A Double Dare



Cheryl and I have been best friends all our lives and we tell each other everything. We've each had our share of boyfriends and wild nights between the sheets but neither one of us had ever tried having sex with two guys at the same time- or even talked about it.

We went through with trying it on a mutual dare, but I think we were both eventually going to do it anyway and the dare was just an excuse to bring it up. It would really seem weird if we had a chat out of the blue saying something like, 'hey, I bet it would be fun to fuck two guys at the same time, why don't we try it?

As it happened we were surfing the net together looking for naked guys and came across hardcore pictures of threesomes with two men and a woman. We didn't get excited or anything, Cheryl looked at me and I looked at her and we started laughing. I was the first one to dare her to do it and she bounced it right back at me with a double dare. We'd both used Adult Friend Finder to find single guys in the past and it was just natural that we would use it to find guys willing to have a threesome.

It wasn't hard. To make things interesting we pretended to be each other online- I was surfing to find dates for Cheryl, she was surfing to find dates for me. Cheryl has two computers and it was a lot of fun. I made her out to be such an incredible slut I wished I could see her face when she found out what I'd said on her behalf. I wanted to be as dirty as possible and promised guys I'd let them fuck me in the ass as long as they wanted.

We even made a little race out of the game- I won when I got two good-looking college guys to agree to a date the very next day. It took Cheryl twenty minutes longer than me, and then I vetoed the guys she chose (she was being mean, they were very ugly) so it took another twenty minutes to be all set. They weren't as good as the one's I'd found for Cheryl, but they'd do.

The next day we got ready together and I felt like we were getting ready for the prom or something. We helped one another choose the sluttiest outfits we could and wished each other luck before heading our separate ways. Cheryl was going to meet her guys in a bar, I was off to a nearby restaurant.

The guys were already there when I showed up- and I was a half hour early. They were typical college brats and there was nothing extraordinary about either one of them. For a moment I thought about leaving, but after talking with them for a few minutes I changed my mind. Their names were Lex and Tony, Tony was the better looking of the two with broad shoulders and dark eyes and hair. Lex was a little on the skinny side, but he had a baby face that made him cute in his own way.

They had never done anything like this before and they were both shocked that I wanted to do it. I shocked them even more by rushing them out of the restaurant saying, "if we're going to do it, let's at least find a place a little more private." We caught a cab to an apartment downtown that the guys shared.

It wasn't a very nice place, but it wasn't bad. It helped that it was immaculately clean which I didn't expect from two single college guys. We had a few drinks together and played a bit of music before things got really interesting. When I was a little tipsy I started dancing to the music and the guys teasingly chanted that I should strip. It was a little weird, but I shrugged my shoulders and took my top off. They went nuts, like they were in a strip club. After that I assumed the role of a lap dancer and got totally into it. It was a lot of fun.

I kept my short skirt on for a few songs, but removed my panties. The guys really loved it when I flashed them my pussy. I alternated sitting in their laps while rubbing my tits in their faces. I'm not sure exactly when it turned into an all out threesome, but I think the moment Tony pulled his cock out the tempo increased. I didn't make it a minute into a third song before I was sucking Tony's cock while Lex was exploring my pussy with his tongue.

I had my first orgasm all over Lex's face, and it wasn't my last. The guys switched places but instead of licking my pussy Tony pulled my legs up to his shoulders and eased his cock inside me. He was huge and it felt incredible. I wanted him to fuck me forever and I tried to get Lex to come because I knew if I didn't he'd want to fuck me with his tiny cock and it wouldn't be nearly as nice.

I wasn't given enough time though. Just when I felt Lex's balls tighten up Tony mentioned that it was time to try double penetration. I moaned my discontent when Tony pulled out of me. He then squeezed some kind of massage oil around my ass and started probing it with his fingers. I'm not a big fan of anal sex and I don't do it very often, but I do enjoy it. This was extra weird though because I found it hard to relax because there were two guys watching. Somehow it didn't feel the same, it wasn't as intimate.

I'm lucky Tony was a patient lover and that he was the one preparing my ass. Lex was keen on anal sex from the moment I stopped giving him head and I'm sure he would have rammed it in my butt dry if it wasn't for Tony. When I felt that I was ready I got on top of Tony and he put his cock in my pussy while he spread my ass cheeks for Lex. I closed my eyes and I felt Lex's cock enter my ass. It felt even more like taking a big shit than usual. He wasn't very patient and started thrusting a little too soon for my liking.

Tony started moving his cock around only after Lex was fucking at full speed. When both cocks found a rythem of fucking me alternating their strokes I tensed up and had one of the most powerful orgasms of my life. I begged Lex to stop because I needed a moment to recover but he was so close that he got in a couple more strokes, pulled out, and sprayed come all over my back.

He cleaned it off with a tissue and it was all the relaxing I needed. I then bounced up and down on Tony's cock until he filled my pussy with his hot come. After that I got dressed and left. They offered to do it again anytime. Having two guys at once wasn't as good as I thought so I probably won't call them. When I saw Cheryl the next day she said she had the time of her life and was a little disappointed that I hadn't enjoyed myself as much as her. She offered me her guys, but I turned down the gesture. I think a threesome is something every woman should try once, but I definitely prefer my men one at a time.

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