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The Bet

It was a beautiful fall Saturday morning and Sam was out doing what he normally did on the nicer weekend days while he was at college. Well, he was doing what he did if he wasn't at his normal job. He was making his way from place to place, first on Frat row, then touring the local student bars. Hell, no, he wasn't drinking. It was nine in the morning. He was out trying to earn another few dollars to put in his college fund. He stopped his little Ranger pickup in the alley behind the first...

Brother s Incestous Bet Chapter 6 Family s Incestuous Meeting

(An Incestuous Harem Story) Chapter Six: Family's Incestuous Meeting By mypenname3000 Copyright 2018 Maria Reenburg Excitement bubbled through me. I was on a high, riding the bliss from the orgasm daddy gave me. It was this incredible rush. This amazing treat. I was bouncing on my knees on the bed beside her, my round breasts jiggling. Mom was squirming, her face completely red, her big breasts jiggling. Her blonde hair was spread over the bed, her large tits rising and falling as my...

Brother s Incestous Bet Chapter 4 Little Sister s Dripping Passion

(An Incestuous Harem Story) Chapter Four: Little Sister's Dripping Passion By mypenname3000 Copyright 2018 Note: Thanks to wrc264 for beta reading this! Maria Reenburg “Now come with me and we'll get started on what you can do for me,” Vanessa purred. The African American woman had a naughty grin on her face. Her wavy, black hair spilled about her hungry features. She was my father's secretary at his office in the state capitol. Her fake boobs stretched her blouse, her short skirt...

The Bet

"Looking forward to coming second today?" Susan smirked.Susan and I were rivals in maths and we were getting our end of year exam results today. We'd been walking to and from school together through the bush block ever since our parents had decided it was safe if we didn't go alone. There was a secluded spot off the track where we used to share bags of mixed lollies but now school was all but over and we were both seventeen, it had graduated to a spot to try out a bit of kissing and...

Bet Games at College

This is s story about me which happened to me long time ago. I am a simple girl; at least i was. I am from the rural part of the country. Life was simple and going simple until i had to move to city area for better quality higher-education, as my parents thought it so. After I moved in to the city for higher education. First few weeks were hard to adjust. Everything and everyone was in rush. It took me a week to find the college after we moved in. I was really excited as the college was...

The Bet Part 1

old freshman at a major college in Florida. I'm about 5'6", 115 lbs with long dark hair and blue eyes. My roommate Lisa has been hooking up with this guy from down the hall in our apartment complex (his name is Bill). His roommate (Scott) is good looking and pretty cool, but we haven't done anything other than flirt. I'm actually from South Carolina and grew up a huge Clemson fan. He's also from South Carolina and is a Gamecock fan. Earlier this year, we got to arguing about...

The Bet Ch 7 The Sex Bell

This story is based upon a photo series, “The Bet”, by Italian photographer, Andrea James Bramley, who started a photo series under this same name at https://bramleyappletheforbiddenfruit.blogspot.com. I write this with the permission of both he and the model featured in “The Bet”, and with his collaboration. He especially helps with some of the Italian phrasing, which I don’t speak. I present to you this tale of a bet gone wrong. You will also find links to his other photographic works. Please...

You Bet Part 1

They crossed that desolated city square of Athens. The moon played games with the clouds and the street lights flickered. Michalis, one of the main protagonists of this story, asked Thomas, “But why did you accept his bet? The odds are against us!”“You know very well Michali that I had no choice! TC is going to keep his word anyway.”“You are way too naïve, Thomas,” Michalis said.Thomas, who was a good friend of Michalis, was in contrast to the apostle Thomas, extremely gullible. He had opened a...

A bet is a bet

“Oh yeah? Well if you lose then you suck my cock!” The popular taunt/insult/bet was tossed around daily like so many other public school proverbs from my youth. The bet was applied to anything and everything from who would win the local ball game to what the flavor of the day was in the school lunchroom. The loser was always labeled a “cock sucker” of the one that won the bet/argument. Yeah, good ol’ public school. It wasn’t until my second year in college when I once again heard the old...

Wife as a Bet

I have been married to Kanchan for gone 10 years, 3 years after she started working as my secretary. It would be impossible to rule out that I hired her for her willingness to please and her fine athletic figure, therefore it didn't take long before I began to find out exactly how willing she really was.I manage a law firm in Mumbai, quite a large place with my own office and Kanchan's desk just outside. She always wears sexy sarees for me to spice up our ‘private meetings', not to mention her...

A Bet

"You're on," Deborah said. "Unfortunately we won't be able to watch it live," Chris responded, "So I'll Tivo it. We'll just avoid any news on the way home." Chris and Deb had a reoccurring bet since they started dating. Chris was from Washington D.C. and a Redskins fan while Deb grew up in New York, and rooted for the Giants. "I told Patty that it wouldn't make a difference if Timmy got christened next month, but she didn't agree. It starts at one thirty. And then there is lunch at some...

The Bet With My Classmate 8211 Part I

Hello everyone. My name is Jay. I am 33 years old. This incident happened when I was in XII grade and I was 18 years old. Just before I entered my XII grade, I changed from the proverbial ugly duckling to a swan. In XI grade, I was short, fat, had braces for my teeth and really short and pointy hair, for which I was nicknamed “porcupine”. My classmates used to touch my hair and pretend that it has hurt their hands. In the summer before I started my XII grade, I got a growth spurt, grew out my...

