I don't think I look particually gay; some people might disagree, but I think I generally look like a straight guy. I'm not out, I'm happy with my life. I'm currently 33, I'm only 5'3" and quite slim. I'm not a slut by any stretch of the imagination; in fact I've only had sex with a handful of guys, although I've given far more blowjobs.
On one occasion I was walking to work, when a guy stopped me to ask the time, all quite innocently. I stopped, gave him the time without really even looking up, you know, I had things to do, places to go, even thought I might not even want to go! He said thanks, I barely registered and continued my walk. Just a couple of seconds later I heard foorsteps, and he tapped me on the shoulder. "Hi, I don't want to sound presumptuous, but do I know you from somewhere?" he asked. I looked at him and replied "No, I don't think so". I tried to sum him up as quickly as I could; mid to late 50's, medium build, some hair, but receding fast! He had a look of mild disappointment in his eyes and responded "I'm so sorry I thought I did. You look like a friend of mine". I smiled at him and he smiled back, and I thought nothing more of it. Until the next day.
The next day I was passing the same spot, I saw the guy there. He caught my eye and smiled "Hey stranger, whats the time?!". I grinned, and couldn't believe that this was a chat-up line, no way, much too cheesy. Still grinning I answered "Time for bed, this is way too early for human beings to be up." Just testing the water... He smile increased. Water tested. I knew. He knew. I stopped, and asked "So, you don't know the time but you knew that I would be here same time huh?" I joked. His face went slightly red and I saw his lip quiver, and he replied "I don't know, well, I don't know. You just look like a mate. I don't know, sure you're not him?!" Still smiling I shook my head. He kept talking and asked "What time do you finish work, I could do with a beer or two." I glanced down and noticed the wedding ring. He saw that I saw, and said "Come on bud, lets have a drink together, what do you say, as mates?" "OK, I'm James" I reached out and we shook hands. "I'm Ian" he replied. We swapped numbers, and after a bit of smalltalk went our separate ways.
During the day I recieved a few mildly flirty texts from Ian, and I responded in kind. We arranged to meet in a local pub close to where we both had met. I got home later that day, all nervous that I was going to meet Ian. I got ready and met up with him at 7.30pm. He welcomed me and bought a couple of beers. We chatted, about life, work, everything. He was a salesman and travelled all over the country, he was 59, was 6 foot tall, and had two kids. He told me that he loved his wife but she couldn't give him everything he needs; we didn't go into details, but as he said it he was looking directly at me, and his hand brushed my leg. This was not a gay pub; just some local. I recogised a couple of people, as Ian was from out of town he didn't know anyone, except me.
The night went on and we both drank more, chatted and laughed. By 10pm I was totally drunk, I'm sure Ian was too but managed to hide it much better than I could. He smoked, and went out for a cigarette, and beckoned me to come outside with him. I staggered outside, telling him there was no way I was going to smoke. As I stumbled at one point, he grabbed my arm. "You OK James? How are you going to get home?". He exhaled some smoke, not the most attractive thing in the world. "James? You know James, I have a room in town. You can come back and we can have a few more drinks, what do you think?". He hailed a taxi and five minutes later I was going to his hotel room.
Ian went into the room first, and pretty much as soon as the door closed, he kissed me. I could feel the rough of his skin as he hadn't shaved that day, I could taste the alcohol on his breath mixed with tobacco, but god, did it turn me on! Inbetween the kissing he was feeling my chest through my shirt, and I was feeling his. My head was dizzy with everything that was going on, and I ducked under his arm, and sort of staggered into the bedroom, and I flopped onto the bed. My eyes were closed, and I could feel him tugging at my shoes, then taking off my socks. He unbuttoned my shirt, then propped me up and took that off. Then off came my jeans, and off with the pants. So there I was totally naked. I had no idea what he was doing, my eyes still closed but I could hear him moving around. To be honest I didn't know if I was capable of anything I was so drunk, even now a lot of it is a blur.
