Sometimes You Win Sometimes You Lose Maybe free porn video

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It was coming up to Saturday night, which means my usual late night game of poker with a few of my friends. We did this every Saturday for as long as I can remember. It was just an excuse for us to talk woman and get drunk, sometimes even win some cash.

Maybe I should tell you a little about myself and my life. I am mike 23, average build average job. What wasn't average was my girlfriend. She really is a true stunner. On the short side maybe 5, 2 but has a figure to die for. She is a size 8 petite little thing but has amazing tits. 30DD but on her small frame they are huge.

We have an amazing sex life, at least 3 times a week. The great thing about Danielle is she's so shy and really doesn't like to show herself off, so not many people know how dam sexy she really is.

On Saturdays she usually goes out with her friends for the night and gives us our house for the night. After all she doesn't want to hear guy talk with a house with 5 guys all drunk. Unfortunately this particular Saturday her friends cancelled on her last minute an her mom was away so she had no choice but to stay home. It was ok though she agreed to stay out the way. We wouldn't know she was even there she assured me.

Since her friends had cancelled so late Danielle was nearly ready to go out. She had on a loose skirt about 4 inches above her knee, killers heels and a pink blouse. The blouse was tight across her huge tits as was everything she wore, yet it still covered her up really well. She hated attention when she went out.

There was a knock on door just as I was taking the bin out so I asked if she minded just letting them in. Danielle hesitantly walked towards the door knowing what she was wearing and there were 4 probably drunk men on the other side. She opened the door and in walked the guys. I noticed all eyes on her sexy figure. Just as she turned to walk away from the door a gust of wind blew and whipped her loose skirt right up to reveal a very tiny pink thong on my girlfriend's ass. At this point every lad cheered and whistled at the awesome sight before them. Danielle grabbed it down and ran straight up the stairs and out of sight. The lads still cheering an clearly all excited from the unexpected flash from the usually covered up Danielle.

I went upstairs to check she was ok. Danielle was in the bedroom sat on the edge of the bed with her head in her hands. Its ok don't worry I told her they will forget about by the time they sober up. Anyways you should be pleased they all enjoyed the sight of your sexy ass. I kissed her an joined the guys downstairs.

I made some drinks an sat at the table to get the poker game started. The guys kept saying what an amazing ass my girlfriend has. And it was starting to get me excited I could feel my dick twitch with the thought of others seeing Danielle's ass in that sexy little thong. But the game had started so had to concentrate as I didn't really have any money to lose tonight.

As the game progressed I seen my chips dwindle to next to nothing. I was nearly out the game when I drew an amazing hand. One I knew I couldn't lose with. But as the stakes got higher I ran out of cash to throw in. I asked the guys if I could owe them the difference as I really didn't want to throw this hand away. Dave one of the guys got a look in his eye I hadn't seen before. A sort of mischievous look. When he came out with it. How about if we lose you win all the money. I thought great but what's the catch. When he said it I nearly choked on my beer. I was expecting to have to wash his car for a month or mow his grass. But no he said instead of cash I could bet cloths. I thought what the hell kind of game is 5 guys playing poker naked. But that's when he continued. It wasn't my clothes I would be betting it was Danielle's

I knew there would be no chance in hell that Danielle would agree to it but I had to try. After all I couldn't lose. I went upstairs to find Danielle still say on the end bed watching TV. I sat next to her and explained the situation I was in. her answer was no chance. I told her I had used our savings to play with tonight and I would lose it all if I didn't stay in this hand. She knew we couldn't afford to lose them. An I assured her I couldn't lose. We both walked downstairs, Danielle looking very very nervous. But the guys just cheered at the thought of seeing her for real this time.

We all shook hands and that was that the bet was done. For me to stay in the hand Danielle had to take off a piece of clothing an put in with the chips. She looked terrified but I Simply told her take off your shoes and then the game will end and we will win. Danielle gingerly took them off placing them on the table. I was about to turn my cards over when Dan raised it again. . SHIT how could I stay in now, I tried to protest an say that was unfair but they all just laughed and said that I knew what was needed to stay in the game. Danielle's face dropped as she tried to walk away. I grabbed her arm as all the lads proceeded to tell me we shook so a deal is a deal. She had a tear rolling down her cheek as she started to unbutton her blouse to a room full of wolf whistles.