The Bet of Bets

The Bet of Bets I. "So whatdoyouwannabet that the CEO is going to hire John as his VP of Finance?" A casual question, but it was rooted in a long-term back-and-forth argument I had with my wife, Joanne, about women in business. You see, she owned a business-a bridal shop to be exact-and we were always going back and forth about who had a better head for business. The question revolved around John Markham, a member of the "good old boys club" at the company I work for as an...

The Bet Chapter 15

The Bet by Karen Singer Chapter 15 (Saturday - week 2) In his dreams, he was awash inside of a desperate need. It seemed that everyone... make that everything around him was in a constant state of orgasmic ecstasy... except him. He alone felt nothing. Numb! While all around him was in the deep throws of sensation, he desperately willed himself to feel something, anything. But no matter how hard he tried, all he felt was nothing. A sudden sensation to the very part of him...

The Bet Chapter 26

The Bet by Karen Singer Chapter 26 (Wednesday - week 4) Small. Insignificant. Worthless. Pathetic. Again and again his dreams hammered home how he felt about himself. There were other emotions as well: unworthy, useless, stupid, perverted... defeated... unloved. He tossed and turned as much as his breast forms, chastity device, and overly bloated diapers would let him. Their constant confinement punctuated his dreams and increased his restlessness - as did the...

A Simple Bet

A Simple Bet "You have got to be kidding." Tony had just finished his second drink in the smoky bar as he listened to his friend speak. He leaned back in his chair as his friend spoke. "No, dude. I'm serious." the auburn- haired young man took a swallow from his glass. "I bet you ten dollars for each piece of clothing that you're too shy to cross-dress. Tony laughed, the cigarette smoke in the air stinging his nostrils. "How much are you offering, Chet?" "Well..." Chet added...

Bet Boobs

Bet Boobs Janet L. Stickney [email protected] It was a stupid bet, but with almost 300 grand on the table, and me holding three of a kind, how could I not take the bet? It was really quite simple. It went like this. "Up a hundred." "I only have 55K," I told him. "Then you'll lose." "I saw his girlfriend whisper in his ear, then...." "See that old lady over there?" he pointed at her. "I'll let you cover the bet by agreeing to get breasts as big as hers if you...

Dianna the Hot Wife Bet

Love me some college football.My team is always in the hunt for a National Championship almost every year. They’ve won their conference title four years running. And I’ve been banging Dianna every time my team beats Joe’s team. This is how that came about…A few years back. My team was in the middle of a coaching change. The legendary coach retired and his assistant took the helm. Joe thought this was the year I’d lose this bet. I’ve known Joe for a long time, we’ve been friends since childhood....

Bet Your Sweet AssChapter 12

“So, what about the bets? Shall they remain in force and if so, how shall they affect the relationships that we will have with each other, especially Aaron’s with everyone else?” I wondered now, even as Aaron’s limp cock twitched a little despite having just fucked Mom. “I’m game for the bets to remain so, a point of honor, if you will. If Aaron does win, it’s an exception to his otherwise submissive role. If he loses, it fits in neatly and add another aspect to the dominant role that...

Brother s Incestous Bet Chapter 3 Massaging His Busty Mom

(An Incestuous Harem Story) Chapter Three: Massaging His Busty Mom By mypenname3000 Copyright 2018 Note: Thanks to wrc264 for beta reading this! Sean Reenburg I was on my own in seducing my mother. My plan to use Mrs. Elliston as my coach, to have the MILF advise me, had failed. She wasn't coming back for a while. She was on maternity leave. She'd just given birth to Clinton III, her son with her older son, Clint. She'd given me a foundation, but it wasn't enough. I didn't know...

The Bet

The Bet She was cheating on me, I was sure of it. Although I couldn’t prove it, I’ve had my suspicions for quite some time. Given the fact that we hadn’t had sex in months, and the fact that she was always in such a good mood…. why else would she be so happy? She wasn’t getting any from me, but she surely was getting some elsewhere. I grew paranoid and overly self conscious. In the four months since we started living together, Monique and I seem to have grown apart. I cared for her so much,...

Ann Loses The Bet But Enjoys Her Loss

Ann and Will were an older couple that enjoyed sex and exploring their fantasies. Since meeting on Lush several years ago, they had gone from cyber-lovers to physical lovers. As they became physically connected, they had found many ways to enjoy each other. They never failed to try something new in their relationship if one or the other wanted to try it. This had broadened their sexual appetites in many ways and found them always stretching the boundaries of what each other would do. Today was...

I Bet Sheena s Curse

Hello Angel.. i libe this story.. soonly This story is dedicated to Emmy a princess with an awesome personality xx You're Sheena a 36 year old who can't find the "One." Your last boyfriend Harr0y appeared to be everything you hoped for, until he slept with your Cousin Darcy. Well that was 5 months ago now, and though you still feel down and bitter about the whole damn thing, you feel ready to move on with your life. Today was the start of your big change, to make something of your life.......

3 minute Bet Gay

This is the story of an unfortunate chain of events that changed my life, without warning. My mother had been suffering from Alzheimer's for several years and I had been making the 90 minute trek to see her at least once per week for a few years now. Honestly as her condition worsened, I had been letting it slip to once per month. This was my first trip with a new car and I had been oblivious to my gas being low. Suddenly the low fuel alarm ding called it to my attention. Of course it happened...

