My Next Step
A True Story
My masseur, who I saw once every five weeks moved out of state. Just as well. I had fallen into a pattern of sucking him off and in return he would have me cum in his oiled hand. He had been the only one I was seeing. Now I was a long time with out release, I needed to feel a cock in my mouth and soon I met a guy. He was about ten years younger than me, maybe about thirty five. A tall muscular guy, married with kids.
He became my next long term relationship. Every six or seven weeks he would call me and we would go and share the cost of a motel room. We both worked at jobs where we could get away for a couple of hours in the middle of the day. These encounters were always the same. I would suck him off and he did not reciprocate. Would not even touch my cock but he always wanted us to be nude when I sucked him.
He had a thing for my ass. Always telling me what a great shape it was. Nice and round and firm. He wouldn't touch my cock but he enjoyed feeling my buttocks, telling me he would love to fuck my ass. I was not into that, always thought it was a disgusting practice. I enjoyed being finger fucked but that's as far as I would ever go.
He would call me and we would meet every six weeks. Then I started blowing him off. After all, there was no release in it for me. His name was Wayne and he was a very considerate, gentle man. I liked him but I wasn't getting anything from the relationship. After blowing him off for about ten weeks he called me and wanted to get together. I agreed to meet him a couple of days later. He did have a nice size cock and balls. It's hard for me to say no.
The more I thought about meeting him the more I thought about what it would be like to be fucked by him. I decided that maybe I would try it. The day, before we were to meet, I gave myself an enema and rinsed myself out several times. I shaved my anus area like I always have. It's so much easier to keep myself clean. I bought a jar of Vaseline "this was before AIDS" and drove to the mall. I parked and got into his car and he drove us to the motel as we always did.
On the way, I showed him the jar of Vaseline and told him I was ready. He went on and on about how much I was going to enjoy it. What a wonderful pleasure I was going to experience and how much he wanted this. I made him promise that if I didn't like it, he would stop, that I was only willing to try it.
In the room we undressed and I knelt down in front of him. He was rock hard. Usually I feel him getting hard after I take him in my mouth but this time he was hard getting undressed. I started to deep throat him but he wanted me on the bed. "Jack, lay on the bed,. On your tummy". My heart was pounding. I lay there, watching him slather Vaseline on his cock, thinking that this is what his wife must experience. My arms were crossed under my chest and I spread my legs apart. He wiped his hands clean and then got on the bed,saying,"close your legs, put them together". I felt the mattress moving as he positioned himself over me with one knee on each side of my legs. My mouth got very dry as I tried to calm myself. I was shaking. Then he said,"O baby" as I felt the head of his cock forcing it's way up between my buttocks. Then when it got to my anus, I clamped up so tight that the cheeks of my ass forced his cock out.
"O, no baby. Relax, relax. I'm not going to hurt you. It will feel so good, just relax, let it happen, relax". I replied,"I'm sorry. It was an involuntary reaction. Please try again". This time I tried to relax and let it happen but the same thing happened again. He sat back placing his hands on my ass, saying," O baby, what am I going to do with you"? I reached back and clasped my buttocks, spreading them apart so he could have access to my rose bud. I said," now do it". Without warning, he made one quick, thrust and penetrated me. We both let out with a moan. His in pleasure, mine in pain. The head of his cock was in me. I could feel my muscles tighten up around it and it felt so hot. It was like a hot poker, so hot that I my whole body began to perspire.
He lowered his body down on mine. I could feel his belly fill the contours of my back. He crossed his legs over mine. Then ran his hand through the hair on my head, clutching a fist full. His other hand he brought up and covered my mouth. Whether I wanted it or not, I was going to be fucked. His head rested on my shoulder so his mouth was at my ear and he whispered,"sweet, sweet ass" as he slowly pushed his cock up into me. I could feel the big fat, hot head of it forcing my insides apart as he pushed it all the way in. His pelvis pressed hard up against my buttocks and the pain I felt as he gave one last hard jab up into me. It was painful and so hot. It filled me so much so that I felt like I could not breathe. Then he began to slowly withdraw, bringing the head of it back up to my rosebud. Where he again pushed it back up into me. Slow at first and then picking up the rhythm. The pain subsided and I felt myself pushing up to meet his thrusts and closing on his withdrawals. I was opening and closing, opening and closing. His cock began to swell and get hotter and then he gave one hard thrust as he groaned, " I'm cumming". I answered him,"cum baby, cum". I could feel him shake and his cock pulse as he shot his load into me.
We lay there for long while. I could feel his weight on me as his cock went flacid inside me. When he got up to pee and wash up I felt a wetness under me. I raised my body up and discovered I was laying in a pool of my own ejaculate. I don't remember having an erection or cumming but I had my cum all under me. I must have cum when he did.
After that day, the relationship between us changed. When he would call, I no longer blew him off. I was his, anytime he wanted me.