It took me a long time to get up the nerve to actually call a man and offer myself for sex. It had been a long time fantasy of mine, and plugging myself with a dildo just wasn't enough anymore. I wanted my first guy to be older and taller than I, experienced, a dedicated Top man, and hung as well as possible. The dildos I had played around with had gotten progressively larger, so I knew he had to be at least eight inches long and two inches thick, or I would probably be disappointed.
I bought a Swinger's magazine at an adult bookstore. It had several telephone Personal services in the back for gays and bisexuals. I picked one at random, and started calling. There were several good ones close to home that met my criteria. I started out leaving just a message or two, until I got a response.
I was surprised at how many responses I actually got, including a few unsolicited ones to my own personal ad. One of these was a black man with a nine inch cock that sounded really nice, but he was too young. Another guy described how he wanted to fist me, and it sounded exciting, but I knew I wasn't ready for that. Another black man said he had ten inches, but something in his voice scared me.
I finally settled on a 44 year old named Keith. He said he was divorced, lived in a condo, had an eight inch cock, stood 5' 10", and had graying hair. He lived only about 30 miles away, so I called him at home one evening. We chatted for about an hour, about what each of us expected from an encounter. He had a very soothing voice that sounded safe, so I asked him if we could meet. He gave me directions to his home, and we planned to get together that Friday at eight.
I was nervous all day, but I didn't want to call him and cancel. I was sure that if I could just get myself to his house, undress, get into his bed, and have his cock offered to me, all my inhibitions would disappear.
I dressed in some of my best clothes for the occasion. I really didn't think I would be in them long, but I wanted to look good for him. Underneath, I wore skimpy black underwear. I put a couple of condoms in my pocket just in case, and left for Keith's.
I was just a few minutes late. I felt embarrassed now. Would he be upset with me? Would I be someone he would want to have sex with? Being a bottom, I really didn't know what it was that turned on a Top man. When I looked at pictures of naked men, the most important thing to me was the size of his cock-everything else was secondary.
I parked where he had told me. I still hadn't lost my nerve, so I walked straight to his door and rang the bell before I changed my mind. What would he look like?
When he answered the door, I was pleasantly surprised. He was an average looking man, but not bad looking at all. He smiled and invited me in. I stepped into his living room, where the lights were dimmed and a porn movie was playing on the VCR.
"To get into the mood," he said.
He took my jacket, layed it over the back of a chair, then came and stood next to me, his hand on the small of my back.
"Do you want to watch the movie, or just go upstairs?" he asked.
"It doesn't matter to me," I said, still very nervous.
He went over to the television and turned it off. Oh, God, we were going to get right to it, I thought. He did give me a choice, I guess. There was no turning back now, as he led me to the stairs, motioning me to go first. As I started up, he put his hand on my ass and gave it a gentle squeeze. "We're going to have a good time," he said. I was to nervous to respond.
At the top of the stairs, he guided me to the left by again touching the small of my back. I don't know if it was simply his way, or if he just knew how to put someone at ease, but he was actually calming my nervousness somewhat by his touches, and that low, soothing voice.
His bedroom was at the end of the hall, next to the bathroom. A single lamp was on low in the opposite corner, and the twin bed looked as if it had been freshly made up. I walked in ahead of him, and sat down on the side of it.
"I'm very nervous," I said.
"That's okay," he said, smiling. "We'll start with a massage to get you relaxed."
He stepped close to me, and started rubbing my nipples through my shirt. I felt them hardening to his touch. I hadn't known they would be so sensitive, but it was really turning me on. I couldn't even look up at him, so I just stared down at what he was doing.
He played with them for awhile, and then reached down to pull my shirt over my head. As he dropped it on the floor, I took off my shoes and socks.
Once they was off, he said, "Lay down, and I'll rub your back."
I moved up onto his bed and put my head on a pillow, he sat down next to me, and began a wonderful massage. That was all it took for me, really. It felt so good that I very soon was completely relaxed. He noticed, too. After about 20 minutes, he told me to roll over.
When I did, I looked him in the eyes for the first time since we had come upstairs. He leaned over me again and started rubbing my chest and stomach. This man really knew what he was doing. He never said a word as he worked. Eventually he worked down to my pants, and casually unbuttoned them. He hooked his fingers inside the waistband, and when I raised my hips off the mattress, he pulled them down and off my legs, dropping them on the floor. Next went my black underwear.
Now, I was completely naked in front of this man that I had just met less than an hour ago, in his bed, and he was still completely clothed. I felt very vulnerable, but also very excited!
He kept on massaging me for awhile, silently, in the dimness of his bedroom. He worked himself between my legs as he rubbed my chest, pushing my legs apart. The cool air of his room hit my crotch, and suddenly I was feeling aroused. I hadn't seen his cock yet, but I was beginning to see the outline of it through his pants. I wanted to reach out and touch it, but I didn't want to be the aggressor. He was doing just fine, taking charge the way he did.
His hands moved from my chest, to my stomach, to my legs, and then across my penis. He stroked it just once or twice, and then quickly knelt between my legs, pulled them up over his shoulders, and stuck his tongue right up against my asshole.
I was surprised that he would want to do that to me, and once again I felt vulnerable, but he dove right in to me, licking all around my hole like he really enjoyed it. It didn't take more than a few seconds until I discovered I liked it, too. He pushed my thighs up and back, opening me up to him, and ate me good for at least twenty minutes. His tongue bathed my entire crotch and the backs of my thighs in his saliva. What he was doing felt so good, but what finally made me gasp out loud was when he pushed his tongue inside me. I felt so wet down there already, but he fucked his tongue in and out of me as deep as it would go, until I could feel his nose pressing against my crotch and his unshaven chin on my ass.
In and out, in and out, and then around and around the outside again, over and over and over. My legs were beginning to quiver in his hands, but he continued to hold them up and lick me until I felt sopping wet. How was I so lucky to find this guy as my first?