Do you wanna Bet Who Bigger Blacked

Mom I'm home!- Nice honey, how was school?My mom was at the kitchen entrance with her big white smile greeting me.I come from a wealthy family. My mom, Claire, is a doctor, an urologist to be more specific. She owns a couple of clinics in London and is very well succeeded. She is 44 years old, light brown hair and beautiful green eyes. She is in very good shape, she works out a lot and has done a couple of plastics too to keep things in place. She has a beautiful set of natural boobs, (not too)...

Always Bet on Black to Win Blacken

My name is Eddie and something has happened in my life recently that I have to write about. Let me tell you about my situation. I am a 32 year old white male, who is married to a very sexy woman, named Liz. Liz, who is 28 years old, and I have been married for five years. We met when we were teenagers and dated on and off, until our marriage. Liz is easily the most attractive woman I've ever been with and I love her very much.Liz has always been my dream girl. My wife has long brunette hair,...

Sandrine s Bet Part Four

When we entered the living room every eye was on Sandrine. We took a position standing together in back of the nearer love seat. The living room was as it had been: the seating arranged in three sides, the coffee table in the middle of everything. The only difference was that from the edges of the seating to the wall in back of where Sandrine had danced the floor was covered with bed sheets. As messy as things might get if Sandrine did this the hard way, there didn’t seem much danger of...

Sandrine s Bet Part One

All of this happened six months ago. I suppose to someone outside the experience looking in, as you are, the episode itself would be unforgettable and terribly erotic: so far outside what normally takes place at a social get-together that just the novelty of the situation would lend it the ability to enthrall and arouse. All I really care about is that at the end of it all Sandrine and I were together. For me that’s the hottest part. It was a November Sunday in Calgary. In the States it was...

The Bet

The BetShe was cheating on me, I was sure of it. Although I couldn't prove it, I've had my suspicions for quite some time. Given the fact that we hadn't had sex in months, and the fact that she was always in such a good mood.... why else would she be so happy? She wasn't getting any from me, but she surely was getting some elsewhere.I grew paranoid and overly self conscious. In the four months since we started living together, Monique and I seem to have grown apart. I cared for her so much, and...

The Bet

The BetShe was cheating on me, I was sure of it. Although I couldn't prove it, I've had my suspicions for quite some time. Given the fact that we hadn't had sex in months, and the fact that she was always in such a good mood.... why else would she be so happy? She wasn't getting any from me, but she surely was getting some elsewhere.I grew paranoid and overly self conscious. In the four months since we started living together, Monique and I seem to have grown apart. I cared for her so much, and...

Wife lost in a bet to friends

I have been married to Richna for gone 10 years, 3 years after shestarted working as my secretary. It would be impossible to rule outthat I hired her for her willingness to please and her fine athleticfigure, therefore it didn’t take long before I began to find outexactly how willing she really was.I manage a law firm in Mumbai, quite a large place with my own officeand Richna’s desk just outside. She always wears sexy sarees for me tospice up our ‘private meetings’, not to mention her wardrobe...

Losing my wife in a bet true story

It has been a fantasy of mine to bet my wife. Lately I have been sending her to work in short dresses with no panties and telling her to subtly flash her pussy and ass to her coworkers to see of they would make a move on her. She came home the other night saying that earlier that day, josh had touched her pussy when she was on a short ladder. She asked me what I thought she should do and she was surprised when I told her I would bet him and she would be the prize. After I ate her pussy and...

A Super Sexy Bet My Life 8217 s Set

Hello to all my fellow authors and readers. This is Saurav once again writing one more shot of my real experiences to be shared on the webpage. Before beginning, I would like to thank all for your kind responses to my story and giving a positive reaction. The following set of incidents happened when I was learning my Engineering. During my stay in Bangalore, I lost my virginity to a very sexy woman 4-5 years back (My bhabhi). As mentioned in the story Bhabhi was the only babe I was fucking...

A Bet is a Bet

A Bet is a BetMy name is Michael. So my wife and I were having a little argument about money. I know, it's the typical argument that couples have most of the time. She was complaining that I don't do well with money. I could barely defend myself. So, I made a bet with her...I told her that if I don't spend a dime on anything other than gas for the month of February, then she would have to go on a date with the man of my choice. She paused, but then agreed. I guess she thought I couldn't do...

Lost bet to girlfriend

My wife and I have been working on overcoming inhibitions. She is way inhibited, and I am not far behind her. I was surprised when my wife came up with this bet back in March at the beginning of the NCAA tournament. My school was playing her school in the first round, so she wanted to ask a few of our friends over to watch the game. The bet would be that whoever’s team lost would have to strip completely naked in front of everyone. Well, there was no way that her school could beat my school, so...

The Bet

The Bet This story is written by Vic and runnergirl Dave slowly walked to the back of the court to pick up the tennis ball. The hot sun beat down on him as he felt the sweat dripping from his forehead into his eyes. His shirt was soaked and he swore he could smell the booze from last night as it came out of his pores with the sweat. As he bent to pick up the ball he wondered why he had agreed to play at all today. Then with a smirk thought, damn bitch, she knew what she was doing when she...

