Author's Note: This is the story of a young housewife's forced sexual journey with her husband's best friend due to a poker bet gone wrong. If this theme offends you, please do not continue reading. All characters are over the age of 18 in this story. The story is four chapters in total.
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The day that Matt came to visit Emily and her husband Toby's home of two years for one night of poker was the day that everything changed for her. Matt was her husband's best friend and the two had known each other since they were kids. Emily and Toby had been together five years now and married four. So, she, unfortunately, had to be around Matt quite a lot over the years and her opinion of him had never wavered or changed. Quite frankly, she hated his guts.
Toby's best friend was extremely handsome but also arrogant and intolerable 90% of the time. She honestly despised everything about him. He had an ego the size of Canada and Toby had always been keen to ignore it because he was so used to it. But not Emily. She was always complaining to her husband how much she hated being around Matt. But Toby being Toby with not a mean bone in his body would just tell her that it's Matt being Matt. Put up with him for me? Please? And naturally, she would stupidly agree.
But there was something off about Matt. He was always sizing Emily up and checking her out. Making lewd comments around her about how good she looked and how hot her ass looked in those tight jeans. She knew telling Toby wouldn't really result in anything. As much as she adored her husband, he had a hard time standing up to a fly let alone his best friend. So she had always brushed Matt's behavior off, ignored his advances, and made it quite clear to him just how disgusting she found him to be. That just seemed to make Matt more determined than ever to make her uncomfortable and upset at every turn.
When Matt was married two years into their marriage, Emily knew it was not going to last. But Matt seemed happy for a time and his wife Abigail seemed to have tamed him for a time. Abby and Emily became fast friends and began to hang out. They went out on double dates a lot. During that time, Matt seemed to be on his best behavior, but Emily didn't believe him to be a changed man.
It was now two years later, and Abigail wanted a divorce. Emily was not shocked to find that Matt had been cheating on her with her own sister. Yeah, it wasn't a surprise to her at all. Matt wasn't a changed man; he was just better at hiding his despicable behavior from everyone. But Abigail had caught them red-handed, turning halfway around on her trek to work because she had forgotten her lunch and had time to circle back and still make it without being late. Matt and her sister were having sex in their marital bed. It was fucked up.
But Toby being the nice man he is, offered to let Matt come to their house for Saturday night poker with his work friends to cheer him up about the divorce. Without asking Emily. Man, she had never been so furious in her life. It had turned into a big argument. But naturally, Toby won out in the end and managed to say all the right things to calm her down. She was still pretty fired up about it though. Matt was the one person on this Earth that she absolutely hated to be around for an extended amount of time. There was only so much she could take of him before she lost her temper.
Emily was a catch. She had long legs, sexy doe brown eyes, big tits, and curves in all the right places. She got hit on a lot when she went out to bars with her friends, but she was faithful to Toby. She didn't want to be a cheater. She loved her husband and found their sex life to be more than satisfactory right now. He never failed to make her cum when they fucked. He never failed to please her as a real man should. Despite having the outward appearance of a more reserved man, Toby was fantastic in bed and she had no complaints there.
She had only been with two other men in her younger years before she met her husband. But once she and Toby had gotten comfortable with each other's bodies and exploring different things, their sex life had become fantastic. In Emily's mind, it still was. In her mind, everything about their life was perfect, aside from a few hiccups recently with a few bills they got behind on that they were working diligently with debt collectors to pay off.
Saturday seemed to come way too soon. Emily was anxious and nervous that day. She always served Toby's friends drinks and chatted them up. They were his friends he had made at his IT job working at a nearby hospital. Matt had only come to poker night a few times but not very frequently and Emily had always been fine with that. He ran his family's accounting software company with his father, so he was very busy with work a lot of the time, even on weekends. He had no issues spouting off about how much money he made on a daily basis. God, it got tiring.