I felt skin, and I lifted my head up and opened my eyes, to see him straddled across me, and his cock coming towards me! Instinctively I opened my mouth, and he put it straight in; I nearly gagged, he pulled out a bit, and I looked up at him, he was looking down at me, his legs either side of my chest, his cock in my mouth. I sucked like you do when you've had a bit to drink, not the best he ever had I'm sure, but I'm also sure he was grateful to having some younger guy suck his hard cock! It was an average sized cock, and had a slightly salty taste, and even now I can still smell that lovely musty man smell, so different when its someone elses cock, from your own! He lent back slightly and started to play with my cock, sort of half-heartedly. I don't mind that so much, giving Ian pleasure was giving me pleasure. He face-fucked me for a while, my jaw started to ache, and I motioned for him to pull out, which he reluctanly did do.
He de-straddled me and lay beside me, stroking my body as he did so. He kissed my neck, and down my chest to my left nipple, and his tongue darted out and started to play with my ever hardening nipple! He licked his forefinger, and started to play with my other one, which kinda makes me crazy! I wanted him, I wanted him so badly; I even wanted him to go bareback in me, but he wasn't having any of it. He kneeled on the bed, and proudly rolled a condom over his cock. Disappointing for me, yeah perhaps, but I guess he was being sensible at least. Someone had to be! Very quickly he rolled me over, and pulled me up into an all-fours position. I lay my head down flat on the pillow, "God, please go slowly, please!" I said to him. I felt a cold squirt of KY on my asshole, and then I felt his cock gently rub my anus. The anticipation is nearly unbearable, feeling the cold of the jelly and the warmth of his helmet mixing together on my crack. "You're so fucking gorgeous" he lied (I'm so fucking normal) "I want to fuck this tight tight hole, oh fuck". I could feel him pushing. The first bit is always the worst, after you get the head in the rest goes in quite easily, and this was no exception. I took a deep breath as he guided himself into me, his hands on my hips taking control.
I tried not to cry out, but I couldn't help it and let out a muffled scream. It really felt like it was the biggest cock in the world, thank god it wasn't. But it was in me, he was still pushing in me, stopping every now and again to ask if I was OK. I find it quite difficult to take a cock in this position, but alcohol seems to make things easier, and it definately helped here with Ian. Ever slowly he got deeper into my body with his lovely cock, until I felt his pubes start to tickle my anus, and then shortly after I felt his balls gently tap against my perenium, my own cock so hard it was touching my belly!
As he was I me I felt him grind, and then he pulled back a bit, and then he pushed back in, just a little faster. My arms were to the side of me, my hands in from of me. With one hand I reached around, pulled my ass-cheek apart, and touched his balls. This made him absolutely crazy, and he gripped me so hard and pushed into me with all his weight, and he was a lot bigger than me. Again I let out a groan, and he slowed down, I reached back again and this time I touched the cock that was going into my body; again he went a bit frantic and I had to stop it was too painful for me to take for more than a few seconds. I couldn't maintain that position for long in the state I was in and the amount I knew he wanted to fuck me, so I let my legs and body go flat onto the bed, so I was face down and was on top of me, still inside me. He was kissing my shoulders and rubbing my back, every now and then his hand going down to squeeze my ass, then reaching around and rubbing a nipple. He nibbled my ear, and he said "I love fucking your boy-pussy, I love fucking your boy-pussy, you sexy little bitch, I want you, you're tight, squeeze my cock, do it, do it!". I tried to oblige but it was like trying to have a really big crap, but he liked it, I could tell by the rythmn and the depth of his breathing.
He was only fucking me for ten minutes or so when he pulled out really quickly; I heard him pull off the condom, and I was hoping he was going to sink his seed into me; but it was not to be, but I felt the spray of his molten man milk splatter onto my back, and he pulled my ass cheeks apart and he sprayed some of it onto my anus, rubbing it in with his cock-head, one hand pushing down onto my back, and he was making loud groaning sounds! He dropped down onto me, I could feel his warm wet cock flop against me hole. I sort of rolled over, and tried to get him to look at me, but he wouldn't; guilt. Oh well. I quickly got dressed, and told him to call me again next time he was in town, if he wanted to do it again.
I left, it wasn't too late and I got a taxi home. Two months later Ian called again, when we met, I gave him a watch as a joke. We fucked again but this time it was sober, sooo much better!
*** This is a true story. I'd love to know if you enjoyed it, your opinion, and if you'd like to hear any more. jamie26_uk2002@yahoo.com ***