A Bet Well Maid

A Bet Well Maid. By Pinkman100 I couldn't help but admire Steve for his luck. I watched as his insanely beautiful girlfriend Brianna climbed out of the pool dripping wet in her hot little bikini. She was about 5'2 or so with long brown hair and dark eyes that were complimented so well by her light skin and her bright cheery attitude. I even loved the sound of her cute girlish voice. Day after day I would bump into him and try in vain to hear his pleasantries or carry a...

Sarah s Diary Part 1 The Best Bet Ever

Diary entries of Sarah Clark November 20, 2009 This is going to be the best bet ever! Matt Thompson is such a douche, it's about time someone deflated his ego a bit. He was cocky enough to take on my bet that I would be able to beat him at pool. Matt is one of the most sexist people I know, so an opportunity to show off his pool skills and beat a girl at the same time was too much for him to pass up. The pool game is tomorrow night and whoever loses the bet has to be the other...

The Bet Chapter 28

The Bet by Karen Singer Chapter 28 (Friday - week 4) Worry, fear, and confusion reigned supreme in every one of his dreams. And every one of his dreams were suddenly cut short by a big echoing scream of anger out of nowhere that was Mel's voice yelling the word, "What?" Over and over again it happened. Each dream causing his feelings of confusion to grow and grow. Each dream making less and less sense. He began tossing and turning restlessly... as much as his breast forms...

The Bet Chapter 53

The Bet by Karen Singer Chapter 53 (Tuesday - week 8) Paper doll pieces littered the floor around him as he once again sat Indian-style like a child on the floor of Robin's cubicle. Paper doll pieces were scattered around him, but the doll in his hands was plastic - a real doll. Under Robin's watchful eyes, he removed the pretty pink patterned dress the doll was wearing. He was surprised to see that underneath the dress the doll was wearing a diaper. "She's just like you,"...

Shobha Won The Bet

Hi my pen name is Aknar and this is my first story on ISS and I hope you like it and send response to mail so that I can post another facinating story. I am Rahul 32 years old civil engineer a south Indian working for a big construction company in Delhi and my wife married 6 months back Shobha 25 years old and charming housewife with sexy figure. My friend Kumar 25 years old and tall handsome with broad shoulders is my college and we mangage two different projects and we are given spacious...

A Bet to Lose Chapter 1

Zoe did not like her life very much. Heather, her mother, had given birth to her and her little brother Richard just ten months apart, the perfect age for him to be just immature enough to be annoying and just old enough not to be easily dealt with. Their father had to make a choice between his family and heroin when she was just three years old, and he had come down firmly on the side of heroin. And she'd just recently learned, less than half a year ago, that she couldn't really rely...

Shelia pays off bet

Shelia pays off betChapter 1Shelia’s Bar and Fetish shop was the hub of the BDSM community in South Florida. Also many folks came from other parts of Florida, as she had a reputation for the finest B&D fetish wear and equipment in the state. Shelia Bobbs was 35 years old, brown hair, brown eyes, 5’10? and about 140lb. She was very popular and her close friends also knew she had a dungeon up in her loft for their enjoyment. It was a Monday night in April, when Racheal entered the bar with...

The Bet

It all started with a Bet.I was at a local bar drinking with a few friends and playing some harmless pool.There were four of us, we all worked a construction job together.It was on a Friday night we decided to have a little fun and get all the work we had been involved in out of our minds.We had been at this bar for about two hours playing pool and having a great time. We had played a few games when this lady asked if she could join in on the fun.We were all for this as she was a beautiful...

A Sister s Bet Part One Lessons

My sister, Jessica, and I have always been competitive. She’s twenty-one, a year older than me, but I’ve been told we bear a strong resemblance to each other.I picked on her a lot, although she would get me back. Sometimes I would ask her, “What’s so special about being a girl? Jeez, I would think being female would be such a hassle. Wouldn’t it be easier if you had been born a guy?”She retorted, “Why on earth would I want to be a guy? I love being female.”I shook my head. “I don’t get it.”“You...

I Bet My Wife

Helga, my wife, has an incredible body. I mean her body is absolutely perfect. Beautiful long legs, an incredible bubble-butt, soft and smooth. Her tits, oh sweet Jesus, her tits are a work of art. Perfectly formed, sitting high up on her chest with perfectly round areolas and pencil-eraser sized nipples. She's 5'6" and her measurements are 34D-24-34. Perfect. Helga's face is a little different. Oh, I don't mean that she's ugly or anything. I've heard Helga described as "plain," and I...

Betli Must Be Played Chapter 2 The Robber Ulti

Paul: Pablo and I became very excited about John's invitation and when my girlfriend worked in the mall Saturdays or Sundays, we organized the Robber Ulti training. John's wife Heather was a dyed blond haired, blue eyed and tall woman with D cup breasts. They had a three-year old son, and a two-year old daughter. Pablo took his new wife, Gina to John's house. Gina came from an Italian origin family and she was of an average height, black haired, brown-eyed, young woman with C cup breasts,...

Losing the Bet

“That’s not fair; I only had two things on my list if you lost.” “Yeah, what?” she challenged. “Wash my car and wait on me hand and foot while I watched TV.” Tia tried to hold back her scorn, “That’s not like you, I’d bet your list included licking your boots and scratching your ass or something disgusting like that.” I wanted to shock her, to piss her off so she’d get out of my sight, “Actually my list included a strip show and blowjob. Good thing for you my fucking team lost.” She...

