Fantasy Fulfillment - Mitch44 - Dawn Street Walker

[GGGDickson]

Dawn Anal Experience

New Position
“New position Dawn”, I said as I pulled out. “Put a pillow under your hips, and put your hands on your pussy and lay flat on the pillow on the bed.” She did just as I said. Spreading her legs open, I put my right leg outside of the V of her legs. Gently I covered her, and my hard slick cock was back in her like this. I kept up a gentle but steady pace. She was mellow now, and as she played with her pussy, I could tell she was edging. Since I kept my pace nice and slow we were able to just keep going for a good while. Once I was tired of holding myself up like this, it was time for another position. This next position she would get my load in her ass.

Pulling out again for a moment, I positioned her on her left side with her knees curled up. Getting on my left side behind her I slid right back in. So I could hold her tight as I came. My left arm was slid up under her pillow, and my right arm was around her body holding her left tit. She laced the fingers of her left hand into the fingers of mine. Her right hand was between her legs. Gently, I started to cuddle fuck her just like that. Keeping the pace gentle, I knew I could go a long time like this, but I did not want to wear her out on the first time. She cooed as she played with her pussy and I thrust my dick in and out of her open ass.

Speaking gently into her ear, I asked “do you want me to cum inside you now?”

She said no. She was very happy with this gentle anal cuddle fuck I was giving her, and that she just wanted me to keep going like this for a while longer. She was so comfortable and relaxed like this. I kept it going nice and gentle for her for a good 30 minutes.

“Dawn, I can’t hold back any longer,” I told her.

Turning her head back towards me, she said, “then breed my ass and fill me with your cum lover.” This was it now, I pulled my arm out from under her pillow, pulled my other arm from her body and moved back so I could have my hands on her shoulders as I drove my dick and my load deep in her ass. Picking up my pace to a full porn start jack hammer, as hard and fast as I could, it was clear she was ready. Her ass felt so good on my cock as I went from gentle to faster to full pounding strokes.

“Fuck yes, yes, yes,” she said, as her hands flew on her pussy. She was getting pounded just like a porn star in the movies now, and she was ready for it, loving it, and actually feeling and enjoying it.

Her body started to shake, and she was holding her breath again as her hands bore down on that pussy. It was stars and fireworks in the room as she went over, and her ass clamped down on my dick trying to push me out again. It was my turn now though. My dick was super hard and flying in and out till then as I held my breath to go over. As she clamped her ass down on my cock as she came, that pushed me over the edge too. I buried my hard dick balls deep in her ass. As she finished cumming, my cock began to erupt. With my cock parked so she could feel every squirt of my cum and pulse of my cock in her ass. She felt the 5 full jets of cum squirt in her bowels. She was sated and happy.

We both laid there spent for the moment with my dick still in her. Gently but firmly I slid my arm under her pillow and wrapped my other arm around her body and pulled back into spoon cuddle her with the condom in her ass full of my cum and cock. We pulled the sheets up over us and just snuggled in the afterglow.

A bit later Dawn told me “thank you love, that was fucking amazing and so much better than I ever dreamed. I thought letting a guy fuck my ass would be painful I had to endure it to make him happy. That was never going to happen to my ass again. You showed me it is immense pleasure instead. With your gentle, kind, and loving nature I should have known better. You did not just fuck me, you made made passionate love to me. That was simply amazing my love.”

“You are most welcome Dawn, and thank you for giving me the honor to train you and show you what an ass fuck can really be like. I had to wait till you were ready and interested, I am glad you and Amy had been talking,” I told her.

“Greg,” she said, “we will be doing this a lot more often. Any time you see that flush out kit out, know you will be fucking my ass.” She pulled my arm in tight to her belly and squeezed her ass on my softening cock. We fell asleep just like that, cuddled with my cock in her ass. It was all I would do with her ass that night. She had been fucked for over an hour that first time. That would be enough anal for tonight.

Around two in the morning I woke up still in her, and gently pulled out leaving the condom in her ass. I got up to take a shower. After my shower, I came back to bed and snuggled back into her. I put on another condom and slid my dick up her pussy. Her ass had received a proper work out. The rest of the night was for her pussy now.

 

[GGGDickson]

Dawn Dinner Date
It had been a month since my last visit with Dawn. I had no intent of strolling the strip that day. Then I saw Dawn who was wearing a pink t-shirt a cut off jean skirt and old sneakers. She had no make up. She fit in well with the street hookers. I was a little disappointed especially when she lifted her top for one of the guys driving in front of me.

To be honest I was very disappointed and could not believe what I saw. As he drove by enjoying the free show. I pulled up behind him. Dawn was obvious disappointed that her exposing her tits did not get her a date. At first, she did not know it was me, she was far to preoccupied by the driver in front of me. When she realized it was me, she smiled and opened my door.

“Well lover after my giving you my ass I thought I would never saw you again. I thought you were done with me.” She confessed. I told her I was sorry and we drove off. We drove around the block. I asked what this was all about? She told me she was having issues and she needed cash. I asked her how much and she told me. I did not ask what she needed it for but I agreed to give it to her. She was beaming.

She asked if we were going back to my place or hers. I told her for that cash I wanted her to go to dinner with me and spend the night. She laughed and said for that amount she would go to China with me. We drove over stopping at the bank to pull out that amount of money. The casher told me she could not give me that amount of cash so I had to talk to the manager. After a talk with him and a phone call to my branch they handed over the large amount of money. I made it back into the car and Dawn was wearing my sunglasses and sleeping. I awoke her as I got in the car. I handed her the envelope with her donation. She was not surprised but thankful I came to her rescue.

She asked if I was going to claim her ass as mine? I told her first things first. I took her over to Holt and Renfrew. We parked and she told me she felt a little uncomfortable going in dressed how she was. I told her not to worry. As we walked into the store, me in my grey suit, rose color tie, and her in her sand lot clothes.

I took her to the salon in the store and asked them if they could fit her in. The lady indicated they were pretty full. I asked to speak to Sharon who was the manager. This one comment, resulted in the young lady looking at the schedule and after making a call she informed me she could fit Dawn in for a cut, a style, as well as makeup. She would be done in about two hours. She asked her name. I say Missy the lady books her in and Dawn looks at me with a warm smile as I used her real name. I left Dawn in very capable hands.

I never let on that I knew Sharon, I just knew of her. It did not matter as mission was accomplished. I now wandered into the store starting in the lady’s dress department. I nice young blonde lady approached me. I told her I had a young lady who needed an outfit for the night. She asked me if I had her sizes. I had done enough shopping with Dawn to know the basics. She was 5’7” tall, about 130 lbs, 34DD-24-32, shoes size 7 and dress size 6 or 8 depending on the designer. The lady was impressed and then I told her Missy had jet black hair and the most amazing blue eyes. The lady’s eyes lite up.

“Oh, my she must be very beautiful?” I told her she was the most beautiful woman I had ever met. The lady then took me to look at dresses. She asked about colors. I was unsure what to say. The lady asked about budget. I did not answer as I looked at the dresses. We picked out three dresses. I asked about shoes. She walked me over to the shoe department and we looked at a number of heels. We picked a black pair that might go with two of the dresses. I asked about accessories. We picked out a hand bag then I asked about lingerie. The young lady’s’ eyes went wide. “Oh course,” she walked me over to the lingerie department and she asked me if there was a special occasion. I told her I was taking Missy out for dinner.

