Fantasy Fulfillment - Mitch44 - Dawn Street Walker

[GGGDickson]

Dawn Cumming Out Party

Angie and John
The senior member of the group arrived. John appeared with Angie on his arm. She was only about 5’1” tall, maybe 100 lbs in her mid to late 40’s. She jumped right in to the dinner dressed in a purple top, black skirt, black hose and black heels. She was loud but then again so was John.
John had been married twice before and gave up on marriage. He was now a big believer in hookers and escorts. It was one of the things we had in common like some buddies are golf buddies or sailing buddies. John was interested in meeting Dawn as Angie was interested in meeting me. I did learn that Angie had been in the escort game before there was escorts. She did connect with Dawn who like her was a street walker. Her connection with Dawn brought Sunny into the fold.

 

[GGGDickson]

Dawn Cumming Out Party

Dinner
We sat had dinner enjoyed the conversation about the world we all found ourselves. There was a lot of flirting by the paid ladies. I did find myself gravitating to Angie, Rosie, and of course Lynn. As the night progressed and we ordered dessert.

Rosie thought to take it up a notch by not just flirting with her words, or lips, or eyes. She decided to undo her blouse and expose her bra and her right tit. This resulted in the guys roaring. Especially Mic, Garrett and John.
As a consequence, the other ladies took note of their dates giving Rosie such attention. Angie being the eldest took this opportunity to show off her natural gifts. She unbuttoned her top and removed it then slid off her bra, to our amusement. John seemed proud of the fact that his paid date was so inhibited. Angie’s sexual liberation appeared to have had an effect on the other ladies.
With our main course served the ladies got a little frisky. Sunny was next to expose her massive breasts resulting in the guys comparing each ladies breasts. What a snow white chest Sunny had. Even Garrett appeared shocked that Sunny was so free with her milk jugs. I had to admit although she was not my type but admiring her mounts got me aroused.

Lynn was not going to give into these ladies so she got up had Mark unzip her and pulled her dress down. I have to admit as sexy as Sunny was seeing Lynn stripping got me very excited. I noticed Mark smile breaking threw. It took a lot to move my eyes away from Lynn’s seamed stocking but I now noticed she was not wearing any panties. Her garter belt was sexy but the fact that she was not wearing any panties drove me nearly insane. It was each lady was trying to out do the other.

We gentlemen, were the beneficiaries of this nasty competition. I could have swore I saw Garrett and Mic drooling. I was starting to worry the competition was going to turn into a massive orgy in the restaurant dining room. If this went on for much longer I was ready to pull out my man meat and go to work on all the girls.
Dawn did not want to be left out as she pulled up her new silk top showing off the fact she was not wearing a bra.

Each of the guys were getting ready to unleash the beasts. So, I needed to turn it down a notch by informing Lynn and Angie that they needed to put their dress and top back on.
Dawn got the message and pulled her top down. Sunny covered up her beauties, as Rosie was not impressed by what was getting out of control in a public space even though it was her that instigated the whole situation.

I left to settle the bill and returned to find Garrett and Sunny packing up. Sunny did not look impressed by my prudish approach. Like wise Rosie was not swayed by the groups approach. She and Mic were talking over in the corner. He did not seem impressed and I was sure he was reminding her that he was paying.

 

[GGGDickson]

Dawn Cumming Out Party

After Dinner Event
After a few hours of party time we all emerged from the restaurant with Angie, Rosie, and Sunny saying their goodbyes before jumping into taxis as they took off into the night. As they left a great swirling gust of cool air shot straight up and around Lynn and Dawn’s skirts, causing great concern for them, but sinful thoughts for us gentlemen, knowing full well that Lynn was not wearing panties. We guys caught a glimpse as Lynn’s eyes lite up in front of several others that had also been leaving this eating establishment! They of course had no idea of Lynn predicament. Dawn nervously tried to laugh it off, but secretly was more than a little alarmed as she contemplated the odds. It was just her and Lynn vs John, Mark, Garrett, Mic and myself. She knew now that she had to contend with the possibilities that she could find her self facing four or five cocks this evening. I could tell the thought of taking on those cocks got her hot and bothered.

We took two cabs, Dawn and I took Garrett and Mic, with Lynn, Mark, and John in the other taxi. All seemed well once we made it back to my hotel. At the hotel there was no sign Lynn Mark or John? Finally, they arrived as Mic and Garrett were getting horny enjoying Dawn’s flirting. I was worried they might jump Dawn in the lobby.

 

[GGGDickson]

Dawn Cumming Out Party

Elevator
Not thinking Dawn lead the band of brothers into the elevator in a very seductive way. Suddenly and not unexpectedly she and Lynn were joined by five horny gentlemen in the confine space! I lead the way! Then the others had gotten in standing on the other side next to Dawn, and she was now wedged between them! Lynn stood next to Mark admiring the hormones on display. I was sure she was wondering, like me, how Dawn might take on these horny guys. Nervously, Dawn spoke,.....well gentlemen I did not expect to see all of you here? As they stood tightly crowding against her as the elevator doors closed.

John in the front turned his head around and smiled at her and said in a sinister tone, “We’re going to see just how long it takes to get YOU to cum my dear. What floor Dickson?” I laughed calling out the floor number.

Dawn’s eyes widened in horror as Garrett, who was behind her, placed his hands over her leather covered ass! Next thing she knew, her arms were pulled behind her back by Garrett, Lynn watched helplessly as her co-worker, a symbol of phallic decadence, wiggled and pulsated about so perversely! As Dawn squirmed and fought to free herself struggling, her leather skirt rode up her thighs, showing her black pantyhose! Mic, with her now helpless to resist, had started pulling up the top of her silk blouse! Lynn snickered. I was sure she was thinking “be careful what you wish for.”

“Stop this! Stop this now you must!” Dawn exclaimed in a unconvincing way! She was not a good actress. “This isn’t funny anymore..let me go!” She demanded as she gave me a smirk. Her words were saying one thing but her eyes and smile told a different story. It was no use they were far too strong for her, and she had no choice but to stand helplessly as Mark, Lynn, John, and I watch with a lustful smiles, after Mic had raised her top her 34DD fell out for our enjoyment!

“Enjoy it Dawn!”, came a terse order. Slowly, and with great pleasure John, Garett let their hands wander up under Dawn’s skirt. Once at the top of her thighs and with a sudden movement they both commented on her pantyhose. Dawn let out a shocked “OH MY GOD!” As she looked down to see my stiffness make an appearance. Followed by a screaming YES!....For Dawn the sight of my big dick was both terrifying and awe inspiring as she had what she thought about some of our past adventures! Lynn looked over to see my dick twitching in my pants. “Oh Dickson you have a beautiful dick!” I do not think Mark appreciated the comment.

The elevator reached our floor we all piled out. Dawn’s breasted fully exposed her top still up over her big tits. Her skirt was also up her pussy and ass covered by her black pantyhose. Lynn was giggling as both Mic, John, and Garrett surrounded Dawn while I fumbled to find the key. I got it opened the door to the suite. We piled in with a loud laughing and hooting.

 

[GGGDickson]

Dawn Cumming Out Party

The Suite
Once in the suit Dawn was gloating as the three men were at her like a pack of wolves. She was not only one to be turned on. I was enjoying the sight as they unzipped and pulled off her leather skirt.

She looked over at me and was amazed yet terrified as I pushed my huge pulsating dick from my pants. Dawn broke free from her wolf pack to approach me and hugged me kissing me thanking me as my man meat found her cotch between her legs and at the same time turned the setting in the room to ‘high’ as I thrush forward pressing my whopper of a sausage nylon covered pussy. My tool caused Lynn to gasp in in abhorrence. Dawn then began to turn and implored her wolf puppies.”Oh, oh please, stop –don’t do this ,…Greg my boyfriend,…I’m paid by him, you shouldn’t be doing this?….” All still in playful helplessness and shock and wonder started to giggle and laugh.

Pretend protesting for all she was going to give them a night to remember. I knew her goal was to get them to pick her up on her street corner or like Lynn have them visit her at her ‘incall’. All the time with her thing of my dick being pressed against her most vulnerable and intimate female opening?

A minute or so passed and her playful resistance to this forced pleasuring grew much tougher to ignore. Garrett and Mic who had been holding her had helped each other in removing her top and her skirt were now faced a new challenge. Although her exposed tits were no longer restricted, as they jiggled with her so called resistance. Mic and Garrett began to encircle her nipples with their fingers. It was very hard for Dawn not to feel a repulsed sense of sexual pleasure at all the attention she was receiving. She fought it for as long as she could until eventually and inevitably, she grew wet and weary as I now stroked my penis slowly worked myself into a fever!

Dawn’s breasts were now firmly, almost roughly caressed, causing her pretty pink nipples to harden. Her leather skirt discarded and was no longer a tormentor was replaced by the black pantyhose. Although she was weakening and giving way to the unrelenting attention of these horny men and this unrelenting sex machine. Her pantyhose held firm. I was sure she regretted wearing them in this moment. She could also see huge bulges starting to form in Garrett, Mic’s and john’s dress pants. Breathlessly and pleading again “No, please,…oh…er,..no ..ooohhh” please no don't hurt me? She was work all of us into a frenzy.

For Dawn it was becoming impossible to bare. Then her tormentor played his final wicked trick, that left her knowing she would have to exceed to a massive orgasm. He knew exactly how aroused she had become faking her pleadings. Suddenly, and slowly John stuck his hands in her restrictive pantyhose and gently forced his hand up and into her searching for her“G” Spot” . Her eyes widened with shock and her mouth was open, aghast, as his fingers found this most erotically sensual place! She had never felt anything like this before in her life, as the continual horrid view of my whacking my monster tool combined with her fake resistance, five men wanting to fuck her and now John’s fingers toying with, not only her dignity, but with her most intimate sexual being and had now brought her to an incredible sexual relief!

Leaving Dawn in a state of indescribable arousal her eyes began to glaze over breathlessly, as protesting seemed futile. All resistance she could muster was….only......
“OH,…ooohh!! OOOHH,.ahhhh…aaahhhh!!!!!!,..Noooooo,…Oh my…” As she succumbed to an orgasm like no other! It had started from deep within her sexual loins and female erotic nerve endings and ended with a trembling release!

We all witnessing her sexual pleasure immediately released her arms and I as her tormentor tighten my grip over my offending phallus allowing only a few drops of precum to appear well we enjoyed watching her nylon covered pussy reach total stimulation. Dawn was helpless and completely spent. She had never experienced or had been treated in this manner before, so roughly, and yet with such intent to pleasure a woman like her. John assured her the best is yet to come calling her “Darlin”....

 

[GGGDickson]

Dawn Cumming Out Party

Bedroom
She was a wonderful gift to them or so it seemed. Their goal was to make her beg for sex or mercy which ever seemed appropriate for the circumstance. I loved having a helpless naked classy woman like Dawn in my perverted grasp. I then asked Mic and Garrett to help her to the bedroom. Placing her on the bed leaving her naked with the exception of her black wet crotched pantyhose.
She knew her restrictive wet pantyhose were a hindrance to what was about to take place. She sat up before us her big full breast rolled forward as she grabbed a handful of her black pantyhose and pulled them up giving us a good look her pussy screaming to be released. She looked as sexy as hell. I was never one for pantyhose. I never thought they could look sexy but in this moment she made them look very erotic causing my dick to stiffen up once more.
I could tell she enjoyed the response she was eliciting. However this was not enough for her as she needed to see all of us squirm helplessly before her power.
She took her right hand and slid it into her pantyhose and went to work on her pink peach. She started by run up and down her slit. Then her red painted fingers found her clit. She twirled it make her self moan with desire. She now had all four of us with our dicks in our hands. I knew she liked watching me play with my fuck stick but what could be better that four guys whacking off in front of her wanting her desiring her. However most importantly paying her to fuck her.

