond rings that still look beautiful when you mix cubic zirconia stones with real ring settings in sterling silver, gold, rose gold and more high-quality materials. I got her a fake engagement ring to turn her into my fake girlfriend. I noticed summer heels and they were perfect.

I arrived at the salon just as they were finishing up her makeup. I presented her with the summer dress and shoes. The two girls working on Dawn thought the dress and heels were amazing. Dawn sprang from the chair left for the washroom to try it on. She returned wear the dressed and the heels. The black and white number raised eyebrows and got the praise of everyone in the salon. I settled up the salon and we were on our way.

I looked over at Dawn and admired in the sundress I had purchased for her. Now here she was in front of me and all I could do was stare. She looked gorgeous and the cleavage on display made me think fondly of summer back in Montreal, where the women had a certain Je Ne Sais Quoi.

I was still over dressed in my suit and long sleeve shirt which I’d rolled up at least. I had lost my tie to try to fit in.

The drive down the QEW to our resort wasn’t long. Dawn chatted almost the whole way. Soon we were pulling up the tree lined drive to a large low-rise building surrounded by flowers, vegetation, and large trees. I looked at her and give her the ring. She could not believe it. The ring looked real in the sunlight as it sparkled. She cried and told me it was beautiful. “So, I am officially your girl friend?” She put it on and it was a little big but that did not stop her from kissing me. We were interrupted by a young man who came to unload our bags. We broke the kiss and tended to business.

I followed Dawn into the lobby while the door man unloaded the bags then handed it over to the hotel staff. With Dawn in my arms we walked up to the reception desk.
 

GGGDickson

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Dawn On The Resort of Relaxation

Check In
“Hello. Greg and Dawn Dickson checking in.” I said in my most confident casual way. Dawn lite up hearing how I referred to her.

The young woman behind the desk smiled at Dawn and looked up my name on the computer. “Ah! Yes, welcome! We have you in our President Suite. Welcome back Mr. Dickson” Dawn grinned as I signed in where I needed to sign. The lady at the front desk took a credit card imprint for purchases made. The clerk held up a pretty pink band and indicated Dawn should hold out her arm. The woman wrapped the band around her wrist and when the two ends were beside each other they clicked together tightly. The young lady commented about Dawn’s ring as it sparkled. Dawn blushed and smiled broadly.

“This is your room key and identity bracelet for the entire resort. If you wish to purchase anything you simply need to touch the bracelet to the payment machine.” I stepped forward and she wrapped a larger black band around my wrist. “It’s completely water proof and it won’t accidentally come off.”

I admired the bracelet. “You will need to return that once your stay is over no matter how pretty you think it looks on you,” the young woman teased and both Dawn and I chuckled.
The young lady at reception then waved over a young man. “Lionel will guide you to your room. Please enjoy your stay and if you have any questions please feel free to ask any of the staff.”

Dawn and I followed Lionel who was pushing our luggage in a trolley through the hotel. He pointed out the locations of the pool, the bar, the restaurant, the gym, the wine tour office where they could book everything including a tour of Niagara Falls.

We stopped at the end of the low rise building and took the elevator to the fourth (top) floor and Lionel showed Dawn how to use her bracelet to unlock her door. The suite was large and nicely decorated with a large four poster bed but it was the view from the large balcony that made it special. The view of the county side could clearly be seen and the sound of peace and quiet was comforting. Each balcony was private with walls between each and there was room for two lounge chairs and two regular chairs on either side of a small table. Lionel placed our bags in the bedroom and left us with a smile after offing to get us ice.

There was a sheet of paper on the desk which indicated there would be a manager’s wine reception this evening. As it was midafternoon, they still had an hour or so until that event,
 

GGGDickson

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Dawn On The Resort of Relaxation

The Walk

“Let’s go for a walk!” Dawn suggested and I smiled. That sounded awesome! She had never been to a resort before.

We got changed and once more I was stunned by Dawn’s beauty. She had on her new bikinis with a colorful wrap around her waist. This time I was unable to stop my jaw from dropping. I’d put on casual pants. I liked how they looked on me and was getting used to wearing tighter pants though I was still self-conscious when I got excited. Like I was becoming now. I looked up into her amazing blue eyes and I saw the happiness and satisfaction there.

I picked up a white, short sleeved casual shirt I had picked for the trip. “Let me put some lotion on you before you wear that.” Dawn suggested. I nodded. Now Dawn knew something about the sun as she spent a good part of her time out in it working the street. So, she must know something.

Although it was early fall, the sun was strong and Dawn suggested that she squirted some lotion on my hands as I did my front while she quickly rubbed lotion on my back. I returned the favor for her then we headed outside. As we were at the quiet end of the building, getting to the property was just a matter of a few seconds walk. Then they were out in the back of the resort.

The fall breeze carried scents I had never smelled before. I was enthralled. Wandered around the path ways we made our way to the fountain.

“What are you going to do now that you sold the business Greg?” she smiled up at me.

“I am going to enjoy this moment. It’s magical!” I said with a grin. “Thank you for bringing me here!” she said as she looking into my eyes in a dreamy sort of way. I struggled to keep my eyes on her face. “Sorry, but you look incredible!” I confessed.
1620930326258.png She smiled as a warmth spread through her body that had nothing to do with the warm fall sun set. In this moment we both knew I was so good for her and she was good for me.

We walked hand in hand along and around the garden for a while then turned back, facing the setting sun. The feel of it warming our skin while the evening breeze cooled us was so shocking when you anticipate the freezing temperatures will be before us soon.

I couldn’t stop grinning. It was crazy! Just hours ago, I had been in meetings with people pushing me to sign documents to change my life. Even before that I was told by so many, I would never amount to anything. Yet now I was here with more cash in my pocket than I could imagine and a hooker on my arm who was happy to get her share. I had little to worry about yet there was a part of me that felt hallow.

I stole glances with Dawn but she caught me and I blushed. My pants were becoming tight and she stopped us to give me a kiss. I tasted her mouth and succulent lips as she ground her body against mine, feeling my hard cock straining to be set free. She moaned with desire and pulled back from my mouth.

“If there was a way to do it without being arrested, I’d take this in my mouth right now!” she growled sexily at me as she discretely rubbed my cock. She felt my throb strongly in response. “Fuck, I want you! Let’s go back to the room!”

I nodded, not trusting himself to talk. We started walking once more but now there was a purpose to our steps. I ran my hand over her tight ass before we headed back along the path towards the building.

As we could see the doorway approaching quickly, Dawn stopped me and pulled me in between an enclave of trees. It was secluded yet public. I tried to say something but her lips attacked mine as her hand attacked my crotch. I hear her in a muffled noise whisper, “Fuck I need you now!”

She stood back untied her bikini top allowing her big tits to meet the sunset causing my erection to strain my pants. As she dropped to her knees her fingers hooked my pants and her momentum pulled my pants down causing my cock to spring forth.
1620930326297.png “God, I’ve been thinking about taking you in my mouth since you stopped at the bank,” she moaned and wasted no more time. She gripped my shaft and took my cock as deep in her mouth as she could manage. She pressed me firmly against the back of her throat until her gag reflex told her enough! She eased off and began to pump her mouth up and down on my cock as one hand stroked the remaining part of my cock and her other hand rubbed my balls.

“Oh Dawn! Oh my god that feels so good!” I moaned and ran my fingers through her soft and silky soft jet-black hair.

She hummed happily as she kept up the motions, reveling in the heat and solidity of him in her mouth. She began to go faster and pump more aggressively, looking deep into my eyes.
1620930326333.png “Dawn… Dawn… I’m going to… Dawn… you have to stop…I- I’m cumming!” I cried.

She pumped my cock with her hands as I fired my cum into her mouth. She continued until I was finished. She leaned back and showed him what she’d collected in her mouth. Then she swallowed the mouthful. The remanence of my spent seed covered her lips. She smiled looking up at me. She licked her lips then using her finger she collected the last of remaining baby cream and licked her fingers with a proud grin on her face.

I helped her to her feet as she collected her top off the grass. I helped her with her top to make herself presentable and we giggled as we found the door to the hotel.
 

GGGDickson

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Dawn On The Resort of Relaxation

The Suite
At the door to the resort I opened it and turned to Dawn who took my hand and led him back to our suite. In the suite she pulled me to the bed and knelt down before me. She pulled my pants down and my semi soft dick was her offering. She pushed me to a seating position on the bed with my legs wide and her between them.

“Greg, I do not know why you are doing this for me but I want to you to know how much it means to me. You are the best man I have ever met.” She confesses with her eyes filled with my reflection.

I picked her up and pulled her onto the bed. I pulled the ties on her bikini and uncovered her large tits once more. Her nipples were stiff with excitement. I immediately sucked one into my mouth and caressed the bud with my tongue. Dawn cried out and I moved to her other tit. Dawn’s cries escalated and I didn’t let her recover before I pushed her legs up and stroked her wet pussy with my tongue. I used more force than I normally would as I knew she wasn’t as sensitive and needed the extra pressure.

“GREG! YES! LIKE THAT! OH GOD!”

I slurped at her pussy, sucking at the lips and strongly flicking her clit.

“FUCK! Oh god… SHIT! FUCK! YES!” Dawn was shaking with need as I used my mouth on her.

My dick was coming back to life once more so I sat up, she handed me a condom and I positioned my cock over her slick opening and lowered the head down into her.