The lady called over another lady who was the manager of department. This lady asked me the kind of lingerie I had in mind. Night gown, PJs, house coat. I looked over at a rack and saw this black beige bra, panty, garter set. I asked about that and the manager indicated that I had very good taste. The lady who was helping me gave the manager, Missy’s measurements and the manager picked out the perfect sizes. I said yes. As the manager was wrapping it up, she asked if I wanted stockings since there was garter belt. I nodded my approval of her suggestion. The manager excused her self and returned with both a black and beige pair and I paid up.

My clerk escorted me back to her dress store and I paid for the shoes and the dress. I asked if she could take my purchase over to the salon, as Missy was getting her hair and make up done. My new friend at Holt and Renfrew was thrilled to have an opportunity to take the outfit to Missy.

As I was leaving the store I am hit by an incredible scent. I stop and say ‘Wow’ this is truly, truly beautiful. I shut my eyes and sniff, its just as though I had walked through the door of a florist. It smells like real freshly cut flowers, very green, not overly sweet and smells completely real, no synthetic kick of many scents. I turn look at a very beautiful woman behind the counter. I ask her what is that fragrance. She tells me of a new perfume they just got called V'E Versace a feminine perfume by Versace. She explains on the dry down this scent really warms up but still keeping those chypre and floral notes. I really like this fragrance it reminds me of the beginning of spring, the sun on your face, but you still need a fire to keep you warm. I ask if she can have it delivered to the salon for Missy.

I pay up and leave the store to find a little sex shop on Yonge street. I pick out a special little vibrator as well as a hot sexy red outfit. I pay up and leave the store to walk back to Holt and Renfrew. I walk in to the store and I make my way to the salon. I arrive to learn Missy was finishing up. I pay for her services and give the lady a tip. She smiles and tells me this must be a very special night due to all the delivers. Dawn/Missy arrives looking spectacular. The three ladies who worked at the salon smile showing off their handy work. Missy/Dawn twirls before me like a high fashion model. She smiles and asks if I like my creation. We say our goodbyes, each lady hugs her, telling her to come back soon. The final farewell is welcomed with the promise of a great night, and they give her a bag with her street clothes in it.

Dawn strolls out walking on air. She tells me that was the most amazing experience of her life. The pampering, the dress, the shoes, the lingerie, and the fragrance. She asks about my little black bag. I tell her that is for later. I open the car door for her and she slides in as I put her black bag, and her street clothes in the back. I get in and we are off for dinner. She leans over kisses me with her lipstick smearing on my lips. She asks if I can smell her new perfume. She tells me she loves it. But not as mush as I love tasting her and smelling her in this moment.

She thanked me for referring to her as Missy. She tells me she likes it when I use her real name. As we drive, she thanks me over and over again. She thanks me for her donation which is secure in her new designer hand bag. We pull up in front of this little restaurant the valet takes my car. She takes my arm and we head into the restaurant. I had been there a few times and the fellow at the door welcomes us. It is a quiet night so no reservation was needed. The hostess takes us to our table and I pull out the chair for Dawn, as our hostess comments on how elegant she looked. It was funny but my grey suit looked underdressed to her new silky beige dress. She was enjoying all the eyes focused on her not because she looked like a whore but because she looked so elegant and beautiful.

We order the specials for the night and we sit back. Dawn thanks me yet again. She takes my hand across the table telling me she could get use to our times together. She recounts a few of our adventures. I enjoy hearing her share her recollection of the resort in Niagara, her leather skirt, or our first meeting, Her anal training. She asks me if I plan on stuffing her ass tonight. She told me she had a shower in the salon and she worked really hard on cleaning out her ass for me.

I told her we will see and let’s enjoy our time together. “Greg you are so incredible, I don’t understand why you are not married or you do not have a girlfriend.” I really do not want to go there. It is a very depressing topic for me. So, we move on to her and her challenges. Funny we both have topics that open wounds, cause us pain. We finish our dinner and we head off to local hotel on Dundas. It is an older hotel that has been recently renovated. I check in getting us a suite. In the elevator she asks me what is in the little black bag. She kisses me then whispers in my ear that I can do anything I want to her tonight. I want to reassure her I would never do anything to hurt her.
We find our suite and she is so excited to see what I am handing her. She looks at me with her sexy eyes her dress showing off her amazing breasts which in this moment are larger than normal. I am enjoying the presentation as much as she is. She looks in the bag and gasps seeing the violet toy and the red lace fabric on the bottom of the bag.

She pulls out the vibrator and she fumble with the box to remove the G-spot and clitoral stimulators. She takes it out wondering how she could use this new toy. In addition to the anal toy I had got her there is lube. She tries to turn vibrator on, I laugh telling her the batteries were in the bag. She fishes them out and asks me to install the batteries so she can get good use of the toy. Although she points out that my cock is the only toy she really needs.

She places the toy back in the little velvet bag then digs back into the little black bag and finds the little red bra and red panties on the bottom.

“Greg these are so cute and I love red. But what about this sexy set you got me. I try to look at her as if I have no idea what she is talking about. She turns and asks me to unzip her dress and she drops the straps, thereby removing her new dress. She steps out of dress then picks it up and folds it placing it on one of the bar stools. She then removes her new push up bra allowing her incredible tits to grace my line of sight. She hooks her thumb into her panties.
“Oh, yea you are not a big fan of these. Then you get me a red pair as well.” She giggles in her sexy voice. She then pulls her panties down to show me her magical pussy that is her most important tool in her hooker tool box. Her pussy is perfectly shaved and cleaned. She stands before me only wearing her garter belt, and her stockings.
“Greg do you want me to put on the new red lingerie for you. I sit back swallow as she gets the message. She turns showing off her golden globes for my enjoyment. Her body was amazing and worth every penny I was paying.

She picks up the lace red bra and puts it on then turns to tuck in her enormous boobs. She informs me that it feels so good. She giggles telling me she things the ‘girls’ like their new home. She does a little dance going to look in the mirror.

“Greg, it looks so good. How do you know what to get? I do not even know how to pick out a good bra.” She smiles coming back in the living room. “Before I put on my new panties, I think I should try out the new toy. She slowly, methodically, pulls out her violet pussy pleaser.

I lay back and unzip, unbutton, my suit pants and pull out my big pussy pleaser. She giggles and asks me to play with myself. She tells me it is so hot to see her man whacking off. I slowly stroke my dick as she watches and smiles.
Dawn now starts to lick the toy as she gives me her best come fuck me eyes. She bends her one knee then the other rotating her hips but most importantly shifting her big tits bouncing them at me. She turns on the vibrator and lifting her left knee onto the stool she takes the toy and after licking it she rubs it over her pussy. Starting at her ass and moving it up to her clit. She purrs like a kitten after drinking a bowl of warm milk.
She closes her eyes as the vibrator makes quick work of her clit. Her body twitches as her breathing becomes rapid. It a matter of a minute it is clear she has cum for me to watch. My stiffness is nearly unbearable. Dawn sees my displeasure and my obvious want. She knees over me and goes to work on my manhood.

Her pretty little mouth covers my dick then she licks, kisses, sucks my dick. I am in heaven, enjoying her oral skills. She holds my base as her mouth works my mushroom head. She flips her head and moves her dark hair over her left shoulder so I have a great view of her sucking and blowing me deeply.
I moan in delight as her eyes are fixated on my eyes and the pleasure projected on my face. She recruits, not only, her mouth, lips, tongue, and jaw but she uses her hand to combined all her physical abilities for a blow job like no other.

She breaks the suction and stands up using her right hand to remove the slobber that had collected over her lips. She turns to pick up the red panties. Although I love watching a sexy woman stripping. I think it is equally exciting to watch a beautiful woman get dressed.

