Contrast by Riley
My first time with another man was actually a continuation of a previous encounter with the same man. I decided to cruise a popular "gay" hangout in a neighboring community one day. I had noticed a note on the men's room wall where I worked describing where the place was and what would happen if I met the guy who left the note there after dark. It sounded pretty good so I decided to go for it. (I had been fantasizing about being with another man "sexually" for several years at this time.)
I swung by the hangout, which was actually a rest area, on my way home from work. (I decided to work late that night, for some reason.) It was dark, and I noticed that several cars were in the area. I cruised around the circle and parked on the other side near a picnic table. I noticed that a man had spotted me and he started making his way to my car. I got out and met him half way. We made some small talk and minimal eye contact since it was so dark. I did notice that he was very black, a startling contrast to my white skin. He asked me if I wanted to have some fun and I said yes. He led me back to his car and he got in behind the wheel and I got in on the passenger side. His car was a big Cadillac and had lots of room.
I asked him what he liked to do and he told me that he liked to suck and be sucked, among other things. I told him that I had never been with a man before, but I wanted to try sucking him, if it was OK. He laughed and said that it was more than OK! He unzipped his pants and moved over toward me, just a little. I helped him free his cock and was surpirsed at how big it was! I'm not an expert on measuring cocks, but it was much more than a handful. I noticed that it was uncut, and that his cockhead was hidden in his foreskin. I leaned over and started by licking the tip. I licked and kissed the tip for a little while until he started to thicken, and more of his head started poking out. I finally slipped it into my mouth and I heard him moan. I was amazed that I actually had to strain to open my mouth wide enough to get his cock inside. I was also surprised that I was making cock sucking sounds like a woman, and it surprised me that I really liked it.
I sucked on his cock for what seemed like a long time. My new friend's cock was getting almost too damn big for my mouth! He was really moaning, but softly. I felt him touch my head and I looked up. "Do you want my cum?", he asked, and it really shocked me for some reason. I told him that I felt like I wasn't ready for that, and he said that it was OK. My thighs were aching and shaking as I took him back in my mouth again. I rubbed his balls and thighs while I sucked him. I knew that he was getting ready to cum because he stiffened and started breathing very quickly! I slipped his big cock out of my mouth just as he groaned and started spurting cum. Some of it hit on my lips and face, the rest went into my hand as I stroked him.
I kept my head in his crotch, smelling the smell of his cum and licking just a little off the tip of his cock. It really wasn't bad. He pulled a cloth from his backseat floorboard and cleaned up some. He asked me I wanted him to return the favor. I said sure!
I unzipped my pants and he pulled my cock free. I felt very small after handling his monster cock! He didn't complain though, and proceeded to give me a really first class blow job! I told him that I didn't think it was fair to have him swallow my load since I didn't swallow his. He nodded while continuing to suck my hard cock. He was really, really good and I was ready to cum in no time at all! I finally patted his head when I was ready and he pulled it out of his mouth and stroked me to a good orgasm. He cleaned me up with the same cloth and we promised to meet again soon.
I decided to go back a month later and, sure enough, the same guy was there again. This time I arrived when there was still some light, so I got a good look at him and he was a really good looking black guy. He had offered to go back to his place the last time, but I didn't have time then.
I was married and was on a time schedule. I was still married this time, but I had told my wife I would be very, very late getting home since I was working overtime. I asked him if the offer to go back to his place was good, and he said yes. I followed him home to a small, one bedroom apartment.
We sat on a couch and talked a little. He wanted to know if I had tried anything with "other" guys since we had our little get together a month earlier. I told him that he was the only man I had ever touched sexually, but I had masturbated while thinking about letting him fuck me with that monster cock. He took me into the bedroom where we stripped down all the way. I just stood there, naked, with a naked man looking at me. Finally, he came to me and we started hugging. I was GREATLY surprised when he took the initiative and started kissing me! I had kissed many, many women in the past and I was used to feeling another tongue in my mouth, but this was the first man's tongue I had ever touched with my tongue! I was really shocked and stiffened up (not my cock) immediately. He certainly felt this and we sat on the bed and talked about it. He stroked my cock a little while we talked, and that gave me the idea to do the same to him. He started nuzzling my neck a little and reassuring me that everything was ok.