House Slut 12 The Bet

Sam would sometimes follow her into the bathroom to watch her pee, forcing her to sit with her thighs parted wide long after she had finished while he masturbated, usually placing his dick in her mouth to squirt his load onto her tongue, other times letting loose all over her breasts. So far he had refrained from using her as his urinal again, but she always felt like it was a possibility. There was no malice to it, but it was emotionally exhausting for her. Brandon was the most...

She Lost A Bet

She Lost A Bet It was a very worm summer day. It was the kind of day when you cannot take enough clothes off. Our house is usually cool throughout the day because of the shade trees and the constant breeze. That however was not what it was like that day. There was no breeze and the sun was overhead heating the house like an oven. I was wearing my tight swim trunks and my sister Alice was in her skimpiest bikini. She had really matured over the winter and she was looking amazing. Her...

She Lost A Bet With My Mother

She Lost A Bet With My Mother I was sitting in my bedroom playing a game on my computer when I heard a soft knock on my door. I said, “Come in.” A very attractive woman entered wearing a business suit with a nice skirt. She said, “I lost a bet with your mother. I need you to cum inside me so that I can let your mother inspect me and get this bet over with.” I looked at her as she lifted her skirt and sat on the edge of my bed. She said, “Come here young man and let us get this...

Mary s Bet

Part 1 – The Game ‘Who ever wins, the other one has to be a sex slave for a day.’ Those words had rattled around in my mind all day. Mary loved to bet on things, and we loved competing – from silly things like online games, to racing to get somewhere, anything. The bets were frequently trivial – taking out the trash, doing the dishes, cooking dinner. Every now and then we’d bet something sexual, but this one was a biggie. Not that I was worried about losing (or course, neither was she). As...

LESBIAN BET LOST IN BAR

FANNY'S FUNNY FURRY LESBIAN LOVE BRUTAL BET OR SUCK OFF SNORING OL' MAN DARREN'S DICK I was sitting in a bar with my best friend Fanny one night. She said to me: "I know you are lesbian. So I have a bet for you". i said "OK. What is the bet?" Fanny: "There's a really good looking girl with her fella at the other end of the bar." NeXt she said "I bet you can not walk up to that girl and give her a full-on kiss with tongues before this night is over." I answered her: "Challenge accepted. But what...

Bad Bet Gay

It was a cold winter night. A few friends had gathered at my place to watch a ball game. We had drunk a couple of beers each and we were looking for something to do. The game was due to start in an hour or so. Suddenly, an idea came to my mind."Let's play truth or dare," I said triumphantly."Good idea!" Chris said and the other two guys, Pete and Paul, agreed.Chris was a tall, athletic guy and a great gambler as well. After a few rounds it was his turn to play."Truth or dare?" Paul asked."I...

The bets and dares between us

As of the end of January there have been three bets between us. I have won two and Jane has won one. Its quite hard to think of dares for each other. So when I won the first bet I was struggling a bit for ideas and just came up with daring Jane to model some of her underwear. I dared her to model 5 sets. Like a catwalk model, she gets changed in my bedroom then enters the front room and slowly walks the whole length of the room twice before returning to the bedroom to change for another walk....

Bad Bet Now I Owe him a BJ

I'm Jeff and this is how I got cuckolded for the first time. At the time I was a sophomore in college and lived in three bedroom house with two other guys. Nick who was an easy going nice guy and Dwayne, an arrogant black guy who thought he was the greatest thing on earth, especially when it came to women.I had dated my girlfriend Jen since our senior year of high school. After graduation we both went to local schools, me the local state university and Jen went to the local two year school to...

Never bet your wife s pussy

I'm Jeff and this is how I got cuckolded for the first time. At the time I was a sophomore in college and lived in three bedroom house with two other guys. Nick who was an easy going nice guy and Dwayne, an arrogant black guy who thought he was the greatest thing on earth, especially when it came to women.I had dated my girlfriend Jen since our senior year of high school. After graduation we both went to local schools, me the local state university and Jen went to the local two year school to...

First Time I Lost a Bet

I'm Jeff and this is how I got cuckolded for the first time. At the time I was a sophomore in college and lived in three bedroom house with two other guys. Nick who was an easy going nice guy and Dwayne, an arrogant black guy who thought he was the greatest thing on earth, especially when it came to women.I had dated my girlfriend Jen since our senior year of high school. After graduation we both went to local schools, me the local state university and Jen went to the local two year school to...

Some bets are worth losing

Don’t get me wrong - it’s not that I’m not normally a competitive person. I am. Sports, business, gambling, hell even playing chutes and ladders with my nephews I always want to win. So I absolutely am competitive. It's just that whenever I get together with Sherry, those competitive juices go into complete overdrive. To be fair, she's the exact same way with me, and this often makes our relationship - well, let's just say interesting. On those occasions where we run together we might start...

Don t Bet On It

This short story was written by me quite some time ago. I believe it was back in early '93, about the time my ex-wife and I were contemplating divorce. It reads well enough as a stand alone story, leaving the continued adventures of the formerly nameless hero up to the imagination. Though, I do have a second chapter and part of a third typed up. I had not even remembered I had written more until I stumbled across them in a move! Eventually, I'll get the second part retyped into the...

Tennis Bet 5

Tennis Bet 5 By Tennis Guy By the time I had finished shaving and showering, Amy had gotten back to the apartment. I took the bathrobe off of the back of the door, put it on, and went out to see if she had brought my clothes back. When I went out, I saw the girls all sitting on the couch looking at some pictures. "I can't believe how good these turned out," Pam said. "What are you looking at?" I asked. Sue said, "Amy took the film that we used last night to a one hour...

