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[M]y first time fucking another guy ... (M/M) [xpost from /r/bigonewildstories] | 2016
So this isn't about my first time with a guy (I'll maybe do another story later on that)... but definitely my favourite. So I was at home (living alone)... about 25 years old (7 years ago or so) and felt the need for some cock. So I'm on the gay.com chat rooms seeing what's what.
As usual a bunch of guys message me.. usually older, out of shape guys (no my thing) but this one guy.. lets call him Steve (since I can't remember his name) messages me. He's a bit older.. like 28-29.. good looking (for the pics anyway).. about 5'11".. 190lbs and about 7 " cut. (I'm about the same) We get to chatting and decide we should meet up.
So Steve comes over to my place.. even better than the pictures! We hang out for a bit.. have a few beers to loosen the mood. After 20 minutes or so of random chit chat I decided to make my move and start unbuckling his pants. He's rock hard and his cock is perfect! Normally I'm a little hesitant but it (and him) looked so good that I had my mouth around it in no time. I've never enjoyed sucking cock so much! After about 5 minutes we decide we should turn it up a notch.
Steve gets out the lube and gently rubs it around my hole and puts on a condom (at my insistence). I bend over the couch and get ready to take it all. Now I've been fucked before, but I've only ever had luck riding. After a few failed attempts to get him in me (I don't think he liked the condom part) he gives up, flips me around and takes me in his mouth.
I have never had head as good as this. Within minutes he's got me at the brink but expertly keeps me from cumming. Teasing me just enough to want to blow my load down his throat but not enough to push me over the edge. He asks me if I'd like to try to fuck him.
I've never fucked a guy before... I've blown guys.. been blown and been fucked (since usually I hook up with bi guys).. but I'm so horny I am absolutely interested.
Steve sits on the couch and puts his ass on the edge. It's the perfect height for me on my knees. I get the lube out and grease up his ass as best I can. I put the condom on and it almost slides right in. Immediately I realize that I love fucking guys facing them. They look on his face when the first few times I slide all the way in was one of the hottest things I've ever seen!
I start nice and slow... it's my first time I don't want to hurt him. I'm taking nice, slow, deliberate thrusts. I thought that perhaps I shouldn't have all the fun and start to jerk him off, matching my rhythm. Steve starts to moan slowly and whispers for me to fuck him harder and faster. I slowly pick up my pace and the more I do, the more he enjoys. Long and short I'm slamming the guy.. like just jack hammering him and he's loving every second of it! This doesn't go on too long and I have one of the most intense orgasms I can remember. I feel terrible because I've left Steve hanging.
I quickly run into the bathroom to dispose of the condom and when I come back Steve tells me to get on my knees and open my mouth. After the mind blowing orgasm I just had I gladly oblige. He stuffs his cock in me and starts to fuck my mouth. He starts moaning and grabbing the back of my head and picking up his pace. I feel him tighten and he pulls out and cums all over my face! (something new I learned that I like). I put his cock in my mouth and suck what's left out.
We cleaned up.. had another beer and parted ways. We never hooked up again (turns out he had a bf). He tried me to have a 3some with them.. but sadly it never panned out.
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