As if this was not enough torture, she removed her hand from her pantyhose and with both hands she grabs her pantyhose at the seam and slowly tears the black pantyhose exposing her freshly shaved pussy. I though all four of us were going to simultaneously blowing our loads in unison. It was so sexy. Add to this her moans as if her kitten was breaking free allowing all four of us to stuff her welcoming cunt. Dawn already being pleasured was now completely at our mercy as she slowly tore the nylon exposing more of her womanhood for our enjoyment.

We all had visions of us, one in her tight little asshole and the other up deep in her pussy. As Dawn was at first begging for us to stop as she had never been fucked in the ass and pussy like this before! Screaming and screaming during this hard and brutal treatment that would end in another sinful helpless orgasm!.....After we had satisfied ourselves a number of times. It was an unthinkable day dream playing out before us as we all watched in delight.
John could not take it any more as she fell on the bed between her legs. His face deep into her snatch. Dawn feebly and vocally protesting, yet her body showed no resistance whatsoever as she seemed to enjoy pushing back into John’s face as much as she could enjoying his oral skills. Dawn was biting her lip as John ate her out like a 300 pound man at an all you can eat buffet. Dawn was moaning madly as she pulled at her hair. Mic jumped in, dropping his pants, and filling her moaning mouth with his cock. She willingly accepted his organ. Swallowing him whole. His shaft was covered in her red lips.

He grabbed her head destroying her hours of salon time, pulling her hair as he shoved his dick down her throat. She appeared to enjoy the violate face fucking Mic was subjecting her to in this moment.

Garrett unable to control himself he pushed her, Mic, and John over and with her ass in the air. Garrett’s pants had disappeared and he had a condom on filling and stretching her tight little ass, Dawn screamed as Garrett penetrated her causing Mic to fill her mouth once more, muffling her cries. Garrett was merciless in his pounding of her ass. John was now the odd man out his face covered in her pussy juices. I put on a condom laid down on the bed beside them. Garrett took a moment to catch his breath. Mic pulled out before spilling his load. Dawn was in a daze.

I noticed Mark and Lynn at the door after their make out session in the living room. It appeared that they came in to see what was taking place around Dawn’s screams. Both of them were naked and they appeared to be eager to participate. If they wanted a show I thought why not.

I pulled Dawn on top of me and although I am last in her pussy, I did have a slightly bigger dick than any of the others!... But, “OMG!” She screamed and started to tremble with fear as she sat on my dick. She moaned as I shoved my dick up into her. She had experienced my cock on a number of occasions so I was unsure why now she would feel so tight. I shoved my hips up and filled her pussy with my thickness. I could hear Lynn gasp. I dropped down and Dawn followed. I shoved back up to her and she nearly jumped up. My gigantic enormous cock flopped out of her! But as Dawn came down she was shocked not only by my size but how my mushroom head had escaped her hole.

Lynn watched in wonder as she was mesmerized by how easy Dawn has accepted and released my big dick. “OMG!” She squealed, “how could someone have intercourse like that with such a big cock? Then it dawned on her with the horrifying reality that she had had such an experience. I saw her smile as I anticipated that she hoped I was going to use it on her yet again. But this was not the only perverted thing, she was going to experience?

With Dawn naked and helplessly awaiting my re-entry, Garrett moved back in position with his condom covered cock at her back door once more. Dawn took my dick in her hand as she fondled my tip over her clit until my head found her dripping pussy folds. Just as she thought in horror that I was going to penetrate her swollen pussy lips once more.

I traced my fingers around her swollen clit and placed my dick on her clit! Between my finger on her clit and my thickness in her, I expertly and instantly gave her incredible sexual pleasure in this most intimate place! As I pumped my hips up and retracted Garrett found her pucker hole and filled her. She instantly felt the kind of pleasure she had never before experienced that quickly had her begging for more! “OMG! OMG! Please OMG! Pleeeeese, was all she could barely gasp out! You got your cock in me and he is in my fucking ass. OMG stop. Let me move on you both. The feeling left her literally helpless and plugged in pure sexual ecstasy!
Dawn now rocked on my cock and her rocking resulted in Garrett moving in and out of her ass. She screamed out “Fuck, fuck, FUCK!” Mic got up on the bed and fed his dick into her mouth. John stood up on the bed on the other side of me. Dawn now alternated sucking John and then Mic while Garrett filled her ass and I fill her cunt.

Mark and Lynn were breathless as I could see them between John’s body and Dawn’s body. I did see Lynn move her hand between her legs to start playing her pussy. Mark seeing Lynn was getting into the experience he dropped to his knees and with no resistance from Lynn, he had placed his lips on her folds and I could hear the sucking action or was the wet sucking pop coming from Dawn’s cock sucking skills!

I then noticed Mark took his thumb and fore finger with one hand had spread her lips pushing her hood back and out of the way leaving her swollen stimulated clit sinfully exposed and puckered out! Then with his other hand had clamped on to Lynn’s alligator lips directly his attention to the fleshy part of Lynn's swollen clitoris! For most, having something so sadistic done to ones most sexually intimate and tender fleshy part of their anatomy would have induced the most violent blood curdling screams, and for Lynn that would have easily been the case! However in her condition she had just experienced several incredible sexual pleasures in succession from Mark that her body must still be numb, and her mind even though she could not quite see what was being done to Dawn, could not quite grasp what she first thought, what the four of us were doing to Dawns wet labia lips, her puckered ass hole, and cock sucking mouth.
The full realization as to what we were doing to Dawn was lost as she felt Mark sucking hard on her swollen clit. Mark unrelenting force his tongue in deeper and deeper, this left Lynn screaming at the top of her lungs pleading and begging for him to fuck her as she watched us pulverize Dawn before her very eyes! With Dawn helpless and the four of us filling all of Dawn’s fuck holes Lynn could not turn her eyes away. She was watching Dawn take four cocks at once. I saw Lynn throw me a sadistic smile while Mark got up to put on a condom and positioned himself behind her pulled her back by her hips and spreading her to where she needed to lean up against the door jam. Mark placed his cock head up into Lynn’s trembling sweet pink pussy opening?

I was not sure if it was Dawn getting fucked in all her holes or now seeing Lynn being sadistically forced and jammed by Marks cock all the way up into Lynn's dripping pussy!

The results of Mark’s thrust was instant full penetration I could see the pain and pleasure on Lynn’s face. Then an electrical current made Dawn's pussy muscle's pubic area and love tunnel contract and release with incredible spasms! Her breasts, thighs, and buttocks would jiggle as she flailed around violently and contract even more sadistically, each time Garrett and I shoved into her! She thrashed around so violently and helpless unable to resist at all! Even though I was able to feel shock running through my body, I was sure Garrett could feel a wick nasty electrical current traveled up his shaft and ended with the nerve endings that was in a direct line to her sensitive swollen neither region.
The size of Dawn’s orgasm and the brutality of this sudden violent act had caught all of us by complete surprise! For a sadistic monster of a man this only made me want to thrust deeper and deeper into her. The pain and pleasure for Dawn was almost unbearable, as she screamed again and again draining her until eventually, she went limp still impaled by our two dicks one in her pussy and one in her ass. Her toes, curled followed by her first feebly begging, and then screaming for us to stop!
The problem was, she was only able to beg and scream between these multiple orgasms. Finally, we pulled our dicks from her body. Garrett and I had filled our respective condoms to the point that the condoms were dripping with excessive seed as we pulled out of her stretched open pussy and ass. I also noticed that both Mic and John had successful blown a load in her mouth each. She had cum dripping from her lips. Her hair and makeup were a distance memory. Dawn after experiencing what she thought was the most excruciating and sadistic painful experience on her genitals yet was grateful to be allowed to promptly collapsed on the floor.

Mic and Garrett pulled her up onto her feet and were helping her on to the couch. They were very satisfied with themselves having a big smirk on their faces… for their ability to made this beautiful elegant demur woman beg for mercy then hit the ultimate orgasm. But her begging had done little in slowing them down or keeping them from using her in this most brutal and sadistic way. Dawn now on the couch could feel her legs trembling, uncontrollably until her senses had somewhat returned. Her body and especially her pubic muscles were still jerking every few seconds, it would involuntarily tense up and spasm as if she was still filled with four cocks.

Dawn could not stop these convulsions, as every few moments her breasts were tossed up around and out to each side rather violently and her pubic muscles would convulse, and contract. Her abdomen would shake role and ripple uncontrollably, and she was unable to do anything to stop it! This was very painful erotic and stimulating if one was to watch. She was finally able to get up off the couch, staggering around as Lynn was still taking a pounding by Mark.

It took Dawn much longer to compose herself as she tried to compose herself. Mark had brought Lynn to climax and we all went back in the living room for drinks and to swap stories of our experience.

 

[GGGDickson]

Dawn Cumming Out Party

Time to Dance
Lynn took a moment to look around the beautiful suite with a sofa she had just been fucked on. There was a small stocked bar and refrigerator, and a nice entertainment system. Mark went to the bar and started taking orders and Lynn turned on the stereo and put on a CD. We were all talking about the fun we had after dinner and Lynn complained that she did not get to dance very much since we jumped into wild sex. Mark told Mic to dance with her while he made the drinks and Garrett asked Dawn if she would like to dance. She said she might still be shaky but why not. She left me on the sofa to relax. It felt good to kick back. One of the nice things about setting it up was now I had the opportunity to sit down to enjoy the fruit of my labour.

Mark passed around the drinks and gave Dawn a vodka & sour and gave me my diet Pepsi since I don’t drink. He sat down on the edge of the couch and had some of his drink while Mic danced with his new date and chatted with John and myself about various things. Lynn must have put in a disc of slow jams because the next song was another good one and Lynn grabbed Mark and pulled him out to dance with her. Dawn and Garrett came back over and grabbed their drinks and sat down. John asked Dawn if she would dance with him too, so she quickly downed her drink and grabbed his hand and pulled him out of his chair.

I was glad she was having a good time since it was supposed to be her day to meet the guys and I think she made a great first impression. I went over to the bar and refilled her drink and sat down just as the song ended. She came back over and sat on my lap leaving the open seat for John. We continued our chatting as Mark and Lynn kept slow dancing. When the fourth song came on Mic asked Dawn if he could dance with her too. She said sure and with a quick tip of her glass finished off her next drink and joined him out in the middle of the room.

Mark and Lynn were doing some light making out as they danced and I noticed that Mic had his hand on my date’s butt as they danced in slow circles. I could see as they slowly turned around that she had her eyes closed and was just enjoying the dance. When that song ended, they did not break apart but stayed close as the next song began. It was a very sexy soft song and I noticed that Mic was rubbing his hand up and down her back and cupping her butt cheek on the down side. Dawn had put her head on Mics shoulder and her eyes were still closed and she was just going along with it moving in rhythm to his body. I saw Mic tilt his head and it looked like he was nibbling on my Dawn’s ear. I was pretty sure especially when it appeared that Dawn was now pushing her body a little harder into his as they danced.

