For part 2 and other stories Buckaroo, email buckaroo2008@hushmail.com
The Regrettable Wager
By Buckaroo
My name is Bill, and this is my story of how a simple bet destroyed my marriage. My wife, Cynthia, and I had been married for nearly five years and up until the time I made the bet, I thought we had a rock solid marriage.
Before I go further, I will describe Cynthia and myself. Cynthia is twenty-five, stands five-feet-five inches tall, and weighs one-hundred-and-fifteen pounds. She attends the gym regularly which keeps her hourglass figure looking as good as the day I married her. She has long naturally blonde hair and firm C cup breast with puffy pink nipples. She has an outgoing personality and is the life of any party. I, on the other hand, am sorta quiet and shy. I’m twenty-seven, five-foot-ten inches tall, and weigh about one-hundred-and-sixty pounds.
About six months ago, the company I work for brought in a new manger for my department. His name was Brad. Brad is thirty, six-foot-two, and weighs around one-hundred-and-ninety-five pounds. He used to be a male model back in New York City. He’s single and very much into living the playboy lifestyle. I, and many of my co-workers, find him to be extremely arrogant, self-centered, and egotistical. We tolerate him only because he’s our boss, and we have no other choice.
Every Friday after work, I and four other male co-workers go out for drinks. For the past few months, Brad has invited himself to come along with us. Without fail, we end up having to hear about his latest sexual conquest. We also learned that Brad only goes after married women. His explanation is that married women aren’t looking for a commitment, and that most married women are easy targets for extramarital affairs. We told him that we though he was full of shit and that we didn’t believe he was getting as much action as he claimed to be getting. Brad just laughed and shook his head. Then in a move that demonstrated just how arrogant he was, he bet us $100 each that he could seduce any married woman in our office. In addition, he claimed that not only would he be able to seduce her, but that he could do it within a week’s time. He’d even let up select the woman.
We still didn’t believe him, but couldn’t pass up the chance to win an easy $100. We purposely selected a co-worker who we felt was sorta prudish and unobtainable. We looked forward to the asshole’s humbling inability to seduce her. We also looked forward to rubbing his nose in defeat and pointing out to him that he wasn’t God’s gift to women like he thought he was. Brad again just laughed, but accepted our selection. We then began discussing what would constitute proof that he had actually bedded her. After a couple more rounds, Brad suggested the following: “If I’m successful in seducing her, I’ll take her to the motel down the street from our office. However, before I head out, I’ll let you know. This way, you all can surreptitiously watch as I ****** her into the room.”
Jason, one of my co-workers, then said, “Just because she may be willing to go in a room with you, doesn’t necessarily mean she's going to give it up.” Brad just shook his head, but conceded Jason was right.
“I’ve got it!” Clay, another co-worker exclaimed. “We’ll use a baby monitor. When. . . and if you get her into the room, click on the monitor’s transmitter when she’s not looking. We’ll then have the receiver turned on in the parking lot. This way, we’ll be able to hear everything that goes on.”
Brad agreed with the solution, and we all continued to have a few more drinks. Monday, back in the office, the five of us were feeling supremely confident that we were each going to win an easy $100. The woman we selected was Amy Jones. Unbeknownst to Brad, Amy was a devout Mormon. In fact, her father was the Bishop of one of the largest wards in the state. Amy is a very attractive redhead with a great figure. She was twenty-years-old and had only been married for about nine months. When it comes to the goody-goody types, Amy would definitely qualify as the poster child.
Wednesday, just as I was getting ready to head home, Brad came into my office grinning from ear-to-ear. “I tried to tell you, but you wouldn’t believe me. Amy is a horny little slut!” He then stuck his middle finger under my nose. “You know what that is?” he said with a triumphant laugh, “That’s the smell of a tight little pussy that’s just itching to receive the fuck of its life.” He then handed me a business card of the motel down the street with a room number written on it. “We’ll be there in about thirty minutes.” He then turned around and smugly walked out.
I quickly called my fellow co-workers into my office and explained what had happened. To say we were all shocked would be a major understatement. We drove to the motel in disbelief and waited for them to arrive.
A few minutes later, right on time, Brad and Amy pulled into the parking lot. Amy nervously glanced around, making sure no one saw her entering a motel room with a man who was not her husband. We clicked on the receiver and were surprised to learn that Brad had already turned on the transmitter.
For the next several minutes we listened in a state of shock as Brad easily seduced her. In less than five minutes from the time they entered the room, Brad had apparently talked Amy out of her clothes. We heard Amy repeatedly say, “I can’t believe I’m doing this! — I can’t believe I let you talk me into this!!!” We then heard a lot of kissing and Amy’s heavy breathing. Not long after this, we heard Amy gasp loudly, followed by, “Oh my gosh! Oh my gosh! You’re too big! You’ll never be able to fit this inside me,” she said, her voice trembling with apprehension. Brad assured her that he’d go slow. We then heard Amy gasp and whimper as Brad was apparently working his cock inside her.
