At 18 I was popular with the ladies, good looking, good body and a a nice big cock that was constantly hard. I had a beautiful girlfriend and could have had any girl I wanted. Unbeknown to her and my friends, I was a closet crossdresser, a sissy who Read more
It was the late seventy and I was eighteen years old. I was confused curious about my sexuality like most k**s back then. I found this phone number where you could call and talk to someone about those things. The guy was older and he knew how to make me feel at ease talking to him. I would call late at night while I was in bed and would get so hard just talking about what guys do together. I would try to get him to talk about his own experiences while I slowly stroked my dick. His name was Jim and he said he was a professor at the university. The pleasure was so good I couldn’t wait to finish myself off. But the longer I put it off the more intense my orgasm would be. He knew what I was doing but didn’t let on. Instead, he suggested that we should meet so he could teach me the proper things to do with another guy so I wouldn’t act inexperienced. I finally agreed to meet him at his apartment uptown. I got dressed in a pair of jeans and a t-shirt with a pair of sneakers. I went there without any underwear because it made me horny. I walked up to the door of the old big mansion that had been subdivided into apartments. I buzzed his number and the door opened. Jim opened his door which was the first apartment on the ground floor. He was in his forties with a little bit of a belly and wore glasses. He was dressed in shorts and a white dress shirt and had sandals on his feet. I was so scared. We made some small talk as he lead me to the sofa in the front room. I sat down beside him and he pulled out a magazine with these young guys having sex. The pictures were manly black & white with a few color pictures. I sat there with the magazine in my lap as I turned the pages soaking up all the details. Jim reached over and started stroking my hard on over my jeans. It felt so good and I knew that I had to do something if he was going to do more to me. I reached over and felt his dick through his pants. I wanted to see his dick and started stroking him. Jim could feel my erect penis and grabbed the zipper and pulled it down so he could reach in and touch my dick for the first time. I reached up and unbuckled the snap on my jeans. Jim could now caress my balls and run his fingers up and down my shaft. His shorts were loser and I could release his dick easier. That first touch of his throbbing dick felt great. We continued to look at the pictures and stroke each other’s cocks. He leaned toward me and I knew he wanted to kiss me. I didn’t think I would like it, But I closed my eyes and imagined it was a girl I was kissing. We continued to stroke each other when he motioned me to stand up in front of him. I stood up and let my jeans fall to my ankles. I somehow managed to remove my sneakers as I stepped out of my jeans. Jim bent forward and pulled me towards him as he opened his mouth and started sucking my dick. My legs were weak as he sucked my dick. He had unbuttoned his shirt so I could see his stomach and dick while he was sucking me. Jim suggested that we go in the bedroom and started to stand up. I followed him in to the front bedroom and stopped at the first single bed in the room. He had walked to the other side of the room to take off his shirt. I walked over to him and got down on my knees and but his dick in my mouth. It felt so good being submissive as I sucked on his cock. After awhile Jim pulled me to my feet and led me to the bed. He lay down on his back and motioned me to lie on my side with my dick next to his head. We were in a sideways sixty nine position with him sucking my dick and me free to explore his cock with my tongue. I started moving my hips as I was fucking his mouth and I was sucking his cock. The more I sucked his cock the faster I moved my dick in and out of his mouths. He removed my cock out of his mouths just long enough to tell me it was ok to give him my cum. I continued to suck & stroke his cock as my hips thrusted harder & faster. I wanted to see him cum and the thought of him Cumming made me explode down his throat. Jim took it all as he reached down and jerked himself off as I watched him cum on his belly.
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