As that song finally came to an end, and it did not look as if they were going to stop dancing, Garrett got up and taped Mic on the shoulder and said he was cutting in. Mic stepped back and I saw Dawn open her eyes and acknowledge that Garrett was now dancing with her again. Mic came and sat down with us and grabbed his drink while Garrett danced with my date. “ Dickson Man, you sure do know how to pick a street walker. Do you remember that Wendy girl? She changed our lives,” he said. I smiled and told him I agreed.

Mark and Lynn continued their dancing and seemed almost oblivious to the rest of us in the room as they were lost in each other embrace. Garrett also started getting into the dance and had both of his hands running up and down Dawn’s back and over her butt. The music and drink must have gotten to her as I watched her hands begin to roam across his back and sure enough, his butt. This was causing a rather pleasant feeling to stir between my legs as these young men obviously found my section for the night to be attractive and sexy.

As I watched from the sofa, Garrett had both his hands on her butt gently pulling Dawn against him. It looked like she was rubbing her pelvis against his leg as they slowly turned to the music. Between his hands and her rubbing against his leg, and in no time, it was high enough his hands made contact with her freshly fucked ass. I was pretty sure Dawn would notice this and after being so violently fucked would pull away. I was pleased to see she did not. By the time the song ended, Garrett had his hands rubbing the bottom of her cheeks gently squeezing with his fingers.

When the next song started, John got up and I figured he was going to cut in on Garrett. Instead, he went up behind Dawn and slid his hands on to her waist. I watched as his hands slid up and down rising and lowering over her butt cheeks. He spread her ass cheeks and exposing her ass hole. Garrett had stopped turning to the music and they were just swaying in place as the soft beat of the song made the scene even more erotic. I knew the moment John’s hands made it up to Dawn’s breasts. She arched her back giving him complete access and pushed her pelvis onto Garrett’s leg. John leaned forward and began to kiss Dawn’s neck as his hands squeezed her breasts pulling her against him. Garrett had his hands on her hips moving her against his forward leg. Dawn raised her right hand and brought it to John’s head running her fingers through his hair and pulling him closer into her neck as his kissing and nibbling grew more intense. Her other hand was on Garrett’s shoulder maintaining her pelvis forward and head back position which thrust her ample breasts forward against John’s groping hands.

Mic got back up and made his way to the side opposite John and I watched as he reached out and grabbed Dawn’s hips and began to pull her slowly towards him. As she turned her breasts came into view with Johns hands squeezing them, both Garrett and Mic made appreciative low whistles and as John tilted his head away from his nibbling, Mic pulled her toward him. John went back to nuzzling Dawn’s neck and Garrett continued rocking his leg as Dawn slowly ground against it. With Dawn’s head tilted back John chewed on her neck, Mic walked over and brought his mouth to hers and I was pleased to see her respond eagerly to his probing tongue. I watched as his hand slid up, he wasted no time in arousing her erect nipples to his waiting fingers.

It was a hell of a turn on watching these three young men mulling and making out with my date and I found my cock to be straining once more. It was then that I noticed Mark and Lynn had stopped dancing and were standing there watching the guys and my hooker. Lynn was standing in front of Mark leaning back against him as he wrapped his arms around her. I was a little concerned they would be upset, but it seemed they also were enjoying the show.

I turned my head back to watch just as Dawn let out a low moan. Garrett was now holding her hips as she was no longer riding his leg but instead was standing more upright kissing Mic with John now sucking on her right breast and squeezing her left, with Mic’s left hand rubbing her pussy. She also had her hand rubbing Garrett’s exposed dick. Garrett leaned forward and grabbed her hips again only this time instead of pulling her toward him; he began to tug on her. I watched in awe as she began to wiggle her hips as they slowly came down and in no time she was completely obsessed with compadres and everyone else in the room were eager to see where this would lead. Mic now had nothing between his hand and her pussy and proceeded to slide at least one finger into her making her moan into his mouth even more. She had one hand rubbing Mic’s dick and the other on John’s dick.

Garrett was still on his knees with his face only inches away from where Mic was beginning to make squishing noises with his fingers, I could see Dawn was quite wet from all this attention. It took her a few minutes, but soon she had both men’s dicks in her hands. She wrapped her fingers around each of their rock-hard cocks, stroking them as they continued to ravish her nude body.

Garrett proceeded to lie on his back allowing his cock to spring up while he put on a fresh condom. He then slid his legs on the floor between Dawns and told the guys to lower her down. I watched as they helped her squat down on his waiting cock and as she felt him enter her, she broke kissing with Mic and switched to take his cock, which was now face level, into her mouth. John had dropped to his knees and continued to devour him as her heaving breasts bloomed like spring flowers. She rocked back and forth working Garrett’s tool with wild abandon.
I glanced over at Mark and Lynn and was surprised to see Lynn on her knees giving my new partner another blow job while she watched the show out of the corner of her eye. Mark’s head moved between looking at his date’s mouth sliding over his cock and then watching the boys with my date. It was a very erotic scene and my own cock was straining to free itself. I just did not want to put it back to work yet even with four of them nude, this was a great night of introductions. I was pretty proud of my achievement.

Dawn was riding Garrett like there was no tomorrow and I was surprised to see she was still sucking Mic off without missing a beat. I really did not think she could handle three guys again after working the four of us. But I was am glad I underestimated her.

Garrett started mumbling how hot Dawn’s pussy was and began grunting as he thrust his hips up pushing himself deep inside her. She was shaking as his cum erupted in her filling the condom in her and she in turn grunted with the effort around Mic’s cock. It took several minutes for Garrett to finally relax as his orgasm subsided and Dawn began to rub her clit as Garrett must have shrunk out of her and she wanted more stimulation. I told John that he should get her on her back and then get her legs over his shoulder’s as this was her favorite position. He glanced over at me and smiled, taking her by the waist and pulling her off of Garrett to the floor. Mic’s still hard cock popped out of her mouth as she was quickly laid on her back and her legs pulled over John’s shoulders. She began a mantra of “oh this is so good, oh God, oh I can’t believe I am doing this?” As John began pounding his condom covered cock into her, lifting half her body off the floor as he fucked her like a rabbit. Garrett rolled onto his side and began to squeeze her tits and Mic kneeled next to John waiting his turn as he had already suited up. It was clear he had enough of her oral skills.

That’s when Mark surprised me with a question, “How did you find this girl?”

I looked his direction to see that Lynn was also curious as she had stopped giving her date head and was just stroking his cock and wondering the same question. “Well, to be honest, not much to tell I just found her on the street corner.” I replied.

Lynn’s hand stopped moving and her jaw opened just a bit as the surprise flustered her and Mark just said, “Are you shittin me? By how she looks I would have though she was a high-end escort.”

I chuckled and told them. “Well, she is?

Lynn stuttered a bit as she asked “And you don”t mind that you are paying her to be with these other guys?”

I was smiling as I replied, “Are you serious? Look at how much fun she is having and it’s not a problem since I am here and even though they are not paying any attention to us right now and she was seduced while dancing, she knows I am here keeping her safe. Plus, it is one hell of a turn on knowing those guys find my discovery so hot! And after tonight I am going to have one horny hooker for the next couple of sessions!”

They both turned their heads to watch as the guys continued giving Dawn one hell of a screwing and I noticed Lynn’s hand started to once again stroke Mark and I was pleased to see her other hand tracing lightly into her cleavage above the birth mark on her right breast.

Dawn was still speaking her mantra but now she was adding encouragement telling the guys she wanted more and John kept pounding as fast and hard as he could. I was so turned on I wished Mark and Lynn were not there so I could give myself some release. Then I heard Mark moan and I turned my head in time to see just how much the scene had affected him as cum shot out of his dick surprising Lynn as she was watching the group and had not expected her hand-job to have finished her date off that quick. “I take it you think it is hot watching Greg’s date get hammered by your friends?, she asked Mark.

“God yes,” he replied. “I never would have thought it would be so incredible.” “Me either,” she continued, “But I am so horny?. She got up off her knees and sat on the edge of the counter and told Mark to stand next to her and watch the show.

They both watched with rapt attention as Dawn let loose with her next major orgasm. The vocal explosion must have helped trigger John as he made a hard-thrust forward, holding himself deep within Dawn, shouting he too was cumming. They both wiggled and shook for several moments as they finished their orgasms. John lowered Dawn down as his cock slid out of her very wet pussy and he slid himself sideway a bit telling Mic it was his turn as he removed his used condom.

Dawn was flat on her back breathing hard with Garrett still grouping her tits and her moans were all it took for Mic to get motivated. He took her legs and crossed them telling her to roll over. As she complied, he lifted her hips up bringing her into the doggie position and he quickly pushed his cock into her waiting and aching love hole. She noticed Garrett’s cock inched from her mouth and latched on surprising him and making him moan with pleasure. John lay on his back and slid under her torso and began sucking on her hanging tits with abandon. Mic began a slow steady pace rocking back and forth bringing his cock almost completely out before slowing pushing it all the way back in. I could tell Dawn was going to get a good long fuck out of Mic.

I heard a moan next to me and I turned my head to see Mark was now on his knees with is head between her legs. Plus, Lynn was propped back on one arm in a semi reclined position and she had her other hand completely over her tits caressing her own breasts while her benefactor was obviously busy with her pussy while she still watched the action.
I got up and went to the bar and open another Pepsi to help with my dry mouth and to give my own aching cock a chance to rebuild. As I stood there drinking my soda, I heard Lynn say, “Oh my” and I noticed she was looking at my harden shaft. “You really do get turned on sharing your date don’t you?” she asked. “Oh yes” I replied. “It is a fantastic turn on and I just wish there was another guy or two to really tire her out.” I laughed.

Lynn closed her eyes and moaned a bit as what I told her mixed with her date’s mouth amped up her juices. “It is turning me on too.” She breathed out with a shudder as a small orgasm swept through her body. “Would you please stroke your cock. I have been thinking a lot about your monster cock.” I walked over to her. “Faster please. Can you squeeze it hard?” “Mmmmmmmm” She moaned, as she sat in the chair and began using both her hands to massage her breasts.

Dawn once again began panting that she was cumming and for umpteen time this evening I watched as her whole body shook with a powerful orgasm while Mic kept up his slow rhythmic thrusting.

“Oh my God, this is so HOT!” Lynn exclaimed.

I tore my eyes away from watching Dawn and glanced down at Lynn to see she playing with her totally exposed breasts with the pinkest nipples I have ever seen! She looked up at me and smiled asking if I liked what I saw. “Are you kidding?” I replied, “Between my date and the guys and how beautiful you are, I just hope the guys can go another round with her so I can watch both of you!” “Me too,” she stated. “I have never been so turned on.” She confessed in a very sexy voice.

It looked like Mic was finally getting ready to pop his load as his pace increased and Dawn had to stop sucking on Garrett to get enough air from the exertion. “Looks like Garrett will go another round,” Lynn said to me. “But I have an idea.” She sat up and leaned over Mark’s head and told him to come out from between her legs. As he backed out his head emerged, she asked him to stand up. As he did his cock stood up and even though he had cum just a few minutes ago, it was apparent he was ready to go again. “Honey,” She said to him, “Is this turning you on as much as it is me?” “Damned right,” he replied with a huge grin. “Would you do me a big favor Honey?” She asked him. “Anything Babe.” He replied. “I am so horny,” she said, “Would you please go and fuck Greg’s date while we watch? Please?”

He had this really strange look on his face as what she asked sunk in. Between the booze all evening and the male libido, you could see he really wanted to but was unsure if he understood correctly. Lynn batted her eyes as she stretched out another “Pretty Pleaseeeee, I am soooooo turned on.”

Just then we heard Mic grunt as he finally reached his orgasm and Lynn said, “Now honey, fuck her good for me.”

