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Recounting an event we have all experienced.
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Recounting an event we have all experienced. The one thing we all remember is our first time. In this case I mean my first time having full penetrating sex with a grown man. Like most boys I had fooled around a bit in my early years. I had sucked a little cock and gave a hand job or two as a young . I had experienced two oral only encounters in this past year. But I had never crossed the line of having a man’s cock in my ass. Here is the story. His name was Billy. We met here on Affairlook back around 2003 or 2004. He was a bartender at a ritzy club in Tulsa. He was a tall man with short red hair early thirties and big beautiful eyes. I honestly don't remember their color. I just remember them exerting a calming effect on me. He had a chest you could have ironed a shirt on, a slim waist and slender hips, and sported a perfectly shaped 4" cock. It wasn’t very long but it was sleek with an absolutely marvelous head to it. Billy was an absolutely lovely man in his full sexual prime. I felt somewhat awed by his physical beauty. But I also felt fortunate that my first time was going to be with someone so handsome. We arranged a late breakfast meeting at an eatery in Tulsa. The moment I saw him sitting in that booth I knew I wanted him. I was still slender back then and had a good shape. He recognized me by the clothes I said I would wear, and gave me a top to bottom scan then back up to my face again. He smiled at me and believe me when I say I breathed a sigh of relief at his reaction. Verbal foreplay started the moment I sat down at his booth. We weren't there for very long. I followed him to his house and I was nervous as all hell. He took charge and suggested we get naked there in the living room. I've never been body shy so I gladly stripped naked. I remember I sort of jumped him right there. Nothing extreme, I just asked him to sit down so I could introduce myself, so to speak. I got between his legs and started to give him head. I wanted to get to it quickly so I wouldn't chicken out. I wasn't down there very long but it was nice and had the desired reaction. He got a rock stiff erection and knew I wasn’t there to play any games. I wanted him to take my virginity. He suggested his bed and we were off to the races. The act of getting into bed with him was a milestone moment. In the back of my mind I knew this was going to be different from my previous encounters. They had both been with inexperienced men. Billy was not inexperienced. He was an openly gay man with no inhibitions to get past. We were side by side to start but then he rolled over, put his chest against mine. I lost any apprehension I may have harbored and allowed him his way. That first kiss was something I can still remember, he had Don Johnson stubble and I loved the feel of it. It was only the second time I had ever kissed a man. It was also the first time I had truly enjoyed it. It seemed that we made out for hours even though I know it was no more than 10 minutes. My hands were roaming all over his neck, back, and ass. It felt wonderful to feel his entire length against my body. My legs were spread and he was pushing the head of his cock against me. I think the true moment of no return was when I wrapped my legs around his torso. I felt the tip of his cock pushing against my ass. He hunched forward a bit and the pressure of his cock seeking to enter sent a chill through my entire body. He got on his knees between my widely spread legs and reached for a tube of lube. It was cold on my ass as he daubed some on me. When he stretched out on top of me I tried not to tense up. I felt that first searching push and hunched a bit towards it without even thinking. He pushed slowly as I relaxed and let him push it in. He slid the entire length of his cock into me in one slow push. It was done. I was being fucked by a good man. I was breathless in my abandon to his penetration of me. The next few minutes were something that I have trouble describing. Billy was obviously enjoying himself as he fucked me slowly. I was trying to put every moment into permanent memory. It was a wonderful feeling that I wanted to last for a long time. It wasn’t his cock inside me that was thrilling me so much. I mean I have a few toys so simply being penetrated wasn’t all that new. It was the total sensation of the act, his warmth, the motion of his torso, his soft grunts in my ear, and his warm breath on my neck that was giving such intense pleasure to me. It was the most dominant happening I had experienced in a very long time. I was being fucked by a passionate man and I was loving every moment of it. I don’t think there is a need to go into any great detail about the sex itself. My purpose is to relate the happening rather than to pen a pornographic essay. Suffice it to say that we tried several positions all of which were enjoyable. My favorite was when he pulled out to rest for a moment as I had begged him not to cum too quickly. I rolled over on my stomach while we kissed and talked a bit. Then he crawled onto my back and entered me again from behind. This was a fantastic experience for me as I closed my eyes and became completely receptive to his penetration. The most sensuous thing about it was his breath on the back of my neck. It turned me on more than anything that had happened so far. I loved the heat and the dampness of it. When he started to nibble on my shoulder I almost wept from ecstasy. We tried it with me on top but that didn’t work out so well. I honestly had no idea how to do that and it ended up with us both laughing a lot. He put me on my back again and started to fuck me hard and fast. I knew he wanted to cum soon and I was ready for it. I very much wanted to watch his face as he pumped his load into me. He was in self-satisfaction mode now and I was reaping the benefits of a hard horny man seeking that sweet release we all love so much. Unfortunately, it wasn’t happening. I don’t know why he wasn’t able to cum. It certainly wasn’t for lack of him or me trying. Perhaps it was the two or three times he pulled out so as not to cum too soon. Coitus interruptus can have that effect on a man. He asked me if I would mind if he jacked off. Of course I had no real objection as long as he let me assist. I got between his legs and gave him my tongue to help him along. It didn’t take too long until his body started to stiffen up. I took his entire length in my mouth for the last few moments before he came. I swallowed his cum and kept his cock in my mouth as it got soft, only leaving it when I knew I had milked it to absolute emptiness. I looked up at his face and saw a very happily exhausted man. By this time it was late in the afternoon. He had to get off to work so we both started getting ready to depart. When I left we had a long kiss on his front porch. That was a bit strange to me but I can’t say I didn’t enjoy it. That whole afternoon was one of new experiences and intense pleasure for me. I was sorry it was ending. I got in my mini-van and drove home. You might have noticed that I didn’t mention anything about me cumming. That’s because I didn’t. For some reason I never felt the need the entire time I was with Billy. But when I got home, I lay on my bed and had a long slow session trying to relive every moment of our encounter. I’ve whipped the weasel many times to that great memory and continue to do so until this day. I want to say that Billy and I had many more trysts but unfortunately that never happened. We traded a few messages back and forth but he never invited me to his home again. I started to ask him if I could visit on a few occasions but I never want to appear too needy. Eventually I decided to move on and cherish that one fine memory. So, do any of you know a tall redheaded gay man from Tulsa, Oklahoma, by the name of Billy? If so, tell him about this blog post. It would tickle me to no end to know that he is aware of how profoundly appreciative I am that it was he that took my virginity. It was storybook wonderful and I’ll never forget it. Tanner . |
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1 post 11/1/2014 1:27 pm |
Sounds like a perfect first time encounter. I do understand how you felt back then, to date a toy is the only thing thats entered me and that was by my own hand. I did have an encounter with another man, but all he wanted to do was rub against each other. He did lick and suck my nipples and that part I must admit, i did really enjoy. When I started to turn he backed off. To each his own.
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