Cancel All Bets

CANCEL ALL BETS By Mr Mistique I had been living with Karen for 3 years, and loved her dearly. She was kind, sexy, and very good fun to be around. Our sex life was generally very good, but she was also a staunch feminist so sex always had to be 100% on her terms. Whilst I knew that she loved me, because of this feminist streak she would never put herself in a position that she deemed to be submissive, therefore sex always had to be with her in control, and only when she totally felt...

The Bet Chapters 4 6

The Bet by Karen Singer Chapter 4 (Tuesday - week 1) Chad spent a very restless night since the green tea did indeed stimulate his system. Twice he got up and had to struggle to get the mass of three wet diapers down so he could pee into his tub. The first time he did it, he masturbated into the tub too because his need was just too great. But then he had to pull all those diapers back up again and it was proving to be very difficult and time consuming. As his stimulated...

The Bet Chapter 35

The Bet by Karen Singer Chapter 35 (Friday - week 5) Her dreams were mostly scattered images, flitting from one vague subject to the next. But as the night wore on toward morning, more and more of those dreams became about Sissy. Eventually, even though she remained mostly asleep, her conscious mind became aware of her dreams - or thoughts. Sissy - in a pink leotard with white tights and a white tutu, pink ballet slippers on his feet, dancing to her favorite ballet music. ...

The Bet Chapter 41

The Bet by Karen Singer Chapter 41 (Thursday - week 6) In her dreams, she lived in a fine new house - a mansion. And Sissy was right there to take care of it for her. Everything was kept beautifully. The house was in perfect order, and everything she needed personally was taken care of as well. Except that... Sissy had somehow become a robot - a mechanical creature incapable of feelings of any kind. He worked diligently and continuously without complaint. Every request...

The Bet Chapter 59

The Bet by Karen Singer Chapter 59 (Monday - week 9) His sexual need was all he could think about. Even in his dream he could feel the dildo sliding sensually in and out of his backside. In and out. In and out. Delicious! But he was still frustrated. While the dream toy felt incredibly good, it didn't give him the fulfillment he really needed. He pulled the toy out and picked up another one - the one Cassie used on him. In and out. In and out. It felt so...

A Bet led to Group Sex

Dear Readers, This is Suju again back with another real story. This happened a few years back. The other day my girlfriend Natasha called me and asked if I was free and invited me to her place. This usually meant that her parents were out and we could fuck when I reached her house she welcomed me with a grim face and the first thing she said was Suju I’m sorry but you will have to do this for me. I asked ‘do what? And entering her home, I could see three of her classmates sitting. She then...

World of Bets

100 years ago, a law was passed, making it so that every bet made between individuals would be legally enforced so long as both parties agreed to the terms. The punishment depends on the terms of the bet, but would typically be much worse than the actual loss of the bet. The consequence of losing a bet can be anything so long as it does not result in permanent harm to a person or animal. Those facing a lost bet are exempt from any other laws that would prohibit them from fulfilling their deal....

Super Blow Bet

My college roommate, Mary, and I boarded the flight to San Diego on our way to the Super Bowl. Mary had just lost her virginity with my help. As a result of the circumstances surrounding that event we had received two free tickets to the big game. Not only that, but after our double-team on the professor, Stephen Chandler, Ph.D., who donated the tickets, all of our other expenses were being provided for. "Annie, I still can't believe you got Stephen to give us his credit cards to use," Mary...

Brother s Incestuous BetChapter 3 Massaging His Busty Mom

Note: Thanks to wrc264 for beta reading this! Sean Reenburg I was on my own in seducing my mother. My plan to use Mrs. Elliston as my coach, to have the MILF advise me, had failed. She wasn’t coming back for a while. She was on maternity leave. She’d just given birth to Clinton III, her son with her older son, Clint. She’d given me a foundation, but it wasn’t enough. I didn’t know what to do next. That was why I knew she would help me. She was already a mother who knew the joys of...

Bet Your Sweet AssChapter 13

“Damn, Bianca, that you really know how to go for what you want!” Dad exclaimed as my fiancee now took Dad’s dick balls deep in her luscious pussy, doggy position, and pushed back good at him with her fine hips and ass. For my own part, I was now inside Mom’s ass and exploring the delights of sodomizing her at last, while Aaron ate her pussy beneath me. Natalie had her own thighs spread and Mom’s mouth was busy eating her with a vengeance. My sweet sister held Mom’s head down instinctively...

The Bet Ch 4 Dining on the Oyster

This story is based upon a photo series, “The Bet”, by Italian photographer, Andrea James Bramley, who started a photo series under this same name at https://bramleyappletheforbiddenfruit.blogspot.com. I write this with the permission of both he and the model featured in “The Bet”, and with his collaboration. He especially helps with some of the Italian phrasing, which I don’t speak. I present to you this tale of a bet gone wrong. You will also find links to his other photographic works. Please...

Wanna Bet

Brian loves his wife, Teresa. He loves the way she looks. He loves the way she loves him. He loves the way she turns the heads of other men. He loves everything about her.At 39, she was still as beautiful as the day he met her. At the time, he was sharing a house with a female friend – purely platonic – and she brought a new girl from work home for supper. It was Teresa. For Brian it was love at first sight. He was struck by her petite 5′ 3′ frame – a tiny waist which emptied into curvy hips...