As the last butted was undone the blouse sprung open to reveal a matching lace pink bra just like the thong. She turned around and dropped it off her shoulders. The room was now silent. Danielle held her arms over herself trying to conceal her huge tits from the 5 pairs of eyes as she turned around to face everyone.

I have never seen her so red with embarrassment in my life. I was he only person she has ever slept with an even the other person to see her naked. Yet here were 5 drunken guys ogling her huge tits while she stood in front of us all in just her skirt and bra. A part of me wanted to cover her up yet my dick twitched with excitement.

At least this was as far as it would go now an Danielle could soon cover up knowing she has just saved our money. But dived raised again. THE BASTARD I thought. Again what could I do? By now Danielle was crying but she herself knew we couldn't lose that money. The guys started to shout for her skirt to come off. Her hands were shaking so bad she couldn't pull the zip down. Quick as a flash John lunged forward an yanked the skirt to the ground to an round of cheers and whistles.

She slowly stepped out of her skirt as john picked it up and placed it on the table. I couldn't believe what was happening. My shy humble girlfriend was now stood in a tiny thong and bra in front of 4 men all ogling her curves. She tried her best to cover herself to no avail.

At this moment Dave suggested a quick end to the game. An offer Danielle would kill for at this moment. How about if you win, you get the cash, plus $50 from each of all an most of all she gets her clothes back. But I knew there would be a catch. And if I lose? If u lose Danielle strips naked right here and you have to watch while all 4 of us fuck her silly in every hole till she can't take anymore. And while you watch u have to film your shy girlfriend suck and fuck every one of us. My first reaction was no chance is that happening. There is no way Danielle would let this happen; After all she has only ever fucked me in her life. Yet she is expected to fuck 4 guys at the same time like some kind of porn star. Even though I was angry at what might happen I could feel my dick getting hard. The thought of my shy girlfriends with my friends dick buried in her tight pussy excited an angered me at the same time. I wanted to keep her as mine and only mine but my dick wanted other things.

I took Danielle into the kitchen so I could speak to her. In the kitchen Danielle slapped my face for what I had made her do. She straight away told me not to make that bet as she couldn't fuck them all. I gave her a hug an explained once more that we couldn't afford to lose that cash. I could tell from the look in her eyes she knew this too. It didn't help the fact that she didn't want the consequence of me losing to happen. I assured her that it would all be over soon enough as there was no way I could lose with the hand I had. Danielle said that she trusted m.

Walking back into the lounge where the guys looked on in anticipation I couldn't help but notice her tits bounce as she waked. She had given up trying to cover up an almost accepted that fact she was stood nearly naked in front of 5 guys for the first time in her life. The guys clearly still loving the sight of her 30DD tits and sexy ass in that tiny thong. Even started to squirm to adjust their growing dicks.

I told them that it was a deal but they were not to hurt her in any way as I was the only person she had slept with. Danielle blushed and turned bright red as the guys looked on in even more anticipation. They started saying crude things like mmmm can't wait to feel that tight little pussy of yours and to see them huge tit bounce.

We all turned our cards over at the same time an at that point my heart sank. I had lost. There was one hand that could beat mine and Dave had it. I couldn't believe it and neither could Danielle. She was crying with her head in her hands. She knew exactly what was about to happen. She was about to be fucked harder than ever before by 4 of her own boyfriends friends. The guys could not contain the excitement. I tried to plead with the guys but I was getting nowhere and whether I liked it or not I had made the deal. John asked where I kept my cam cored. I told him it was in the top draw in our bedroom. As he went up the stairs to get it a thought entered my head. Also in that dray was a dildo I had bought for Danielle for them extra sexy nights. We hadn't used it often as it was about 8 inches and very fat. She really straggled to get even half of it into her tight pussy.

