Older for younger
Older for younger was the Craigslist headline. I described myself as an older MWM looking for a curious younger guy to jerk off with and maybe more. After a dozen crazy responses I got one from a promising college student. We sent email back and forth, sent our stats and swapped cock pics. I was hosting at my office and it was a safe place to play. He was a newbee at 5.9, 160 with brown hair with an athletic physique. We got undressed and I complimented him on his beautiful 7 inch cut cock. He had tight balls, shaved and a smooth body. He was really a great looking kid. I asked what he liked and he said he did not know. I asked what he has done and he said nothing. I asked if he looked at porn and he said a little. He was nervous and I proceeded to tell him to relax we would not do anything he did not want to do.
We were stroking our own cocks and talked. I asked how long he was curious to do something and he said three years. I told him how and older guy had introduced me to m2m play and felt it important to be gentle and encouraging so he would realize to play with a cock did not make him gay. He smiled and I could see him become calm. I explained I was happily married, did not kiss men or do anal but I loved to play with a cock and have mine played with. I said if my wife had a cock I would not be doing this. He laughed and we moved toward each other.
I took his cock in my hand and he let out a moan. I asked how it felt he and he said great. By now my smaller 5.5 inch cock was hard and I asked if he wanted to touch me. He did and we agreed this was a great feeling. We got closer and rubbed our cocks together. He loved it and grabbed my ass and pulled us closer. We lay down on the carpeted floor and I proceeded to lick his cock and balls. He moaned and said it felt great. I asked if he wanted to do me and we got in a 69. I said do what you feel comfortable doing, nothing more. He did the same, first licking my cock and then my shaved balls. He put it in his mouth and sucked for the first time. I had just done that to him and we were both locked cock to mouth.
I told him I did not take cum in my mouth and he said OK and he did not want to as well. We continued to play with each other in 69 and talked. I asked how he felt about this and he said he was glad he did this and wanted to do it again. I decided to take the conservative route and asked if he wanted me to jerk him to completion. I first licked his cock, then took him in my mount and then jerked him to a massive explosion of cum. He did the same to me and we said goodbye.
I said call me if you want to get together again. He said he was visiting relatives and would be leaving in a few weeks.
Older for Younger 2
It took only 6 days and he called and said he wanted to meet again. When he arrived, I asked him his thoughts and he said the following: I had been wondering about playing for a long time. You helped me to see that playing with cocks did not make me gay, it only made me cum. He said he appreciated the slow and easy way he got me to touch, then rub then lick and then suck. He said he jerked off twice that night in bed going over and over what we said and did. He said he also jerked off twice each night until today.
He said he would have been back sooner but he had to work. He was hard when he arrived and we stripped immediately as he was relating his thoughts and likes. His slender well-defined body was a sight to behold. His well proportioned 7 inch cut cock stood out, pointed slightly upward. His smooth balls matched his smooth body. I asked if there anything he did not like. He said no. I asked if he wanted to expand our activity.
We got close and played with each other. We were standing and we were grinding our cocks together. We lay down and went to 69 immediately. We played for a long time, talking and moaning. I must confess seeing this young body was extra powerful to me. There is something about young balls and young cock that is special. I have not had this pleasure before (as an older man) and decided I would savor the sights and touch. I asked if he wanted to do something new. He said yes. I got baby oil and spread it on his cock. I got on my stomach and said put your cock on my ass – not in. He humped me and said it was great. He told me the feeling was wnderful - he had never fucked a woman and this was the closest thing he had done. Without asking, he said it was my turn. I did the same to him. Putting my 5.5 inch cock inbetween his ass cheeks was wonderful. His smooth ass was really nice to look at and even better to rub my cock on. With no hair the sensations were extreme. Since I was smooth like him and he was shaved like me, his sensations were also excellent.
We got off each other and talked some more. I wanted him to be comfortable to talk about his sensations. I wanted him to be clear that his sensations were normal and this was not dirty. I asked if he wanted another new activity. He said sure. I put some more oil on both our cocks. I lay down on my back and told him to get on top of me cock to cock. We placed them carefully together and I took hold of his ass and we ground together. We talked about the sensation of his couck touching mine. I told him to take his cock and stick it between my legs, just under my balls. He did that and loved touching my ballsack. It was smooth and tight like his. Then he reusumed cock to cock. His breathing increased and I encouraged him to keep humping me until he came on my belly. He exploded and then rolled off me. He said he never came so hard. He said your turn and I got on top of him. I took his cum and used it as a lube for us both. I got in position and he took hold of my smooth ass and pulled me to him. We ground our cock together and I proceeded to hump until I came and added to the puddle. I rolled off and he said that was the hottest thing he ever did. I told him it was frottage and it was my favorite activity.
We got to do it three more times before he went back to college. When he got back to school he told me he was appreciative of my teaching and said he had already frotted once with a guy and they are scheduled for another session. He said his uncle moved away from Charlotte and he would not be able to get back to Charlotte. I wished him luck. I still jerk off thinking about his smooth ass, the smooth body and the shaved and hard 7 inch cock rubbing against me. Those were wonderful times