Lost Bet

My wife Amanda was not really into football, but she would bet on the games anyways, sometimes she would get lucky, but not to often. The bets were always if she lost, she would mow the grass or she would take the trash out for a week,or the odd time, I would do the dishes or clean the house, you know innocent stuff. Well this time, it all changed, she was either getting bored, or she really thought her team could win, any ways, the game was just about to start, I had two friends over, and they...

You Bet Part 2

At the restaurant, Thomas and Sophie waited impatiently for Michalis to arrive and give Sophie the license. The time neared five thirty. “Where is that guy?” Michalis fretted. “TC is about to arrive!” Half past five. The door opened. And in came— “Oh no,” Thomas panicked, “too late!” —Michalis. Thomas exhaled in relief. “Hey! What took you so long?” “Ehh...” Michalis' eyes rolled down and right as he recalled his experience with Sarah. Thomas realized that Michalis switched to Homo Neandertalis...

sister s bet

"Get up from that lazy butt of yours!" screamed my sister from downstairs. I had been alone in the house, playing Dota 2 in my room for hours. When I heard the front door open, I knew Doe had come home. Doe wasn't her real name, obviously, but one given to her by a boyfriend long ago. Soon the name stuck with her friends, and even our older sister Aria used it from time to time. I dared to only once, and stopped when faced with her withering stare. Our parents even used it once in a while, but...

Sure it s a Bet

I barely know how to begin...It happened a year ago. My girlfriend Jennifer and I had just moved into a cheap apartment. We were both studying at the university, I was 26 and she was 24. She was the most beautiful girl I've ever seen. She had medium-short blonde hair, big brown eyes and a voluptuous body. She had perky c-cup breasts with small nipples and round tight ass. We had a good sex life and she was always satisfied with me. I am quite muscular and have a respectable 7-inch cock which...

Sandrine s Bet Part Six

Sandrine knelt again on Danielle’s command. Danielle didn’t do as elaborate a tie job this time. She just quickly tied Sandrine’s ankles and wrists and ran a rope between them. As she did that she was talking to Sandrine. “So still think the Stars are so great?” Sandrine just looked straight ahead and didn’t answer. “Well, listen skank, you might want to notice which one of us has all her clothes on, and which one of us is buck naked and covered with cum. That give you any clues?” Sandrine was...

Lost Bet Blacken

This guy was really getting on my nerves the way he kept talking about how there wasn't a woman out there he couldn't bed. I told him he was full of shit. He called me on it and said name the woman and in 3 months I will have her.I was having a bad day and I don't know why but I just blurted out that he had no chance with my wife. He looked at me and said "So you want me to fuck your wife?" I said "No asshole, I said you don't have a chance with her and there's no way she would let you even so...

Sandrine s Bet Part Three

Danielle still had on her radiant smile. “Well, here she is: the star of the show!” The living room had been rearranged. The couch, two love seats, recliners and various chairs had been assembled into three sides of a rectangle. The fourth side was obviously where Sandrine would perform. Keith took the ‘stage.’ “Okay, you all know about Sandrine and Danielle’s wager. I told Sandrine she could back out, because nobody is doing anything in my house they’re not willing to do. Sandrine has...

Nerd Vs Jock A Bet s a Bet

I have always through of myself been a stud. It was nothing new to me, it was just who I was. I remember, when I was little I ran the playground. In middle school, I was the only one dating a girl in High School. And in High School, I dated the prom queen and was a star in 3 different sports. I got a full ride to college and beat out a senior college quarterback to become the starter. I also got his girlfriend who was by most people's estimation the prettiest girl on campus and that is where...

LOST A BET TURNED STEAMY

A little about us. My wife and I have been married 20 years. She was a virgin on our wedding night. I started talking to her about me sharing her with other guys and maybe even a couple. First time I brought it up she was very upset with me. Thought I was not enjoying her anymore and I wanted an excuse to play around. well I told her I know how much she enjoys sex and she had never experienced another male before. I thought she might want to. She said no I was all she wanted and had no thoughts...

lost bet

Hope you like comments are welcome Well you lost the bet! It started by you asking me if I ever just stroked my hard cock just because of a random thought or text? This was totally out of the blue you should know by now that I think about your naughtiness all the time and I love just stroking my hard cock thinking about it! Well it went on from there and ended up with a silly bet that you lost LOL. Long story short NO TOUCHING while we were apart BUT we could heighten each others sexual...

Super Bowl Bet

To start, let me say I am not a big sports fan. I have nothing against sports and do not mind going to an event every now and then but mostly I have no real grasp of the rules and no real interest to learn them. I rarely ever watch sports at home other than to watch a major event and that is really more so I can invite people to over for a little party. Super Bowl for me is just one of those times, drinks, food, funny commercials and friends. For a few weeks my boyfriend, who is a Giants fan,...

The Bet 2

The Bet By ROBO ([email protected]) & ERIC ([email protected]) It was difficult being a witch, thought Gwen; it's hard enough just being a 17 year old girl with a bratty 16 year old brother! She didn't dare tell anybody, and the secret was hard to keep. In the midst of her musing came a knock on her door. "Gwen, can I please talk to you?" She made a face at hearing his voice. God, what had she ever done to deserve a brother like Stan? Gwen hid her books on Familiars...