Mark walked on over to the guys and my paid date and told them to turn her onto her back and to make sure they sucked on her tits while he fucked her too. He put on a new condom and kneeled between her legs and grabbed her knees pulling her onto his enlarged cock while Mic and Garrett each took one side and began sucking on her tits. John began to French kiss Dawn as Mark began to slide his manhood into my willing whore.

“You should enjoy this.” Lynn said to me. “I think he can fuck her and make her cum.” And I was treated to the sight of my paid date being pleased by FOUR men at once and also a beautiful escort with her sweet pink nipples exposed watching her paying date making my paid hooker moan. It only took a few minutes before she pulled me into the bedroom and lay down on her side on the bed so we could watch them do Dawn from a more comfortable position. I had trouble deciding which was sexier, the group action or the high end escort before me as Lynn once again began playing with her own breasts and her other hand made its way down to finger herself. “You were not kidding,” she said, “I have never been wetter. Watching my client fuck your paid date is making me soak the bed! I need you to fuck me again.”

I wanted to watched the action as all five of them were lost in their own sexual abandon as we watched and listened to Dawn having one orgasm after another and the guys just kept it up, touching, kissing, fucking, sucking, it was incredible.

 

[GGGDickson]

Dawn Cumming Out Party

Lynn My New Cum Queen
That’s when I got the surprise of the evening. Lynn confessed she had been thinking of me the whole time and had been wiggling and moaning while we watched and I had not noticed she was now on all fours on the bed with one hand fingering her pussy and her head tilted up still watching me trying to watch the guys fucking Dawn. Lynn then said, “Dickson, please get behind me and fuck me. I need your cock in me NOW!” I was shocked but when she reached out and grabbed my dick and pulled me onto the bed, I decided I would not disappoint this sexy lady. As soon as she freed my cock, I put on a condom and scooted behind her and placed the head of my throbbing member at her soaking wet opening and before I could push forward, she pushed back impaling herself fully upon my raging hardness. She brought us to a rhythm that was in sync with her client’s thrusts into my paid date in the other room. She softly moaning out over and over how horny she was.
I knew I would not be able to last as long as my new partner, so I thought I would help her along and put my thumb in my mouth getting it wet then bringing to her puckered back door. As I applied pressure and it began to slip in, her breath caught and her rocking stopped and she turned her head to me. I could see in her eyes she was unsure about this and I told her to trust me. She nodded and I took my other hand and brought in down under my cock to touch her engorged clit. I rubbed her clit as I eased my thumb into what I knew was not a virgin back door and once it was in to the hilt I began to rock my hips back and forth bring my cock in and out of her steaming hot pussy never stopping my fingers on her clit. It only took two or three minutes but she began to groan how good my thumb felt and then it happened, she started to cum. It was as intense as Dawn’s first orgasm earlier and I could feel the muscles of her sex quivering and contracting around my cock and even her anus muscles squeezed my thumb with her uncontrolled lust.
I was surprised I was still holding my own orgasm in with the intense sensory overload, but I kept pumping into her as she shook for at least a minute and a half. Finally, she collapsed making my thumb and cock pop out of her and making her gasp from the sensation. As she lay there recuperating, I watched as Mark began pounding even faster into Dawn making her face turn purple as she was now into non-stop orgasmic overload. I began to stroke my own shaft needing a release when I felt Lynn remove my condom and her mouth wrap around the head and when I glanced down, she was looking up at me with bright eye’s that where shining with her pleasure. I release my hold on myself and instead caressed her hair as her mouth worked its magic. I warned her I was close to cumming and she pulled away just long enough to tell me she wanted to taste my cum. As she took me back into her mouth I watched as Garrett came for the second time only this time in Dawn’s mouth. I slid my hands down the side of Lynn’s face reaching as far down as I could until I could just touch the top of her breasts and tease her nipples. They were so hard, like little pebbles and I rubbed them as I felt my balls start to tighten. Lynn must have felt it too for she pushed her face all the way to my pubic hair putting my cock into her throat and I began to cum. I must have shot 10 squirts into her demanding mouth and she never missed a beat. Finally, I pulled back giving her a chance to breathe again and she smiled up at me saying “Mmmmm, that was so good. Thanks for giving me such a fantastic cream show. We will need to do this again.”

She wrapped herself up in the blanket and I put my pants back on while we watched the guys go for another 30 minutes before they were all exhausted. I offered the use of my shower for Dawn to clean up and the boys all told me I had a hot selection as they dressed and left the suite. Once they left, I got Dawn home she told me she slept for 12 hours and was smiling all the next day. I can’t wait till we meet again! Dawn had swapped more than body fluids she also swapped numbers and they all became great clients for her.

 

[GGGDickson]

Dawn The Flower Shop

Since our last adventure where I introduced her to Mic, Garrett, John, and Mark. I did not see her much on the street corner she worked. Three major changes in her life contributed to her not making her appearances. 1) Her relationship with the guy who was her boyfriend appeared to be heating up and although he now knew of her moonlighting as a hooker, he appeared to accept it but he did not totally approve. 2) She met Mic, Garrett, John, Mark and others and she was seeing them more regularly out of her incall location. 3) She was going to school part time and this was moving her into a traditional world of making a living that was more respectable. 4) She appeared to out grow the idea of standing on a street corner.

In the past it was not uncommon for her to wear snug-fitting tops that highlighted her larger than average breasts and hip-hugger jeans. Most guys liked those jeans because they would most always get a glimpse of Dawn's panties when she bent down. Quite often, she would wear a thong. That was the best view of all. Now she was wearing more dresses and to my enjoyment she often did not wear panties. My meeting her on the street corner was replaced by fewer meetings but more at her incall or dinner dates. I think she enjoyed her evolution in the business. Things were picking up for her.

As she shared with me one date that she had always had a love of floral design and had taken a summer course at the local design school earlier that year. She graduated first in her class and had earned her certification. She was quite talented and skilled as we quickly discovered, and after the holidays she was asked to stay on as her school schedule would allow. Dawn's school day ended early on Fridays so she would work that afternoon and all day on Saturdays. Saturday was generally slow, so it was usually just Dawn at the shop all day. Often it was so quiet that the two of us would meet and the bulk of the date we just talking. Dawn is a wonderful conversationalist and talking with her was very pleasant. I bought her a CD that she had mentioned she wanted for her birthday. She gave me the sweetest hug and a kiss on the cheek as her way of saying 'thank you'. It sure made my day!

It was time to make her day. She had commented about the flower thing to not only me but to John, Mic, Garrett, and even Mark. Plus, how many other clients she had. Well, Mic being the lawyer of the group, he had approached me about us buying the flower shop for Dawn. At first, I thought he was crazy. However, John knew the owner as he had another location in one of our malls. It appeared this owner needed to off load the location that Dawn worked at. Then Mic threw the idea at me. We all drop a little cash into the business we could buy it for her and we could be owners in our own flower shop as she could run it. I thought he was nuts. Then I thought about it. We called John and then Garrett. They were all in agreement. I thought what the hell I could get flowers for all my hookers for free.

I agreed and I was tasked at telling Dawn at the right moment. This seemed like the right moment. I cleared my throat. I sat her down and asked if she liked the shop? If she every thought she might like to have a shop like this? How would she liked to own the store? With all the right answers I broke the news. She looked at me in shock. She did not know to cry or laugh. It took a few minutes for all of this to register. Then she screamed and jumped up and down. I made it clear we were not giving it to her. She now worked for us. She would have to pay it off. She asked the question, with cash or services? I smiled and told here we keep business and pleasure separate. We would monitor the books and she would need to pay it off. All services to any of us still need to be paid for my each of us. She jumped up as I told her that Mic had drawn up the papers and John was negotiated a deal with the pervious owner. "My knight in shining armor", she said.

I reminded her that this was not just me that it was a consortium of John, Mic, Garrett, and myself.

Now I have never felt like a knight and I have certainly never worn any armor, shining or otherwise. Add to this, that I pay ladies to be with me. Not sure if that would allow me to refer to anything I do as ‘white’ or pure. I had to point out that even though my shirt and suit seemed new neither of them was shinier or more metallic.

Dawn got up, came around the table and parked herself on my lap. I was too stunned to think much less move. She put her arms around my neck, kissed me full on the lips and whispered, "thank you", into my ear. I gathered my wits quickly with the taste of her soft kiss burned into my mind and heart, gave her a big hug then stood both of us up.
"I think that under the circumstances I should drive you home tonight", I said.

"Can't do it", Dawn said.

I replied, "I can come and get you tomorrow if you'd like".

She responded, "I really don't want to go home just yet. Besides, I would be alone and I don't think that will do, not the way I feel right now, anyway. Do you think maybe we could get a bite somewhere then figure out what I should do?"

Suddenly I noticed that I WAS hungry so I said, "great idea young lady!". As I checked my wallet to determined if I had enough for a dinner date. I had reminded her we still maintained our pay as you go relationship. I handed her the cash. She looked puzzled. “What is this for?” I told her a dinner date. “Don’t be silly, consider it a business deal boss.” I told her, “exactly” she stuffed the cash in her pocket and off we went.

Once inside my we buckled up, I asked Dawn what she would like to eat. She told me to choose. I knew she liked seafood (she had said so many times) so I turned into the street and headed for Red Lobster. We enjoyed a great meal together and soon the events of earlier that day drifted from our minds.

Somewhere in the conversation Dawn asked me if I was seeing anyone. When I told her 'no' she blushed slightly and smiled. I asked her the same question and got the answer I did not want to hear. She was seeing the guy from university. She took my advice and told him. He was ok with it as long as she was safe.

"However, I could I be your girlfriend tonight?", she said just above a whisper.

That started her laughing once again and seeing her do so made me chuckle as well. Dawn suggested that perhaps we could go to my place. She didn't reply but she stood, took her jacket from the back of her chair and smiled at me. I had already paid the check with my credit card so I stood as well, tossed a ten on the table and we walked out into the crisp night. As we crossed the large lot toward my car, Dawn slipped her little hand into mine. I felt a warmth unlike anything before from that tiny gesture. As I unlocked and opened her door, Dawn kissed me again. This time with real passion and I returned her kiss as best I could. We held each other briefly then drove to my place.

You don't get rich in the flower business but in my property management business I had managed to purchase a nice townhouse condo. It was just me and I lived fairly cheap. I had no hobbies or activities that cost money I only worked all the time. That allowed me to have some nice things, however. Like a large flat-screen TV and a top of the line stereo and computer system. The furniture was so-so but still in good shape. Dawn seemed pleased as she looked around while I hung up our coats and got us fresh sodas from the kitchen.

"Don't you have anything stronger?", Dawn asked as I handed her the drink.

"Sorry, Dawn", I replied.

"Maybe just a little wine?", she asked while batting those eyes at me. How could I refuse?

"OK", I said as my resistance weakened. "One SMALL glass, I think I might have a bottle around here some where that some one gave me as a gift a while back."

I took her soda along with mine back to the kitchen and rooted around for the plastic gadgets I had that sealed up an open soda for future use. I grabbed the bottle of lambrusco I had under the counter in the back and poured her about half a glass then dumped a generous amount into my own glass. I gulped a good bit before heading back to find Dawn on the sofa with her legs curled under her and her shoes on the floor. I sat beside her, handed her the glass and made a toast.

"To our new business venture together!", I exclaimed.

"Here, here!", Dawn replied and we each sipped our wine.

