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“You’re an idiot,” Karen said, shaking her head and looking away from her husband. “How in the hell is going to a horse race a date night?”

“It’ll be great!” Greg said excitedly. “You can get dressed up, they have good food, it’s just like going out to dinner but with something extra!”

“Yeah, something extra. You gambling away all our money. Again.” It stung but was true; Greg loved to gamble but was quite bad at it. Poker, slots, sports, any time money could be wagered Greg was there to do it.

“You can set my limit. And I’ll hold to it. There’s only like 10 races and you can just bet $2 at a time. That’s only $20, max! And if we win, then”

“Greg, Jesus Christ, fine. I’m going to give you $20. You lose it don’t come to me fucking crying.”

Over the following days Karen looked in to this race track thing and found it was at least a little better than she’d feared. The track seemed fairly nice, with plenty of food and drink options. Especially drink options. Greg spent the time poring over complicated sheets of statistics that he didn’t really understand, making his own list of horses that he wanted to bet.

The morning of the trip Karen pulled a nice, cool, flowing sundress from her closet that she rarely had a good reason to wear. It was bright yellow on the top and very tight around her athletic body, before flowing out to a black and green skirt that came down to below her knees. She completed the outfit with some oversized sunglasses and a floppy hat that she’d picked up on a lark in anticipation. She was a little disappointed to see her husband in jeans and an old college t-shirt, but she was used to it by now. She hadn’t married Greg for his fashion sense. Or financial genius. Or most other things that she could think of at the moment.

“So you remember your promise, right? $20?”

“Right, right, of course,” Greg said. “But if I win early, I get to reinvest those winnings, right?”

“Yeah, sure. Reinvest. You win you can do whatever you want with it. But if you lose the money,”

“Yeah yeah, I know.” Greg looked over at his wife. She could be a killjoy but she was something to look at. Her long, straight dark hair, brown eyes and pale skin combined with her breasts that seemed a couple sizes too big for her frame, also combined with the dress she was wearing, was almost enough to tell her to turn the car around and just spend the day ravaging her. But this would be fun, and he could always do that later.

Once at the track Greg went directly to a betting window. He had a whole sheet of information for each race and practically threw the $20 that his wife had insultingly handed him on the way in along with a series of bets that used up over half of it on the first race. Karen found a place with wine and ordered the cheapest white they had. Greg came over, took her hand, and felt like a baller as he led her out to trackside, betting slips in hand.

Karen didn’t really pay any attention to the race as it started and mostly just looked around at all the people. She felt appropriately dressed, and felt a little better about Greg since the guys there ranged from practically homeless looking to formal attire. Somewhere in the middle outfit was better than he normally did. The only really bad part was that this was apparently the last place in civilization that it was socially acceptable to smoke.

Her attention didn’t turn back to the race until she noticed that her husband had the same face that he did when he was close to orgasm as the horses rounded the final turn. He stood up and started jumping up and down while Karen just stared at him. Once the race was finished he let out a celebratory yell, grabbed Karen’s face and kissed her. Her eyes were wide and she looked frightened.

“A trifecta! I hit the trifecta!” he said, grabbing her by the shoulders.

“A what?”

“I won! I got a trifecta!”

What followed was an explanation of the ins and outs of horse betting that nearly bored Karen to tears before Greg finally got to the payout. He’d made over $300 on the race.

“Ok, but how much did you bet to win the $300?” Karen asked suspiciously.

“Just $5! It’s because the pool...”

“No, no, that’s all I needed to know.” Karen smiled. “Well, guess you did alright today then big boy. Maybe just ... pocket the money? Save it? We can buy something nice?”

That was only the first race!” Greg said, still excited. “If I reinvest this on the rest of them,”

“Gamble, you mean. Gamble the money.”

“Gamble, reinvest, whatever. Besides, you said I could.” He got so smug when he thought he was right about something.

“Fine, fine. I’m getting more wine,” Karen said. She followed Greg to the cashier and took a little off his winnings. This time she wasn’t getting the cheapest wine. She was getting the second cheapest wine.

