As I mentioned in my last story it all started when I was around 16. Ken (also 16) and I had been friends for a long time.
By this time we were both around 18 and had been jacking off with each other and jacking off each other for a couple of years. I am not sure how many times we did it and recently Ken and I discussed just that point but neither could nail down how many times. I would have to guess between 16 and 20 we had to have done it 50 times or more.
It was early Friday evening and I was alone at my parents house. My parents were away for the weekend so I had no worries I would be interupted until Sunday. I had been jacking off a bit while watching TV and tought it would be a lot better and of course much more fun if someone else joined me. I picked up the phone and called Ken hoping he was home. As I dialed the phone I was nude and slowly stroking my cock. Ken answered and I asked him if he wanted to come over. Because we had masturbated many times together he knew exactly why I was asking him over. He said sure and that he would be right over. Since he only lived a couple blocks away he was over within 20 minutes.
By the time Ken came over I had dressed again and greeted him at the door. We went upstairs to the living room and sat down. Even though we jacked off together fairly often it always started a bit awkward. I asked him if he was hard and he said no. I then asked him if I could see? He said 'okay' and took off his pants and underwear. By the time he was sitting there nude he was hard. I then removed my pants so we were both naked. We then both stroked our cocks until we were both really hard and all the time looking at each others dick. Ken then stopped stroking himself and came over and grabbed my cock. He stroked it slowly at the same time cupping my balls. It felt great and when he stopped he sat down and I came over and played with him. We went back and forth like this for what must have been and hour. At times taking a break to get something to drink or to wipe off the precum. Ken had somewhere to go that night and I remember him making a phone call as I sat there watching him talk while stroking his very hard cock.
Since we could not go on like this forever when Ken sat back down from his call I decided it was time to make him cum. I massaged his cock and balls jacking him slow then fast. As I could tell he was getting closer to cumming I slid my had a bit under his balls closer to the crack of his ass. When I did this his breathing changed and he shot his cum all over my hands and his stomach. We headed to the bathroom to clean up and then back to my room to finish me off. Ken played with me (he now had a soft cock that was bobing up and down as he stroked me). I quickly came watching this and we again headed to the bathroom and cleaned up.
Ken left but we both knew we would be doing this again soon.