I told him that I had really fantasized about doing a 69 with another man, and I would like to try it. We stretched out on the bed, side by side, and started sucking each other's cocks. Let me tell you, it felt really good to have him suck my cock while I sucked him! We did that for awhile until I felt his cock was hard enough for the next step. I popped him out of my mouth and asked him if he would like to fuck me. The words just flew out of my mouth before I knew what was happening. He smiled and said that he would love to. He quickly went to the bathroom and came back with a tube of lube. He let me lube my own ass and he lubed his hard dick. I asked him to lie on his back on the bed so that I could be on top. (This was part of my fantasy.) I really was a little scared and I wanted to be "in control". I wasn't comfortable with the idea of a man fucking me from behind where he could thrust as hard or as fast as he wanted.
I straddled my "friend" and got on my knees. I reached back and guided his slick cock to my ass. On reflection, I should have let him play with my asshole for a long time to get it good and loose. I rubbed his cockhead on my asshole for a long time, spreading his precum on my tight ass. I finally applied some pressure onto his cock and I could feel my ass opening up for him, just a little. I concentrated and continued my downward pressure. Sure enough, his cock slid into me some more. I was thinking, "this isn't so bad! I hardly feel it at all!" I closed my eyes and moved up and down a little, savoring my fantasy coming to life. My legs were aching a little, so I relaxed them. That was when his slick cock slipped into my ass a couple of inches deeper. It was VERY uncomfortable! As a matter of fact, it burned like hell and was starting to hurt. I inched up a little and continued my little up and down strokes, trying to get used to it. Suddenly, he grabbed my hips and started humping, just a little. Each thrust drove his cock further into my ass. I was gasping, out of control.
It hurt like hell, but it was strangely erotic and turned me on a little. I noticed that I seemed closer to him. My hands were on his chest and my legs were becoming more relaxed. I guess he sensed me relaxing and renewed his actions. I gasped out loud and could not open my eyes. I felt his cock thrusting and thrusting, longer each time. I actually moaned a long, slow moan when I felt my ass cheeks touch his thighs! He was finally in my ass all the way. I really couldn't believe that this guy had his big cock up my ass! I leaned forward a little and reached back to feel his balls. They were trapped up against my ass cheeks and they felt really tight and good.
My asshole was still burning and stretched to the limit when my lover started to stroke his cock in and out. Each stroke seemed a little fuller and longer. My head was thrown back and my mouth was open wide. I was making sounds that I didn't know I could make. That big cock was moving very strongly now, hard, manly strokes. I notice a sound coming from my ass, and it sounded just like when a man fucks a pussy really hard. It really started turning me on, and it had the same affect on my friend. I noticed that his strokes started getting quicker, and I was trembling from head to foot. He kept saying that my ass was so damn tight and he was grunting a lot. He really grabbed my hips hard and through clenched teeth groaned the words, "I'm cumming!" He held me onto him, tightly, and I felt his cock expanding, pulsing. It blew my mind that a black man was filling my ass with his cum, and it pushed me over the edge. My cock was not very hard, but it started "cumming" in a way. My cum flowed out like runny syrup, all over his chest. I was moaning loud now, not caring. My ass was on fire, but feeling good too. We stayed like that for a while, linked together. Eventually, he softened and I released him from my now not-virgin asshole.
We cleaned up and I went home very satisfied that night. I saw him again weeks later and he let me try to fuck him. I was so excited that I came almost as soon as I entered him. We sat for awhile and talked. That was when he told me that he was going away to another city, hundreds of miles away. I decided to give him a going away present. I asked him to stand up and I knelt in front of him, pulling his loose shorts down to his ankles. I tried my best to give him a prize winning blow job. I licked and sucked for what seemed like an hour. My mouth was getting sore when I felt him touch my ears. I reached around him, grabbing his ass, pulling him forward. I guess he got the idea because his hands moved to the back of my head. I heard him grunt and felt his cum spray into my mouth. It was very, very hot and the scent filled my sinuses. I swallowed some, then some more. I panicked a little when I felt him continue to spasm and fill my mouth some more. Some of his cum ran out of my mouth, and that turned him on more! That was the last time I saw him.