Dawn lifts her left foot to slip on the red panties. Then the right foot still in her new heels. The sight of the grater straining to hold the stocking in place is crazy sexy and is making me so horny. Dawn looks my way as she attempts to pull her lace panties up. She turns and bends over to show me her ass as she slowly draws the panties up. I tell her I had enough.
I stand, I approached her. She tells me to put on a condom as she bends over offering her ass and pussy as sacrificial offers to my thickness. Her new red panties stretching to the point that I was sure they would tear but that was the least of my worries as I move into to rub my tip over her wet slit. She moans as my tip finds her pleaser button. I swirl my tip over her clit until she is horny as hell. Her legs shiver wanting more, begging for more so much more.

She uses her hands to spread her cheeks apart and giving me complete access to her ass and her pussy. I move in thrusting forward. I can feel my dick at her pucker hole. I see her hands grab the counter as I shove into her asshole.

“Fuck! Shit, your fucking huge. Oh my god!” I pull out then push forward only now my dick finds her drenched pussy and my mushroom head penetrates her cunt she moans telling me, “Yes! Oh my god yes! Fuck me Grrreeegggg!
I pump her in and out I grab her hips and put on a torrid pounding of her pussy. On my next retreat my dick slides out with it her juices come gushing out. I thrust forward only this time my dick finds her ass hole and my head disappears in her rose bud. She grunts her legs quivering. I push in deeper and she accepts my thrusts with equally strong hips pushing back at me. I am now balls deep in her ass. She cums again or so she says. I pull out as she tries to stop shaking.

I step back and fall on to the bed. She turns telling me she is so hot in here. She removes the red bra and panties then attacks me as she can see my condom has no evidence of my seed. She now straddles me and eases her self on my stiffness.

Her hands reach back to brace herself against my thighs. She rises and falls as her cunt muscles grips my dick like a vice. I feel her rise and fall. Her cunt is saturated. She rides my fuck stick with ease.
She moans and in a coarse voice tells me to; “You better fucking cum you bastard I am going to fuck you until you fucking cum!”

Her harsh words bring me to a boil. At this point she can see my reaction to her up down motion. I tell her I am going to cum. She jumps off removes the condom and places my dick between her big tits. I tit fuck her until I shoot my load, not only on her tits, but on my shirt. I am spent and my wallet is empty. Dawn is content, mission accomplished!
Another satisfied customer.

 

[GGGDickson]

Dawn Joins Me on Another Great Adventure

Prelude
I had got busy with my new business venture based out of Toronto. It had been over a month and I had not forgotten about Dawn I just had other priorities. Life goes on and life has a way of reshuffling the deck, only in this deck, there were no ‘Dawn’ cards.

My life started to clean it self up and I found my place in Toronto. Business was starting to come together, as best as could be expected, and my mind started to wonder. I thought about Dawn and our last few adventures. Our last adventure haunted me. I enjoyed the sight of her dressed up, of her beaming coming out of the salon. I wanted it like a drug addict want his next fix. I thought what the hell, let us throw caution to the wind, and let the gods decide. The majority of street walkers do not last long on the street. More than likely Dawn was long gone. So off I went to see if the gods would send a sign.

It only took two trips around the block for me to see Dawn’s dark hair. One more trip around the block and she was at my window. “Hi, their lover boy, you looking for company?” I did not need to say a word, I just look forward, and she stepped in. It was now a little nippily out on the street. She did not say much about our last adventure she just wanted to know if I wanted to go to my place or hers. She was playing cory. I think she knew that in her game, guys pay her to leave. I told her I missed her and I was thinking of our last adventure. She smiled.

I told her I going to be taking care of a business associate’s place in a week’s time as they head out of town on vacation. I asked if she would like to join me. Her eyes lit up. “Like our last trip?” she asked.

I said yes. She told me she still had the outfits I got her. I told her I would organize Holt and Renfrew for a day at the spa. I would have them get her a new out fit. I would pick her up and we could pick up dinner and we could head out there. She asked me if she could make dinner for us? I said sure. She told me she would make a list of her requirements at the store and she would prepare a meal unlike anything I ever had before. We agreed on the date and the time she would need to be at Holt and Renfrew. I asked her about her fee. She told me to pay her what ever I thought was fair. We drove around and I dropped her off on her street corner. She had a spring in her step as she got out and I saw her approach another girl. I was hoping she might be talking about our next adventure.

 

[GGGDickson]

Dawn Joins Me on Another Great Adventure

The Day Arrived
I booked everything and the day arrived. I contacted the salon at Holt and Renfrew they confirmed that she had arrived. I reached out to Lana in the dress department. She remembered me and I told her my requirements and that Missy was in the salon and needed a new outfit. Lana was on it. I gave her my credit card information and told her to bill my card. I headed over to the salon. When I arrived I pay for her services. They informed me she would be right out.

Dawn appeared after a day at the spa, her new dress and her hair up made her look like an angel. Her makeup was done perfectly with big red lips which made her face shine. I thought she looked beautiful and I said so. She closed the door behind her and pressed up against me, kissing me hard and rubbing the back of my neck, moving her hands up onto my head. I returned the favor and ran my hands over her back and down to her perfect ass in her very tight black dress. She twirled for me as the other ladies looked on. She told me she felt like a movie star. She asked if I like the pearls and she showed me the new cashmere coat she got. She was beaming and her embrace was like something out of a movie. I thought a few of the ladies in the spa were going to cry as they said good bye to Missy and I.

As we walked “I’ve wanted to do this for a long time,” I said.

“I know. That’s why you were my first choice. Plus, I wanted to give you a home cooked meal,” she replied, smiling devilishly and glancing downward at the package in my pants that was making an appearance. I asked if she had her list of what she needed to prepare dinner.

 

[GGGDickson]

Dawn Joins Me on Another Great Adventure

The Drive
As we got in the car, I handed her the envelope with her donation, and we drove off. She told me of the menu, including; Borscht, Olivier Salad, Beef Stroganoff, and Medovik for dessert. As we made our way to the QEW she directed me to a store in St Lawrence Market to pick up the items needed, included many of the dishes pre prepared. With that out of the way we were headed out to Lake Shore Blvd then up to the 401 before heading out towards Kingston. It didn't take long to find a sparse road and Dawn let her legs spread. I didn't pause at the sight. My fingers slowly wandered across the seat, over her thigh pass the top of her stocking over her garter and down between her legs. I petted her pussy under her panty and slowly explored her with my wandering fingers. My fear was keeping my eyes on the road. Yet the pace maddened her with desire and she moaned as her arm stretched out.

Soon my fingers were pumping her and playing with her clitoris. I knew I wouldn't be able to drive much longer. I pulled off to the side of the highway as she leaned back with a deep moan with out the distraction of the road my fingers did not let up. They explored inside her and tweaked her clit until it was swollen with lust and was hyper sensitive with sex in her mind. She started to pant and cry out into the cold early winter evening.

Moments later her thighs were clamping around my hand as her pussy began to spasm in orgasm. Her stomach was shaky and her legs seemed strangely uncontrolled as she flexed and declared the best orgasm she'd had since our last encounter.

Long after she'd fallen from her peak, Dawn released my hand. I brought it to my lips and licked my fingers clean of her pussy juice coating. Dawn smiled devilishly. Her fingers went to the front of my suit pants, made tight by my swollen cock. A few deft movements later and she had my big fat cock free in the night air. She pulled her left hand from under her dress after squirming in her seat. She seemed to fumble, then bend in the seat then her attention came over to me and she quickly wrapped her panties around my cock. She began to stroke me through the soft silky material. I really enjoy the sensation. I thought how it must feel when I work her clit under her silk panties.