The next two races were uneventful for Greg. He didn’t bet a lot on them and didn’t win anything. They were wandering around the track when Greg heard someone call out his name.

“Holy shit, Greg, is that you?” It took him a second but he finally recognized the voice, then saw him. It was Ethan, his roommate from his freshman year in college. They hadn’t been great friends at the time and hadn’t really kept in touch, but Greg was excited to show off how well he was doing.

“Ethan! It’s been, what, 10 years?”

“I think so! Haven’t seen you since freshman year!” Ethan was in great shape and was wearing a neon green polo shirt and white pants. He looked like he’d just stepped off a golf course. “What are you doing at the track?”

“Winning,” Greg said with a smile, pulling out his stack of roughly $300. Ethan smirked.

“Cool, good job.” He turned his attention to Karen. “And how much of that are you going to have to pay this poor girl at the end of the date?”

“All of it. I’m Karen, his wife.” Ethan took her hand and kissed it, making Karen giggle.

“Now why did you marry Greg?” Ethan asked. Karen held up her glass of wine and shrugged toward it. Ethan and Karen laughed. Greg took her by the waist.

“So what have you been up to?” Greg asked.

“Well, finished undergrad 7 years ago, went to law school at Duke, passed the bar 4 years ago, been working as a boring corporate lawyer ever since. How about you?”

“Well, ah, I married Karen, and I’ve been working at a biotech company,”

“He’s an assistant,” Karen interjected.

“Well, yeah, an assistant, but I’ve been,”

“An assistant. Since he got hired.” Karen enjoyed needling her husband about his lack of career ambition.

“Good call leading with getting this one to marry you,” Ethan said with a big smile. “Hey, I’ve got a box here. Usually some guys from the firm come, but it’s just me up there today. You all want to come hang out?”

“No, that’s alright,” Greg started to say.

“Jesus, yes, please get me away from all this cigarette smoke,” Karen said. She looked over at Greg. “Come on, you can bet on your horses there too. Let me get some shade and fresh air.”

“Yeah, there’s a window like right outside the room.” He motioned toward Karen’s drink. “And a minibar inside it. Come on, it’ll be fun. Live the high life.”

“Ok, fine,” Greg said, already with a bad feeling about this. Ethan could be an ass, which was a big part of why the hadn’t kept in touch.

The three walked up to Ethan’s box seats, which were much nicer than sitting in the bleachers. The box was big enough for roughly a dozen people, with a leather couch in the back and six seats in the front on a small deck that overlooked the finish line.

“What are you betting on this one?” Ethan asked as they sat down.

“Well, I like the number 3,” Greg said. Ethan laughed.

“3 scratched. Looked good though, too bad.”

“Oh, well, I like 7 too. Was going to bet on both of them, guess I’ll just bet on 7.” Greg stood up to head out to make his wager. Ethan pulled out a hundred and handed it to him.

“Get me a $20 exacta box on 5 and 9, with a $60 win bet on 9.” Greg reluctantly took the money and went outside to the window.

“$80 on one race?” Karen said, “isn’t that a lot?”

“Maybe. But it’s $100 bet, not $80. Boxes cost double. I’d need the 5 and the 9 to finish 1st and 2nd to win, but they can finish in either order.”

“You two should get along nicely,” Karen said, finishing her wine.

“More wine or something stronger?” Ethan pulled open a drawer in front of them and a refrigerated mini bar came out. It had individually sized wines, airplane bottles of liquor and bottles of beer.

“Is all that free?” Karen asked.

“Today, sure, it’s free.”

“Would you judge me if I said I’d always wanted to try Grey Goose?” Ethan laughed.

“No problem.” He pulled it out. “You want a mixer or anything?”

“I’ve got a better idea,” she said as Greg got back to the box and into his seat. “Put it in two shot glasses. I’ll do a shot with whichever of you two wins this race.”

“There’s a good chance neither of us will win,” Ethan said, pouring the shots.