Just then john came down the stairs and just as I thought he wasn't just holding the camera. Sure enough he placed the huge dildo on the table and said now now who's a naughty bitch, I think we would all like to see you fucked yourself with this bad boy. Danielle's face dropped, things where going from bad to worse for her. I sat on the chair and started to camera. I pointed it at my crying girlfriend as she started to undo her bra. She slowly dropped it to the floor to expose her mammoth tits. They looked even bigger now and she was clearly a little excited. Her nipples where's standing up aching to be sucked. Next she lowered her thong an stepped out to reveal her beautifully shaven pussy. Danielle stood naked in front of 5 guys all with the mouth open at the sight.

Paul a big muscle man stepped towards her an cupped her huge tits and quickly sucked on the. Danielle gasped at the new hands on her. He pushed her back onto the table an lowered his mouth to her naked pussy. Danielle couldn't help but moan as he licked and sucked her clit. Danielle almost lost in the moment seemed to forget the audience but soon remembered as john handed her the huge dildo and told her to fuck her pussy for the camera. Danielle placed it at the opening to her now soaking pussy and slowly pushed it inside. A few mins and Danielle was starting to get accustomed to the huge size and was starting to fuck her harder. I had never seen her use it herself and now had my pants down rubbing my dick at the sight. The other guys soon followed and where all stood naked with their dicks in their hands.

Danielle lost in moment didn't notice that 2 guys now had the dicks right next to her face as one forcefully pushed his 7 inch dick into her open mouth. Caught by surprise she had no option but to suck it. The other guy lifted her hand to his own dick as she started to stroke it. Her eyes now wide open john stepped up and pulled the dildo from her an replaced it with his own medium size dicked. He rammed forward and buried it in her pussy. She screamed in pain even through the dick in her mouth. Getting into a rhythm soon she was being fucked while sucking a dick at the same time. What a sight but nothing could compare to what I was about to see. All 4 guys took turns fucking her now well used pussy and mouth.

She was pulled from the table an lowered to the waiting dick on the floor, it slipped easily into her pussy an her mouth was soon full too. I noticed Dave who had the biggest dick. Easily 9 inches long positioning him behind her. He soon had his dick placed to the opening of her sweet arsehole. Danielle tried to protest but just as he pushed his huge dick into her virgin ass. Her mouth was filled with cum. She swallowed what she could but her face and tits where sticky with cum. An was soon being covered once more by the 4th dick.

I couldn't wait no more I placed the camera on the chair not wanting it to miss a thing an soon had my own dick in her mouth. Danielle was in so much pain from the double fucking she was getting she didn't even notice it was my dick she was now sucking.

With all her holes now filled with dicks Danielle was screaming in both pain and pleasure and I loved every minute of it. The dick in her pussy soon filled her with more cum and so did the one in her ass. She rolled off into a heap on the floor. Cum running down her legs an ass. She was crying from the fucking she had just sustained but that was not the end for her. I lay back as Danielle ass was lowered on to my raging dick. Wow her ass was tight and I was soon fucking it for all its worth her pussy soon filled an so too her mouth I couldn't believe the sight. We all came again in her ass pussy and mouth.

The guys thanked me and told me what a fucking good fuck my girlfriend was an soon dressed and left. Danielle was still on the floor with cum covering her. Her ass and pussy bright red an gaping and dripping with cum from the brutal fuck she had just had. I carried her to bed but remembered the camera.

I spent the next 2 hours watching it my girlfriend being fucked my 5 dicks for the first time in her life and thinking how much money I could selling the video. Maybe I didn’t lose.

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Ever wonder what winning the lottery might be like? Not just the paltry $1million dollar stuff but a really big Powerball hundreds of millions of dollars one. Well, I did and this is my story. I led a fairly normal life. At least for a practicing cross dresser with a bent for some submissive play now and again. I had visited many Mistresses in several dungeons in five or six states. The first session with each was always the best because of the unknown. What would this dominant do...