END PART 1
The Regrettable Wager
By Buckaroo
My name is Bill, and this is my story of how a simple bet destroyed my marriage. My wife, Cynthia, and I had been married for nearly five years and up until the time I made the bet, I thought we had a rock solid marriage.
Before I go further, I will describe Cynthia and myself. Cynthia is twenty-five, stands five-feet-five inches tall, and weighs one-hundred-and-fifteen pounds. She attends the gym regularly which keeps her hourglass figure looking as good as the day I married her. She has long naturally blonde hair and firm C cup breast with puffy pink nipples. She has an outgoing personality and is the life of any party. I, on the other hand, am sorta quiet and shy. I’m twenty-seven, five-foot-ten inches tall, and weigh about one-hundred-and-sixty pounds.
About six months ago, the company I work for brought in a new manger for my department. His name was Brad. Brad is thirty, six-foot-two, and weighs around one-hundred-and-ninety-five pounds. He used to be a male model back in New York City. He’s single and very much into living the playboy lifestyle. I, and many of my co-workers, find him to be extremely arrogant, self-centered, and egotistical. We tolerate him only because he’s our boss, and we have no other choice.
Every Friday after work, I and four other male co-workers go out for drinks. For the past few months, Brad has invited himself to come along with us. Without fail, we end up having to hear about his latest sexual conquest. We also learned that Brad only goes after married women. His explanation is that married women aren’t looking for a commitment, and that most married women are easy targets for extramarital affairs. We told him that we though he was full of shit and that we didn’t believe he was getting as much action as he claimed to be getting. Brad just laughed and shook his head. Then in a move that demonstrated just how arrogant he was, he bet us $100 each that he could seduce any married woman in our office. In addition, he claimed that not only would he be able to seduce her, but that he could do it within a week’s time. He’d even let up select the woman.
We still didn’t believe him, but couldn’t pass up the chance to win an easy $100. We purposely selected a co-worker who we felt was sorta prudish and unobtainable. We looked forward to the asshole’s humbling inability to seduce her. We also looked forward to rubbing his nose in defeat and pointing out to him that he wasn’t God’s gift to women like he thought he was. Brad again just laughed, but accepted our selection. We then began discussing what would constitute proof that he had actually bedded her. After a couple more rounds, Brad suggested the following: “If I’m successful in seducing her, I’ll take her to the motel down the street from our office. However, before I head out, I’ll let you know. This way, you all can surreptitiously watch as I ****** her into the room.”
Jason, one of my co-workers, then said, “Just because she may be willing to go in a room with you, doesn’t necessarily mean she's going to give it up.” Brad just shook his head, but conceded Jason was right.
“I’ve got it!” Clay, another co-worker exclaimed. “We’ll use a baby monitor. When. . . and if you get her into the room, click on the monitor’s transmitter when she’s not looking. We’ll then have the receiver turned on in the parking lot. This way, we’ll be able to hear everything that goes on.”
Brad agreed with the solution, and we all continued to have a few more drinks. Monday, back in the office, the five of us were feeling supremely confident that we were each going to win an easy $100. The woman we selected was Amy Jones. Unbeknownst to Brad, Amy was a devout Mormon. In fact, her father was the Bishop of one of the largest wards in the state. Amy is a very attractive redhead with a great figure. She was twenty-years-old and had only been married for about nine months. When it comes to the goody-goody types, Amy would definitely qualify as the poster child.
Wednesday, just as I was getting ready to head home, Brad came into my office grinning from ear-to-ear. “I tried to tell you, but you wouldn’t believe me. Amy is a horny little slut!” He then stuck his middle finger under my nose. “You know what that is?” he said with a triumphant laugh, “That’s the smell of a tight little pussy that’s just itching to receive the fuck of its life.” He then handed me a business card of the motel down the street with a room number written on it. “We’ll be there in about thirty minutes.” He then turned around and smugly walked out.
I quickly called my fellow co-workers into my office and explained what had happened. To say we were all shocked would be a major understatement. We drove to the motel in disbelief and waited for them to arrive.
A few minutes later, right on time, Brad and Amy pulled into the parking lot. Amy nervously glanced around, making sure no one saw her entering a motel room with a man who was not her husband. We clicked on the receiver and were surprised to learn that Brad had already turned on the transmitter.
For the next several minutes we listened in a state of shock as Brad easily seduced her. In less than five minutes from the time they entered the room, Brad had apparently talked Amy out of her clothes. We heard Amy repeatedly say, “I can’t believe I’m doing this! — I can’t believe I let you talk me into this!!!” We then heard a lot of kissing and Amy’s heavy breathing. Not long after this, we heard Amy gasp loudly, followed by, “Oh my gosh! Oh my gosh! You’re too big! You’ll never be able to fit this inside me,” she said, her voice trembling with apprehension. Brad assured her that he’d go slow. We then heard Amy gasp and whimper as Brad was apparently working his cock inside her.
END PART 1
