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My First Time With A Guy


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I've just arranged a sex session with a couple (a gay guy, with bisexual tendencies, and a woman, who's straight). She's a prostitute that I've visited before. They're not a couple as in they're together, but she explained to me that he's a "gay friend" of hers.

 

I asked her if she know someone - a guy - who'd join us in a 3some. So she asked her friend, as he's coming along.

 

I've been a (mainly) straight male, with some bisexual inclinations. Previously I've wanked with other guys, and I've also used their cum as lube. But I've never had intercourse with another man. It's something I want to do, and I want to do it bareback.

 

This gay guy - in his early 30's, slim build - is a part-time escort. I'm told he regularly goes to gay clubs and saunas. He's happy to fuck me bareback.

 

I want to watch the two of them fuck for a while, and then I'll join in. I want to fuck the woman, while I get fucked by the guy.

 

So ... this is my first proper 'gay' experience, and it'll be bareback. I don't know why, but I want to 'bottom'. I have no interest (as yet) in being a 'top' - even though that's the role I take with women.

 

I decided to post as this is all new to me - deciding to go bareback with a guy, having some bloke I don't know unload in me. I feel somewhat scared, a little apprehensive, but also very excited.

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Yeah, that sounds pretty normal. My first bareback breeding was unplanned (well, I think he planned it - I just had no idea). But I was really on edge the next few times I took one. Really turned on, but not sure I should do it. That will pass, and you will be glad you got bred. 

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It sounds like you have already convinced yourself to go with it.  Just go for it, if it doesn't feel right when the time comes, then there is always another time, but I bet in the heat of the moment, especially as they both escorts, they will be well practiced in the art (it's their job after all), you will be seduced into the moment and you will love it.

 

Once you feel a guy inside you (raw or safe) you will discover what you have been missing all these years.

 

Enjoy, I hope it all goes well.

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That sounds like a great way to get it the first time!! Definitely do and do it bareback!! Doing it the first time bare and letting him breed you is going to be so hot. I`m sure you are nervous but excited HMMMMM. You have a great prostitute there!! Please tell us how it went.

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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).

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Next time book a session with Tom only and see how that goes. If your goal is to get cum up your ass then this would seem the easiest route - plus it's with someone you kinda know already...which always helps! LOL  ;)

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