My anticipation left me little time for warm up and it wasn't a minute later that I was begging for her to take me in her mouth.

"Later, my meat." She replied casually as her left hand doubled her stroke speed and easily brought me to orgasm in the panty wrap. She could see my cum turning the white to wet as my cock softened, she wrapped my draining dick in the panties and tucked it all into my suit pants.

"You can have them now." Was her only comment as I restarted the car and headed excitedly towards our destination.

The car ride was long enough to let both of us relax a little although the sexual desire and tension kept us silent. I had only been out here a number of times over the years. These back roads did throw me a bit especially in the dark. I had over the years been ask to take care of the place for the family. As we drove along Front road I slowed down and I knew it was across from the Lake.

 

[GGGDickson]

Dawn Joins Me on Another Great Adventure

We Arrive
Then I found it. We drove up to the entrance. We got out and I helped carry the food we would need for dinner. Yet with everything taking place my hands found her breasts as we walked through the doorway to the living room. Dawn turned around to give me better access. She was proud of her breasts and found nipple stimulation to particularly effective way to stimulate her desire. We spent several minutes in the view of the front entrance and living room. She dropped her coat and gave me access to her mounts. They were very pronounced in her new black dress. I needed to make a note to give Lana at Holt and Refrew a big tip. I fumbled with her dress, and her bra, but I was able to release her tit and began sucking on her breasts and she allowed my hands to roam around the rest of the curves of her body, her ass, her thighs, her back, her neck, her face.

Eventually, she was getting too worked up to let me continue. She forced me to pause as she walked over to the door. Her tit was exposed and her new coat was on the floor. Her dress and bra were stretched in ways that they were never intended, it must have been uncomfortable. Her breasts were on displayed for any number of watchers who maybe in the house. Although, they glistening with wetness, she closed and locked the door, worried that she had created a following of eager watchers with our sexual episodes. I never told her we were all alone in the huge house.

She stuffed he big tits back into her bra and dress. She asked about the house. I told her of the family who owned it. I told her of my history with the family. I shared with her about the business in Montreal that was going out of business and how I was given the responsibility in resurrecting the business, eventually selling it, as we explored the bedrooms up stairs.

 

[GGGDickson]

Dawn Joins Me on Another Great Adventure

The Kitchen
I showed her the kitchen and she thought it was amazing and she was ready to start preparing the meal for me. It was her time to share her family history. How her mother, in Russia, had prepared these foods for her. How she helped her mother. She informed me since coming to Canada she has not had the opportunity to prepare these kinds of meals. I got everything in the kitchen. She asked if I had anything to do as she needed to get to work. She scooted me out of the kitchen.
There was a list of things for me to address. I returned a few hours later hungry. I found Dawn busy, but nearly done, she pulls off the apron she had found, and she posed for me looking as beautiful as the fragrance coming from her hard work. She had a smile from ear to ear. She asked me to help her bring in the soup as well as the condiments to the main dining room.

My work was now on display as I had found a few candles and had the lights set low. I put on some nice soft music and had set the dinning room with the good china and cutlery. I even found some red wine in the ceiler. I poured us each a glass of wine. Dawn appeared to be impressed. All those nights of helping Mic’s mother and Garret’s mother paid off in this moment.

 

[GGGDickson]

Dawn Joins Me on Another Great Adventure

Dinner
We sat down for the soup which was delightful. As I finished my soup, Dawn brought in our salad. It was different but I enjoyed it as it was a creamy salad. Dawn disappeared for a few minutes before asking for my assistance. I entered the kitchen collected a pot with noodles brought it to the table. She kissed me in application for my assistance. Our kiss turned into so much more. She whispered that she wanted more. She asked me to get a condom.

Now condoms are both a curse and a source of security and comfort. In this moment a necessary curse. Yet I knew it was short term inconvenience for long term gain.

My fingers crept to the hem of her dress and I raised it easily until it lay bunch over her hips. My pants were undone and my cock reappeared as Dawn’s ass was on the edge of the table. She moved her panties to the side and lowered my cock to the right height and pulled it into her until she felt she could take no more meat. I held it inside her as we renewed our kissing with strength.

Finally, my hips began to stroke in and out of her, throwing her back and forward with each thrust, but never letting my cock slip completely out of her soaked and steaming cunt. I was fucking her to the bass beat of the music, clearly audible to the world. The smell of the food and sex filled the dinning room.

I finally drew back from our kiss, leaving Dawn panting for air. My hands slipped around her bare ass and I doubled my pumping rhythm. Dawn moaned and tried to keep in the best position for deepest entry.

Her breath was short and ragged. My fingers squeezed her cheeks and slowly moved closer to her asshole. I could sense Dawn loved the feel of double penetration and she began to breathe her encouragement for me to explore her backdoor once more. My fingers accepted the challenge gladly as her whimper grew louder as I began to penetrate her behind. The exposure to the outside world and my fingers caused her aching pussy to convulse in orgasm. Her gripping cunt walls brought me off as well, my thrusts included jumps and jerks as she felt my cum fill the condom deep insides her womb.

She slowly withdrew from my embrace and I was sure she felt my still hard cock slide from her pussy her vice like grip held the filled condom still in her. She made no attempt to remove it as she slipped her dress back into position. With a big smile she zipped my pants up and led me back to the table. She sat down and we went back to eating our dinner.

I had no idea other than the smile of pleasure on her face that her skirt had ridden up. When she sat and spread her legs, her panty covered pussy came out to be admired as my cum dripped from the condom still in her, drenching her new panties. She dished out her goulash over the noodles. It was a bit salty but it was exceptionally good.

We talked more about my past and how I met the family of this very impressive house. She appeared to be touched by how I connected with the family, who’s house we just christened.

We did spend a lot of time talking about my work ethic and my determination and my desire to not wallow on the situation given to me. She did seem interested and it was not the normal client hooker relationship where they pretend to have an interest based on the dollars spent.

Dawn in this moment appeared be genuinely interested. I shared more and our dinner was over. She told me she had something else. Medovik, that we had picked up at the ethic store. She asked if I would help her in the kitchen. I walked into to find the cake on the counter but Dawn slowly lifted her skirt to tell me she found new panties to replaced the soiled ones I had in my pants.
She told me. “Dickson if you are good you might get a little of this as well.” With that she turned around to show off her ass. She let me know she had been using her butt plug to stretch her ass for me.
I could have skipped dessert and gone right to her ass. But why not have your cake and eat it too. We made it back into the dinning room and I enjoyed her dessert as it just melted in my mouth as Dawn had melted my heart.

 

[GGGDickson]

Dawn Joins Me on Another Great Adventure

Clean up
I assisted her to clean up the dishes. I suggested we use the dish washer but she wanted to do them with me. It was as if we were a domesticated couple, she washed and I dried. She asked me more about Mic and Garrett. I shared some stories and our experiences with different street walkers. She seemed fascinated by my exploits. She was interested in meeting them as they used street walkers and had money. A girl has to make living.

With things cleaned up I put everything away. She wiped the table as I put the last of the china and silverware away. Dawn came back into the dinning room as I put the last item in the draw. She looked at me and said, “Dickson would you mind if I had a little after dinner drink.” Looking directly at my crotch.

