My first time with another guy happened, as an adult, as much by accident as it was on purpose. As a pre-teen and young teenager, I fooled around with a few of my friends. However it was very awkward and never really got anywhere. Perhaps, there was something that I didn't get out of my system with that early experimentation, or maybe it was because I am just curious about being with another man, or just that I was plain horny and wanted some action.
Anyway to make this fantasy a reality, I placed a personal ad on an on-line personals page. I described myself as a bi-curious male who wanted a first experience. I received several responses and all of them I strung along. We would exchange e-mails, until the point of actually meeting, and then I would lose my nerve and stop responding to e-mails. I guess at that point the idea of a fling with a guy was enough to satisfy what I needed or wanted.
Finally, I received an e-mail from Ray when I checked my e-mail on a Tuesday morning. As with all the others, we E-mailed back and forth and talked about what we wanted and what looked like. "5'-10', 180 lbs. dark hair" was how he described himself. By noon, it was clear we were in the same boat. We were both married, interested in giving a receiving oral sex, but would not rule any other activities out and had never done anything like this before. One of us proposed a meeting for that evening; it turned out that we both of us could meet after work. We choose a place and set a time. I told him that I would be standing out side of the bar in a green jacket holding a newspaper. The ground rule that was set up was that we would meet have a couple of beers and see what happened. At about 3:00 in the afternoon, we had our last e-mail exchange before we were going to meet. Ray asked how I felt about meeting him that night. I wrote back that I was nervous, which I was, and horny, which I also was.
My wife had a class that afternoon class that lasted until the early evening. After our meeting was set, I called her and told her that I was thinking about going out after work and not to worry if I was not home after her class. At this point, I didn't what might happen with Ray and I didn't want to limit my options.
After work, I ran home and took off my underwear, I thought I would much sexier to Ray if I was going commando. I also grabbed a bottle of lube and a couple of condoms; again I wanted to keep my options open. I put on my green jacket and made sure that I had a newspaper.
As I parked at the bar, it finally dawned on me, I am here to meet someone who I never met before and we are likely to engage in some type of sexual activity. It was a strange feeling, but it was more intriguing than it was unnerving.
I took up a station outside of the bar with my newspaper under my arm and waited. I figured that it was likely that I may be stood up. As men would walk to the door I would size them up. Finally, Ray walked up to me and asked if I was waiting for him. I said yes and we decided to go inside.
Ray's description of himself was accurate, but not complete. Ray had long hair and marginally bad skin. I will have to admit that I was not particularly turned on by his appearance. I guess that always has been my problem with being attracted to men. Sexually, I am not turned off the by idea of a penis, in fact, it does turn me on to some extent. It is the masculinity of a man that doesn't work for me.
Luckily, we were at the bar in time for happy hour. 2-1's were defiantly important for relaxing the participants of this strange meeting. We asked the most superficial questions about each other. Both of us responding to inquires with the bare minimum of information to protect our privacy. We did talk around what he had met her to do. We talked in a vague code to prevent any one listening to figure out what we were doing there. After, having 3 or 4 beers inside of an hour. I suggested that we go out to the parking lot and see what happened. I suggested the ground rule of not going past giving and receiving hand jobs.
We discussed which car we would use, and decided on his. We got in and drove to a dark quiet end of the parking lot. I offered to do him first. He pulled down his pants and revealed a totally flaccid penis. I lubed up my hand and start to touch him. After a couple of minutes it was clear that he was too nervous to get it up. I asked him if there was anything I could do to relax him. He asked he could do me first. I agreed and un-buttoned my pants and lowered them far enough to expose myself. I was already partly hard, so Ray was able to get me totally hard with just a few strokes of his lubed hand. Ray jacked my off for a couple of minutes. He was pretty good at it, but his hands were rougher than my wife's (strange thought to have during your first bi-experience). I moaned a couple of times to let him know that he was doing a good job. Shortly, I could feel myself getting ready to cum. I told him that I was getting close, Surprised, he remarked, "Already?"
I guess that I have always been a little quick, but I never thought that a guy would care how fast you are. Anyway, at this point he decided to go ahead and break my rule, he put his head in my lap and took me into his mouth. We had talked about safe sex so; I stopped him and put a condom on. He took it back into him mouth and kept sucking me. He had told me that he had never given head before, but he did a great job. As he had me in his mouth, his hand jerked the base of my cock. The entire time he sucked me, his leather coat made a crinkling sound that I will never forget. I continued to moan in pleasure, as I moaned a little louder, he sucked harder and faster and before to long I was coming. I thrusted my hips and he took me all the way in his mouth. I had a fairly long and strong orgasm, but had to ask him to stop because of the post orgasm sensitivity; I suppose since I was wearing a condom, he couldn't tell that I had come.
I have always wondered if I should have worn a condom. I know that to be perfectly safe you should always be protected, but I also know that statistically that oral sex it not as dangerous and anal sex. Anyway, I know that one of the things I have fantasized about is giving a blow job and wanted to know the feeling of orgasm and the feeling of cum in my mouth and swallowing it. So I wondered if I stunted his ability to fulfill is fantasy. Anyway, he was good, but a bareback blow job is just much better.
After thanking him for the great service, I went back to work on him. I lubed up my hand and when back to work on him. By this time he was semi-hard, so a couple of strokes got him totally hard. I continued to jack him off until he came. It is funny how different penises are, mine is a little longer but fairly skinny, however, Ray's was short and a little on the chubby side. I didn't know if it was rude to not give him head back since he did it for me. When my wife and I were dating, I always felt a little bad if there was a discrepancy between sexual activity, for example if we were messing around in the car and it was much easier for her to give me a blow job that it would have been for me to go down on her, so on a few occasions she only got a finger job while I received a blow job. Of course, I was always willing to make up for it at a later time, but always felt bad because she was getting less than me. I thought twice about it, I was comfortable enough to break my rule so; I let him come on my hand and in his lap.
He offered me a towel to clean up with, which I gladly accepted. After cleaning up, we pulled our pants back up and he drove me to my car. I got out quickly and awkwardly told him that I would e-mail him later. I think we both agreed that kissing was out of the question, but if it were a woman it would have been an expectation.
My experience with Ray happened about two and half years ago. The day after, I E-mailed Ray and told him that I wasn't interested in anymore experience. I didn't tell him, but without lying I could have told him that he was the best guy that I had been with. Truthfully, it was all about me. The experience was good, but it was a little uncomfortable. I think it was a combination of it being with a guy, not being particularly attracted to Ray, and it happening with a complete stranger. There are sometimes that I wished that I had kept seeing Ray and wonder what we would be doing by now, it would be nice to have a good fuck buddy.
After the passing of a couple of years, I am interested in trying the BI thing again. Maybe, it will be a neighbor or somebody that I knew before it gets physical. Or maybe I will place another personal ad and meet another random stranger. Either way, maybe I will have he never to take him into my mouth and may be he won't have a leather jacket that makes a funny noise.
I hoped you like this account. I know that was long on thoughts and observation and short on graphic details. If you have any comments please feel free to write.