“Then I’ll just have to take both,” she said with a smile.

“Ok, I’ve got the 7, Ethan has the 9,” Greg said, a little annoyed at how well the two seemed to be getting along.

“How much did you bet honey?” Karen asked. Greg didn’t say anything. He handed Ethan the tickets that he’d bought for him and watched the horses get in to the starting gate.

The horses took off and this time Karen paid a little attention. The 9 horse hung around the back of the pack while the 7 took off to an early lead. Maybe her husband had found something he wasn’t a dumbass about. Around the final corner, though, the 9 made a hard break and charged for the front. With just a few feet to spare the 9 took the lead and earned a clear victory. Greg started cursing.

“Here you go,” he said, handing one glass to Karen and taking the other. “To betting the favorite, sometimes it’s the right play.” Karen clinked her glass against his and downed the shot. It tasted just like every other vodka. Oh well.

“Relax honey,” she said once she noticed Greg was still fuming. “You’re still up how much?”

“Like $100,” Greg said, settling down.

“Weren’t you up like $300 before?” Karen asked, eyes wide.

“It’s my money, don’t worry about it.” Karen shook her head and slouched in the chair.

“How about this next one?” Ethan asked, looking over his program. “The 2?”

“The 2 is garbage,” Greg said, thumbing through his notes. “5, 7, those two are way better than the rest of the field.”

“The 5 is coming off a pretty big layoff, are you sure”

“Yes, I’m sure. How about this time you go put down my bet?” He pulled some twenties out of his pocket. “$50 boxed exacta, 5 and 7.”

“That’s the rest of your money,” Karen said tersely.

“Right. My money.”

“Sure, I can go make this one.” Ethan stood up and headed to the window.

“He’s such an asshole, right?” Greg said once Ethan was out of earshot.

“I don’t know, I think he’s nice. I think you just don’t like losing.”

“Yeah but that was bullshit, he got lucky.”

“Whatever. Better hope you win this one or it’s your last bet.” Greg grumbled and Ethan got back with the tickets.

“So how did you two lovebirds meet?” Ethan asked, sitting down and opening three beers. Karen almost never drank beer but she took this one without comment, which set Greg even more on edge.

“About 3 years ago I was tending bar to get through college, and this guy was a regular there after work. One day he asked for my number, and he was cute, and he was nice, and I felt bad so I gave it to him.”

“Wow!” Ethan exclaimed. “Got the bartender’s number! Very impressive!”

“So we went on a couple dates, got serious, and were married a year and a half later.” Karen took a sip of the beer and resisted the urge to grimace. “How about you? Single? Dating? Married?”

“Single. Got any sisters?” Karen laughed.

“Yeah but ... you could do better.”

“You must’ve gotten all the looks in the family.”

“She did,” Greg interjected. “Her sister is super ugly.” Karen punched him.

“Jesus Greg, she’s a little plain but that’s mean.”

Mercifully the horses started loading into the gate, distracting the trio from the conversation. The race started and the horses formed a tight group through most of it. Toward the end the 5 faded all the way to last, with the 7 winning and the 2 finishing 2nd.

“Hey you got the winner, that’s good right?” Karen asked. Greg ripped up the ticket and growled.

“Got to hit both to win on an exacta,” Ethan explained.

“Oh. So now you’re broke,” Karen said plainly.

“Look, Karen, I’ve got a good lead on this next one,” he said desperately.

“Oh hell no,” Karen said. “I told you, lose your money and you’re done.”

“Come on babe!” he whined. “I know I’ve got this one.”

“Tell you what,” Ethan said, “I’ve got no clue on this one. Give me your picks, I’ll put down the money and we’ll split what we win.”

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Ashley Part I The Bet

Introduction    I have been an anonymous reader of stories on this site for a long time and have really wanted to try and be a contributor.   But I’m afraid my imagination isn’t as developed as many of the really good writers here.   So for the past few months I’m very writing a story that is pretty much autobiographical.   It probably isn’t as good or as adult as most entries here.   But it has the benefit of having taken place.   A couple of other notes…   First, since it...