I unbuttoned my fly slowly to reveal the opening and my cock's strength. Next, I hooked my thumb over the top and pulled them down below my balls. My cock hung out in the warm night air, hard, thick, and long. Dawn could see the tip glisten with remaining cum.
Dawn walked up to me and let her fingers wrap around my thick meat as her lips drove to my lips. My tongue split her lips and teeth. Its length surprised her as she recoiled a bit but gave into my caressing of her tongue.

My cock was hot and throbbing with my heartbeat. It felt like I was consuming her through our passionate kiss. Having my cock pressing against her new dress was not good enough after the passage of time. I wanted to fill her pussy any way I could. I wanted to bring her pleasure any way I could. Her idea of pleasure in this moment was my dick in her mouth. Not another word is spoken as she proceeds to smoke my pipe. Her ruby red lips surrounded my tube steak. Her sucking action was a beautiful way to end the night.

She looked up at me and broke her lip lock long enough to say. "I thought you wanted me to suck that big cock of yours," she said this with a hurt tone. I smiled and apologized.
I recognised my clue. "Please, will you suck my cock?" Dawn wanted to yell Yes but resisted to string me out a little longer. She enjoyed her power over me. "It doesn't sound like your really want it..." she hummed.

"Please, wrap your ruby lips around my meat, suck it and lick, stroke it and suck my balls, tongue my cum-hole. Please, please, please suck my cock," i was really be pleading and by the hardness of my organ, I was confident she realized I was being sincere. Dawn needed no more encouragement.

 

[GGGDickson]

Dawn Joins Me on Another Great Adventure

Time to Show My Appreciation
She stood and told me to hold that thought. She returned with a condom in hand. She took the condom out of its protective shell and proceeded to place it over my mushroom head. It appeared that she needed a little assistance. Once on we were ready. She laid back and I was pleasantly surprised to see the replacement panties were gone. With her ass on the dinning room table. Her dress up to her hips her legs wide open like a barn door. I proceeded to penetrate her warm womb. She moaned with deep passion in her breath. I grabbed her breast over her dress. My thrusts resulted in her moaning becoming grunts with each thrust. She held on to the edge of the table as my thrusts became more violent. I was now pounding her pussy as she grabbed my arm and begged me not to stop. The table jolted back with each deep intense thrust, filling her baby chute.

Dawn begged for me not to stop. I pounded away at her. She trembled and her breathing got shallow. As she tried recompose her self. I pulled her up and bent her over the table pushed her dress up so I could get a good grip on her hips.
I inserted my dick into her stick fuck hole and I went to work like a road worker jack hammering concrete. Only my dick was the jackhammer and her pussy was the concrete. She hung on to the table for dear life and my hips plummeted the soft yet firm ass cheeks. I pulverized her pussy until she screamed out that she was cumming yet again. Her legs stood firm until the quake from her hips met her cries that she was having multiple orgasms.

I pulled out and she laid her body on the table. Her voice quivered with her body. “Fuck Greg that was fucking crazy. I feel like I was hit by a lighting bolt. That was insane. Fuck you do know how use that monster cock!”

I pulled back sweating. My shirt stuck to my body. I was sure I could ring it out. I needed a drink, as Dawn removed her new dress. We both replenished our body fluids and after a few minutes we bathed in what just took place. We found ourselves on the couch. She found it very hard to understand that I had not cum again. I tried to tell her it was harder for me to cum too many times. She was grateful for her multiple orgasms and she wanted to get me hard once more. She took inventory of the condom situation.

 

[GGGDickson]

Dawn Joins Me on Another Great Adventure

Next Round
She sat next to me she wanted to know if other prostitutes could do to me what she did. We kissed deeply and our tongues found each other. Our kisses got heated and it did not take long and my fingers were deep into her sloppy wet pussy. Likewise, her hand encased my dick as she stroked me.
We fell over and I was now on top of her, she begged me to put on another condom. My dick was becoming stiff once more. She lifted her right leg as I braced on the arm of the chair. I took my covered fuck stick and moved into her honey pot. I eased into her placing my right hand on her stocking clade thigh. She moaned uncontrollably. “Greg do you want to cum in me. It is ok if you can cum in me.”
I slowly pushed in then retracted before driving back in. She screamed “Fuck, fuck, FUCK! The harder I fucked her the louder she screamed. Unitl I swear she came yet again. Her body a bundle of nerves electrical shocks lighting up each nerve ending in her body. I pulled out. She grabbed my dick inspecting it and realizing I had yet to cum.

She stripped off her black bra and discarding it. She let her hair down as it was in disarray. Grabbed a hair tie she flipped her head forward causing her fly through the air like Japanese fan then throwing her head back her hair flipped back. She pulled it together and using the tie she put it in a pony tail. She pushed back and sat on me. She steered my condom covered dick into her warm muffin then proceeded to ride me her tits bouncing up and down like a big rubber ball. I could hear her ass collide with my hips. The slapping sound was very erotic especially when she started to moan.

“I’m going…..to make…..you cum……Fucking cum……Make that…..Big fucking cock cummmmm……Oh Fuck…….” She was like a mad woman and I just sat there taking the pounding. The sweat was now pouring off her body. She had to stop.

 

[GGGDickson]

Dawn Joins Me on Another Great Adventure

Time for the Bedroom
She got off top me and she led me to the bedroom at the top of the stairs. I smiled at the bed, wide and covered with a thin black satin coversheet. She walked to the window sill and took a couple minutes to cool off she only had her stockings on at this point. I took the cue and removed my remaining clothes; I found her panties from earlier on and placed them onto the pile as well. I pulled off the condom that I still possessed.

She laid him back on the bed and straddled my thighs. My hands quickly grasped her ass, caressing and squeezing it and urging her to move over my hardening cock. She swung around and laid her breasts on my stomach, positioning her hands and mouth to work my cock over and also to place her pussy over my lips to be attended to. She pressed her thighs to the sides of my head and caressed me with her stockinged legs. I began moaning in delight and my tongue flicked her clit playfully, which was eager for attention as she dropped her cunt into range. She obliged and felt my tongue splitting her and diving into her muff. She turned her attention to my cock. She took in all its detail. It was thick, perfect for her sucking in her current position as it would slide across the curve of her tongue to her throat. The head was reddish purple and engorged, with pre-cum at the tip and a light glisten of my own cum from her hand job.

Dawn began by draw her teeth over the helmet of my cock and running them lightly over the peak sensitive area underneath as her tongue flicked my cum hole. I moaned into her pussy and began to lick and suck her with even more vigor. Dawn took a nice long time with my cock because she couldn't expect much more performance now as she wanted me to blast her cunt. I was sure she enjoyed my talented tongue work, having three tremor orgasms, and giving her time to concentrate on her own cumming. But it was clear she wanted to get fucked by my well-oiled thick man meat giving her a night-capping orgasm.

Dawn pulled herself away from my delightful tongue and eased herself around my body, unsteady due to her intense arousal and wobbly thighs. I laid back and grasped the pillow, with the biggest grin on my face imaginable. Dawn smiled back as I kept my eye contact as she maneuvered over my aching cock and settled down, letting my thickness slide into her. She knew I wasn't far from popping so she had me play with her ass as she began to tweak her own nipples. My fingers pushing into her rear passage, the jolts of sexual energy from her pinched nipples jump started her orgasm. She began to hump me in wild abandon stopping only to keep me inside her. Barely a minute went by before she exploded and her pulsating cunt brought my next cum load shooting into her.

We slept only to wake up to fuck once more. The next day after cleaning up I took her back into the city. On the drive in we talked about a number of issues then she reminded me to talk to Garrett and Mac. I agreed to set thing up for her and them. They were like wolves and she was like a sheep but who was I to say no. She wrote her number down and gave it to me to give to the guys. I told her better yet she should come to a party and meet the guys her self. I thought this might be a good way to control the experience for her and me.