“Oh YYYYYYYEEEEEESSSSSS!” she moaned as I pushed myself deeper and deeper until my pelvis touched hers. I looked down in surprise. I’d never been this deep in Dawn before. Maybe it was the position? Whatever it was, it felt incredible!

I began to drive my cock into her like a piledriver, slapping her body with mine.

Dawn was going out of her mind. I had her legs pushed back and I was filling her up with my man meat. I was confident she had never had so much fuck stick in her as deep as I was right now. It made me feel special to think that she’d never felt like this before. She was overwhelmed. It was too much but she told me she never wanted it to stop. Her mouth opened but she couldn’t speak as I drove in deeper, harder and with such ferocity. Her body began to shake as the impacts against her clit rocketed her towards a delicious ridiculous release.

“Harder, don’t stop.” she managed to whisper and I took her at her word. I started to pound her pussy with quick shallow strokes which forced my cock even deeper inside.
“UUUHHH! FFFUUUUU!” was all she managed as her body clamped down on me and her eyes shut tightly.

I was only able to drive himself deeper two more times before my own orgasm was resurrected. I rocked my hips, grinding against Dawn and she squeaked. She gripped my arms digging her nails into my biceps almost painfully as she whimpered and shook.

Slowly the pleasure ebbed and my cock softened within her. I allowed her legs to return to the bed and withdrew myself from her body. Dawn was breathing hard and was covered with a sheen of perspiration. I rested on my side with my head braced on my hand so I could keep an eye on her face. She wasn’t coming down from this one as quickly as she normally did and I was concerned.

“Oh… my god… Greg,” she finally managed to pant.

“Are you ok?” he asked gently.

Her eyes tracked over to me and she seemed to be struggling to remain awake. “Yes… it just took… more out of me… than I expected. So… powerful!” she whispered.

“Maybe you should take a nap?” I suggested.

“Yes, that would be good. Wake me in an hour before the manager’s party,” she said looking up at me in wonder.

“What?” I asked, puzzled by her expression.

“I’m just marveling at how lucky I am to have a second chance at love.” A tear beaded up on her eyelash.

“Hey! No crying after sex!” I said with a smile and her face broke into a grin as she chuckled.

“I love you, beautiful lady! I love making love with you! I love being with you! Get some rest and I’ll wake you when it’s time to get ready for the party. I’m going to get cleaned up and look for a snack. I’m hungry all of a sudden,” I said with a smile. I leaned over and kissed her lips tenderly and she closed her eyes. She was asleep before I’d left the bed.
 
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GGGDickson

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Dawn On The Resort of Relaxation

Reflection
I took a quick shower, put my clothes back on and wandered down to the lobby. They directed me to the casual restaurant which served snacks and light food. I walked across the grounds breathing in the warm night air and feeling the remembrance of the sun on his face. I found a table overlooking the recreation area and placed an order for a burger and fries.

With a grin and I looked at the table’s surface. Thinking much like the surface I could wipe my world clear moving to Toronto. I would reset much like the waitress reset the table for the next guest. I could put my life behind me and start fresh. The waitress, in a white blouse with black skirt and black stockings, brought my food and asked if I needed anything. Looking at her, what I wanted she could not bring me. I just ordered another glass of water. I enjoyed the French fries savouring each bit as I knew I needed to savour each moment I have had in getting to where I now found myself.
1620930513859.png The waitress returned immediately with her water and I thanked her. She had a comforting smile and I was tempted to ask her to join me. My mind quickly floated to the burger on my plate. I dug into the burger and smiled as my taste buds came alive as had my sex life with Dawn. I made quick work of the burger.

I looked at the time, not sure where it went but I better go wake up Dawn so she can get ready for the party. I got back to the room to see Dawn getting ready she was so excited. I tried to tone down her excitement. It was a wine tasting and it was a room full of people we did not know. She put on a powder blue silky blouse and black frilly skirt. She fidgeted with her skirt unsure if she was dressed ok.

She put on red lipstick and her hair flowed nicely. I assured her she had nothing to worry about as everyone else was not going to be thinking about what she was wearing but rather what they were wearing. I could tell she was nervous. I tried to reassure her it was a manger hospitality party. I had her stop, look at me and told her she was beautiful and she would be the most beautiful woman in the room.
 
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GGGDickson

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Dawn On The Resort of Relaxation

Manager Party
She did not disappoint. The room was filled with middle aged couples and a number of white-haired seniors. I was sure we were the youngest ones there. Not only was Dawn the youngest she was by far the most attractive. We met a university professor and his wife there for the wine tours, a group of middle-aged men who were there for an Agra conference. They were the loudest and the most attracted to Dawn. I was concerned that maybe a few of them may have used Dawn’s services or at the very least strolled her place of business. Yet it did not appear to be the case. There was husband a wife who appeared to be pregnant. In passing they told us they were trying to get away before their new child arrived. We met a few others but nothing interesting or exciting.

The manager’s wine tasting party wasn’t what I expected at all as we mingled with strangers! I was not impressed with the hodge podge of mismatch of humanity. Dawn on the other hand was so excited dressed in her new outfit. She gripped my arm and held on tight like a child going on a roller coaster ride. She had never done this before. It was the excitement of a new experience. As we met people, I introduced her as my girlfriend. No one suspected that if she was not with me that she would be walking the stroll of Toronto picking up men for money or men picking her up for sex.

We were in our own world, and we were able to open up now as Dawn was able to relax. We seem to fit with the dress code in as I had a powder blue shirt and black pants. Dawn had on her blue blouse and black skirt which drew my gaze frequently as well as other nearby eyes.

The new arrivals were handed their wine selection and I gracefully refused a replacement for my empty glass.

“What do people do at a Manager’s wine tasting?” I thought looking around at the other guests milling about. “Is this it?”

It’s a chance to mingle and meet new people. I believe the Manager actually makes an appearance and greets the guests. I confessed to myself.

I asked a passing waitress for a glass of water. She returned with one in moment and I thanked her. Then I noticed it was the same waitress who brought me my burger earlier. She flashed me her smile once more.

Dawn gave me a smile and I winked back. “She is very pretty.” I smiled back telling Dawn I agreed.

The Manager took that moment to arrive and he did give a short speech welcoming everyone to the resort and ran through a list of activities they would be offering. I perked up when they mentioned going on a cruise on the lake. There was a dinner cruise. Which appealed to me. I just liked the idea of going for a ride on a boat. Once the manager was done, we decided to head over to the dining room. We got a table for two overlooking one of the pools. Very few people were in the pool at this hour. We looked over the menu and placed our orders. I decided to try some fish.

We discussed Dawn’s first wine tasting. We giggled about the people we met. We discuss the boat tour, the trip to Niagara Falls. In spite of living in Toronto Dawn had not seen the falls. We had a nice dinner. I asked her if she was ok?

She glanced at my perceptive eyes and smiled. “Yes, we were just a little too enthusiastic this afternoon and I’m feeling it now.”

I was kind of surprised as she had a nap. She disappeared as I settled the bill ordered a bottle of champagne for our room. We made our way back to the hotel room. Dawn had a very mischievous grin on her face as we walked hand in hand. Upon return to the suite she asked if we should sit on the couch and she kissed me telling me that my waitress sure was hot. I was thinking of our waitress at dinner but I was not impressed. She reminded me about the young lady who was servicing us drinks. I did not think any thing of it as Dawn slowly made her way to my pant buckle. She pulls my belt off and threw it in the corner. She now slowly unbuttoned and then unzipped my package.

She looked up at me as she removed me and took me into her mouth. Her velvety mouth engulfed my thickness. She sucked my mushroom head then licked my shaft up and down. Wrapping her lips around my thickness.
1620930579057.png “Greg, I love your big fat dick. She squeezed me then kissed my tip before looking up into my eyes and using the tip of her tongue to work my pee silt. She spat on my dick then using her hand she gave me a gently hand job. I felt my deep desire building with in me. We then heard a knock at the door.
 

GGGDickson

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Dawn On The Resort of Relaxation

Hello Darcy
Dawn jumped up in shock I told her it must be out champagne. She went to the door as I stroked my dick awaiting her return. Dawn opened the door to see the young server from earlier at the door. However, rather than taking the bottle, Dawn invited her in. She walked in asking where we wanted it. I was shocked and embarrassed as I had my full exposed shaft in my hand. I could not get it back in my pants. I grabbed a pillow from the couch and covered my dick.

She just smiled at me and was not disturbed by my thickness in my hand. “Mr. Dickson where would you care for me to put this? Would you care for me to open it?” Dawn jumped in with, “yes please?”
The young lady popped the cork and poured the champagne. “Mrs. Dickson are you celebrating a special occasion?” Dawn seductively said. “Oh, I am not Mrs. Dickson. I am a paid companion for Mr. Dickson who just sold his company.” Now this honesty obviously took our server by surprise.

“I am sorry you are a ‘paid companion’?” Dawn went on to tell the young lady that she was indeed a prostitute and I was paying her to be my companion. Our young server was intrigued she had never met a prostitute before and to be honest I was shocked that Dawn would be so forth coming. Dawn on the other hand was very happy to share her lifestyle with the young lady. Matter of fact Dawn told the young lady that she too could be a hooker. The young lady blushed at the thought but I could tell she fascinated by the comment.

