Tuesday night, before having sex, Jack and I re-read the hot tub story I posted. That led to a very arousing conversation about our fantasies. We’ve got a lot of them, and no jealousy or insecurities in our relationship. Because of this we have always taken pleasure in sharing our fantasies with each other. We’re very open about them, not so that we can make them come true (because some fantasies are better left that way) but because sharing something so exciting and taboo with a partner makes it so much more exciting and pleasurable.

Fingercuffs, or one woman with two men, is a fantasy I have liked for a long time, but Jack didn’t fantasize about it very much before we met. In fact, it didn’t turn him on until he knew how much I liked it. And do I ever like it! One thing I like about this fantasy is that there are so many variations. Sometimes in the fantasy I am on all fours, other times I am on my back, and other times I am on top of one of the guys. Sometimes I’m sucking while getting fucked, sometimes I’m stroking or sucking both guys. One of the guys is almost always Jack, but the other guy could be anybody. Sometimes I can see his face, but other times I can’t.

Years before I met Jack, I came close to actually experiencing this fantasy. I was having sex with my boyfriend in the bedroom of his apartment when his roommate walked in on us. I wasn’t expecting an audience and his sudden entrance surprised me. But I was so caught up in the moment and turned on both by the great sex as well as by the spontaneous show we were putting on that I just went with the flow.

While we showed off, the roommate stood in the doorway and watched, rubbing himself through his jeans. After awhile, my boyfriend and I started doing doggy style. The roommate stood next to the bed, then opened his pants and pulled his cock out. As he stroked it with one hand, he pulled down his jeans with the other, and stepped out of them. I could see how nice his cock was, bigger than my boyfriend’s, and watching him play with it turned me on immensely. As my guy fucked me from behind, I imagined taking his roommate’s cock into my mouth, giving him the best head he had ever received. I imagined both of them filling me so full, satisfying me so completely as I satisfied them.

The roommate and I locked eyes, and I watched his facial expressions as he pleasured himself. I decided to do the same thing, and reached down to play with my clit. I was more turned on than I had ever been in my life. I loved the idea that the sight of me, naked and being fucked, my tits swaying back and forth with each thrust, sweat dripping from my forehead, my hair in my face, even the sounds our bodies made, had gotten him so aroused that he couldn’t resist making himself come.

I shifted my gaze from his face down to his cock as he played with it, rubbing it vigorously. He gave a few last strokes and groaned erotically as he climaxed, his cum landing on the carpet near the bed. He remained nearby, watching and playing with his limp cock as I had my own orgasm. My boyfriend’s orgasm followed. I guess the roommate lost interest because he wandered off around the same time that I excused myself to the shower to clean up.

It was a night that would weigh on my mind for a long time. At the time, it didn’t occur to me that my boyfriend and his roommate had planned it, hoping I would do all the things they undoubtedly fantasized about. That I would take one in my pussy and the other in my mouth, then switch. That I would ride one guy while the other slipped inside my ass from behind. That I would take one in each hand and stroke them off at the same time, until they rewarded me with load after load of cum all over my face and my tits. Sometimes I wonder what would have happened if the roommate had gotten onto the bed with us, and where the night might have gone. I like thinking about the possibilities.

-Jill