As Dawn sat her glass on the coffee table, I noticed two things. One, she had loosened at least three buttons on her blouse and Two, her tight jeans were unsnapped as well. 'Oh boy', I thought with mixed feelings. Perhaps I should try to slow this runaway train down a bit. Fat chance.

Dawn took my glass and set it on the table next to hers. She leaned over and kissed me once again and I took her gently into my arms. I simply couldn't help myself (and truth to tell I doubt if I would have anyway).

I have no idea what prompted me to do it, but without thinking I let my hand slip gently around Dawn's breast. She moaned into my mouth as we continued to kiss and I began to alternate between cupping and squeezing her firm tit and swirling my palm around her nipple. Her blouse was very thin and I could tell her bra was as well for I could feel her nipple stiffen under my gentle yet deliberate touch.

Dawn broke the kiss, moved slightly away from me on the sofa and deftly removed her blouse. She then stood and, in one quick motion, slid her tight jeans to the floor and off her feet. Clad now only in bra, socks and panties (a red thong, I noted), Dawn sat on my lap facing me. She again encircled my neck with her arms and began to kiss me once again.
I felt as if an unspoken conversation was passing between us. I gently cupped and squeezed both breasts then slipped my hand behind her back to unfasten her flimsy red bra. The light garment fell between us as Dawn momentarily lowered her arms to allow the straps to fall away. Before raising her arms to my neck again, she pulled my shirt from the waistband of my jeans and tugged it off.

No words were needed now as we pulled each other close. Bare flesh to bare flesh. Tongues doing a sensual dance with one another. I slid my hands down Dawn's back and cupped her tight ass. I knew she was a bit athletic and the feel of her ass cheeks proved it. I could feel the silky muscles ripple under my insistent touch and she started to moan once again.

We held each other like that for some time before Dawn again broke the kiss and stood before me. She never spoke, just smiled, took my hand and led me upstairs. Now my condo isn't too big, but there is no way on earth that Dawn could know which of the five upstairs rooms (all with closed doors) was my bedroom. Yet somehow, she did. She led me to the door, opened it, walked inside and flicked on the light. I was glad at that moment that I had at least made the bed and tidied up a bit that morning. Usually I just left everything lay where it fell unless I knew I was having company.

I stepped over to where Dawn was standing and as I did, she dropped to her knees in front of me. Her hands went to my jeans and she had them unfastened and around my ankles in just seconds. I stepped out of them as gracefully as possible.

Neither of us had spoken for some time and we didn't seem to need to do so now. Dawn took my stiffening cock in one hand and cupped my full balls in the other. She stroked me lightly for several moments then lowered her sweet mouth to me. I felt her soft, warm lips encircle my cock in a loving kiss before she let me slide deeper into her mouth.

My knees barely buckled as she drew back, only once, then let my cock slip down her throat. I had no warning, worse, I had no voice. I felt myself let go into her throat and she simply swallowed and began milking me for all I could give her. I felt myself pump my juice into her mouth three, four, five times at least. Dawn never took her mouth from me and not a single drop escaped her lips.

I felt my legs fail me and I sat down hard on the floor in front of her. I was a bit embarrassed by how quickly I had gone off but I had to admit to myself that it certainly felt wonderful. After a few moments my brain started to clear, my eyes uncrossed and I found I had the power of speech once again.

"Oh my god, Dawn!", was all I could muster.

For the first time in nearly thirty minutes Dawn spoke. "That was fun", she said.

I stood, took Dawn under her arms and lifted her completely off the floor. She squealed a little as she wrapped her legs around my waist and I wrapped one arm behind her back and supported her ass with the other. I carried her to the bed, laid her gently down on top of the covers and pulled that thong off her pretty legs. (Neither of us seemed to notice that we both had our socks on throughout our entire session of lovemaking. Oh well, don't sweat the small stuff!)

Dawn seemed to know my intentions and she moved herself comfortably into the center of the bed. She then raised her knees and spread her pretty legs wide for me. I settled between them and gazed in wonder at the display before my eyes.

Dawn's mound was trimmed into an inch wide 'landing strip' leaving her entire slit completely bald and smooth. I touched her gently and found not a trace of stubble, no little bumps (you guys know the bumps a girl often gets when she shaves), nothing but soft girl-flesh. I traced my finger once around her lips and she began to sigh. The next time around, I let just the tip of one finger caress her inner lips with the lightest of touches. Dawn nearly went into orbit. I slipped the back of my finger tenderly between her lips and let it slide slowly up toward her clit. The instant my fingernail came into contact with her little button, her hips shot straight up and she orgasmed... hard. She didn't exactly squirt, but her juices were flowing quite freely.

"Oh SHIT!", were the first words out of her mouth. To tell the truth, I'm not sure if I had ever heard Dawn use that word before. I didn't have much time to reflect on that thought as Dawn reached both hands down, grabbed me unceremoniously by my hair and one ear and pulled me up on top of her. She began to kiss me furiously and I returned the favor. I felt one of her hands slip between our bodies and she found my again stiff cock waiting for her. Dawn wasted no time in placing a condom on my stiff member and then she aligned my cock with her dripping pussy. I tried to slow down but she would have none of it.

"Greg", she said in a husky voice, "It's wonderful that you are such a gentleman, but these are the facts, OK? I am a hooker. I have a boyfriend and I am not sure how much longer I will be in the business. But I want you to know that I want this as much as you do. Now give me all you've got!"

With that I smiled at her and reached to pull me to her.

"OK, Hun. Whatever you say". And with that I pushed forward. Her pussy practically sucked my cock all the way in and we both groaned as I bottomed out. I really wanted to be slow and gentle, but Dawn was insistent. She locked her legs around my hips and started bucking her ass up while pulling me deeper with her feet in the small of my back. I let her control most of the motion for quite some time. I was glad she had blown me earlier because I would be able to last longer now. But still, sooner than I expected, I felt my balls swelling once again. I looked down into Dawn's sweet face. Her eyes were closed and her mouth was open and panting for breath. Both of us were sweating from our exertions. Dawn's hair was nearly matted down and every once in a while, a bead of perspiration would drip from my nose and land right between her heaving tits.

"GRRREEEEGGGGG!", Dawn cried. She was over the edge and I was right behind her. I pumped her tight body as fast as a guy my age can and let go a gusher into her sweet depths. I thought I heard my own voice calling her name as I came, but I was too caught up in my passion to know for certain.

Time passes in strange ways after satisfying love making. I have no clue as to how long Dawn and I lay there. Our sweaty bodies clinched together, her legs still around my back and my slowly softening cock starting to work its way from her tight pussy. I took my weight on my arms and knees and stared at the beautiful girl before me.

Finally, Dawn opened her eyes and smiled.

"I love you", was all she said.

"I love you too, Hun". I replied.

I felt Dawns legs loosen their grip and I slid off of her. She scooted to one side of the bed, curled up and was asleep at once. I laid back on my side and just looked at her. What a treasure. What a vision she was. I felt both a smile and a tear cross my face as I reached over gently and kissed her. She let out a tiny sigh and I thought I heard her say my name. I can't be sure. I whispered 'I love you' as I lay down beside her and fell asleep myself.

I awoke to a noise from the doorway which got my attention. I turned to see Dawn dressed in one of my old shirts and her socks. Her hair was mussed, her cheeks were a bit red. She ran a hand through her hair as she walked over and sat on my lap.

"Good morning, Beautiful", I told her.

"Good mawwnnnnning", Dawn yawned. She clapped a hand over her mouth and giggled in the cutest way. I took her into my arms and she snuggled against me.

"Want some breakfast?", I asked.

"Not just yet", she replied. "Some of that coffee would be great, though".

We stood together and went to the kitchen. I am not a coffee drinker so I had no coffee, I found some hot chocolate and we began to plan our future...........

I drove Dawn home that Sunday afternoon (after two more wonderful couplings). Afterward, she gathered some things, her school stuff for Monday and other necessary items and we returned to my place to spend another night together. I drove Dawn to school Monday morning, picked her up that afternoon and we spent the evening together. We decided that she needed to spend time with Gary her boyfriend.

After much debate, careful thoughts and no few tears, we decided it would be best if Dawn continue to find out where things were going with Gary at least until she graduated. Even though I had paid her another $1,000 for her time with me, I convinced her that her education should come first. There would be plenty of time for us after school. We discuss the idea of her moving in with Gary but her time as a hooker would be over.

Dawn shared with me her discussion with Gary went better than she anticipated It worked out a little better than I expected. He was shocked and a little upset to be sure, but he didn't throw any tirades or say anything stupid. Dawn's gentle persuasion won him over fairly quickly.

We were now business partners and I was invited to her place on a number of occasions prior to her officially taking over the store. I even met Gary which was awkward.
In the six months since, Dawn moved in with Gary and I did not see her as a hooker. We did interact as business partners.

The little Honda Civic Dawn had bought last year was kind of on its last legs, so I bought her a newer model Saturn that would get her safely to and from her, Opps ‘our flower shop’ each day. She even talked to me about her and Gary getting married. They decided that they were happy just the way they were. Although I would say I suspected they may tie the knot someday. We still talked mostly about the business. But for now, her business, my work and our mutual happiness is enough to think about. As Dawn had said on our first night together, 'Let's just take things as they come'. It was time to smell the flowers.
Good advice.

 

[GGGDickson]

Dawn Her Wedding Final Farewell

An invitation To A Wedding
I just got back from a trip and to my surprise in the pile of bills and advertisement there is an unusual envelope in my pile. To hell with the rest. The water bill, taxes bill, telephone bill, the Canadian Tire flyer would all have to wait. I hold up the unique envelope like a child finding a prize in a box of Cracker Jacks. I look in wonder. I look at my name handwritten on the envelope. What could it possibly be? I open it and to my surprise I find a:

An invitation to a Wedding

Now that is unique in itself but it was a wedding invite to Dawn’s wedding. I laugh. Why in god's name would I get an invite to Dawn’s wedding. I had not seen her in months. I did get regular cheques from her to pay back my investment in her little flower business. But to get an invite to her and Gary’s wedding was the definition of uncomfortable if I looked it up in the dictionary.

My phone rings, I answer to hear Garrett calling me to tell me he got an invite to Dawn’s wedding. We both laugh. We bet that Mic got an invite as well. We laugh and discuss the fact that she expected that Mic, Garrett, and I would go to the wedding reception. The day before there was a wedding event for them. We had agreed that we would not be going, how would we introduce ourselves? There was the friends of the groom and friends of the bride and then there was the clients that paid her to fuck us category. I had expected it was worth a laugh and decided it was best to respond that we could not make it to their wedding.

Garrett had still saw her a few more times before she dropped off the face of the earth. I had decided to call it off because of the tension, but I got a call the next day from Mic and I went into the office they both begged me to attend the event with paid dates they would bring.

I told them both they were nuts. It was wrong as it was her special day, and we would destroy it by showing up never mind with hookers to boot. Mic, Garett, and John all agreed to meet for drinks after work and the top item on the agenda was Dawn’s wedding. I think Garrett and I were able to convince the guys that we should not show up to the wedding. However, the guys convince me we needed to do something for Dawn as she was not only a good hooker, but she was also a good person. So, we agreed that we would do a little something special for her.

We had all done well financially and the money coming in every month from her was nice, but it was not a big dent in our situations. We all agreed that the money was not a big deal, and we would gift her what was left on the loan. We thought it better we do it in person than just send her a note or call her. We knew about her ‘shower’ the day before and we knew we could not show up for that or the wedding. So, we decided we would contact her and tell her we wanted to meet with her the week before just around the time she would be getting ready to send us cheques. Mic was excited to tell her as he knew how she might suspect something, so we came up a plan. With him being her lawyer and she had confided in him about the company it would not be an unusual for him to set up a meeting before the wedding.