Dawn asked if she would care to join us for a drink to celebrate. The young lady looked at her watch and told us she was finished her shift and just brought our order before leaving for home. So, she said she might have a drink.

Dawn introduced herself and introduced me as Greg. The young lady told us her name was Darcy. She came over to me to shake hands. I could not get up as the pillow was the only thing between her and I. She informed me that she was attending university this fall and was doing this as a summer job. Dawn excused herself to go in the bedroom leaving me with our new friend Darcy and my prick still exposed under the pillow. It was embarrassing. None the less Darcy told me she remembered me from the restaurant and she was curious about my paying ladies to be with me. She wanted to know more and how this came about. I told her a little about my world and how I did not have time for relationships. I told her about Wendy and some of the street walkers I saw. She was shocked that Dawn was a hooker. As we talked Dawn reappeared wearing dark stockings.

“Greg likes his girls in black stockings. But he does not like panties that is why I got these and she lifted her skirt up to show her crotchless pantyhose as well as her shaved kitten. Darcy’s eyes lite up as she saw Dawn’s pussy on display.

Darcy turned and poured Dawn another drink and started to ask Dawn about how she became a hooker. Darcy pointed out she was blown away by both of us. She told us she never met anyone like us. She could not believe that I hiring girls to have sex with me and Dawn was making money to fuck men. Dawn pointed out that I was unique in comparison to her other clients. In more ways than one.

Darcy was confused. Dawn told her look at this, pulling away my pillow. My dick was flopped over to one side. Darcy gasped. “Hell, it is not even erect. You got to see it when it is fully extended.” She took our young Darcy into the bedroom. I followed holding my pants up.

In the bedroom. Dawn kissed Darcy who was in shocked as she exhaled telling Dawn she never kissed a girl before. Dawn lifted Darcy’s skirt to show her white panties. She blushed and was unsure how to handle Dawn’s advances.

“Dickson do you have something to help Darcy’s education fund?” Dawn sounded so confidence in what she was asking. I reached for my wallet and opened it up. Dawn looked in and took the cash from my wallet and gave it to Darcy. “This should help you with your tuition.” Then she looked at Darcy and said. “Now you are an official hooker.” Darcy was in shock and Dawn went back to kissing her. Darcy appeared to like it and looked at me as I sat down on the couch in the bedroom. Dawn brought Darcy over to me and Dawn sat next to me placing Darcy over her knee drawing her hand over Darcy’s nice tight young ass.
1620930665297.png Darcy admired my semi hard cock and told Dawn that I was very thick.

Dawn laughed telling her she had not see anything yet and told her to kiss it. Darcy kissed my tip and then licked at it before giggling as it twitched as her tongue made contact. Dawn told her it is ok she can take it in her mouth. Darcy then gobbled it up as Dawn now ran her fingers over Darcy’s soft ass. I was enjoying the young mouth of Darcy while watching Dawn running her fingers over Darcy’s white damp panties. Darcy was now moaning with a mouth full of my fuck sausage.
1620930665342.png Darcy broke the suction with a popping noise. She screamed “Oh Fuck I want your big cock in me!” Dawn helped her up and we went into the bedroom. Dawn grabbed my shaft and pulled me by my cock like an owner might pull her dog on a leash. Darcy held Dawn’s other hand and the three of us made it to the bed. Dawn laid down and Darcy assisted in dropping my pants to the ground. She sat before me sucking on my pipe once more. Dawn giggled pointing out that little Darcy was quit the little cock sucker. Dawn replaced Darcy’s mouth telling her to not go to fast or I would explode before I had done my damage. Dawn replaced Darcy’s mouth with her nylon stocking as she rubbed her feet over my shaft.
1620930665392.png I was enjoying myself and maintained my composure but it became more difficult as I had both of them on the bed with their asses in the air. I finger fucked Dawn’s pussy with my right hand while I sild my finger on my left hand passed Darcy’s white lace panties and penetrated her sweet peach. They were both moaning enjoying the double fucking I was giving them both using my fingers. Dawn knew this was not enough and she begged me to fill her fuck hole with my stiff stick.

I laid back on the bed and Dawn mounted me filling her love box with my love peg. Darcy was impressed as to how Dawn rode me with ease. Darcy sat next to Dawn they kissed and Dawn raised her right leg so that Darcy could suck her right socking covered toe. Dawn stopped her up down motion on my fuck pole, allowing Darcy the opportunity to lick and suck her toes.
1620930665433.png My cock popped out of Dawn and without a hesitation Darcy took my dick in her mouth and sucked my condom covered cock for a few seconds before sticking it back into Dawn. Dawn began to moan loudly as I shove my hips into her, pounding her harder and faster, I could feel her getting wetter and looser. She cried out, “fuck yes.” and she shook as her orgasm hit her. She came for a good minute straight her cunt squirting, dripping, gripping my cock and milking it although I wasn’t coming. She flopped over on the bed on her back still convulsing from her orgasm.

Darcy wasted no time in turning around on the bed so she was parallel with Dawn and was holding her hand. She looked up at me and asked me, “make love to me please. I want your big cock in me please!” The voice was different as if she was anxious and somewhat afraid of what she had asked for. Dawn said take it slow with her, as she moved over Darcy’s sweet peach, and licked her honey pot preparing our servant girl for my fuck stick.
1620930665473.png I assured Dawn and Darcy I would be gentle and go slow as we removed the condom that just exited Dawn’s sweetness and put one on to fuck my Darcy. Then I moved with direction and deliberate moves placing my cock at the opening to Darcy’s hairless pussy.

It occurred to me looking at her that she was a virgin to a threesome, at least in the traditional sense. It also occurred to me at the same time that she didn’t exactly look 24 yrs. old, however at this point we both knew what we wanted. It wasn’t my business to interfere so she did what I paid her for, even though I was sure she was enjoying her job. I slowly pushed the head of my cock inside her and when I hit resistance, I stopped for a few seconds for her to adjust, I kissed her on the neck and moved to her mouth, kissing her deeply. I didn’t want this to be painful for her; I wanted her to remember this fondly for the rest of her life. I kept up the pressure with my cock and I felt her lean forward to devour Dawn’s awaiting women hood. I eased up the pressure of which I was pushing inside her so I didn’t just plunge in her and I gave her the opportunity to give Dawn a good old pussy licking. Again, I waited, noticing her grip on Dawn’s hand was tight on Darcy’s head and they were looking into each other’s eyes. Then I noticed Dawn looking at me, her smiling her eyes where telling me it was ok. I could unleash the beast on this sweet little pussy.
1620930665511.png Darcy stopped licking turned her head then looked over to me and nodded slightly before returning her gaze into Dawn’s eyes and her mouth to Dawn’s pussy lips. I pushed the rest of my cock inside Darcy and slowly began a pace. Slow and steady, all the way in and almost out of her. Dawn wedged her left elbow under while using her right hand to pull Darcy’s face into her kitten. I grabbed Darcy’s hips and she moaned loudly as if she had never felt this way before and she began to meet my thrusts and I picked up the pace sensing she was ready for it and was approaching her first vaginal orgasm with my thickness deep in her. As Darcy began to have her orgasm, Dawn used her left hand to pull on her nipple. Their eyes lock on to each other while Dawn continued kneading her own nipple. Darcy shook and I felt her gush and squirt as she came.
1620930665554.png As her orgasm subsided, I pulled my cock from her and sat back on my heels. Darcy fell over and Dawn leaned into Darcy’s sex and licked her clean until Darcy stopped shaking. They hugged and held each other tight, kissing and caressing for the better part of 30 minutes. I just laid next to them on the bed, taking a mental nap so to speak.

Dawn rolled over on to her back and Darcy got on top as the two of then participated in a hot 69 position. They went at it until they both came yet again.

Darcy spoke first saying thank you, and then asked can we do it again? I said I was ready, and both women looked at me and said yeah, we can tell. We all chuckled at that. I fucked them both several more times before they realized I had not come at all. I said I wanted to make sure they were satisfied before I came. They both knelt before me and took turns sucking and stroking my cock until I shot my load into their mouths as they kissed each other, sharing my cum. We three lay on the bed with me sandwiched between them and we went to sleep. I awoke as Darcy got out of the bed trying not to wake us. She came to me whispered telling me she had a great time but she needed to work this morning and she needed to get home to change. I thanked her but she assured me she needed to thank me for the amazing experience. She was gone into the early morning light. I went back to bed.
 

GGGDickson

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Dawn On The Resort of Relaxation

Day Trip
We awoke in each others arms Dawn was disappointed that Darcy left and she never got a chance to thank her and get her number. I told her we could give her a great report to management and we could get her number. We went for breakfast where we made our plan for the day. After breakfast we sat in the lobby waiting for a man to bring us my rental car. We hopped in and went for a drive.

The drive was scenic and the falls were lovely but my stomach was impatient for lunch. We found the restaurant and once more ordered some amazing food. I was wondering if I’d be able to make meals like this. We were wandering the main street in Niagara Falls then decided to head back to the resort. I dropped Dawn at the front and self parked the car. I went in and at the front desk I stopped to tell the manager what an amazing young lady Darcy was and how impressed we were with her customer service skills. The manager was beaming. He assured me he would pass on my complements. I told him to make her employee of the month! I also wanted to set up a special evening dinner in the garden. The manger got the details and we were set.