2 years ago
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Double Debut One has to win and fuck the loser

Please don’t copy and or redistribute the story in anyway without the consent and the person of the author and the main character herself. This Work Is Completely Fiction. I am not gay or bi-sexual what so ever. I’m straight and loves ladies. I’m expanding my writing to become a better writer. This story is about wrestling and male on male sex. Hope you enjoy this story and make yourself cum while reading. -------------- It was a cool summer evening and it was a good night for some good private...

2 years ago
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Whites vs Blacks Who Can Win the Interracial Sex Battle Part 2

The announcer states that round 2 will begin in 10 minutes, no exceptions. Both teams head back into the locker rooms to discuss their strategies for round 2. The White team is bouncing with enthusiasm at their win. The crowd of whites cheers them on, but little do Brit and Longman know that Kitty has a Black fan in the crowd... This Black man squirts a water bottle full of some green liquid on Britney and Longman. "What the fuck man, we won fair and square, get off of us." Longman says...

2 years ago
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Whites vs Blacks Who Can Win the Interracial Sex Battle Part 2

Introduction: Hey Boyz: This is the sequel to my first sexual story which posted on 7-4-12 or so. PLEASE LEAVE COMMENTs/FEEDBACK. Round 2: The announcer states that round 2 will begin in 10 minutes, no exceptions. Both teams head back into the locker rooms to discuss their strategies for round 2. The White team is bouncing with enthusiasm at their win. The crowd of whites cheers them on, but little do Brit and Longman know that Kitty has a Black fan in the crowd… This Black man squirts a water...

3 years ago
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Ashwini My New Office Manager 8211 Part 1

I am Kailash from Mumbai. 26 years old single. Any women wanting to have sex chat with me just drop in a mail on I have done my MBA and I have my own training institute. I train corporate people for various personal grooming and as well as professional etiquette. Initially I used to manage things from my home and single handed. But with Gods grace my client list started to increase and was difficult to manage things myself. I bought an office in posh mall of Malad and appointed 2 staff member...

1 year ago
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Twin Sister Delights Chapter 2 Popping the Twins Cherries

(An Incestuous Harem Story) Chapter Two: Popping the Twins' Cherries By mypenname3000 Copyright 2018 Note: Thanks to wrc264 for beta reading this! My rump stung from Lee's slap. I shivered, unable to believe this had just happened. My body buzzed from the orgasm the naughty, American girl had given me while my twin sister, Kimiko, whimpered and shivered before me, my face pressed into her silky bush, her tangy, incestuous juices smeared across my lips and cheeks. I had just eaten...

3 years ago
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Twin Sister Delights Chapter 6 Twins Wanton Mother

(An Incestuous Harem Story) Chapter Six: Twins' Wanton Mother By mypenname3000 Copyright 2018 Note: Thanks to wrc264 for beta reading this! I wiggled my finger in my twin sister's asshole as I stared through the slats of the closet door. Kimiko trembled beside me, feeling the tension as we waited to see what our mother would do. Would she suck Clint's cock soaked in my pussy juices? She wouldn't know it was my cream on him. That Clint had just fucked my cunt. His jizz ran out of me,...

3 years ago
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Win or Lose

After an interminable wait, my wife called for me to come down the hallway to the door of the master bedroom. Hanging from the door knob was something black with a bright post it note attached. I pulled off the note and read it, my excitement reaching a peak. ‘Put on the hood and come into the bedroom. Speak only when spoken to.’ The black object was a leather hood with a zipper in the back and holes for the eyes, nostrils and mouth. I pulled it on and zipped it into place before opening...

2 years ago
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Dream Came True With Ashwini Aunty Part 4 Final

Hi, Madan here. I am sorry for the late post of my sex story. I was lost in my professional life so couldn’t write. I apologies for making you wait. I believe that your anger will vanish as soon as you begin reading. Well I am very happy and pleased to see your feedback. Every feedback was a reward for me. If I am writing something good, that’s all because of you readers. Your suggestions, advice and appreciation motivate me and force me to write though I have busy schedule. So all credit goes...

