“Why don’t you jerk us both off until we cum in your face?”
This is what Keith told me he told The Guy. My buddy Keith and I were at the bar, and I couldn’t believe what Keith was telling me – that he had propositioned The Guy and included me in as part of the bargain. As Keith told me this, two things went through my head: first, I’d never been part of a threesome before. Second, Keith was my friend. Was I now about to be in a sexual situation with him? Keith went back to The Guy and a deal was struck. The Guy didn’t want to be seen leaving all together (why?) and said he would get in his jeep and pick us up on the street corner outside the bar, like a couple of hookers. The Guy was hot and I was in. Keith and I left the bar seconds after The Guy did, and true to his word, The Guy was waiting for us at the corner and we hopped in his vehicle.
He drove us to his place, and led us to the basement, to an unfurnished, unfinished room with just a bare mattress on the floor. We all began to make out, but something became clear right away – The Guy was more into me than Keith, and from the start, Keith was already taking second billing. Clothes off, we ended up a trio on the mattress, the only light coming from a bare bulb in the hallway outside the room.
This would be a night of firsts for me: my first threesome, my first time being sexual with a person who was previously simply a buddy, and the first time I would try poppers. “Do you want a hit?” The Guy asked me. “What are those?” I asked. “Poppers,” he told me. “What do I do with them?” I asked. He answered by demonstrating, and then passed them to me. I did my first hit, and waited. For the first second or two, I felt nothing. But then....oh then....a rush through my whole body unlike anything I’d ever felt. I was immediately on fire and instinctually offered up my ass. Who invented poppers? And could I thank him personally? The poppers turned my sexuality into sharp relief. I was so horny, I felt like one big giant cock. The Guy took my invitation, rolled on a condom, lubed me up and entered me and it was bliss. Keith offered his cock to The Guy to suck, but The Guy was concentrating on fucking me and Keith was on the sidelines once more.
When The Guy pulled out to go and piss, it gave me and Keith a moment to touch and caress and give each other “I can’t believe we’re doing this!” looks to each other. I wanted to make Keith feel secure. When The Guy came back, he resumed fucking me, and Keith took charge and started fucking The Guy.
I don’t remember how it ended – this was some years ago – but I do remember Keith and I leaving and tumbling into the street, laughing and half running, as if we’d just robbed a bank, not believing that we’d had our first threesome, as apparently it was Keith’s first time too. I wondered if this was true. After all, Keith had been so brazen at the bar, propositioning The Guy as he had. What we did say was that we were so glad that we had experienced this together.
Threesomes are a blast. The more the merrier. And ironically, it feels like less pressure than a one-on-one sexual experience. In a one-on-one experience, I feel I have to be all things to my partner, while in a threesome (and later, foursomes, fivesomes, and so on), one can hand over the reins to another person and be a voyeur for a moment and still not feel you’re letting anyone down or ruining the momentum.
The issue often becomes one of: Do I like one guy more than the other? How can I make it appear not so in order to satisfy all egos? Because I haven’t been in a relationship since the Stone Age, I usually have been the third party to a coupled pair. Therefore, in those situations, I get to be the centre of attention, around which the fun revolves. But what is the experience like for the couple, especially if they intuit that I’m hornier for one than the other? Does it show? Or am I a good enough play partner that I make all feel equally attractive and desired?
When I look back at that first threesome, I think first and foremost of that bare mattress in that unfinished room in that dank basement. It was a decidedly sordid environment.