Dawn was just stepping out of the shower when I arrived so she stepped back in to wash my back, my sides, and, oh what the hell, my cock. She stroked me skillfully as we kissed deeply until I sprayed my cum all over her stomach. I smiled at her as I panted and she rinsed off. She indicated she was good and left the shower to dry off and do her hair. I finished up in the shower and got dressed for dinner.
 

GGGDickson

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Dawn On The Resort of Relaxation

Dinner Date
1620930844199.png Dawn was wearing her peachy sun dress which accentuated her breasts and I froze when I saw her on the couch. She grinned. “Seriously Greg, you’d think you’ve never seen breasts before.”

“It’s- when you- the dresses you wear. They’re so lovely and do such… amazing things with your…” I stuttered and she felt that familiar zing go through her. She prowled over to me, watching me twitch, mesmerized by the motions under the smooth soft fabric. She pressed her body against mine and I moaned.

“We’re going to be late for dinner. Let’s go,” she said with a grin. I whimpered just a little and she walked away with an extra spring in her step having no idea what I had planned.
When we entered the restaurant. I was walking behind Dawn and her smile was lighting up the room. My face was looking a little pink and my eyes were having difficulty staying off of Dawn’s ass.

“If you are going to wear something which flatters you so much, you should expect to be admired!” I teased.

She gently swatted my arm and glanced at me who was struggling to hide the bulge in my pants which were now so tight. Our waiter greeted us as Mr. and Mrs. Dickson and told us they had a special dinner planned for us as I looked over at Dawn who just smiled back and followed the waiter who took us out a patio door. Dawn followed until we started to walk into the garden, she looked back at me and I shrugged my shoulders.

We walked a little further until we were in a secluded part of the garden. Then on the grass was a blanket and flowers as well as a little setting. We decided to order a bottle of wine with dinner and this time I went with penne pasta with a bolognaise sauce. I was getting a little too much seafood and needed a change. Dawn switched her order to the pasta as well as it sounded so good.

The wine arrived and we toasted our successful day. She told me this was the perfect way to end the day. The cool evening was perfect as the sun was settling in the sky. Yet the beams of light flickered through the trees give us the prefer kaleidoscope of light and color.
1620930844245.png Dawn stood up and took the little basket that contained the cutlery and went over to pick a few plums and grapes from the trees. I watched as she walked back to me using the light through the trees like a photographer uses light to frame a master piece.

I really wasn’t a wine drinker but with Dawn I could learn to appreciate the taste. However, I was a connoisseur of hookers, prostitutes and I was really drunk on Dawn’s beauty as one of the best.

When the wine arrived, I took a sip. “Mmmm! This is really good! I can taste a fruity flavor in it but it’s also sweet and I taste. Dawn feed me a plum from her selection.

Dinner arrived and we talked about the falls we had seen on our drive and walk today. I mentioned that I’d taken the liberty of booking us on the boat tomorrow. That got Dawn giggling once more.

We finished up our dinner and ordered little bowls of ice cream for dessert.

“What time do we go in the morning?” She asked, concern about our need to get up in time.

“They don’t do ‘crack of dawn’ down here.” I smiled. “We’ll get picked up in the lobby after breakfast. They drive us to the boat and we go out on the lake with our guide. I think there are two other people signed up to go with us on this charter.”
1620930844288.png Our waiter came to clean up and wished us a good night as I signed it to the room. He left and I had her to myself. She fed me another grape.
“You know Mr. Dickson you could become addicting.” I smiled back at her. She made a point to show off her big tits.
“Do you like?” She asked very seductively.
1620930844335.png “Do you think we are all alone out here?” She went to ask me hoping my answer would meet her intentions.

I took my finger and lifted her chin up and looked into her eyes and told her she was beyond sexy and I told her to be careful what she wished for as she might get it. I noticed her nipple peeking under the fabric of her silky pink dress.
1620930844376.png Dawn notice my eyes distracted by her protruding nipples. She smiled and asked if I liked it. I confirmed with my grin. She giggled telling me I should I bought the dress for her during our shopping frenzy.

Without another word Dawn drove into my pants and pulled out my dick and she began going to work on my stiff fire hose. She looked up at me telling me she loved my cock. Her left tit fell from her soft flowing dress. She looked like a goddess in this moment. Her oral skills were well received and I enjoyed the feel of her mouth enveloping my hardening dick. She brock her seal to tell me she wanted me but she was concerned that we did not have protection but she told me it was ok if I wanted to screw her without a condom.
1620930844419.png I pulled a condom from my pocket and she laughed telling me I would make a great boy scout as I always came prepared. I placed on the condom as she pulled her peach dress over her body confirming she was not wearing any underwear under the dress. She laid back and spread her legs allowing me complete access and giving complete permission to ravish her. I moved in lifting her legs by her ankles. She played with her nipples on her enormous mounts as I rubbed the tip of my dick over her moist slit. I played with her clit with my tip, swirling her moisture from her slit on to her love button. Her moan was loud as her head rotated from side to side until she proclaimed, she was ready.
1620930844457.png “Greg, I want you in me, give me your cock. I want all of you. Please baby don’t tease me just fuck my pussy!” With that I thrusted my hips forward and my head spread her lips and she swallowed my dick with little to no problem. We fucked slowly and passionately until I heard her moaning deeply. She grabbed her tits and her body shook under me.

“OH, Greg I love how you do that to me. God you are the man for me. Fuckkkkk ddddooonn’ttt STOP! Oh god I am cumming again! With that her body shook like the leave blowing in the trees. It was a calming shiver.

Upon her completing her orgasm she noticed when I pulled out that I had not cum. This resulted in her having me lay down and she mouthed me looking at me. It was her turn to us her hips to work my dick in her warm moist muffin. She raised her left foot and placed her toes into my mouth. She hissed and her beautiful bosom flowed gentle with her rocking as I sucked each of her magnificent toes.

Dawn slide her ass back and forth filling her perfectly shaved pussy with my rod. She closed her eyes and appear to be fighting her next orgasm. She stopped pulled her toes from my mouth and rotated around so her ass was my perfect scenic view.
1620930844498.png She humped me her feet on my stomach she shuffled her hips back and forth. Her hands on my tights she whispered loudly, “Cum for me Greg give me your seed. I want your cum to fill me up.”

In this position I was totally at her mercy. She moved her hips slowly or rhythmically backwards and forwards from side to side driving my hardness deeper in her. I placed my hands on her glorious globes it was like watching a sexy salsa dancer working her hips with the sole purpose of driving me crazy. There was no doubt she was beautiful but I never appreciated her ass as much as I did now. Dawn worked her pussy to drain me but not in a massive eruption but in a more methodical control cum I ever had. She knew she had achieved her objective as her feet fell to the blanket and she raised her hips up my condom covered cock popped out and she rose up smiling. She grabbed her dress and slipped it on. I pulled my pants and shirt over. I pulled off the condom off then using a napkin I wiped off my soft dick. I got dressed. We walked back to the hotel.

We saw our waiter he asks how everything was. Dawn smiled and told him she was stuffed and very satisfied with the evening. I told him we left the blanket and few other items outside. He smiled and told us he would clean it up. As we awaited the elevator. I took the napkin containing the spent condom and disposed of it in a trash bin near the elevator. In the elevator she kissed me and told me she enjoyed making love to me vs fucking me. I understood the difference.
We showered and slept well that night.

The following morning, I headed down stairs to take care of last-minute adjustments. I waited in the lobby for Dawn to arrive. The Dawn had decided to sleep in and have a late breakfast so I got us a table while I contemplated life. I did think Dawn and I did take a big chance we could have been spotted but who cared. I went back up to the suite to let her know we needed to go. Dawn insisted I bring along a bottle of suntan lotion as my fair skin rarely saw the sun and might burned easily. She got out of bed and rubbed some on my back for me, then gave me a kiss, she got ready and we headed down to th lobby.
 

GGGDickson

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Jan 15, 2004
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Berlin, Germany
Dawn On The Resort of Relaxation

The Tour
Ten minutes past 9AM a man walked into the lobby, spotted us and gestured for us to follow him. We walked out to the front and saw a van waiting. The side door was open and two ladies were sitting on the middle bench. I squeezed himself past them into the back seat and Dawn followed. The driver closed the door and immediately got us on their way, making up for the lost time.

“Good morning! You the people going boating with us?” The man asked.

“That’s right,” I spoke up. The two ladies just nodded as Dawn took my hand the turned and kissed me. She told me how sweet. Dawn ensured that the two heard her and knew she had kissed me to calm me as her own. We spent the rest of the trip looking out the windows.

The van ground into the gravel parking lot by the dock. The driver shut off the van and hurried around to the side door and opened it. He helped the two ladies out with a big smile and walked with them over to another man, big and barrel chested, tanned and bearded, obviously waiting for them. Dawn and I pulled ourselves free of the van and joined a young man who welcomed us as Mr. and Mrs. Dickson. Dawn was impressed as he led us over to boat docked. He told us that they got a lot of people from the resort. As we walked to the boat an older gentleman jumped on the dock sticking his hand out.

“Hello! I’m Captain Dan and this is my lovely ship ‘The Silly Fanny’. Named after my late wife, may Poseidon keep her soul,” the captain said in a loud booming voice. Dawn was eating it up and I had a grin on my face as well.