Reluctance
3 years ago
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The Bet

The Bet By RogerGirl Lainey and Ken entered the party and looked around. To the partygoers, they appeared as a hot couple of twenty-one year olds. Lainey was wearing a short tight minidress that showed off her long legs, firm ass, thin waist, and a generous amount of cleavage. Her face was expertly made up and her brown hair was long and styled to accentuate her features and frame her face. She was wearing a pair of six inch open toed heels and she was carrying a small purse in her...

2 years ago
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Losing your wife to a bet

Jeff had worked at the local pizza joint for a few years and had made a few friends. He had grown closest to Billy who was into gambling. Billy introduced Jeff to poker, craps and all sorts of table games. Billy had hosted a few trips to Vegas and eventually Jeff was a fan gambling but preferred table games. Jeff was too scared to make any major bets at the casinos, but when he played with Billy we was never too scared to double or nothing. He didnt feel the pressure of reality when playing...

3 years ago
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The Football Bet

“Hurry up,” Johnny shouted up at me.“I am going as fast as I can,” I shouted down the stairs. “What's the big deal?”One of his co-workers was coming to our apartment to watch a football game. I didn't see the big deal.“He's always on time,” Johnny said.As he looked himself in the mirror for the three-hundredth time, I came down the stairs. Staring at him, I shook my head at him.“Come here,” I said. I always had to straighten his hair, it was always a mess.“You're wearing that?” he asked.“Yeah,”...

Interracial
2 years ago
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Lost Bet

Kelle was fucked! Figuratively not literally. She had lost a bet. A huge bet. She had been out of the police academy for only six weeks and Kelle was desperate to fit in. Therefore, when a group of officers, all men, had invited her for drinks after shift, she had jumped at the chance. Now she regretted it. Big time! After far too many drinks, they had suggested a game. It was a simple dice game that every bar used to have. In addition, Kelle was good at it, or she thought she was. After a few...

Reluctance
2 years ago
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First Lesbian The Bet

My husband is the one who got me started. Though I would never admit to anyone other than my husband that I read these stories and that they excite me, I never dreamed that I would be writing one.Truthfully the only reason that this whole thing happened and I am now documenting it, is because of my loosing a bet with my husband.Without giving too much of myself away, I will tell you that I have been with my husband for 24 years, I am 48 years old, and we have 2 grown sons, 18 and 20 years...

2 years ago
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The Bet

The Bet Prologue The envelope was unexciting. At first glance, the plain white exterior looked like it might be from the bank, or a sales company. Most likely it was just a bill, demanding money as such things do. On a closer inspection, however, the multitude of stamps on the front would reveal that this envelope had flown across the Atlantic from England. It definitely wasn’t a bill. The young woman who picked it up from the mailbox casually flicked her hair out of her eyes as she glanced at...

1 year ago
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Im just Not Gay Ill take the Bet

"How about that guy?"My girlfriend was pointing at a guy walking up to the door of the rest area. I'd lost a bet, and she takes paying off bets very seriously. I'd bet her that she couldn't get me off by giving me a blowjob in less than 10 minutes. I was so sure I'd win. See...she'd given me lots of blowjobs. And don't get me wrong, they all felt great! But I'd never come from one unless I sort of 'helped'. That is, if I thought about certain extra-kinky fantasies, or if I talked dirty to her,...

3 years ago
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The Bet

The Bet By Cassandra Morgan Hers was the perfect face. The dancing eyes. The plump, but not obscene, lips. The way the bangs of her blonde hair danced on her forehead. The white teeth. The dimples. Above all else, that heart-capturing smile Lauren Howard stood in the living room of the Kempers, still as beautiful as the day we were married. When she was around, no one noticed the other women in the room. There was just Lauren. She was the star of the show, the one whose eyes you...

