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My Very First Time

by Riff Raff


My best mate of about 12 years, Trevor, and I were out drinking pretty heavily (as usual) one night because we hadn't caught up together for quite some time. We were both in our thirties at the time. He just came in from out of town and was staying with me at my house, which I shared with my very straight flatmate, so I set up a spare bed in my room (it was only a 2 bedroom place). Now Trevor and I have always considered ourselves very straight guys: he'd been married with children for a long time, and I also was married for a few years. We were always joking around with each other about things like "hey, blow me" or "suck me off"; stuff like that but I never gave it any thought. Anyway on this particular night we went back to my place very drunk and neither of us found any female company to bring home. We were sitting in the lounge room, drinking even more beer when the conversation between us turned to sex. He was saying that he really needed to get laid tonight or at least get a blowjob, and in the usual joking manner he said, "Why don’t you come over here and blow me? You know you want to." Over the last few years I'd given this a lot of thought, wondering what it would be like to suck another guy’s cock or even to just feel one. Being as drunk as I was I jokingly said, "Ok then, flop it out," and he did. He just opened his fly and pulled out his limp dick which, even though we'd been friends for a long time, I'd never seen before. I looked at it for a few minutes and thought what the hell, I'll just play with it and see what happens. Trevor seemed very excited about this but I pulled my hand away and made some comment like "poof" or something like that and walked away. We didn’t really say too much to each other and he decided it was time for bed and off he went. About 15 minutes later I finished the last of my beer and headed for bed myself. My flatmate had gone to bed ages ago and had closed his door, which was good. When I went into my room I didn’t turn the light on but there was sufficient light for me to see Trevor lying on his back with just a sarong wrapped around him and I could see that his cock wasn’t completely covered. I'm still not sure if that was for my benefit or not, but he seemed to be sound asleep, so I just stood there staring at it for what seemed like hours. Here I was, staring at another guy’s dick, and I was getting horny over it. I just had to touch it again, so I did. Very gently and quietly I began to rub his nice thick cock with my hand whilst looking straight at his face to make sure he wasn’t awake. Gradually his cock started to harden and it kept growing and growing and growing. I couldn’t believe how big this thing became. I thought I was pretty well endowed at about 7” when hard, but his must have been about 9 or 10 inches long and very fat. I'd never done this before but I figured I'd just keep jerking him off and see what happens. He groaned and moaned a few times so I figured he was enjoying what I was doing. After a few minutes of this, his legs slowly began to part so I positioned myself between them and massaged his balls with my free hand. This was fantastic but I got gamer: I leaned down and started licking the underside of his huge cock like the way I like it when I'm getting head from a woman, from the base to the tip then back down again. He really started to moan now, but kept his eyes closed. I couldn’t help myself; I had to try to suck this thing. So I started working on the head for a while, getting it nice and lubed up, then inch by inch I moved my mouth further and further down his shaft, doing my best to keep my teeth away. I couldn’t get down too far, though, so I kept wanking him with my hand as well and kept trying to take as much in my mouth as possible. I was in a rhythm now and I was sucking his cock like a pro and he was really enjoying it. I didn’t notice the first shots of cum straight away because I was so engrossed in what I was doing but I could soon taste it. It wasn’t anything like I thought it would be, in fact I liked it a lot. He continued cumming in my mouth and I just kept on swallowing and pumping his cock with my hand, milking every last drop. After I'd cleaned up every drop with my tongue, I pulled his sarong back over him and went to my own bed and had the greatest wank I think i'd ever had and came very quickly. Afterwards I just lay there staring at the ceiling thinking to myself, "I’ve just given my first head, I don’t believe it! And it was my best mate, hope he's ok with it.” Feelings of guilt and shame poured over me but I soon decided that it was bound to happen sooner or later. I kept glancing over at him because he'd shifted a few times in his sleep but his cock was sticking out again. It was about an hour later so I decided to see if I could do it again. This time I kneeled beside his bed and took his soft cock straight into my mouth and sucked on it like a lollypop while it grew in my mouth. The harder it got the harder it was to keep in my mouth, but I did my best. Like before, he moved his legs apart so I moved to the end of the bed and continued what I was doing. This time I knew he was awake because he grabbed my head and started to push it further down but I started to gag so he let go. I was stoking his dick with my hand, too, by now and I could tell he was really getting into it this time. He grabbed my head again and directed it towards his balls so I started to lick and suck his hairy balls whilst still wanking him with my hands. I kept this up for quite a while, moving from his balls back up to his cock then back again. I could tell he was almost ready to cum by the way his hips kept rising off the bed, so I concentrated on sucking his cock for him. I was in heaven; this was great. Just as he was about to cum, he grabbed my head, pushing me away so as not to cum in my mouth, but I had other plans. I just kept on bobbing up and down and then I heard him say "I'm gonna cum man, right now I'm gonna…" and he shot his load straight into my mouth; I could taste it on my tongue and sliding down my throat as I continued to suck on his rod. After he'd finished cumming and his cock was losing its hardness, he did something that really shocked me. Instead of just lying there, he pushed me off the bed with his feet and got up, wrapped the sarong around him properly and went out to the lounge room. I had such a hard-on by now I went back over to my bed and wanked myself ‘til I came. Trev was still out in the lounge room so I went out to have a cigarette with him. He couldn’t look me in the face and seemed very embarrassed and neither of us said a word for a while. After a few minutes I just came straight out and asked him if he liked it. He looked over at me and said yes he did but could I never do it again. So that was that; I agreed not to do it again and I went back to bed. A few weeks later we we're in the same situation (drinking, smoking and partying at my place) and Trevor and I found ourselves alone again. He eventually had enough partying and said he was off to bed. As he walked past me to get to the bedroom he put his hand on my shoulder, leaned down and whispered in my ear, "I think you should give me another blowjob tonight to see if I really liked it or not." A few minutes later I was in the room giving my best mate the best blowjob he's ever gotten, he said. But that's another story.

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1 Gay Erotic Stories from Riff Raff

My Very First Time

My best mate of about 12 years, Trevor, and I were out drinking pretty heavily (as usual) one night because we hadn't caught up together for quite some time. We were both in our thirties at the time. He just came in from out of town and was staying with me at my house, which I shared with my very straight flatmate, so I set up a spare bed in my room (it was only a 2 bedroom place).

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