OK - it's happened, and went well! I enjoyed the session and it was over far too quickly.
Met up at the woman's flat, and was introduced to the guy (Tom - don't know if that's his real name). He was already naked in the bedroom, and I think the two of them had been playing around before I arrived. As I'd previously been to her place, I simply paid and we got on with it. As I undressed, they started to fuck missionary. Tom was initially doing her in her pussy, and once I'd got undressed I sat and watch while wanking. But he then fucked her arse, doggy style, and after only 3 or 4 minutes of that he shot his load up her bum. I hadn't expected that, as I'd wanted him cumming in me.
Tom then moved away, as I took his place, pushing his cum - that was starting to drip out - back up her bum. As I started fucking her, Tom went behind me. I felt him put some lube on my ass, and he gently entered me. I have to say, this took a while, as it was a bit of an awkward position. But after a minute or two we all got into the swing of it, and were thrusting away in unison.
It was the first time I've EVER had a guy fuck me. I was very nervous, and somewhat amazed that I was doing it. Tom was better endowed than myself, which was both a turn on and a little off putting at the same time. But he was gentle, and didn't rush.
I ended up spunking in the woman's ass, mixing my load with Tom's. After I'd cum, he climbed off me - and the session was over. So I didn't get to receive his cum, although his cock was no doubt covered in his cum when he entered me. I was somewhat in a daze, immediately following the experience. Fortunately I took Tom's number, and he said I could book a session with just the two of us next time.
My thoughts ... it was fun, and I enjoyed it. I feel liberated having done it. I was a bit disappointed not to receive his cum. Also, as much as I enjoyed it, I don't think I could be "fully" gay. I enjoy fucking women. So I definitely bisexual. Nonetheless, as this was my first bareback experience with another guy, I think it fits within this forum (sorry if it doesn't).