“Come aboard. We have an hour’s journey to get to our spot, an hour sight seeing and an hour’s journey to get back!” He froze dramatically and looked Dawn in the eye. “That’s right, a three-hour tour. A three-hour tour,” he said with a dramatic tone. Right back to a bubbly voice. “I was kidding about the three hours. We’ll be out there all day. You can call me Skipper.” He pointed at the young man and commented. “You look like a Gilligan! Come on Little Buddy! All aboard!”

With that we stumbled on to his boat and the young man followed. Dan gestured to his first mate standing by the bow of the ship as we approached and the man untied us from the dock.

Once we were settled in the captain introduced his first mate as ‘the Professor’ and wasted no more time to get us going. Soon the boat was up to full speed, bouncing over the waves. The noise of the motor made talking difficult but not impossible. At least we were sheltered from the wind inside the cabin.

There was a small table inside the cabin with a wrap-around bench. Gilligan offered us drinks and a wide range of snacks. ‘the Professor’ took us on a tour of the boat. For a small boat there was a fair amount of space including a washroom, two cabins, the galley, then on deck there was the bridge where Dan made his home. There was the front of the boat and the back-seating area. With drinks in hand we enjoyed the sun and the water. We made our way on to the Niagara River and ‘the Professor gave us a little history lesson regarding Fort Mississauga and Fort Niagara although we were not able to go ashore ‘the Professor’ pointed out we were in the USA. We headed down the Niagara river I was impressed with the history with Fort George and the incredible the scenic Niagara River.

We had lunch at Dufferin Island on the Lower Niagara river and we both enjoyed the relaxing boat tour from the opening of the Niagara Gorge all the way back to Lake Ontario. On the boat ride back, we could have got lost in the natural beauty but we got talking about my lack of relationships. I told her my issue was my work and she commented that it does not help that I have a huge cock and how some girls would not be able to accept me. I listened as she told me she liked my size but she knows some street walkers would have issues. She told me I should make a point of telling escorts of my size. I was a little taken back by the discussion. I never considered my self abnormal.
We were soon on the massive expanse of Lake Ontario stopping in St Catharines where we said our good bye to captain Dan and ‘the professor’. ‘Gilligan’ assured us he would return with the van to pick us up and take us back to the hotel after dinner. We had an amazing dinner at the Lake Side Restaurant reflecting on our unique ‘relationship’. She seemed interested in my work and my back ground and most importantly my dreams. After dinner our Gilligan picked us up and took us back to the hotel.
 

GGGDickson

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Jan 15, 2004
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Berlin, Germany
Dawn On The Resort of Relaxation

1620931036785.png Were Back
It had been a long day I was ready for some much-needed sleep. As we walked into the suite a bottle of champagne was on ice and a bouquet of roses greeted us. She swung around kissed me and whispered what I thought was “I love you.” Was it possible? My mind raced but I was tired so I must have miss heard. I got ready for bed undressing and took as Dawn packed up her items from our little adventure over the last few days. I left her the shower and I packed up after sliding on my pj bottoms. I was now awaiting Dawn’s arrival.

“I'm ready," Dawn said from the bedroom. I switched the radio to the one that played more easy listening, picked up the two glasses of champagne, and entered the bedroom.
The light in the room were dimmed and I could barely make out the form of Dawn’s body thru the canopy of the bed. Slowly one leg emerged. When it was exposed to her thigh, she slid the other one out. With both legs exposed to her thighs she rolled over and backed out slowly her white pantie clad ass now visible. Dawn backed up kneeling on the bed and turned toward me.

She looked absolutely stunning. Her dark hair flowing freely and pulled back behind her right ear she had a white choker on her night gown was see through and added the right amount of temptation. She had taken her fingers and slowly pulled the fabric that obscured her enormous breasts down teasing me with was about to occur.

As my eyes moved lower, I could see she had on the third night gown I had bought her without knowing it, a white baby doll night gown. Although I was not a fan of panties the looked, she treated my eyes too was enough to cause my dick to spring into action. Her cleavage drew my eyes to her breasts. The fact that she had a tan made her white breasts clearly visible thru the top. Her nipples were already so hard they actually pulled the top away from her skin. As my eyes moved lower, I noticed her hips and her navel begging to be kissed. Thinking back, she wore nothing else. She did not need to. The wet lips of her pussy made an appearance with a little spot on her white panties or so I thought in the small amount of light there was in the room.

She stood and came toward me and took the glass of champagne from my hand replacing it with her own hand.

I offered a toast, "To us... for overcoming our fears so we could be together."

We both drank the whole glass and then set the glasses down on a nearby table. As Dawn wrapped her arms around my neck and pulled our bodies together, I could feel the wetness between her thighs.

Knowing I could feel her excitement she said, "You will need to take them off because I am so wet and they don’t feel comfy, besides it will make it easier to dance with you in a special way."

The timing couldn't have been better, as if on cue our "In My Dreams" started playing. As we started dancing Dawn said, "I knew you'd find a way to play our songs tonight."
1620931036831.png As the song progressed, Dawn's hand reached thru the front of my PJs she wrapped her hand around my hard cock and pulled it out the front. There is a part of the song that goes, "...and we climbed and climbed and at the top we fly...", when that part started playing Dawn lifted a leg and started wrapping it around me. Just like in the shower the previous morning my hands lifted her up and she wrapped both legs around me. This time however I lowered her slowly onto my cock. Her body seemed to spasm in a series of mini orgasms with the tip of my dick sliding over her panties covered slit. We kissed deeply and I knew if we continued, we might regret the future. I pulled back as she laid there She knelt before the tent found in my pjs. She removed my thickness and proceed to worship my manhood before devouring it in the dimly lite room. She held my base and licked and sucked my head. I caressed her long black hair she looked up into my eyes with a desire I had yet to experience with a paid woman.

Her mouth felt like heaven as she moved her lips to my base. She gagged then went back to working my most sensitive mushroom head. My legs became weak with anticipation so she eased me on to the bed. As I laid back her mouth did not leave my throbbing rod.
1620931036877.png With me on my back she filled her mouth with my ragging fuck stick. She was driving me crazy and she knew it. I felt like I was going to explode she stopped looking at me. She squeezed my dick in a vice I thought I was going to scream.
1620931036917.png I moved my hand to her ass and pussy as she went back to work. Only now I had something to preoccupy my mind. Her ass and her pussy. I moved her wet white panties to the side and proceeded to finger both her dripping wet pussy as well as her amazing ass. I fingered her like a world beknown pianist might work the ivories of a Steinway baby grand piano. The moans coming from Dawn’s dick stuff mouth was as beautiful as the music coming from such a musical instrument. We were both driving each other into a sexual frenzy. I knew if she continued, I would break a nut so I pulled away she whimpered and whined. She was now on her back as I continued to finger her over her silky wet white panties.

Dawn was content in this moment to let me explore her body. Her tits were opening exposed to night her arms over her head. Her head moved from side to side as she bit her lip. Her legs were spread wide she surrendered her womanhood to my touch and my caress.

I worked my fingers up then down over her slit so perfected hidden to my eyes but not to my touch. My finger found her clit under the silk protection. The combination of her wetness, her silk panties, her sensitivity in this moment brought her to a successful conclusion.

“Oh, Greg baby, you make my body sing I love your fingers and how you do that to my body. I want you in me. Please Greg make love to me. Give me your big cock. I want you, No I need you in me. Fuck I want you so bad.” With that she pulled her white panties to the side and she started to use her fingers to play with her clit. Moaning deeply.
I put on a condom and came to her taking my tip rubbing it over her slit from her clit to her ass.
1620931036960.png “Yes, Greg please give me you big fat cock. Fill me up baby!” With those words I slowly moved over her and I penetrated her, filling her. Her pussy lips spread open like the curtain at a broad way performance. Her folds invited me in and her cunt welcomed my organ. I pumped her slowly at first. Her tits flowing like the waves caressing Lake Ontario shore line.
1620931037001.png Dawn crossed her hand spreading her labia as I split her open. She moaned then grunted as I slid in deeper and gave her the kind of loving she needed in this moment. Oh, hell who was I fooling, the kind of loving I needed. I needed to remember I was paying her. My pace quickened and my thick reached deep into her womb that her grunts became groans. Her body was mine. I was near a moment of completion so I pulled back out of her.

She was not content with my action as she removed her baby doll and threw in corner before she pushed me on to my back and mounted me like a jockey at the Kentucky derby. She proceeded to ride me like the jockey approaching the finish line.

Her reverse cowgirl positioned gave her the leverage and the opportunity to control her hip action as I was nothing more than her sex toy giving her maximum enjoyment. Her black hair twirled the flew from her face to her back in quick burst of softness. Her tits acted as counter balances allowing her to lean forward so her hips could pound away on my fuck pole deep in her. Her ass was so perfect all I could do was spread her ass cheeks apart and enjoy her pucker hole as her hip action up and down was replaced by her hips moving forward and back wards until I heard her scream.