3 years ago
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Netzfund Wieso liegt Abou in Mamis Bett

[Netzfund] Wieso liegt Abou in Mami's BettbyAmelung©Abouadi John Obote, oder Abou, wie er stets nur genannt wurde, war während eines dreiwöchigen Namibia-Urlaubs unser liebenswerter, lustiger und immer gutgelaunter Barkeeper im jugendlichen Alter. Der smarte Afrikaner aus Windhuk sollte jedoch einige Wochen später unser bislang so geordnetes Familienleben vollständig auf den Kopf stellen...Anmerken sollte ich vielleicht noch, dass diese Reise nach Namibia unsere erste Fernreise war, die wir als...

3 years ago
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The Bet

Jasmine becomes a slave part 1 Chapter 1 The betRacheal was going to the B&D party at Shelia’s that Monday night and was picking out her outfit.  She selected the black leather cat suit that hugged her body and while it covered her, it allowed everyone to know she had a hot body.  Shelia was a fellow Domme and was the area’s leading supplier of fetish gear, from clothes to dungeon items and all of her parties were events not to be missed as she loved to demonstrate new items on her slaves.  As...

3 years ago
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Lillians Bet

She's sitting at her favorite table by the front window, her back to the wall, so she has a clear view of the room. She is carefully nibbling an almond croissant with her coffee, reading a book. She is probably around thirty, but presents herself as older. She has quite a pretty face made dour by the absence of any make-up. Her hair is a nice medium brown with some natural red toning, pulled tightly back in a workday bun. Her only jewelry is a thin gold chain around a first-class neck. Her...

Lesbian
2 years ago
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Bet you cant make me Gay Bets a Bet

"It's time to wake up now."With just those six words, I regained the ability to open my eyes. Regained? I guess that's not the right word. I'd only just dozed off—nothing more."Well, how do you feel?" The hypnotist grinned at me. I didn't see why he was grinning, though. He was a friend of mine. His name was Kyle and he liked to think he was a master when it came to hypnosis. I guess in a sense he was. I did get into a trance, after all—well, I did if that's what you call falling asleep from...

3 years ago
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Bikini Beach The Bet

Bikini Beach: The Bet By Julie Butch sat at the bar of his favorite club, looking around for any likely targets. He was a predator, although he didn't think of himself in that light. He stood 6'3" and weighed around 225. He thought of himself as being 'buff'. He worked out regularly because he liked the high he got off of the endorphins that the body produced during an extended workout. It was almost as good as sex. He never had any problems finding a sexual partner. One of...

1 year ago
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Bayou Academy

I sat in the leather wing back chair in the headmaster’s private office, waiting. He was in the room next door talking to the school secretary. They were probably trying to get ahold of my parents, good luck with that. I wouldn’t have been left here at Bayou Academy the swankiest boarding school in Houston’s River Oaks neighborhood if my parents had wanted to be bothered with raising me. “She’s been found, unharmed. Very good. Send me a bill for any expenses you incurred.” His conversation...

3 years ago
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Bayou Beauty

She was an absolute beauty. That circumstance affected her life from childhood on. She was sought after by many for business or personal reasons, usually egocentric. The dollars came rolling in for modelling and such, and as arm-candy she was wined, dined, and well-traveled. The latter usually expected access to her beautiful body in exchange, she discovered. She liked sex alright, but these joinings were mostly physical lust, not providing much emotional satisfaction beyond feeling desirable....

3 years ago
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The Bet

At school, I was on the wrestling squad. I wasn’t exactly stocky, but well-built. Apart from wrestling, I also dabbled in martial arts and boxing. The latter was not my forte and didn’t come to me naturally, because my foot and hand speed were never quite up to scratch. But when it came to grappling, I was able to hold my own.I was also not the greatest student and settled for a trade after leaving high school. I chose the electrical route. Two years after school, I had completed my trade and I...