As we got close to the city Dawn then asked me if I would think she was a terrible person because she hesitated then let it out. She has a boy friend. Not a client but a real boyfriend. She explains she has been seeing him for over a year. He is in university and he does not know about what she does. She confides in me about her fear of losing him. I suggest she needs to tell him because he will find out eventually. I can see it plays on her and she wants to but there is the fear of the unknow. I give her my advice for what it is worth. I drop her off at her place and wait until our next adventure.

 

[GGGDickson]

Dawn Cumming Out Party

Preamble
With Dawn’s introduction party approaching she was so excited. Garrett and Mic were both interested in meeting my latest conquest. We agreed that we would bring paid dates so Dawn would feel comfortable. I was on the phone with Garrett when Mark and John my new partners in the property business walked into the board room. They over heard the last of the discussion. They joked that it sounded like a hot weekend. I normally do not like to mix business with pleasure. They both knew about my past success in Montreal and how street walkers had played a part. They also knew I was a user of sex workers. They were curious.

John was older and he had dabbled in the dark world. Mark was younger and he was fascinated by my other world. John and I kidded him telling him he should try it. Not sure how the two of them invited themselves to our little dinner introduction.

On my next conversation with Dawn I told her of the new additions to her introduction night. I had made dinner reservations for all of us. I had booked the big suite over at the Royal York. She was excited I got the two-bedroom suite. She was nervous about meeting everyone and she could not decide what to wear. The leather skirt I got her or one of the dresses. She wanted to dress well especially since the guys would bring their own girls with them. She wanted to fit in. She also asked if she could go to the salon again. I told her I would book it for her. I was enjoying the fact she was getting into the event. I reached out to Lana, at Holt and Renfrew, who picked out a blouse for Dawn.

 

[GGGDickson]

Dawn Cumming Out Party

Cast of Characters
Dawn’s comments concerned me. Mic and Garrett were bringing dates so I needed to ensure John and Mark had dates. I spoke to John. He knew a older lady he wanted to invite. He had used her before and she would be ok with it for the right price. Our little group of six had now grown to a group of ten. But it was going to be a great night for Dawn. I did need to find a date for Mark. I checked out the redzone. I found a few ladies but a number did not like the idea. I did stumble across one lady by the name of Lynn Taylor. She is older than Mark but she has been in the game for six years and can navigate the situation and can handle a ‘newbee’.

She is 5’6” tall about 120 lbs but you know these ladies fudge the numbers. She claims to be mid thirties. Nice figure of 34D 26 34. We chatted on the phone and I like how accommodating she is. She agreed to the event with the condition we meet before hand. I agreed. We set it up before the introduction event. We agree to meet at the Royal York lounge across from Union Station. She will take the train into town and meet me in the lounge.
Garrett and Mic had both selected dinner dates. Mic selects a hot blonde with blue eyes that goes by the name Rosie. She is as cute as a button. Mic says she gives good head. She is in her early 30’s and 5’7”. All of a sudden it has turned into a bit of a competition. We all want to bring an escort we think the other guys might like. This is no exception I am sure Mic selected her as he knows I like hot blondes. It does not hurt that Rosie has a hot body at 130 lbs, 30DD 25 34. I am looking forward to meeting her. I am a little surprised our paths had not crossed up to now. Mic shows me her photo and I like what I see. I think I might like this little fire cracker.
Garrett selection was interesting, he selects a lady by the name of Sunny. She is in her mid 30’s or so she claims. She looks like a high fashion model but many of the photos that good are fake. He tells me she is 5’4” black hair, 34C 24 34, and 110 lbs. His attraction is that she enjoys anal big time and Garrett is into anal satisfaction.

John’s selection was an old favorite of his, Angie. She was in her mid 40’s with blonde hair and big ‘knockers’, he proudly proclaims. Been in the business forever. I think she was a little rough around the edges but at her age, a dinner date was not something she was use to. John was older about ten years my senior, so it was fitting he would hire someone like that, a little old for my liking. I knew Mic and Garrett would not be impressed. We were younger and we may hook up with a hooker in her 30’s but never over 35.

So, the dates are set, other than my approving Lynn or I guess her approving me. Dawn was very excited by the adventure I had planned.

 

[GGGDickson]

Dawn Cumming Out Party

Meeting Lynn
My date with Lynn was set. I get to the hotel a little late. I walk in to look around no hot blondes. I scan the Lobby. Did she decide not to show? It would not be the first time nor last. Then I spot this hot blonde over by the concierge desk. Could that be her. She looks like her in a way. Blonde hair and that nose it could be her. As I walk her way, she looks up smiles and then stands up.

Yup that has to be her. She is dressed in a tan dress or skirt above the knee but not too short. She is wearing a black blazer with nice black pumps. She looks like she could be working there. Then in her raspy voice she speaks, “Greg Dickson?” Yep it is her, oh my, I might like to have her as my date forgetting about Dawn. Lynn gives me a quick hug and kiss on the cheek. “Oh, you do smell nice Mr. Dickson.”
I tell her she looks better than I expected. Opps, that did not come out as I had hoped but she seems pleased with my confession. She replies, “You are much more handsome than I expected. Too bad you want me for your friend. Thanks for agreeing to meet me. A girl can never be too careful. I normally do not get gentleman hiring me to be his gift to a friend.”

She asks where I would like to go to chat. We walk over to the lounge. I in my suit and her in her outfit we fit in well with the cliental. We get a table and we order a drink. “I take it you do a lot of this kind of thing.” I tell her far too much, then I slide her envelope over to her with her compensation. She accepts it, putting it in her hand bag. “You look respectable so I do not need to count it. Now your friend, tell me about him?”

I had only become partners recently thanks to John. He was John’s associate son in law. He was tall like me and in good shape. He liked boats. She interrupts me asking me, “No, what does he like?” I realize I have no idea. She seems ok with my response. She moves into things about me. What I do you do for a living. What kind of ladies do you like? She asks.

“Funny you should ask that as I like ladies like you.” I said with enthusiasm. She smiles and puts back her drink. “Then what are we waiting for let’s go. I will just go to the lady’s room.” She stands, waltzes to the bathroom knowing I am watching her ass swaying to my heart beat. I pay up and race over to hotel registration. I get us a room. As I turn, I see her standing there.

 

[GGGDickson]

Dawn Cumming Out Party

Welcome to My Suite
We left the lobby arm in arm. As she passed by a few young men in the lobby. She made a point to give them a look that would give them many a night of wet dreams. As we awaited the elevator, she pecked me on the cheek, "Nice hotel," she laughed. I am sure she was thinking she might like me as a regular customer. I chuckled with the thought, and she smiled. She said she likes my laugh. We rode up to 7th floor in the hotel’s shiny elevator. We both walked to my room and I pulled it open to reveal... A normal hotel room. A king sized bed, a desk, a table with a TV, and a few lamps. I closed the door behind me and snaked my arms around Lynn, kissing her neck. "You're so beautiful, I wanted to fuck you since the moment I saw you. Lynn laughed and turned around to face me.

“Well just a few rules. I don’t kiss on the lips. Everything is covered. No anal. One shot on goal.” I giggled to the sports reference. She took off her jacket and went to check out the bed, kneeling and bending over. “This will do!” As she turned to smile at me.

"Well, you want to fuck me now!" She grinned looking at my package.