4 years ago
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Twin Sister Delights Chapter 5 Twins Wicked Evening

(An Incestuous Harem Story) Chapter Five: Twins' Wicked Evening By mypenname3000 Copyright 2018 Note: Thanks to wrc264 for beta reading this! “This is going to be an amazing dinner,” my twin sister said as we walked up the street with our mom to Clint's house. “Minako thinks so, too,” I answered, the pair of us speaking our native Japanese. Kimiko gave me a naughty grin, a smile spreading across her delicate lips, the corners of her mouth spreading wide. She gripped my hand,...

4 years ago
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Twinks virginity taken by a twink

Before I start this story I have to tell you that all parties involved were 18 years of age or older lolz, this is so I cant get my cute ass thrown in jail and ****d cause then my ass would be looser then brittany spears after a line of cocaine and a night in vegas and I ant have that. This all started fromn a myspace chat I had with this one k** and we had a little argument about how cute Justin Bieber was and we bacame good friends and then really good friends once we realized we only lives...

2 years ago
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Twinks virginity taken by a twink

Before I start this story I have to tell you that all parties involved were 18 years of age or older lolz, this is so I cant get my cute ass thrown in jail and ****d cause then my ass would be looser then brittany spears after a line of cocaine and a night in vegas and I ant have that. This all started fromn a myspace chat I had with this one k** and we had a little argument about how cute Justin Bieber was and we bacame good friends and then really good friends once we realized we only lives a...

2 years ago
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Twin Twinks at the Hotel

Twin Twinks at the HotelTwin brothers Liam and Sean had spent a few days down the country on an adventure holiday with their parents. Lots of fun and frolics had been had by all but now it was the morning of going home day.Like all twins, the boys were inseparable and did everything together. They had shared a double bed up until a couple of years ago. Back home they still shared a room but now each had his own single bed to do in whatever he pleased. But for the holiday they were back sleeping...

4 years ago
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Following the orders of theMistressforyou

At the time when i write to You, Mistress, it has been several months since i submitted to You with much pleasure Mistress. The meeting was however unlikely: a brief exchange of messages on xh before i go on vacation suggesting that ... maybe ... something was possible ... i owe You the truth Mistress, this is the first time i really wear a chastity cage in honor of a Mistress. This chastity cage, i had bought it shortly before we met and just thinking of wearing it to please You Mistress i was...

1 year ago
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Just Win Baby

My wife was a former exotic dancer, and I placed a large bet with my rival co-worker that she would win the contest."Five hundred dollars says if my wife enters the contest, she'll win." I was confident to the point of being arrogant."Deal, ass wipe," he answered before throwing a used jock at my face.I wanted to win, but also I wanted to show off my hot sexy wife. Her lovely twenty-six year old body was in fantastic shape as she maintained a rigorous work-out schedule.I worked as a sports...

Wife Lovers
2 years ago
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Periwinkle Pink Part 2

Periwinkle Pink Part 2 By Cheryl Lynn This is a force feminization fiction story. Part 1 should be read first for this to make sense. Any similarity to real life is purely accidental. It is not for the sweet/sentimental reader. All standard disclaimers apply and may be downloaded for personal use only. Any other use by author's permission. Comments are most welcome at [email protected]. Periwinkle Pink Part 2 As Perry stepped out of the bathroom, he was blushing as...

2 years ago
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Traditional Indian Village Wife Ashwini

Hi all readers, this is a story of my wife’s sexual journey. I (Shiva) am a software developer in Bangalore. I along with my friend have started our own company. The story started way back in 2011 when I was a project manager in an MNC in Bangalore. I recently got married in my native village in Andhra Pradesh and my wife’s name is Ashwini. She was working as a software engineer in Hyderabad and was from a poor family but my parents liked her a lot as she was beautiful. I mean she was every...

3 years ago
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Dream Came True With Ashwini Aunty Part 3

Hi! Its Madan here. Thank you so much for your care and appreciation. Your every feedback means a lot for me. Well back to the sex story. I left the village as my semester exams were postponed. I was panic as I spent more time for the fantasy about ashwini aunty and not prepared at all for the exam. But as I said previously, exam was not much difficult thing for me as I always used to stand in top ranks. Enough about my self-praise. 6 exams took 17 days to finish and exams went well. Ya I and...