“Oh FUCK” at the top of her lungs. She fell forward and rolled over telling me she loved my cock. Out of breath she said, “Dickson you will make some lady very very happy.”
My dick was throbbing and I needed to fuck someone in this moment. I was paying her and she was naked, and beside I had a condom on my dick with her name on it. I was time.
1620931037045.png I got up adjusted the protection and I rolled her over pull her hips up so her ass was before me. She was wet as she begged me to let her catch her breath. She told me her pussy was super sensitive as she just had a wild orgasm. Yet my dick needed a pussy and I pushed into her as she screamed into the night.
“Oh, my fucking god Dickson! No!” followed by a loud resounding “YES!” As I plow into her soft swollen sex mount. I pulled her hips to me and I slammed into her again and again. She accepted her pussy pounding. Her left hand went back to restricted my thrust but she quickly realization it was a futile attempt to my violation of her fuck hole. At which point she knew she did not have the ability to control the pounding she was going to take, so her hand went to spreading her swollen pussy lips giving me greater access was her only recourse.
I pounded away like a mad man we fucked like animals. I mounting her like an animal. On my next thrust I was fully inside her body when I erupted in the most intense orgasm I ever had when all of a sudden, she erupted in an orgasm I had never seen a woman experience. Her eyes looked like they were going to pop out of their sockets, as she looked over her shoulder with such intensity in her facial expression. Her pussy contracted so quickly and tight it seemed to suck the cum from my balls as I shot my load deep inside her. The strangest part was we were almost totally silent when we came together. At most, maybe, a small whimper or gasp of breath.

Despite cumming I remained hard inside of her. As we both came down from the emotional high of our orgasms, the music switched to Dawn's song, "Dreaming of You". Dawn started to sing the song to me. I pulled her to me then she rocked to the beat and the slow rhythm of the song. At the same rhythm she started to contract then loosen the grip of her pussy on my cock. As the song came to an end, she was practically screaming the words as she gasped for breath as we both came together for a second time.

Afraid I would soon fall asleep I rolled over and laid on my back with her on top of me. The smell of roses was heavy in the air and looking at the bed I saw why. She had pulled the petals off of the remaining roses and scattered them on top of the comforter. As we laid there recovering our lips met in a slow tender kiss which probably lasted thru the next 3 songs.

A rather upbeat song came on which I remember seeing Dawn and Darcy dance last night. With the sound of the music revitalizing her she rose to her knees and started to kind of dance to the music my cock still inside of her. As she gyrated and swiveled her hips my semi-hard cock came back to life. Her hands cupped her breasts and she played with them while dancing on my dick. Dawn lifted her breasts toward her mouth and moved her tongue as if the were licking her nipples. I couldn't believe it as I felt a third load of cum ready to erupt from my dick. She seemed so intense on putting on a little show for me that I don't think she was ready to cum yet. Wanting us to cum at the same time again my fingers found their way to her puffy pussy and started rubbing it at the same pace of her gyrations. As the song reached a climax so did, we.

Both of us exhausted she rolled off of me and snuggled up to me. I looked at her and told her, "Dawn, none of the fantasies I've had throughout the years have ever been remotely close to what we experienced over the last few days."

"Neither have mine," she said still trying to catch her breath. Once she did, she propped herself up on her elbow and stared deep into my eyes. "Greg, I've been thinking about something. When you call me Dawn it just sounds so escort client like. I know we are both trying to keep this a business transaction. I still want to be able to do that from time to time but well….. “ her voiced trailed off until she came back with, “So instead of calling me Dawn, maybe you should just call me Missy? Missy is my real name.”

I pulled her head toward mine and gave her a soft kiss on her forehead. When our eyes met again, I told her, "Missy, it would be an honor to be able to call you that. We just need to be careful."
1620931037103.png As we both laid together, we drifted off to sleep for a short time. We didn't exchange our usual goodnights because the night never really ended. We would wake up throughout the night to enjoy each other. At one point I found myself feeding her my thickness in the darkness.
 

GGGDickson

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Jan 15, 2004
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Berlin, Germany
Dawn On The Resort of Relaxation

1620931153753.png The Morning After
In the morning I awoke and went to check out and got her a coffee. I returned to her getting packed up. I will forever remember her beauty.

She stepped through the door and came to an abrupt stop. I was naked getting ready to shave. The towel I’d wrapped around my waist after my shower was open and hanging down.

I turned my head to look at her. I gave her a smile and seemed to be looking for something in her eyes.

Dawn stopped and looked at him. “What? Of course, you’re normal.”

“No, this part of me is abnormal. Freakish. They wouldn’t react like they do otherwise.”

She walked over to me and knelt next to me. She gently turned her chin until I was looking down at her. She saw the sadness in my eyes. She was here now to help me leave with my relationship trauma from the past.

“You’re big. That’s just a fact. You’re NOT freakishly big! You’re not stepping on your penis when you walk, big. THAT would be freakish.” I gave her a small smile for that. “There are many reasons which have nothing to do with you personally that might cause people to react in many different ways to seeing your size. Everyone has their own issues when it comes to sexuality. Everyone has feelings of inadequacy in some areas. There are multiple ways people can react to that insecurity; anger, fear, disgust, mocking laughter, but all of these are fed from their own insecurity. Their issues. Not yours.”

Her words seem to comfort me in a strange way. She left the room and we left out adventure behind us. I dropped her off at her place she kissed me and asked when would she see me again.

“Soon my resort of comfort and relaxation.” It was time to rejoin reality and meet with Bruce my lawyer who was already counting his cash from the last weeks transaction.
 

GGGDickson

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Jan 15, 2004
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571
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Berlin, Germany
Dawn Anal Experience
1620931387512.png I was now moving back to Toronto and after a day of unpacking I thought about Dawn and our adventure in the Niagara region. I hopped in my car and drove down to the stroll and sure enough there was Dawn in a hot pink dress. I drove around a second time until she spotted me and pushed her boobs together to let me know she saw me. I picked her up and she was pleased to see me again. Her smile beamed. She asked, “what was up handsome?”

I told her I was in town permanently. She nearly cheered and said, “let’s celebrate!” Was her enthusiastic reaction. As we drove off, she asked where I had moved and I told her it was out in Etobicoke.
1620931387559.png “Hell, you are out there?” She giggled and suggested we go to her incall. I agreed and we headed over to her place. I got out of the car and before I could get to her side of the car she had jumped out. I went to hand her the donation and I dropped the envelope. I bent over to pick it up and looked up to see her amazing boobs. I hesitated before she asked if I liked her dress.

Her tits were so exposed under that pink dress. I am not sure what they called it but the open front gave her breasts the opportunity to peek out. I could see her nipples under the fabric, they were amazing in so many ways. I was nearly breathless.
1620931387607.png 1620931387659.png I stood up handed her the envelope and she thanked me as we walked through the parkade. It was another beautiful fall day or as they say an ‘Indian summer’. She came over to me and kissed me telling me she missed me a lot. I had to return the favor. She looked at me with her sexy eyes. “How is your big piece of meat Dickson?” I was tempted to call her Missy but I was afraid I might cross over an unwritten code. I confirmed I was fine. She looked at me and licked her lips before telling me her room number but I was too distracted by her sexy body to remember the number. I followed her into the hotel and we used the back elevator to get to the floor she was on. I followed her like a rat followed Pied Piper. Her hips put a trance on me even through I knew I was walking to my demise.

Once in the room she talked to me but I was in another world until she undid the top of her dress allowing her massive tits to fall out. My god they were spectacular. I though how many times I had seen them yet it was like the first time. They were glorious globes of flesh that deserved to be worshipped and admired. She ran her hand over them, stopping to give her hard nipples the attention they deserved.
1620931387709.png I could not take it any more, I stood up and placed my hands over what remained of her dress and eased it over her beautiful hips and it fell like a feather to the floor. With her dress gone she stood before me with her white panties and her smile. She looked deeply into my eyes as her facial expression turned from contentment to desire. I was mesmerized by her grey blue eyes. They were gypsy eyes. I realize I have been hypnotized by those gypsy eyes.

She kisses me and tells me how much she thinks of me and how she loves my enormous cock. She tells me she is obsessed by how I make her feel. I look back into her eyes and she speaks to me without whispering word. I feel as if lighting has struck not once or twice but every time those gypsy eyes appear. She is nothing more than a wish, a memory, that I am living in forever and ever. I never want to leave her eyes. I never want to blink, never mind break my gaze upon her eyes.
1620931387754.png “Greg do you want to fuck me?” She whispers in her most seductive voice. My dick is about to burst. She turns and bends over to give me a visual imprinted in my mind. Her G-string runs down her as it is barely able to cover her pucker hole. I fall in love with her ass hole as she uses her painted finger nails to spread her ass checks, tempting me, taunting me. She turns her head, looking at me then in that same seductive voice, she asks me, “Baby do you like my little asshole. I cleaned my ass for you Greg. I want to do something special for you Greg.”
1620931387795.png She is driving me fucking crazy. My dick is throbbing begging to be released from my pants. Begging to fill her warm pussy. Dawn turns, looking at me. Her eyes once more burning deeply in to my mind. I never would have though a woman could make me cum by just looking at me. She gives me her best come fuck me eyes. I want her lips on my dick and she knows it. She kneels before me slowly unzipping my pants. Pulling out my stiffness.
1620931387836.png “Oh, Greg your cock is so beautiful.” She smiles at me as she slowly strokes me. She spits on her hand and then using two hands, she fondles my shaft. She then kissed my tip and using her tongue she circles my rod dragging her tongue from my balls to the tip of my dick. My throbbing cock twitches with each touch of her tongue. She squeezes my pole then looks up and giggles.

“Greg I can feel your pulse in your dick.” Dawn snickers as she holds my dick tight. She then opens her mouth and swallows me whole before gagging and looking up at me. Without a word she gently licks my tip and she took my mushroom head into her mouth.

