Roommate

1: Strip poker

I had just graduated college, and I lived in a nice big house just off campus. After graduation, two of us were planning on sticking around for the summer, but three were going off to jobs. Larry was the other guy that was staying. So, we started asking our friends for suggestions about potential summer sub letters. Ultimately we settled on two that we liked. Two were guys, and one was a girl. She was 22, and I must say, drop dead gorgeous. She had dark brown hair, nice sized breasts, and a tight little ass.

After the three of them moved in, Larry and I never totally hit if off with the other two guys. They were ok, but not the type we would be best friends with. The girl, Sandy, however, we both really got along with very well. She didn't really click with the other two guys either, so the three of us ended up spending a lot of time together. As the summer went on, it started to become apparent that both Larry and I had some interest in her, and she appeared to have some interest in each of us as well.

Anyways, after about 5 weeks, the two other guys were out one Saturday night and the three of us were hanging out drinking. As the night went on, we got more and more drunk. Finally, at about 2 am, the movie we had been watching ended, and we started talking about what we should do next. Finally, Larry suggested that we play some poker. Sandy complained that she didn't have any extra cash to lose. We debated it for a while, and I insisted that no stakes poker wasn't any fun. Finally, Sandy suggested that we could play strip poker. Larry and I were both stunned at first, but then I agreed to play and Larry followed suit. We settled on some rules. Each person would get $60 in chips. Each hand, the winner would take back what they had bet, but the bets of the other two would go into the bank. For each $10 that went into the bank, the person that bet it would have to take off one article of clothes.

Sandy was wearing a long skirt, a tight white shirt, a pair of panties, a bra, and two shoes (which we counted separately). Each Larry and I, including socks and shoes (which counted as one item), were wearing 6 items as well.

At first the betting was very low. Each of us was in to the bank for some piddly sum under $10, so no one had taken anything off yet. Finally, one of those hands came along where every player thinks they have it in the bag and betting started to escalate. I ended up dropping out after putting $15 in, and ultimately Larry won, after Sandy had put in $25. I took off both of my shoes and one sock, and Sandy took off both shoes, leaving her $29.50 in the hole.

We played on, and after a couple of hands, Larry had to take off his shoes and Sandy decided to pull her bra out from under her shirt. On the next hand, I lost my other sock and Larry lost both of his. A few hands later, Sandy and I lost again. We each had to lose one more article. I took off my pants, and Sandy took off her skirt. That left both of us in our underwear and tops. She stretched her shirt down as far as she could, but still looked very exposed sitting there in her panties and the tight white shirt. Larry and I lost the next small hand, and I didn't have to take anything off, but he lost his shirt.

All three of us were fairly nervous at this point, and were betting very conservatively, but finally a good hand came along, and Sandy and I lost. I took off my shirt, leaving just my boxers. Sandy nervously took hers off as well, leaving her sitting there in just her sexy little panties. Larry and I openly ogled her during the next few hands.

Finally, Larry won another hand, and both Sandy and I had to strip naked. I was very hard at this point, and when I stood up and pulled down my boxers my cock was left bobbing in the air. After I had stripped, Sandy stood up and slid her panties down. She looked incredible. She had a great body… She stood in front of the two of us letting us look her over, and then grabbed her clothes and ran off to bed.

We didn't talk about that night at all for a couple of weeks, but one night the other two guys went out again and left the three of us alone. After a few drinks, Sandy suggested strip poker again, and after a while she convinced us. This time, she ended up keeping her shirt and panties, but Larry and I both ended up nude… It was kind of weird for both of us, but she was clearly enjoying herself.

The next week, Sandy suggested another game, but this time we refused. We complained that it wasn't fair to have two guys and only one girl. She kept pestering us, talking about how hot it made her in a very sexy voice. Eventually she gave it up though.

The following week, the other two guys went out once again, and the three of us were hanging out drinking. At about midnight Sandy suggested strip poker again, and we complained again that it wasn't fair. This time, however, she said that she had a plan to make it fair. This peaked our interest, so we asked what she meant. She said, "well, how about if we even things out by playing boys vs. girl?" She explained how it would work. Basically it would be the same as before except that if either Larry or I won, she would pay her bet in, and if she won, we would both have to pay ours in. Basically, it meant that we would only lose half as often as she would. Larry and I contemplated it a bit, and I must admit, the idea of her having to strip naked in front of the two of us really excited me, so we agreed.

As mathematics would have it, she was losing a lot more than we were. She ended up being naked while the two of us were still wearing our pants. This time she hung around a bit longer naked before taking her clothes and going off to bed. I got the distinct vibe that she was really enjoying having two men checking her naked body out at the same time. A couple of nights later, she and I were talking, and she admitted to me that it had been a huge turn on for her. I admitted that I had been pretty erotic for me too. The two of us agreed to arrange another game the next time the other two guys were out of the house.