It was set. We met there that day. We set up the suite for her. We each got her a little wedding presents as a personal token for our appreciation. I had got her a locket on a chain for her to have to remember me in an effective way. I had no idea what the other guys got her. However, the primary reason for us meeting her was to give her the grand prize. Mic had drawn up the documents turning the business over to her lock stock and barrel.
As Mic took her to the suite, she had no idea what awaited her. We were all waiting there as Dawn walked in. Dawn looked beautiful and sexy in a knee length, bright pink dress with white stockings. It hugged her ample butt and hips nicely. She wore pink lipstick. Her shiny black hair fell to below her shoulder. I cannot remember her ever looking so lovely before. I could not help but think how far she had come from my first picking her up on the street to now.

“Surprise!” Shouted and I thought she was going to have a heart attack.

“Oh my god you guys!” She fought back the tears as she gave me a kiss, then Garrett, John and finally she turned to Mic and hit him. “You! I should have known you would be up to no good!”
We poured a glass of champagne we made toasts to her then Mic handed her his gift. She was speechless. We all sat, and she opened each gift.
She thanked us again for the gifts. Then we were all waiting for this moment. The room went silent. She smiled, “what?” She asked.

“So, you guys want to fuck me now?” She grinned.

Mic, said, “no we have something for you.” He pulled out the document. He had it on a clip board so we could all sign and she could sign.

“What is this?” She questioned Mic.

“Dawn we discussed it and we all agreed that you needed to start fresh, and we are all signing off on you owning the flower business outright. We are surrendering the loans you own the business outright.”

She sat there, we saw her quiver and start to cry sobering at first then an all-out cry. John handed her a tissue.

“No, I can’t let you do this. I will pay you back.” She sniffled though her statement.

“Dawn we all agreed it was not a lot owing and we want to give this to you to thank you for all you have done for us.” She hugged Mic crying and then she stood up her white stay ups were falling. As she kissed each of us.

“Can I at least fuck all of you for old time's sake.” None of us said no so she stood and ask Garrett to help her with her dress. John stood and assisted with the removal of the dress. She stood there in a white bra, white panties, and white stay ups.

Mic stood and knelt in front of her pulling Dawn’s white panties to the ground. We each took turns kissing her as she undid each fellow’s, belts and zippers and unbuttoned our pants. We then removed our pants as she ran her fingers over her slit. She shared with us that she had hoped to fuck each of us before she married Gary. We helped her to remove her red shoes and I placed them on the coffee table. She now knelt before us and with four cocks at eye level she went to working starting with Garrett then to Mic followed by John. She then looked up at me with dreamy eyes and spoke. “Saving the biggest for last.” She licked my tip then stuck my mushroom head in her mouth sucking and licking me.
The four of us opened our mouths after the prelude, our jaws simply dropped. She knows that we were not expecting her to say anything like that. John in the middle chimed in with a "Fuck yes!" She licked her lips as John sat on the couch, the other two sat on chairs next to couch. Dawn sank to her knees, burying her head in John’s lap.

John’s excitement was obvious from his hard on. She stroked it and immediately ran her tongue up and down the underside of his cock. The taste, the smell, the feel of it on her tongue was exactly what she had been craving. She hungrily devoured his cock in a moment of raw, primal cock worship, allowing it to slide all the way down. He did not last long at all, quickly filling her mouth with his pearly white cum, she swallowed it all. Without missing a beat, she shifted to the Mic on the chair. She had been kind enough to take his cock in her hands. It curved upward slightly, and the head glistened invitingly. He held her head and bucked into her mouth. “Suck my cock you slut!” he hissed. She had come to love being called a Slut. It makes her feel so naughty. Her mouth felt his cock getting harder and he suddenly gushed his jizz into her mouth.

Garrett down the line was a lot more animated, horny as fuck and not just intimidated by the brazen slut that she was. "Suck that cock!" He demanded. She sucked his cock down her throat all the way to the base, her tongue lapping at his balls. She twisted her head sideways and gave it a long, slow suck all the way to the base of his head. He let out a long, guttural moan of pleasure before he took control of her long black hair, pushing her head up and down. She relaxed her neck, allowing him to control her head motion as she worked her mouth and tongue in perfect response.

"Oh shiiiiitttt!" Was his only response as he climaxed in her mouth. She gulped the whole load down, still hungry for more as she shifted to me the last guy in the room, I was extremely excited, stroking my cock in my hands. She pulled my hand aside, quickly replacing it with her own, guiding the head of it directly into her mouth
I was the last guy and I let her do whatever she wanted, which she did, slowly sucking from base to tip, slowly blowing me in long, slurping, wet strokes. After watching her blow the guys I was really turned on and it didn't take me long to squirt my sperm into her mouth and all over her face. Sperm is sooo good for her complexion, or so we said and laughed. I needed to recoup. As Dawn moved her attention back to Mic.
Dawn laid back on the couch spreading her legs to give Mic access. He put on a condom and moved over her like a Hawk moves over it prey. He swooped in and plugged her fuck hole on the first attempt.

He started to grind his cock against my crotch. He was already hard, and I was so damn excited I could hardly stand it. Mic pulled out then rubbed his hard cock up and down her already wet pussy, driving us all crazy as it slid over her clit.

Mic then lifted her so that his cock slipped right into her pussy again. Everyone cheered and applauded as they saw his cock disappear inside her. He started to bounce up and down on her cunt, keeping in time with the slow song that was playing on the radio.

We then started to “clink” our glasses as her guests would do at the reception to request the new couple to kiss. Instead of a nice little “peck”, this time Mic and Dawn engaged in the biggest and longest French kiss you ever saw, their tongues exploring each other’s mouth. They really played it up for the us, all the long; they continued to fuck to the music. We cheered and whistles encouraging them.

The song ended and then Garrett, acting like the DJ at the dance, said everyone could join the couple on the “dance floor”. He told Mic that he couldn’t keep her for himself; he would have to share her and let others “dance” with Dawn.
I looked around the room and all of us were bight eyes awaiting our turn. Garrett then came up to Mic and tapped him on the shoulder as you would to request a dance from your partner. Garrett said to Dawn, “may I have this dance?” Mic and Dawn separated, and Garrett pulled Dawn’s legs up together on the sofa and laid into her with her legs together. He filled her up in this unique position and started to massage her breasts under the white bra. As he fucked her, she looked up into his eyes begging him to fill her up. Garrett obliged her as he ran his hands all over my body.

I looked around and John was itching to stick his man meat between her kaiser buns. It didn’t take Garrett long until he was now sucking on Dawn’s clit and playing with her pussy. Dawn was so horny by this time; it wasn’t long until she had her first orgasm of many, for the night. Garrett then replaced his fingers with is cock once more. He started to pump her pussy with his hard love tool. She told him to fuck her hard, she wanted it nice and hard. He responded by ramming her pussy as hard as he could, pushing his cock as far into her as possible. He had an average size cock but was using it very effectively. He started to play with her clit with his fingers. As soon as he did this, she was thrown into her second orgasm. She screamed as she came and then it was obvious that he had shot his cum inside her filling his condom.
As their orgasm subsided and she gained awareness of her surroundings, I heard her screaming and they took part in a lot of dirty talk. I looked around and both Garrett and Mic who were freshly fucked seemed to both be very satisfied.

Up next was John, He looked like he was ready to orgasm. Dawn knew us all to well after our many sessions. She worked John’s cock with her feet. I had no idea that John was a foot guy. Dawn played with her big tits driving him fucking crazy. He then pulled off her one white stocking and she stroked him off with just her feet. She had three very satisfied clients.

She got up, she was completely naked, and she waltzed over to me wearing nothing but a smile. She bent over whispered in my ear so only I could hear.

“Greg as I said, The biggest and best for last.” With that she placed her head in my lap and proceeded to give me an amazing blow job.


My cock filled her mouth as she devoured my thickness. She sucked my tip getting me as stiff as steel. With me in prime form she asked me to stick my dick in her ass. I grabbed her hair and shoved my dick down hr throat. She gagged and her hair was messed up and as she came up fo air she responded with, “Fuck Dickson you made me choke.”
I apologised as she put on a condom. She grabbed a bottle of lube to lube up her ass. With her in a doggie position I moved in behind her and slowly entered he butt hole. She moaned out loud and Mic approached her sticking his cock in her face.
We pig spit Dawn filling her ass with my big dick and Mic filling her mouth with his cock. She accepted us both with no issues at all. John, Garrett cheered us on as Dawn squealed in delight. She rocked back in forth enjoying the see saw motion with cocks in both ends.

However, this was not enough cock for Dawn. We shuffled the deck once more. I was now under her in her pussy, Garrett, a ass lover, in her ass, and Mic in her mouth and john was content to enjoy the sight and her hand job. She was fucked in her ass, her mouth as well as her pussy. I was having such an enjoyable time and I think everyone else was as well. Most importantly Dawn. I wondered how she would manage with just Gary but that thought would need to be enjoyed on another day as we went back to work giving Dawn a moment like no other.

After several hours, things started to slow down. I think all the guys had cum two or three times, and some even four. Everyone was getting more drinks and eating some of the munchies. The guys all sat back to catch their breath and hopefully get a second wind.

Dawn was lying in the middle of the floor, relaxing trying to catch her breath as well. Just then, one of I came down to Dawn and started to give her an extremely passionate kiss. The guys started to cheer. My hands started to explore her body as I realize this maybe the last time I or her may get the chance to do this again. Just then I felt another pair of hands, then another and then another. All four us were soon gathered around her massaging various parts of her body. I whispered to her that, “this was going to be her wedding day soon so sit back and enjoy.” I then slid a finger into her pussy. It had been fucked several times already, but I could sense she still wanted more. John started to work on her clit as Garrett and Mic paid attention to her tits.

She laid her head back, closed her eyes and enjoyed all the attention from her former clients. We then started to run our tongues over her tits, pussy, and clit. Each of us, after so many sessions knew exactly how to please her. It wasn’t long until she had still another orgasm. We lost track of how many she had that day, but I think it is safe to say that she had never had so many before or since.

After all of us had thoroughly pleased her, we all laid around each taking turns playing with her pussy and her clit. This went on for quite a while. I think the guys were getting a little anxious, I could tell they wanted to have some more fun too. After giving her multiple orgasms I would have thought Dawn was done. Yet that was not the case.
I remained on the floor as John brought me a drink and said he thought that the guys needed to get their rocks off once more since we had given her so much. It didn’t take long until and all four guys were around her once more, fondling every part of her body.

We took her over to the sofa and had our way with her once more. At one point, Mic brought her to the sofa. The Garrett laid her down on top of him with her back towards him.

She felt his cock probing her ass once more and then her slide into her. She knew the sensation of his dick in her ass all to well and she loved this unique love making with him. John got on top of her and slid his cock into her pussy from the front. Mic loved oral and jammed his cock in her mouth as I took my oversized dick and started to fuck her tits. We all now went to heaven.
We continue fucking her for what seemed forever. We would switch positions so that everyone could get each of her holes. She moaned, grunted, screamed, whined, groaned as we stuffed all her holes repeatedly until finally one of us, I think Mic came inside her pussy, filling his condom. This seemed to cause a chain reaction that caused the other guys to all cum. I came in her ass, filling the condom and Garrett came in her mouth and John all over my tits, neck, and face.