I am ready, I know it, Dawn knows it, and she pulls out a condom covers me and bends over for me to punish her pussy. She takes me like a good whore. She takes the pulverizing I give her pussy and only after a dozen thrusts, I shoot my load like water from a fire hydrant.

I crash next to her, to grab a breath. We were lying in bed cuddling after just fucking each other’s brains out, she shocks me as she tells me she was now interested in the idea of exploring anal sex with me. She said she thought I was just the right man for this, and that she trusted me to be gentle even though I was much bigger than the old college boyfriend who took her ass. She wanted me to assure her that it would be enjoyable for her. Needless to say, this caught my attention immediately. I had to ask her though, what had caused her to change her mind?

Dawn told me that she had been talking with her friend, Amy who was with guy now for the last year. Early in their relationship, Guy had trained Amy to receive anal penetration. This man had been extremely gentle and loving, and had taught Amy how to do it so that it was enjoyable and even orgasmic. Amy shared some wonderful stories of their passionate anal love making with Dawn, and this was piquing her interest now. Dawn said, if I could make anal that kind of gentle, loving, and passionate an experience for her, then she would like to give it a try with me.

Seizing the opportunity, I said, “hell yes, I would do that, but that we would not be able to just try. If you want me to train you anally, you have to commit to learning and doing, not trying.”

Dawn told me that she was still hesitant, but that she trusted me and my fingers in her ass was gentle so why not have my big cock up her ass. She said she would commit to doing the training and my fucking her ass at least once. If she did not like it, then it would be a onetime only thing. I agreed with her. If she did not like it after the training and our first time, we would never go there again.

After that agreement, I started to talk to her about doing proper anal training. How we would use toys and butt plugs to get her used to being penetrated in her ass. She looked at me questioningly, wondering how I knew this much about it. Without her even having to ask, I told her the story of the dominant cougar I had been fucking in university who loved getting fucked in the ass. The cougar had told me what she had done and gone through to get her ass stretched out, and what she had done to condition her mind. That old woman was so stretched out that she even liked having her ass fisted. The cougar told me how being the anal bottom was not just a position, it was a mind set. If the bottom thought it would hurt, it would because they would tighten up. Tightening up is what makes it hurt I told Dawn. After the dom taught me how to train a new bottom, I trained 6 other hookers anally. All of them were successful in that training and enjoyed taking my big dick every time the Dom cougar had me fuck them.

For the next couple hours, I explained everything I would do with her to get her stretched out and ready. That it would be a process, not just an event. We talked about how her mind had to be right for this to work. How she would have to will herself to loosen up instead of tightening up as she was penetrated. It was explained how we would start small and work up in size. In the evenings during training she would keep a butt plug in all evening, so she got used to things being in her ass. I taught her about cleaning out inside, just like she kept her pussy clean. She would need to do the same thing with her ass before getting fucked.
 

GGGDickson

Well-known member
Jan 15, 2004
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Berlin, Germany
Dawn Anal Experience

Shopping For Dawn
The next day I went by the local sex shop, and bought all the toys and equipment needed for Dawn’s anal training. This was going to be fun for both of us. It had been my desire to train that cute little ass since the day we met. I bought some good lube, 3 dildos starting from a slim Jim model to one a little bigger than my dick. There was also a set of 3 butt plugs. The last thing I bought was an enema kit for her to flush out with. I knew this would be work for both of us, but it would be well worth it in the end.

Dawn was diligent and sincere in her training with my help and guidance. I booked her every night for a week. On the first night I paid her double her normal fee. We had a lot of fun with it as she got used to her ass being penetrated. Everything I did with her, was gentle, and loving showing my concern for her pleasure. Turned out she loved getting my dick in her pussy when she had a plug in her ass. She let on that maybe we would have to find another man to join us sometime, so she could have a DP. The idea certainly turned me the fuck on. I wondered about Amy and if her ass fucker would be into that idea? After two weeks of good training, I knew she was ready, and she knew she was ready too. After opening up with the big butt plug, she was having no problems comfortably take the large dildo. We made plans for that Saturday night; she would get fucked in the ass by me for the first time.

We decided to go out for an early dinner. We were going to taking our time and enjoying this new experience for her when we got back. I wanted to make this one of the most sensual and passionate experiences she would ever have.

When it was time to get ready, I gave her privacy to flush out and prepare her ass for tonight, and then we showered together. We washed each other in the most wonderful ways. We had a large square shower with two shower heads, and I made her stand leaning her hands on the wall, and her legs spread. In her spread position, it was easy to reach around and soap up the front of her body. Rubbing across her slippery soapy nipples always got her going, and I so enjoyed running my hands down that flat tummy and down her thighs to come right back up to her pussy. While I was doing that, my body was tight up to her ass with my cock between her legs. Reaching down with one hand from the wall she rubbed her pussy with my cock. The head of my dick split over her lips and I could feel her clit hitting my cock as she twitched. Leaning full forward and away from me, she backed up I need to do something before things got out of hand. I got out and dried off. I asked her about the condoms and she told me they were in her purse. She told me to go in her purse and pull one out.

I found her purse in the living room. I opened it and she had a shit load of cash in her purse. I dug in to find condoms. Most were regular but I did find the extra large. I came back into the bathroom and placed one on my cock. She shouted over the shower. “Did you find an extra large one?” I told her I did, as I stepped back in to the shower. I pushed her up against the wall of the shower, the warm water running over my face as I rammed my finger deep into her twat. She seemed a little shocked but she accepted my finger fucking her. Her arms found my neck as she lifted her leg to give me more access. I finger fucked her until she came again.

I now turned her around, her hands on the wall as I impaled her pussy on my cock. I loved in when she got submissive like this. I was standing still as she bounced on my cock trying to get me to cum. I had to save it for her ass later though. As she bounced on my hard cock I just watched her work it, A low muttering stream of “fuck fuck fuck fuck”, was emanating from her. Her legs were starting to shake as she got closer and closer till she gave me her final push back so hard it almost knocked me over. “Fuck yesssss,” she screamed as she came all over me. After she came I just held her hips back tight on my cock as I felt the muscles in her snatch contract on my cock. I gave her a moment to settle down. We turned off the water, I discarded the condom as we dried off and headed for the bedroom.

Going into the bedroom to get dressed, I told Dawn I wanted her biggest butt plug in her ass while we went out to dinner. With her devilish smile, she got on her knees doggie style on the edge of the bed with her ass in the air for me, and just said, “yes sir, I am ready for you to slide that sweet plug up my ass Greg.”

There she was with her pretty little clean rose bud wide open for my taking. My cock would be there before too long I kept reminding myself, but rimming her a bit would not violate the plan for the evening. Dropping to my knees behind her as my cock stiffened again, I gently kissed both of her sweet round ass cheeks repeatedly. This was a first for her. The feel of my lips on her ass cheeks was most pleasurable. She had her head and shoulders flat down on the bed and her legs spread wide for me. Everything between her legs was exposed to me. Giving her a surprise, I licked her from the bottom of her mound, splitting her pretty pink pussy lips open as my tongue hit her clit, and I tasted her hot juices. Slowly but surely, I went right up through the crack of her ass. She moaned when I crossed her clit, but she squealed much loader with surprise and joy when my tongue centered back in on her tight little asshole. I worked my tongue around the edges of her whole as she moaned and wiggled. This was something I had always wanted to do with her, opening her world to the joys of anal sex.

“Oh fuck baby that is good,” she cried as I pushed my tongue into her hole.

After a few minutes of eating her ass, I stood up with my cock so hard it almost hurt. I wanted to take her right then and there, but that was not the plan. Doing this too early, without proper loving preparation for my big dick would hurt her. I was not going to allow that to happen. Instead I kept to the plan and lubed her ass and the plug, slowly inserted it, taking special care to reminder her to loosen up. She had been a bit tight, but relaxed as soon as I reminded her and took my other hand and started rubbing her back. The plug slid in completely, so I slid it in and out a few times to get her loose.

She started to moan. “Baby I want your dick in my ass real soon,” she told me.

“All in due time,” I reminded her as my other hand moved down to her pussy. She was so wet.

Rubbing her clit and fucking her with the butt plug, I could tell she was building already. My dick was so hard. I needed to fuck my lady’s pussy, and I needed to fuck her right now. I put on another condom and stepped behind her, I ran the head of my dick up and down the lips of her pussy. She cooed her approval as I slid my cock balls deep in her warm wet pussy and filled her with my cock. Buried in her for a moment, I fucked her with the plug some with my cock in her. I could feel the plug’s movement on my dick. It made we wonder what it would be like when we had another man with us to fuck her in the ass
1620931503464.png while I fucked her pussy. Quickly though, I came back to the reality of the moment. She was putty in my hands. Sliding the plug in fully, I grabbed her hips and started thrusting my cock in and out of her pussy.