I kicked off my shoes and moved towards the large bed. Lynn stood and slowly pulled the strap from her dress off her right shoulder, revealing the strap from her black bra that made her tits look even bigger than they were.

Her dress looked a little wrinkled as she apologized for her dress as she had come right from work. I smiled and took off my own shirt. We lay down on the bed and she rubbed the bulge in my pants. “Oh, my you are excited to meet me. Hello there. I might like this a lot.”

I reached behind her and unclipped her lacy undergarments, the bra loosened but staid where it was, stuck between the two of us. I sat up, and lifted up the black bra to reveal a huge rack, firm, with medium sized nipples, she could tell I was impressed and gave a little shake so they wobbled.

I gasped for breath, "Those are two of the most beautiful boobs I have ever seen," and proceeded to shake them up and down with my hands. I began to finger her nipple, she moaned, she knew I had obviously done this many times before.

I brought my mouth and tongue into play next, swirling the nipple around, causing a fresh batch of moans to escape Lynn's mouth. With all the attention though, she realized she was getting paid to pleasure me, not me please her. She let me play with her tits for a few more minutes before ordering me up and laying me down on the bed where she had been lying. She stood and looked at me as she ran her hands over her tits. “You like them and they like you.” She giggled.

She turned her attention to her panties pulling them to the ground in one move, she sat down and moved her legs together then quickly spreading them, giving me a peek at her snatch. As she spread them, she moved her hand to spread her flower wide and I got a good look at her pink peach.

I did notice her hair was not totally blonde it was brown underneath. Her hair was longer and covered her left breast. Her legs came together once more it was clear she had enough of this one-sided exchange.

Lynn then knelt next to me, slowly tugging down my pants, she unbuttoned them and pulled them off, allowing my boner some air. I smiled when she saw my size, longer than her average client’s dicks, but so thick, I could see in her eyes, she was worried she might feel sore for days afterwards, she rubbed her hand around the head of my dick as I groaned.

"Come on Lynn, I'm dying here!" I said in hurried tone.

"Be patient, Big Boy, your fucking huge. Do the other girls take you?”

She stared at my throbbing erection. She slowly leaned down to kiss the head of the large cock. Savoring the taste, she decided that it was better than most. After a few more licks, she pushed her head down onto my dick. I pulled her hair back so it did not get in her face. I figured a face full of cock was better that face full of hair.

She licked me up and down, and then pushing her head back down. She slowly began to push my dick deeper and deeper into her mouth, until it reached the back of her throat, she held it there for a few seconds and then let it slide out and gasped. Deepthroating was one thing she appeared to have mastered. Slowly I began to face fuck her, asking for more, and she decides it was time to skip the foreplay, and she stood up and pushed me down onto the bed in one move.

Lynn then leaped up next to me so that she sat up on top of me, she positioned my condom covered cock at her pussy, and sat down.

The length was good but it was my girth that made her start to drool from her extremely happy kitten. She rode me then leaned back using one hand to cup and caress my hefty ball sack and the other to stabilize her self on my chest. Her hips went up then down until she stopped using her pussy to stroke my hard shaft. Lynn now lean over me and started to kiss me. I was shocked as this was on her list of restriction. Yet in the heat of the moment this restriction was no more.

I did not say any thing as she got off me and took off the condom. She proceeded to licked the drops of precum from the tip of my cock I was in total ecstasy. Lynn then clamped her mouth around the head of my dick and she stroked me but the big blast she was expecting didn't happen yet.

I was so turned on. She then started her talented blowjob in earnest, sucking as much of my cock as she could get into her mouth. I could see she was enjoying the slickness that all my precum provided.

Preferring my load in her pussy where I could enjoy the sensation, when she sensed I couldn't take much more she stopped. Standing up she said, “now let’s get that fat cock where it really belongs”. Laying down on the bed she started playing with her nipples.

As I put on a cover and then moved into position she reached down and guided my cock to her very wet fuck hole. The stretch she felt as I pushed into her started her into a set of rolling orgasms that made this fuck session seem timeless. I started slow and built up to a hard-fast pounding. She said between my girth, my balls bouncing off her ass and how hard I was fucking her this drove her to and incredible orgasm.

I slowed and laughed that someone might call the front desk and complain about her moaning which surprised her because she didn't realize that was screaming. At this point I'm was completely still inside her, one more stroke and I’d blow my load. She looked at me and said “I want you to fill me with your cum”. A few strokes later she felt my swelling up and I erupted deep inside her. This triggered another small orgasm that lasted the whole time my short strokes grounded her clit, until her clit was pulverized and my balls were completely drained.

I rolled off and lay beside her for a short while then said “you could clean up in the bathroom.”

She replied that she would clean up at her place. Besides she liked smelling of sex. It was a turn on for her, as she pulled on her panties, bra and dress. I then pulled $200 from my wallet. As I handed it to her and winked and saying “Care to hang around?”. Her mouth dropped and she said “how did you know.” Laughing, “I added twice my usual tip because you are a great fuck, I hope to see you again”.

At this point she does not see it as a tip but as my donation to the next fuck session. I’m ready to fuck her hard but only for a few strokes as I was ready to blast my rebuilt load into her sopping wet and well used pussy. We lay entangled and kissing, I whispering how much I loved meeting her and what a sexy slutty escort she is. It appears she likes dirty talk.

When we disengaged, I pulled her away from the head of the bed and lay beside her head to toe. Grabbing her by the hips I rolled her onto me and planted my face right back in her sloppy pussy. Taking my very obvious hint she stuffs my now soft cock into her mouth to clean all of our juices off. I licked her and sucked her clit until she had another orgasm and the cum stopped leaking from her tasty pussy.

By now she had me very hard again and as I prepared to try to fuck her again, she wagged a finger at me. Pointing at the clock she said “your next hour starts now.” Going into the bathroom she returns with another condom and suits me up. She gets on all four as I grabbed her by the hips and mounted her. My thickness slid into her, she moaned and I started fucking her hard. She rocked back into my thrusts. Our bodies collided resulting in intense slaps of flesh. We both grunted with each thrust.

“Fuck me hard. Give it to me. I want your big thick cock inside me deeper.” I had mixed feelings; a bit of jealousy mixed with intense lust drove me to a huge orgasm. I fell forward on her our sweat drenched body sticking together like saran wrap on day old food in the refrigerator. I wrapping her up in my arms we rolled over spooning her with out legs locking like a key in a lock. We fell asleep.

It was 12:30 am when I woke to feel her sliding next to me. She backed into me in the spoon position as I asked about the rest of her night. She reached behind her to find me hard and ready. Rubbing the head of my cock between her legs I could tell she was slick with juices. She reached over pulled out another condom and gave it to me. I slid it on and then she backed onto my cock and with one effortless push I was balls deep. We rocked in unison like we were meant to be together. I fucked her again until we both came.

I woke pretty early and figured I’d order room service. Walking to the desk where the phone is, I found 5 separate piles of money. I was guessing she had 5 customers yesterday and this was her way of teasing me. I called down for coffee juice and something to eat, used the bathroom but she was still sleeping. With just a sheet over her lower body her boobs looked spectacular, big nipple pointed at the ceiling. I peeked under the covers and could see her pussy lips were still swollen and she had dried cum on her inner thighs. The spent condom was stuck to her ass cheek. I arranged the covers so anyone coming into our room could just see her half covered pussy and all of her upper body.