We all were totally exhausted. I looked at the clock and it was already after 8:00 pm. I couldn’t believe we had been fucking for that long. We started to fall asleep one by one on the sofas, chairs, and floor.

We woke up a few hours later around 11:00. We quickly got up and started to take showers. As she was showering and washing all the cum off of her, I realized I would never have this pleasure again. I guess that was ok, I had the rest of my live to find other hookers to enjoy. We got dressed and all agreed that was the most exciting wedding shower she could have. It will be something we all talked about for years to come. It was a perfect way to cap off an absolutely wonderful day. I’m sure glad we decided to have a “Wedding Orgy”. Maybe a new tradition? I think not.

As we left Dawn tried to convince me to attend her wedding. She told me I had done so much for her, and she wanted me to be there for her special day. I was like the big bother she never had. Although she was not going to be my hooker anymore, she still wanted to be my ‘friend.’

 

[GGGDickson]

Dawn Her Wedding Final Farewell

The Wedding
I overrode my better judgement and agreed to attend the wedding. Other than her mother, sister she had no other family members. Ok there was cousins, nieces, and nephews then friends of hers and his friends and family. We had agreed I would not talk about her other life, and I was just a silent business partner.

I had decided not to bring anyone, least of all another hooker. I arrived and Dawn took the time to introduce me to her mother Dorothy. She had Dawn when she was incredibly young. So, they looked more like sister than mother daughter. Dorothy was about 5’ 6” tall and had a nice figure for a lady in her 40’s. She could not weigh any more than 120 lbs and carried it well. I did notice her tits were big or maybe it was her leopard print dress that I was unsure if that was appropriate for her daughter's wedding. Who was I to comment?

As we awaited Dawn’s arrival in the church Dorothy ask me to join her up front. It felt strange but as Dorothy put it her husband had left her with her daughter when Dawn was born. She confined in me that she had not been with another man since. Ok maybe once where Dawn’s sister was born but he left too. In our brief time together, she managed to share her life story.

Thank God the music started, and Dawn arrived looking radiant. Gary was a lucky guy. I noticed how Gary’s side of the church was full of well-dressed men and women whereas Dawn’s side was less than full and consisted of a hodge podge of people in poorly dressed individuals. Dorothy asked if I had a tissue. I had a slight cold the last time I wore this suit, so I had tissue in my pocket. I handed her the package and she smiled at me. The ceremony was beautiful and I though how Dawn’s world had changed from my first meeting her.

After the event I thanked Dorothy and I knew Dawn and Gary had more important things going on so I thought I would bid my farewell as I had fulfilled my obligation. Dorothy insisted I stay and would not take no for an answer. Matter of fact she wanted me to sit with her at the reception. I tried to move on, but she grabbed my arm and she told me I needed to keep an old lady company. I could not get away even if I wanted to. She had captured her prey and she was not going to give me up.
The reception was held in a club rented for the night. Shortly after the speeches and cake cutting, the dancing started, at first with the bright lights, but half an hour later they were replaced by soft mostly red colored lights. For about an hour the music was varying genres of up-tempo music geared mostly for the young. But then the Dj announced that he would not be doing his duty if he didn’t slow things down a bit and provide a blast from the past so that more mature folks could participate. There followed a long session of soul and soft rock music from the seventies. A few men came over to our table to ask for a dance only to get smiling refusals from Dawn’s mom. After much teasing and urgings from a female cousin of Dawn who shared our table, Dorothy’s mom, maybe a little bit lightheaded from a couple of glasses of wine, promised to get up at some time and have a dance or two with me. When the song ‘let me roll it’, which I took it was a favorite of hers as she knew all the words, I got up with outstretched hand which she quickly took and followed me to the small floor not far from our table.

From the moment I took Dawn’s mother in my arms, and she willingly drew close to me I experienced a sexual jolt that I couldn’t understand, and red flags sprung up in my mind. Danger was certainly here. The small stage was surprisingly packed with both the young and not so young and there was no space for fancy foot movements; closeness was the order of the moment. Dorothy’s big breasts were generously pressed into my chest. It probably was no big deal to her, but it was to me. That soft touch of female flesh against mine on a dance floor under dim lights and the surrounding sights of other couples grinding into each other was just too much stimulus for a hot blooded twenty-year-old. One minute into the song and I could feel the distinct stirring of an erection. Our bellies and thighs were just barely touching as we moved slowly to the song, and I could feel Dorothy’s body softly glide over the hard bump every now and then. My body was telling me to get closer, but my mind wary of the fact that this soft, beautiful woman in my arms was actually Dawn’s mother, made me resist the temptation.

Although my effort to will away the erection was futile, I at least managed to not take advantage of the situation; I fought against the feeling of hot pleasure and pulled away every time I felt the unpreventable touch of my hardness against Dorothy’s mid-section. But fortune intervened and made things really uncomfortable for me. The young people dancing around us were far from good at the movements and coordination required for slow dancing on a small dance floor, and kept bumping into either Dorothy or me, sending our bodies crashing into each other’s. They refused to heed the song’s advice and just ‘roll it’ instead they were rocking wildly trying to show skill where they had none. Dorothy laughed at their inexperience and commented playfully in my ears about us being sandwiched.

At the end of the first song, I attempted to release Dorothy, but she held me firm as ‘wildflower’ smoothly blended into the fading ’wings’ ballad, whispering into my ear that it took a lot of effort for her to be there on the dance floor and that she had no intention of going off after just one song, especially after not having danced for so long. She even said that she was enjoying it! The bumping continued and Dorothy suggested we forget our little foot movements and just stand in one spot. So, there we were Dawn’s mother and Dawn’s business partner pressed closely against each other, tighter than would have been the case had there been ample space around, just gently swaying to the music. My right thigh was between Dorothy’s soft fleshy pair; my hard cock stretched out across her groin area. Every now and then as a result of a hard bump from one of the other dancers our bodies would press together so hard that I would feel the hot pressure of her pussy mound. I was sure that she was trying just as hard as I was to deny the existence of my erection. She neither pulled away or pushed against the intrusion, just stood there letting things be what they were, which I think was the best course of action to soften our mutual embarrassment. My angry cock would every so often throb and lurch against the soft heat, no doubt getting a good whiff of the fine pussy pressed against it in waiting. My hand on Dorothy’s back would occasionally forget the facts, and involuntarily give in to a quick soft rub. Dorothy displayed absolutely no awareness of anything unusual going on one way or the other.

Wildflower gave way to the long, flowing ‘for the love of you’ and Dorothy upped the swaying, rolling tempo a notch, forcing me to follow. My hardon was extremely pleased. She rested her soft cheeks against mine and her fingers sunk into my back and shoulder as we rolled our hips and swayed gently to the song. My erection by this time was beyond restraint and throbbed and lurched wildly. Quite a few times it led my body on a tentative exploration without my willing consent, taking quick little probes of Dorothy’s crotch; nothing forceful or very obvious, but intentional touching, nevertheless. And on two or three occasions I felt as if the thrusts were returned but couldn’t be sure. We danced for about half an hour, maybe seven or eight songs before Dorothy suggested we go back to our table. I was grateful for the dim lights, the closeness of our table to the dance floor, and that all the other occupants of our table were missing, because I was sporting a mighty bulge in my trousers.
Dorothy informed me she needed another glass of wine to cool off. At the bar I got her a wine, and I got a soda. I turned to see her sizing me up. We bumped in to one of Dawn’s aunts and Dorothy introduced me as Dawn’s business investors in the flower shop. After downing the glass of wine, the bartender immediately poured another glass of wine and she downed it in two quick gulps seconds apart. Her face was flushed after the drink, and she smiled sweetly but with a guilty look when she saw me watching her. I was not a drinker, which Dorothy seemed to admire as both of her husbands were drinkers. We both laughed, and Dawn’s mom using her hands, fanned her face, while remarking how hot it was, as if that was an excuse. We remained mostly silent, looking in the direction of other dancers, only now and then leaning in close to share a funny comment and a little giggle. A little while later we returned to the dance floor as the dj started a reggae lover’s rock session. There was no embracing or closeness now, but because of the packed floor and the up tempo prancing we couldn’t avoid bumping into each other sometimes. At one time when Dorothy was doing a little spin I was bumped from behind and found myself, hard cock and all jammed against her soft butt. I apologized indicating that I was bumped, and we laughed it off. On other occasions her hip, thigh or flailing hand would unintentionally brush my permanently hard cock.

We sat and she got serious telling me that she thanked me for what I did for her daughter. She told me she knew of Dawn’s other life and how I helped her. How I took her from the street and introduce her to a different clientele. She told me that I changed her life. With those words she placed her hand on my leg. She thanked me for funding her flower shop and I thought Dorothy was going to cry. She pulled out the tissue I had given her earlier.

Dorothy went on to ask about my life and she knew I was an orphan, and I never had a mother to love me. Time had slid by, and Dawn and Gary appeared guests were leaving. Dawn thanked me for coming and staying with her mother.

“I hope she was not too much trouble. I hope she did not talk your ear off.” I assured her mother was wonderful. Dawn seemed shocked by that comment. Then she asked if I would be so kind as to take her home. Dawn knew I was not a drinker, and I could get her mom home safely. I agreed.

 

[GGGDickson]

Dawn Her Wedding Final Farewell

The Night Went On
We left the party shortly after wishing Gary and Dawn a good night. Dorothy was like a bubbly schoolgirl enjoying her first unchaperoned party and told me how much she had enjoyed herself. On our way to her place, she was strangely silent despite my efforts to start a conversation. I glanced at her a couple of times time and was surprised at the serious, slightly troubled look on her face. She asked me to turn off the direct route, and I was suddenly pleasantly greeted by cool, heavy sea breeze as we were now driving along Lakeshore Blvd. She must have sensed me looking at her questioningly, for she suddenly told me that she wanted to talk to me in private before we got her home; because there was an exceptionally good chance, she might not see me again, and she couldn’t put it off any longer, because she’d been thinking about it for days. On Lakeshore she told me to pull into a darkened area between streetlights where there weren’t many other cars. At that time of night Lakeshore abounds with cars bearing lovers.
After killing the engine, Dorothy slid a little closer to me and began her talk. Holding my hands, she went into a shocking revelation that she had made up her mind to ask… ask me…... about being a escort as she thought she was too old to be a street walker. She told me she knew I used prostitutes and if I though men might want her. She pulled her big tits out of her dress and pushed them up in the new bra she got just for this occasion.

She wanted to know if I would pay to fuck her. Too be honest I was a little taken back by her question. Before I could answer she jumped back at me. She said she just couldn’t take the kind of life she was living anymore, constantly fighting to make ends meet, being alone, and not having fun anymore. I was shocked. I know this might sound horrible, but despite the seriousness of the situation, sitting there in that romantic atmosphere. I went back to holding the soft kneading fingers of beautiful woman, I felt my cock stiffen, begging for action. I asked her if there was not another way, if she could try to find a way to make things change for the better. She remained silent for a while then she said:

“I don’t think it is possible Greg, I don’t think it would work, I know it would not work.” her voice trembled. “I’m too old? I don’t know…I...I…oh, I’m so confused” she suddenly broke into tears.