1 year ago
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Playing To Win Playing The Game IIChapter 5 Tournament Weekend

I kept up my schedule through the end of the school year. Since I didn't have a girlfriend to spend any time with, I kept on running, with and without a soccer ball. On Tuesdays and Thursdays, I worked with Davey, Kip, and Justin before the Warriors practices. I wasn't sure how productive these sessions were, but we had fun goofing around in the park, at least. And, at that age, any time spent working the ball was time well spent for a kid who wanted to be a better player. The recreational...

4 years ago
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Prick Van WinkleChapter 12

When he woke June, she was true to her word. "Where's Becca?" she asked, yawning and stretching. "She's taking a shower," said Bob pulling the sheet off of her. She was naked under the sheet. "Good, we have time for you to wake me up right." she said, reaching for him and spreading her legs. "What in the world did my wife think she was doing?" said Bob, shaking his head. "She turned you into sex machines." "You turned us into sex machines, Daddy." she corrected. We all...

4 years ago
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The Periwinkle Blue Dress

The Periwinkle Blue Dress A man buys a dress for himself ... and then pays for it. That was the set-up from my first story, "The Green Dress." This is an alternate version of that story, with the same initial premise and same characters from my "The Dress" series. But people and events are different, leading to a different place. I hope you like the alternative. The Purchase "Can I help you find anything?" the salesgirl said. It was just after opening, and I was...

3 years ago
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Periwinkle Pink Part 1

Periwinkle Pink By Cheryl Lynn This is a work of forced femininization fiction and all the standard disclaimers apply. This story is not for the sweet/sentimental reader. It may be downloaded for personal use only. Any other use by author's permission. Comments are welcome at [email protected] Periwinkle Pink Perry Mathews had just turned eighteen and graduated high school. He was a scrawny mop haired young man with bright sapphire blue eyes. He was brought up in a...

4 years ago
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Winona Ryder Goes To Jail

Having lost her case, Winona Ryder was now being processed, and issued her orange overalls, prison underwear and toiletries. She was totally humiliated. Her lawyer had assured her it would never come to this. Now, mostly due to his ineptitude she would be spending 90 days in the county jail. "Strip" the female guard ordered, and she began to remove her clothing. As each item was shed another guard took it from her and deposited it in a plastic bag. "It'll be returned after you serve your...

Lesbian
3 years ago
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Win Win Move

Win, Win MoveBy: Londebaaz ChohanKevin was such a good friend that he convinced his father to give me the job in his office after graduation. He also convinced his mother to speak with his father for the say-so of my short stay at their house until I found a reasonable place for rent to shift there. Kevin had his room on the first floor. His parents had the master bedroom on the ground floor. They had a guest room on the ground floor next to his parent’s bedroom and another larger bedroom...

2 years ago
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Tweak Chapter Eight A WinWinWin Cummy Conclusion

Simon and Linda receive a gift from Mistress Melissa. A most precious gift, indeed. "Tweak" By: Simonne Danielle © 2008 - 2010 All Rights Reserved Chapter Eight - A Win-Win-Win Cummy Conclusion Simon crawled over the sleeping bodies of his beloved Mistress Melissa and his precious Miss Linda to answer the phone before it woke them. His new nightgown was a silken tangled mess. He checked the caller ID and then the clock. It was Doctor Busty calling and he was three...

2 years ago
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Finding a Treasure at WinnDixie 2

Introduction: A chance encounter, draws a teenage boy to a needy girl. The two find their way through the unknown. Further down the trail. Themes: Actually Teen Male/Pre-Teen Female (Thats the young part) This is more of a love story than a sex story, but there is sex! Sorry if you hate it. You really need to read the first part to understand this one. As I post this story for validation, I am preparing for a trip to a medical facility. Because I do not know if Ill be here when it gets...

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