That’s when I heard a soft knock and a mans voice calling “room service.” I cracked opened the door took the tray. I returned, signed the receipt, then closed the door. I took the food and ate a little and drank the orange juice. She a woke and asked the time. I asked her if she wanted coffee or anything to eat. She told me she wanted a smoothie. I told her I did not order one. She slid out of the bed and on her knees, she motioned for me to move over to her. She took my soft cock in her hand and looking up at me telling me I have a beautiful cock. She went on to blow me. As I got close, she opened her mouth I pulled out and shot cum all over her chest. I stroked my cock, squeezing hard, drawing out the last of my seed. A large gob of cum hit her on the chin.

Using her finger, she wiped the cum up to her mouth and she swallowed it. “Mummm, breakfast of Champions.”

She then got up and asked if she could use the shower. I cleaned up with a wash cloth. She came out drying her self off asking if she got the gig. I confirmed her participation. She then dressed in her same clothes and walked out the door. I just lay there in bed speechless. That was about 9:30 am.

I call Mark to tell him I had the perfect date for him. As I described Lynn, he asked about a young twenty-year-old. I told him he was better off with an older mature lady of the night who can rock his world. He agreed. I left the room and went down to check out. We were set. I had a full list of work-related items that I cleaned off my plate by four in the afternoon. I left work to pick up a few items for the suite. I confirmed our reservation for dinner.

 

[GGGDickson]

Dawn Cumming Out Party

Pick up Dawn
I checked on Dawn and learned she had arrived at Holt and Renfrew. I stopped to pick up the cash I would need for the night. I would pick her up by 6:30 and we head over for dinner. I got to the salon by 6:15 and she was just coming out. She looked so hot in her leather skirt and the new blouse. She twirled around giving me a 360 view. Her hair was put up, those ruby lips, and her sexy legs clad in black stocking made me hard.

We made our appearance a bit early, first to arrive at the restaurant. I realized I had not paid Dawn so I pulled out her envelope and discretely handed it to her. She cocked her head saying not here but I could not think of another place. She stuffed it in to her purse.

The group of people attending agreed to dress up and was composed of gentleman and their hookers, unbeknownst to the personnel at the restaurant. Dawn was excited to meet Mic and Garrett where as John and Mark were bonuses. Upon our arrival the maître greeted us and informed us we were the first to arrive. He escorted us to a private dinning area elegantly set for our unique dinning experience. As we made our way through the restaurant to the back where the private dinning area was. Dawn could sense the looks and glares she got from the hungry men in the establishment.

I handed him a hundred-dollar bill as we entered the private room and pointed out that our business meeting was very sensitive and we did not want to interrupted. The maître smiled, told me, as the meal was served, the waiter would ensure what was said and what occurred in the room was very secluded and discrete. We would not be interrupted and what happened in the room would not be shared with a soul as he winked at me.

Once in the dinning room Dawn was impressed telling me it looked amazing with the fresh flower and the candles. Our waiter, George took our drink order. It did not take long and we started to be greeted by our guests.

 

[GGGDickson]

Dawn Cumming Out Party

Lynn and Mark
Lynn and Mark were first to appear. Lynn was dressed in a grey dress. She came over gave me a kiss on the cheek whispering, “so nice to see you again.” I introduced her and mark to Dawn. Dawn was bubbling over with excitement. I think Lynn was not impressed by Dawn. I think she had pictured me with someone else as Lynn leant back on a table, her skirt rode up and the top of her stocking made an appearance and it was sexy as hell. Both Mark and I could not look away.

Although Lynn was not Mark’s first choice, she was making a good impression and for his first hooker she was perfect. Mark was beaming and could not wait for the night to begin. He was as excited as Dawn, although Dawn may have felt she was out matched by Lynn. Lynn on the other hand just smiled knowing all too well she had the moment in the palm of her hand.

 

[GGGDickson]

Dawn Cumming Out Party

Rosie and Mic
Just then the boisterous duo of Garrett and Mic appeared. They were like nitro and glycerine. Pretty harm less until put together. Add to this a hot blonde, Rosie draped all over Mic. was just what Mic would order. He also knew I would enjoy her as well. Mic went to seek out a drink leaving Dawn and I with his date. Rosie seem to wallow in the moment as she rolled her hips in her dark dress that came up just above her knee.

First glance you might not suspect her as a hooker. Yet her demeanor as well as her eyes and that seductive smile would confirm she was either one horny girl or a hell of a slut. She focuses her attention on me telling me Mic had told her a lot about me. She said she was looking forward to meeting me, then the bomb. “And fucking you. I hear you have a big cock!” Dawn jumps in. “Yea he will give you a fucking with his monster cock into next week. You will be unable to work for a week.”
Rosie now recognized Dawn with. “Really,” and Rosie’s eyes went to my package as she ran her right hand over her leg up to her crotch then she nervously shifted her weight from one leg to the other causing her hips to flip causing my heart to flutter. I found my self getting lost in her dreamy eyes.

Mic returned with drinks releasing me from Rosie’s trance. Mic enjoy his date’s flirting as she took on a young girl’s mannerisms. Flipping her hair back with a flip of her head then running her hand up her dress pulling her hem up for Mic and I to see the tops of her stockings. Her eyes shifted to Mic who was enjoying the show displayed by his date. He even seemed to be proud of her gestures.

I introduced Mic and Rosie to Dawn who did not seem to be impressed by Rosie’s over done routine. However, Mic was more than impressed by my big breasted date. He turned on the charm flashing his smile. I was use to him attacking my paid dates. He loved the competition and could out charm me seven days a week. Dawn was enjoying his attention away from Rosie, who now took Mic’s hand. With Mic I never knew if he paid his dates or if he was taking advantage of them. I often ended up picking up his tab with paid dates. I think he enjoyed seducing the hooker out of paying them, which was like a game for him. It was clear Rosie was unaware of Mic’s past. I did not feel it was my place to say anything.

 

[GGGDickson]

Dawn Cumming Out Party

Sunny and Garrett
I turned my attention to Garrett who although was the only one of us to take the leap into marriage. Yet he would partake in our little adventures. His trophy wife did not approve of us as she spend Garrett’s money with abandonment. Garrett often slipped out to hook up with us. Tonight, he had a hot brunette with him. Out of the ladies tonight Garrett’s date, Sunny, fit the profile of a mistress. She kept her coat on until the waiter left the room and she revealed her revealing dress with a shear see through top that gave us all a great view of her natural gifts. She was everything Garrett’s wife was not. Sunny was a hooker and proud of it. She gave us a pose knowing she was going to leave us a last impression.

She gave me a kiss on the cheek telling me she heard a lot about me through Garrett. She knew about Garrett’s wife and she and Garrett did not flaunt their relationship in public. So, this was a big treat for Sunny. She was going to make the most of it. She and Dawn seem to hit it off.

Sunny was asking a lot of questions about how Dawn and I met. I sensed she was searching for a deeper connection with Dawn and I in hope she could have a deeper relationship for Garrett. Garrett took care of Sunny setting her up with an apartment and incidentals on top of her monthly fee. She knew he saw other hookers and she saw other clients it was kind of unique that way. It is funny how some ladies have a way to alter their universe to fit the experience they seek.

Not saying that Sunny was not beautiful. She had a very erotic, sexy look to her. However, she reminded me of a Bengal tiger beautiful but dangerous. You want to admire them from a far but you never want to get to close or they will maul you to death. A death you want to come quick. Best to keep your distance.

All the ladies remarked on how lovely Dawn looked. Dawn explained about her experiences at Holt and Renfrew salon had evolved and said that the leather skirt had probably been a mistake looking at the other ladies as it might not been dressy enough! But remarked that several of the patrons in the restaurant had got more than a good look at her shapely female charms?