“Yes, baby yes, that’s it fuck me,” she cried. She liked being fucked slowly. She wanted to feel every movement, and I was just the man to give her exactly what she wanted. Her hand went to her clit as the head of my cock was hitting her G-spot. She was building quickly, and in just a few moments went over the edge, her body shaking and her pussy squeezing down on my cock as she squirted all over.
Pushing me back before I came, and pulling herself off my cock, she turned over and laid on her back on the bed with her head hanging over the edge. We had a pretty high bed, so the angle was pretty good for what she wanted. She wanted me to face fuck her and drive my hard cock deep down her throat like we had so many times before. I knew my lady, and I knew how to give her what she wanted. I pulled off the condom before presenting my cum covered dick.
“Give me my appetizer you fucking stud,” she told me before she reached up to grab my hips and pull my dick into her mouth. I was so close when she came while I was fucking her just now, that it did not take long as I slid my throbbing cock in and out of her mouth and throat. She loved my cock when it was coated in her juices. I could feel it building again quickly. My Dawn loved to have my cum in her mouth. She loved to swallow every drop of my cum every chance she got. As I quickly went over the edge she just held the head of my dick in her mouth and closed her lips around my now pulsing cock filling her mouth with my cum. She knew my cock got painfully sensitive right as I came, so she just held it there. I pumped one, then two, and finally 4 jets of cum in her mouth before it stopped. MMMMM she hummed and swallowed immediately.

Then she looked up at me with those bedroom eyes. “Next one better go in my ass mister,” she warned me. I just smiled and nodded, yes.

Cleaning up just a bit and getting dressed we headed out to get back and continue after I recovered for the main event in a few hours. Her butt plug was still firmly in place.

The dinner was nice. We enjoyed each other’s company, shared a bottle of wine. The whole time I kept thinking how once we got back to the suite, my cock would be balls deep up her ass where that plug was right now. It was clear in her eyes that she was thinking the same thing as she looked at me. When we got back to the suite, we headed straight for the bedroom.

In the time it took me to light the candles and turn the background music on, she turned down the bed, and was already naked on the it. I commented, “You certainly are rather eager this evening.”

She replied, “shut the fuck up, and strip mister, get this plug out of my ass and fuck my ass.”

I stripped quickly and climbed up on the bed in front of her spread legs. She was so beautiful and sexy laying there like that. She wanted to be fucked, she wanted to be fucked by me, and she wanted to be fucked in the ass tonight.

She asked me, “what position do you want to fuck my ass in first?”

I already had my plan. I told her, “just like this lover, face to face. I want to look you right in the eyes as I slide my hard cock up your ass.”

“ MMMMM that sounds wonderful” she said.
1620931503512.png I took one of the pillows and folded it in half, told her to lift her ass, and put it under her sexy butt. “That’s perfect babe,” I told her. I wanted to get her going though, and tease her a bit more, so I swung around and straddled her in a 69. As soon as I did that, she had my cock in her mouth. Gawd she was such a slut, but she was all mine. Spreading her legs wide apart, I went straight to work on her pussy. Using my tongue, I spread her pink lips open to lick her clit and started to work the plug in and out of her ass a bit before I threw it over on the floor. Her ass was nice and ready now. As I eat her pussy, I knew she was ready, but I wanted to get her off once before I fucked her ass.
Dipping three fingers in the lube I had set up, I slid them up her ass as I eat her pussy. My fingers slid right in. All I had given her till now was toys and plugs. This was the first time she had any part of me up that tight little ass. She moaned with my cock in her mouth as I eat her. The vibrations felt amazing as she built up. As she started getting close she always let go of my cock from her mouth. That was my sign that I needed to pick up the pace with my tongue and mouth. A few more licks on her clit, and I went to full out sucking on it and tonguing it at the same time. That did it, her whole body tensed, she squirted right in my face, and her ass tightened around my fingers. As her body collapsed from her first orgasm, I moved my arms under her spread legs and got my hands under her ass. Lifting her ass up higher, I moved my tongue to her rose bud. She took my cock back in her mouth and moaned again as I teased her hole with my tongue, but the time had come.

Swinging off of her and moving between her legs, I lubed her ass and my cock. “Are you ready for this babe,” I asked.

“Fucking ah right I am ready son, now make love to me and go for it,” She said.

Just to be sure I clarified, “you want my hard cock deep in your ass now babe?”

Looking me in the eye she said, “yes my dear, I want you to fuck me in the ass face to face so I can see the look on your face as you slid in me this first time.”

Moving in closer on my knees, I pushed her legs back to her chest. Instinctively she held her legs back and curled her hips up to give me full access to her open ass. Lubing her ass and my cock, I moved in closer. I had done the best I could to prepare her for this, and she was ready now. I knew she was going to enjoy this as much as I would.

Putting the head of my dick to her ass, I looked her in the eyes and said, “relax Dawn, relax as deeply as you can. Let your ass open up and let my dick inside you. You have to let me in, I will not force my way in and hurt you.” As my cock first pushed a little I could tell she was nervous and tightening up some. “Relax Dawn, you are ready, you know how to do this.” As I rubbed the backs of her legs I felt her asshole start to relax, so I pushed in a bit more. The head of my cock was starting to make entrance into her ass as I watched her hole going in and spreading open. As I looked down at my dick for a moment, I could see the head was starting to go in as her hole was spreading open to let me in. “That’s it relax Dawn, you are doing really well,” I told her. She closed her eyes and exhaled, she was pushing back on me like I had taught her with the toys. As she pushed just like when she had to go, she relaxed completely, and the head of my cock popped into her ass without me having to force it in. I stopped right there as her eyes opened wide and she looked into mine.

“Fuck babe, we did it. You are inside me now, and it feels fucking great. Let me have some more hon,” she said. She was ready so I pushed in to about half way and stopped again. I felt her tighten just a little, so I rubbed her legs and coached, relax again. As I rubbed her legs I pushed my cock in her ass the rest of the way.

“Gawd that is such an amazing feeling. Your cock is all the way in my ass,” she said.

Looking her in the eyes, “yes, you have all of me in you now Dawn, how are you doing?” I asked.

“Fucking great babe, this is amazing, no pain, all pleasure. My ass just feels full in a great way, and it is all your cock giving me this great feeling,” she said. I left my cock parked in her as I let her adjust for a moment, and I leaned in to kiss her. Our lips met, and I held her legs back with my arms as we kissed. It was genuine; I could feel it in her kiss. The training had worked very well. She had just taken my thick cock balls deep in her ass that two weeks ago could not take a finger without hurting, and now she did not hurt at all.
As we kissed I slowly pulled my cock out an inch or two and slowly pushed back in. I wanted to let her feel every movement gently inside her. So far so good so I kept moving slowly like that as we kissed. “How you doing Dawn,” I asked her as I continued to slowly fuck her just a couple inches.

“It’s fucking great babe. Nothing like the first time, and your cock is even bigger than his was. This is amazing babe, I love it,” she said. “You are being so sweet and gentle, what a difference.”
1620931503559.png Taking this as a clear green light that she was enjoying getting fucked in the ass, I kept the same slow speed, but started giving her longer strokes. We kept kissing as she got her ass fucked. She told me she never thought it would be this good. That she had been nervous about the training, but that I had been so gentle and kind that she learned to trust me even more than she already did. She saw that it really was as good as I said it would be for her. Here she was now with my dick sliding in and out of her ass, her arms wrapped around me as we kissed passionately and made love, only it was her ass getting fucked not her pussy. It was not humiliating or degrading to her in any way. It was passionate and loving. Pretty soon I was giving her good full strokes, pulling back till the head of my dick almost came out, and then slowly sliding back in balls deep and parking for a moment. We got a nice gentle rhythm going at a pace she was just deeply enjoying.
1620931503604.png Her ass felt fucking amazing and so snug around me as she took my dick. Her pussy was sweet and felt good, but her ass was just right, tight, and it made every nerve in my dick stand on edge even more. I was getting close now, but I did not want to come yet. Leaning back, I pulled out completely, picked her ass up and started eating her ass again for a bit of a break to let my dick settle down. As I curled her up like that her hole was gapping open from the size of my dick. My tongue went in deeper than ever before. She moaned and wiggled as I eat her.

After settling down a bit, I re-lubed my dick, set her ass back down, lined up and slid right in balls deep. “This will be a little different now Dawn, tell me what you think?” Slowly I pulled out completely, and then gently pushed right back in balls deep. I did that several times and she loved it.

“Fuck me doggie now babe,” she said to me.

“Sure Dawn, get on your knees,” I said. She threw the pillow aside and was right on her knees. She had a wide stance with her head down that gave me that great view of her pussy and her now gapping ass. Lining my cock up, I moved in and drove in all the way again, stopped and let her adjust.

“Fuck that feels even better. It feels deeper and fuller. I think you can start to really fuck me now babe” she said. Did not need to tell me twice, picking up the pace some, but still being gentle, I let my cock slide in and out of her sexy ass. Noticing her hands were not visible, I saw she was starting to play with her pussy as I fucked her ass. She played with her pussy with one hand and grabbed my balls to keep me in close with the other. She was hot right now. I could tell she was starting to build.

Keeping a steady pace and watching my cock going in and out of her, I noticed she gave off the oh so familiar signs as she started to tense up. Her hips started to buck, her hand was flying fast and furious on her clit, she was holding her breath, and bam, it hit. The spasms of her orgasm racked her body. Her ass tightened down on my cock so it was almost impossible to keep it in. She was bearing down trying to push me out as she came. I just buried my cock in as deep as I could go till I felt her relax and start coming down. Gently I started thrusting again.

“How was that Dawn,” I asked.

“That was the most intense orgasm I have ever had. I had no idea anal could be so good, fuck babe, what I was missing all these years. I should have let you train me sooner,” she said.

“Things always happen at the time they are meant to happen. This is your time, and you are here now, that is all that matters Dawn,” I said.
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