The opportunity arose a few days later, and again Sandy suggested we play with the new rules. She pretended that she was sure that this time her luck would be different, but we all knew that she really wanted to lose. Not surprisingly, she ended up naked again while I still had my boxers on and Larry had his shirt, boxers and pants all on. This time, however, she hung around naked for quite a while, drinking and flirting. She was sort of posing as she did it too. Finally, she burst out, "I don't mind having to be naked when I lose so much, but it is a shame that the game has to end". Larry said something about how once she was naked there wasn't really any reason for us to keep playing. She got a devilish look on her face, and then said, "well surely there is something else I could do to entice you boys to keep playing"…

I leapt at the bait and proposed some additional rules. We would give her another $10, but if she lost it, she would have to masturbate for one minute while we watched. She hesitated, but then agreed. Larry lost his shirt first, but then she lost her $10. She slowly started rubbing her breasts and sliding her hand over her stomach while Larry and I watched open mouthed. After a bit she slid her hand down between her legs and started touching herself. It was incredibly erotic to see. As she went on, she started to moan quietly. She was clearly getting very aroused by being the center of attention like that, and started to get more and more into it. After what must have been three or four minutes, she stopped and claimed that the minute was up.

She wanted to keep playing, and so I offered another rule. This time, if she lost, she would have to straddle the winner and make out with him for one minute. She agreed, and promptly lost the next hand. Luckily, I was the winner. She walked over in front of me and climbed up on my lap. We started kissing passionately. After a bit she started to grind her naked pussy subtly up against my boxer shorts. I was incredibly hard, and it felt amazing. After another couple of minutes, Larry called time.

She still wanted to play, so we agreed on another deal. This time, she would have to give the winner a blow job. Unfortunately, Larry and I lost the next round. I stripped my boxer shorts off, and Larry took off his pants. We played a couple of rounds without anyone losing enough to trigger a penalty, but then she lost a hand and Larry won. She got up and knelt down in front of Larry. I took my cue and called it a night. I took my clothes and went to bed while she stayed and pulled down Larry's shorts after I left. Larry told me the next day that she had sucked on him for a couple of minutes, but didn't make him cum, and that she had scurried off to bed right afterwards.

Larry and Sandy seemed a little bit uncomfortable around one another for the next few days, and strip poker didn't come up again. About a week and a half later, though, the other two guys both went out of town for the week, leaving the three of us alone at the house. They left early on Sunday morning.

When I got up and went into the living room, I was happy to see Sandy curled up on the couch watching TV. She was wearing a sexy little white baby doll nightie, and she looked great. I came in and sat next to her. As we watched TV she cuddled up with me very warmly and I put my arms around her, rubbing her back and sides. Eventually, I got up and went to take my shower and take care of some errands.

At about 8, I walked in to the living room to find her and Larry starting in on the booze. She was wearing a very short, very tight, black dress, high heels and stockings. She looked great. She had clearly spent some time on her make-up and hair as well. So, I asked her what she was all done up for, assuming that she was going out. Instead, she responded that she just wanted to look her best for her two sexy roommates. I was very flattered. The three of us drank for a while, and the sexual tension was starting to build up.

After a couple of hours, Sandy suggested strip poker again. She looked so sexy that neither of us could even pretend to resist. To my surprise, the first article that she took off was her dress, and her bra was the second. That left her wearing just the thigh high stockings, heels, and a small, sexy black pair of panties. She looked stunning standing there like that. I had lost my socks and shoes, and Larry had just lost his shoes at that point.

Sandy lost the next hand and had to remove another article. I was assuming that it would be her shoes, but instead she hesitated. After a second I asked her what was up, and she said that she wasn't sure if the shoes and stockings counted. That didn't really make any sense, but Larry jumped on the opening and insisted that they did not count. So, Sandy, pretending to be very put out, stood up and slipped her panties off. She was standing there wearing only her very sexy stockings and heels posing for us.

We kept playing, following the same rules as last time. I lost my shirt, and Larry lost his socks, and then she had to masturbate for us. This time, she really got into it. She pushed a couple of her fingers into her pussy, and was thrusting against them and moaning loudly. She was clearly nearing an orgasm after a few minutes, and I reminded her that her minute was up. She shot me a resentful look, but stopped. Next Larry lost his shirt and then she had to climb up on his lap and make out with him. She was openly pushing up against his cock through his pants, and he was sliding his hands over the sides of her breasts until I told them that the time was up. She was visibly aroused, and looked incredibly tempting sitting there breathing heavily in only her stockings while Larry and I still both had our pants on.

Afterwards, Larry and I each lost our pants before she lost again. Luckily, this time I was the winner of the last hand, and so she had to suck my cock. As she knelt in front of me and reached for my cock, Larry started to get up. This time, though, she turned to him and begged him to stay, saying that she wanted to keep playing. He hesitated, and she reached up and grabbed his cock through his boxers. He froze as she started rubbing him, and she returned her attentions to me. At first she was rubbing both of our cocks through our boxers, but after a minute, she reached up and pulled mine off and took me in to her mouth. I was stunned by the situation. This gorgeous woman was sucking me off while she stroked another man's penis… I was almost overwhelmed. After a couple of minutes, I was clearly near to shooting my load into her mouth, and she stopped, pulled my boxers back up, and went back to her seat.