For me, the first time I thought of myself as "bi" was during my first threesome.
From the time we were 13, my best friend and I had been getting off together. In my mind, I never really considered it gay sex, but more of a two friends helping each other get off.
Both of us had girlfriends or were dating girls, off an on through the years. But if Friday or Saturday night didn't pan out, we would do each other. For both of us, it was a sort of alternative to masturbating alone type of deal.
Fast forward to one weekend when I was 17. My mother was going out of town for one of her New Age, Old hippie retreats. The kind where they sit around talk about spirit guides, show off their latest crystals and discuss Birkenstocks new line...
So before mom left, she asked the couple next door (Tom and Jan) to keep an eye on me and make sure I didn't do anything exceptionally stupid.
On Saturday, Tom invited me over to hang out by the pool and stay for dinner.
I jumped at the chance, partially because I was bored, but mostly because of Jan. While she was not Playboy material, there was something about her had got me going. So the promise of spending the day by the pool, her in a bikini...I was all over it.
Looking back, it really was one of those "Dear Penthouse, I never thought something like this would happen to me, but this weekend..." scenarios
Jan kept touching me, brushing up against me and steering conversations towards sex all afternoon. After dinner we ended up back in the pool. She went over to Tom and kissed him. After the kiss, Tom said "Honey, you're going to make our guest feel left out."
She waded over to me and we kissed. Game on!
The three of us made our way to their bedroom. She and I ended up naked on their bed, Tom was off to the side watching. Even then the whole "watching my wife with another guy" thing struck me as weird, but at that point I wasn't complaining.
I went down on her, she sucked me for a while then she laid back and I got on top of her. As we were fucking, he took off his swimming trunks and came over to the side of the bed. With his right had he was squeezing her boobs and pinching her nipples. His left, he was running up and down my back, each stroke getting lower and lower until he was touching my ass. I know now that he was testing the waters to see what my reaction was. The whole time she was sucking and licking his cock.
She took his cock out of her mouth and was licking the head, without really thinking, I leaned down and started licking it from the other side. We did that for a few seconds, then she pointed it up at me and I took him in my mouth.
That moment, sharing a cock with a woman while she and I were fucking, was the moment I considered myself bisexual.
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