The Bet Chapter 29

The Bet by Karen Singer Chapter 29 (Saturday - week 4) Whap! Whap! Whap! Even in his dreams Mel was swinging her dreaded stick at him. And even in his dreams his stinging backside hurt, seemingly more and more. All night long he tossed and turned and cringed in his sleep as Mel's stick lashed out at him. Stinging pain after stinging pain urged him to pee... pee... pee! Over and over again... constantly... never stopping. And every time he did manage to pee, it was a...

The Bet Chapter 31

The Bet by Karen Singer Chapter 31 (Monday - week 5) Like a child's taunting singsong voice, the words kept echoing deep within his mind, "Sissy, sissy, sissy. Sissy, sissy, sissy." Over and over again they sounded, driving the denunciation home. He tried to deny it, tried to hide from it, but the outlandish dress he was wearing was not only proof of it, the dress itself almost seemed to shout the same accusation. "Sissy, sissy, sissy." Like a puppet on a string, he was...

The Bet Chapter 44

The Bet by Karen Singer Chapter 44 (Sunday - week 7) Fear! Fear and heartbreak! Fear and heartbreak... and humiliation! That's what he felt. In his dream, he was sitting at his desk, while person after person came by and berated him for what he was. Over and over again, someone new came into his cubicle to tell him in no uncertain terms what a disgrace he was... how disgusting he was. The only one who didn't was Robin. He could clearly see her standing back in...

The Bet Chapter 52

The Bet by Karen Singer Chapter 52 (Monday - week 8) Worry and confusion reigned supreme in her dreams. Over and over again she labored hard to build herself a home, only to have either Derek or Ray come by and knock it down again, ruining everything she had worked so hard for. But still she tried again and again to create what she so desperately wanted. First she built a home for herself and Sissy, only to have Derek come by and angrily smash it to pieces. Then, the next...

Bet of My Life Randi s Day

Bet of My Life- Randi's Day I sat in the lab, my hands trembling. After years of painstaking research, with electrodes taped to my head attached to a bank of machines, I had imagined the reality-bending device. And....voila! There it was, a smooth device a little larger than a phone, appearing on the table in front of me out of nowhere. Professor Nichols and the others had snickered about the work behind my back. They'd tried to get my funding pulled numerous times. I was...

cindy makes a bet

Well it all started out simple enough, I was at Mike my husband's paintball practice when I slipped up and told the guy's on the team you could not beat a girl's team. The guy's told me to put my money where my mouth was. lol. So I said if you guy's win the tournament I will do any thing you ask (thinking what is the worst these guy will ask of me, might have to clean there car's or there paintball gear). I mean having been around these guy's for over 3 years now watching some them grow up the...

An Italian girl loses a football bet

Hi my name is Francesca. I’m a 26-year-old Italian girl living in Milan. I’m a dark haired girl with blue eyes, about 1.7 meters tall and quite thin, I dress a 42, of European size, and I go to the gym to keep my body in shape. Before a bet I made with a foreign man about a football match I had never thought about having sex with any foreign man—this experience I changed my mind.It was a pleasant evening in June when the Italian football team played for the international cup against Egypt. I...

Wanna Bet

Brian loves his wife, Teresa. He loves the way she looks. He loves the way she loves him. He loves the way she turns the heads of other men. He loves everything about her.At 39, she was still as beautiful as the day he met her. At the time, he was sharing a house with a female friend - purely platonic - and she brought a new girl from work home for supper. It was Teresa. For Brian it was love at first sight. He was struck by her petite 5' 3" frame - a tiny waist which emptied into curvy hips...

A Sister s Bet Parts Two and Three

Part Two - TrainingBy the end of the first week, I had almost mastered walking in heels and had gotten more adept at doing my makeup.Jessica continued to tease me. “How about it, bro? Do you want to give up yet? You could end this by admitting that being a girl is better.”“Hell no, I won’t give you that satisfaction.”“OK, but remember, you have another week of this to go.”“That’s difficult to forget.”“You know, I bet you secretly like this.”“Yeah, right.” I already realized that, but I wouldn’t...

The Annual Bet

"Ready to lose again?" I asked. "What was that?" Brian replied from the couch. I popped out from behind the TV. "I asked if you were ready to lose again." "Just get the Atari plugged in," he told me. I dove back behind the TV. Connecting a 30-year old Atari to a modern flatscreen TV was not the easiest thing in the world, but Mike and I had an annual bet to settle. 7 years ago, near Halloween, a debate began about which of the two us were better classic gamers. A 3-game...

The Bet

He had won and she had lost and that was the bottom line. Initially it had just been an argument between siblings but it ultimately turned into a bet over their grade point averages. His sister bet that she would end up with the higher GPA and she had lost, 3.9 to 3.87... it was close but still she had lost. When they had first argued over their GPA's it had just been for fun then his sister taunted him about her being smarter and Mark caved in and agreed to the bet. Mark had at first been...

The Bet

"You're on," Deborah said. "Unfortunately we won't be able to watch it live," Chris responded, "So I'll Tivo it. We'll just avoid any news on the way home." Chris and Deb had a reoccurring bet since they started dating. Chris was from Washington D.C. and a Redskins fan while Deb grew up in New York, and rooted for the Giants. "I told Patty that it wouldn't make a difference if Timmy got christened next month, but she didn't agree. It starts at one thirty. And then there is lunch...

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