The moment she saw him walk in the door she was scowling. Matt was much taller than Toby at 6'4". He had a muscular build, and she knew under that t-shirt he was rocking a very impressive six-pack. She couldn't deny that the man had the body of a Greek God. Like hell, she would ever say that to his face though. On top of that, his eyes were a striking blue accompanied by short and spiky jet-black hair. There was no denying that he was good-looking. It was his high and mighty attitude that pissed her off beyond belief.
She barely said hello to Matt, letting him chat with Toby while she retreated to the kitchen to "check" on the potato casserole in the oven that was intended for a large group. It wasn't long after that that Toby came into the kitchen to tell her that everyone that was supposed to come called and canceled with lame excuses. So that left Matt and Toby playing together with Emily serving them food and drink. This left her disgruntled, but there was nothing she could do about it now. Just put on her greatest smile and try her best to be nice to the arrogant cocky son of a bitch she hated spending every passing minute with.
It was only a matter of time before she overheard Matt saying something that pissed her off. He started bragging about his most recent conquests while married to Abby. She couldn't help it. She lit into him, calling him arrogant, selfish, self-centered, all the names you could think of, she spouted off at him. After all, he was blatantly talking about cheating on her friend. Boasting about it even.
"You disgust me, Matt!" She shouted, trying to control her breathing to calm herself down.
This behavior just seemed to amuse Matt. Toby's face was flushed and he was looking at her pleadingly to just let it go. But there was no way that Emily could do that. She was already tired of Matt's attitude and they had only been in the same room together for fifteen minutes.
"This is my house, Matt, mine. And you know that Abby and I are best friends. I won't tolerate you talking about her like she means nothing to you. I'm sorry that you guys are getting divorced. But you were nailing her sister. And evidently a bunch of other women. You're so smart, you had to know that was going to come back and bite you in the ass. So shut the fuck up and be a man about it. Toby doesn't want to hear about your concubines. He and I are married and there's no way in hell we would ever cheat on each other. So just stop. Okay? Stop. Please."
"Say it as you mean it, Emily," Matt said, putting his cards face-down onto the table, and then looking at Toby. "You've got yourself a spitfire girl, man. I really admire that. I've had her type before. They break easier than you think." Emily could only stare at the man with a "what the fuck" look on her face as Matt seemed to completely ignore her and disregard what she had just said as he continued.
"It's got me thinking. Why don't we raise the stakes on our little poker game we got going on here? I'm going to be frank before things went south with Abby, she told me that you guys are working to pay off a few bills that you got behind on. Not only will I help you catch them up, but just because I am such a nice guy, I'll throw in an extra fifty grand if you win against me this hand."
Emily opened her mouth to speak and spout off more insults but then it registered what Matt had said. "Wait. What?!" She looked over at her husband to see his eyes were as wide as her own. Had they just heard that right? More importantly, did he mean this? For real? It was a lot of money. But as she watched Toby, his expression told her that he seemed to be considering it. But what was the catch? What did Matt win?
Matt let the silence linger before leaning back in his seat with a smug smile on his face. "Now I've got both of your attention. But with great power comes great responsibility. And there is always a catch. So here it is, folks. If I win, I get to have your wife for a month to myself. I get to fuck her whenever and however I want. She will live with me during the duration of that time. She will be completely mine in every way until four weeks from now is over." He looked at Emily. "I obviously am going to need your verbal agreement. That you will do anything I tell you to do. Sexually and otherwise. So, think real hard on it. Your hubby could win, and all your money troubles go away. But if you lose, well, it's just four weeks of the best sex of your life..."
Did he just fucking say that? In front of Toby even? Fucking prick! Great. Just great! Of course, that was the catch. If Toby lost, she was going to be a complete sex slave to his best friend for an entire month! No big deal there! Would it be the longest four weeks of her young life? Would she enjoy having sex with this egotistical asshole? Just the very thought of it made her want to vomit.
But on the other hand, to have all of their bills paid off and an extra fifty grand? Think of the things they could do! They could take a vacation for once! They had been discussing going to Hawaii as soon as all the bills were caught up. And now they had the opportunity to do that and then some. All it would take is minimal planning since they already knew where they wanted to stay and Toby putting in the time off request at work.