Gay Male
1 year ago
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A Bets a Bet

Kalie was already pissed at David, they had argued earlier in the day about coming out tonight. The two had been dating since their sophomore year of high school and had been nearly inseparable since. It was now the start of their second semester at college, they had gone to the same school in Colorado. The two were from Nebraska and the school had been a compromise, Kalie wanted to get out away from home but David wanted to be near his parents. Now they were a short drive away but at least...

1 year ago
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The Big Game Bet

I was bored, watching a bad porn movie on cable TV when the phone rang. "Hello." "Whatcha doing, playing with yourself again," my step-daughter Teresa asked me. "Funny," I answered. "Isn't that what you do most of the day?" Teresa was 20, a cute, top-heavy bottle-blonde with several piercings and tattoos and one of those tongue studs, and she worked as a repair dispatcher for the cable TV company. Thanks to her connections I got great service and the fastest Internet service possible, and at a...

Taboo
1 year ago
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Sybian and Venus Racing ndash4 Couples and The Bet

Sybian and Venus Racing –4 Couples and The Bet.I fancy a chance of fucking any of my mate’s wives. All six are sexy in different ways. So after a drunken night out we boys all agreed to find a way to swap partners for a night…….. but how?I told my wife about our drunken agreement while I was in the bath the following day. Not to my surprise she said that she was up for it. She moves close to the bath and places my hand on her pussy and as I slip a finger in its obvious that she’s highly...

3 years ago
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My wife loses a bet

It all started as a simply little bet. It was one of those bets where we were both 100% sure that we were right. Sound familiar? First the bet was for $5, then she upped it to $20 and I upped it to $50. That’s when things got interesting. She said “I know you’re wrong but if you win, I’ll do anything you want me to do, but if I win, you have to do anything I want you to do - anything at all!”This did not intimidate me in the slightest as I was so sure I was right. “OK, I’ll take that bet.”Less...

2 years ago
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A Bets a Bet

Kalie was already pissed at David, they had argued earlier in the day about coming out tonight. The two had been dating since their sophomore year of high school and had been nearly inseparable since. It was now the start of their second semester at college, they had gone to the same school in Colorado. The two were from Nebraska and the school had been a compromise, Kalie wanted to get out away from home but David wanted to be near his parents. Now they were a short drive away but at least...

2 years ago
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Innocence and a Bet

Cherry was the perfect name for ripe innocence, at 18 and her last year in high school had taken a bet from several of the other girls. She had always done wild and crazy things and had always won every bet she had ever taken. Thinking this latest one would be no different! The bet was that she had to go to the Rusty Dyke a notorious lesbian bar that had a reputation for catering to the meanest Bull Dyke's that one could imagine. She was to act like she was a young lesbian bottom and kiss...

1 year ago
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Jessies Fantasy Chapter 1 Losing a Bet

Nearly everyone has a sexual fantasy that they would love to act on sometime in their life. Unfortunately for some, it never becomes reality. There are many different reasons, ranging from having fear or hesitation, to fantasizing about someone they can’t have, or the situation just never presents itself. This is a story of one such fantasy. Hope you enjoy! It was a Friday evening and I was on my way to meet my usual group of friends. The eight of us had been friends since high school, and we...

Crossdressing
3 years ago
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The Bet

The Bet by Laura Brooks I can pinpoint the day this all started. It was a chilly, Sunday afternoon in early December. A light rain was falling outside and Carol (my wife) and I had built a cozy fire in the fireplace. She was sitting on one of the couch, her legs curled up beneath her reading and sipping a glass of wine and I was sitting at the other watching the Giants begin to give away a 21 point lead to the Eagles. Carol stood up and stretched, heading toward the...

1 year ago
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Katie and Ashleys Friendly Bet

“How do I get myself in these situations?” It’s a question I ask myself a lot. The answer is not complicated and I’m a smart girl. My day job as a transaction coordinator for a mortgage company demands it. It also requires people who are highly responsible and have excellent people skills. Everything that happens in a loan process comes in or goes out through me. There’s a lot at stake. That’s part of what I like about my job. I love being in the middle of transactions or situations where...

Straight Sex
1 year ago
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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...

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