I reached over and drew her closer, placing her weeping head on my shoulder and one hand around her back, resting on her hip. She was weeping loudly and profusely. As she wept against my shoulder and chest, I stroked her head softly and gently kneaded her body where my other hand was resting. I whispered consoling words to her, but it didn’t seem to help. I began softly kissing her head and then her forehead and cheeks. Despite the gravity of the moment, I felt my body aching with quickly developing sexual pressure. I started to lick some of the tears from her cheek, and she raised a hand to wipe the other cheek. When she lowered her hand it came to rest, palm open onto my throbbing cock. She didn’t seem to notice this, and I guiltily made no effort to shift myself or remove her hand. The pleasure of its weight on my cock was just too sweet for me to want to change it. I continued to knead her side as I lifted her face and licked away more tears. She brought her one hand around my shoulder and pulled her body closer to mine. The effort caused her other hand to press down hard on my cock. I felt her body briefly tighten as she realized what her hand was pressing down on, but she relaxed, and made no attempt to remove it.

I continued kissing and licking all over her face and saw a little satisfied smile light up her face. She raised her mouth and gave me a little peck on the lips. When she removed her lips, I returned the peck and she smiled. I let my hand slide from her hip and move to her inner thigh, squeezing it gently. I felt a little pressure on my cock and wasn’t sure if it was due to its own throbbing or some movement from Dorothy’s hand, but shortly after I felt the identical pressure again, and again, and again in succession and I realized she was gently squeezing my hard cock as if testing its rigidity. Against my true feelings I tried to draw away, but she pulled me back and raised her lips once more to mine. The lips lingered on mine, and then I felt her probing tongue. I opened my mouth and let it in. we kissed passionately. I let my one hand slide further between the soft thighs and felt her move them apart to give me access. I found her mound and squeezed it as my other hand slipped in her dress and found my way up and around her man-made full breast. I massaged it for a while then twirled the hard nipple between my fingers. She gasped and I felt her fumbling with the front of my trousers. With my free hand I managed to loosen my belt and unbutton the waist. I felt her pull the zip down allowing her hand to go in. she grabbed my pulsing cock and uttered a little purring sound. “Greg you are not wearing underwear.”
I felt her suddenly break away from my lips and pull back her body. That scared me briefly. I thought she was bringing an end to our shameful act. But she pushed back some more then lowered her head to my cock. I felt her exhale hot breath onto it and then she was licking the head. She pulled on my dick exposing the entire swollen head. She ran her tongue around the gorge at the base of the throbbing head then took it into her mouth. She sucked on the head roughly, and then holding it firm between her lips she shook it like a cat shaking a mouse. She now turned her attention to my nut sack in this moment she became oppressed with my balls. She looked up at me and in a serious voice she whispered. “Greg, am I doing it right? It has been so long since I did this to a man. Does it feel good?” I felt her fumbling with the seat regulator and saw her begin to fall back with the seat. She let it go all the way and leaned back, at the same time hiking her dress up around her waist and spreading her legs. Looking steadily at me she pulled her panties aside exposing her bushy mound. I looked at it admiringly and started moving over her.
“Put it in me now baby”, I heard her say.

“In a while Dorothy, I just want to ask you if you will allow me the honor of being your first paid client?”

I thought I had just giving her a million dollars as she nearly cried. My few words gave her jolt of confidence. I went on to tell her, “I want to lick you first” I lowered my head and spreading the lips of her bushy vulva. I then began to lick and tongue her hot, wet hole. She grabbed my head and bucked under my face. Alter a few minutes on the hole and lips I took the stiffened clit in my mouth and sucked on it while teasing it with my tongue. She screamed softly, bucking wildly against my face.

“Oh god Greg no one has ever done that to me before. Put it in me now baby, now” she pleaded. I asked her about a condom. She looked at me with horror. “I don’t carry condoms. Can you fuck me without a condom?”

I told her if she wants to be a proper whore, she needs to carry condoms. I opened the glove box and shuffled a few things around finding a condom. I then got it on, and I got between her widespread thighs and felt her eager hand pulling my cock to the prize. She guided it to the entrance, and I eased into her, feeling a glow of immense pleasure engulf me as I realized I was indeed fucking my Dawn’s mother. Before tonight I had never even knew the lady, yet she knew me, and I was sure she over the past two hours I had toyed with the idea until I had begun to really desire it and now it was happening.

“Not like that baby, I want it hard I want to be punished. Slam your cock into me, ram it hard, make me feel pain, punish me for this sinful thing I am making you do.” She went on like a crazed woman, all the while jerking hard up and against me.

“No Dorothy don’t say that you’re not making me do anything. I want it as much as you. I do not want to punish you. You do not need to be punished. This might not be right, but it is sweet, and we both want it” I said, trying to make her feel good.

“No Greg, no, fuck me hard, slam into me, I want to be punished, punish me, do as I say.” She shouted.

I slammed my cock into Dorothy’s pleading pussy up to the hilt, grinding against it for a few seconds before breaking into a massive assault against her tight wet cunt, pulling almost all the way out and then slamming into her as hard as I could.

“Oh yes baby yes, fuck me like that, punish this fucking whore of yours, beat my pussy until its sore. Fuck me like you fuck your whores. I want to be one of your whores.”

“Yes, you whore, I’ll fuck you hard, give you what you want, you stinking bitch.” I said, not meaning it, but trying to give her what she wanted.

She moaned and groaned under me as I slammed into her mercilessly. Tears were pouring down her face and she was sobbing as I piled into her furiously. I rammed her for about fifteen minutes, amazed at her ability to absorb all that pounding for so long. I felt my orgasm coming and with a loud shriek from my mouth I exploded in my Dorothy’s pussy. Filling the only condom, I had. She grabbed my buttocks and held me locked inside her until I was completely drained of cum, holding on to me even after I was completely spent. I felt my cock begin to go soft in her and started to pull out, but just then I felt her pussy muscles contracting and expanding against my cock, massaging it.

“Don’t move”, she said “just stay in me baby”.

I did as she said, remaining still as she worked her pussy muscles and rolled her body under me coaxing me back into hardness. When I was fully hard, she began thrusting and grinding and bucking under me until with a loud wail she exploded under me. I felt her fingers sink into my back, the nails cutting my skin. Her legs wrapped around my waist tightly. Still shivering in orgasm under me she cried out:

“Slap me, slap me hard”. I did as she asked, slapping her with open palm against both cheeks.

“Again” she said. I complied. Until she exploded and she twitched telling me how she loved being fucked. She told me she never knew it could feel so good. She got herself together as I pulled up my pants. I opened my wallet and pulled out a little under $200. And I handed it to her. You would have thought I gave her a bag of gold. I knew I could do better.

She asked if she was as good as the other ladies I saw. She peppered me with questions about the other ladies. We stopped at a bank so I could withdraw another $100 out of the bank. She asked why. I told her a tip. She giggled like a little schoolgirl. I then took her over to a Shoppers Drug Mart open late. I took her in and bought her a box of condoms and lube and told her she would need these. She kissed me as we got back to the car. Then more questions.

When I got her home, she told me to walker her to the door as it was a bad neighbourhood. I walked her to the door, and she told me she had the best night of her life. She asked me to come in as she was all alone. She wanted me to see where she dreams of me. I told I had to leave she kissed me and told me I was way better than what she thought I would be.
She turned unlocked the door then turned grabbed my hand and pulled me into her place. She then closed the door behind us and bolted it from inside a normal route I suspected. She took my hand and led me up the stairs to her bedroom. She stood between me and her bedroom door. I told her I should go but she would not let me leave. She sat on the edge and of the bed and pulled me towards her. She looked up at me and slowly methodically undid my belt. Then she unbuttoned my pants, and in a slow motion, still looking directly in my eyes she pulled on my zipper click, click, click, moved my zipper down. It was like an Alfred Hitchcock movie my pants were undone. She slid off the bed took a coat that was hanging nearby and placed in under her knees.
She now pushed her hand against my crotch holding my pants together as she admired my package. It was as if she was unsure what to do next. I felt like I was in a bad suspense movie waiting for someone to jump out with a big knife to shred me to pieces then worst someone to cut off my penis for all the things I have done to women like Dawn and her mother Dorothy. But instead, she bent her head, and she took my partly erect cock into her mouth and began sucking me tenderly, obviously aware that my cock was bruised and sore from vigorously pounding her hairy pussy had dished out to me in my car. She carefully sucked me back into readiness.

She had no hesitation in filling her mouth with my dick. She started with my tip moving to my shaft.

“Greg, you have such a big cock, so much bigger than my two husbands combined. I never thought a cock could be that big.” She then attempted to take me all in her mouth with little success.

“How did Dawn take you?” I just grabbed her head and shoved my dick back in there. Her talking served little purpose at this point. Her saliva was now dripping down her chin and she attempted to wipe it away. The swallowed the rest of her spit nearly choking.

I pulled her to her feet at the side of her bed she kept one leg on the floor while placing the other knee up on the bed. Getting onto her elbows and knee, she arched her back and cocked her huge ass high in the air, while looking back at me and smiling. I grabbed the top of her dress and yanked it down allowing her massive breasts to escape captivity. Her nipples were enormous. The biggest headlight I had ever seen. I could Imagine Dawn sucking on those babies when she was younger.

“Please me baby, please fuck me again, and make me feel good.” She whispered, her voice sounding like music to my ears. I pulled up the hem of her leopard dress and jerked off her panties leaving her black stockings on.
I put one foot on the bed between her spread thighs. Holding her ass cheeks in both hands I spread them apart as I moved my cock to the pulsing reddened entrance to her core. I asked her about the condoms.

Dorothy moved off the bed to secure the condoms. She was excited to open the box and pull out the first condom telling me.

“You are my first paying customer and the first to use one of MY condoms.”

Although she wanted to be a whore, she had no idea how to put on a condom on, so I took it out of her hands and put it on.

I bent her over and positioned my foot back on the bed and I spread her ass cheeks once more. I now eased into her carefully, I could tell she was feeling some pain as my thick cock slid all the way in. For an older lady she was surprisingly tight. I guess all those years not being fucked had it effect.
I stroked her pussy softly until she started wriggling and rolling her ass against me, matching my strokes. We continued like that for about twenty minutes, both bodies dripping sweat until we sI felt her start to quicken the pace as she let out loud moan. I quicken the pace to match hers and felt my own release coming. We shifted position her now on her back and me plowing into her bushy kitten. My thrusts resulted in her big tits bouncing uncontrollably. I grabbed on with those nipples. You would swear she was a nursing mother. But no new borns in her world right now.
She took the pounding and seemed to enjoy me deep and hard. She wanted me to give it to her standing up. So, I pulled her to her feet and lifted her left leg up and inserted my condom covered dick back in her. She placed her left hand around my neck, and I sucked on her left nipples while I humped her using me hips. She needed to grab her right tit as the thrusts were causing her tit to throw her off balance. I fucked her like this for a few more minutes.
Finally, she wanted to ride me. So, I got on the floor, and she got on top of me and rode me like a pro until she hit the tape of ecstasy a second or two before me. We shivered together until she fell face forward on top of me, with me still inside her. After I was drained, I rolled off her and lay on my back breathing hard leaving the condom in her. Her hand found my softening cock and patted it. She, jumped up screaming, “where is the condom?” I told her to relax it was still in her pussy. She quickly reached down and pulled out the sperm filled baggie. She looked at my seed in the water balloon. She admired my baby juice like a kid admires his first paycheck not sure if she wants to cash it or frame it. I patted her juicy ass.

“I feel good baby, you made me feel good, whatever happens I want us to remain together.” She said softly.

“Well, my dear you have to remember it is a paid date” I tried to reassure her.

She asked me if she would see me again. I told her she should talk to Dawn about the rules of road. One leaves another arrives. Just never thought I would see a mother and daughter passing in the night.