This true story started in 1944 Tommy lived just two doors away from me. We were the same age - 14.
I had been jerking off several years and cuming about 2 or 3 years. After my first experience with a good boy friend of me jerking me off and me jerking him off and finding our that a lot of my buddies were doing it with each other, I decided to try jerking off with the boy two doors away from me. I was 14 then.
One Saturday morning, I had slept late. I woke up about 9:30 with a hard on. I decided to jerk off. I had learned by experimenting what I later learned to be called edging. I had been jerking off about 45 minutes when the doorbell rang.
I heard my mother go to the door. I lived in a two-story house and my bedroom was on the second floor. My mother was hard of hearing and couldn't hear anything I was doing upstairs. I heard my buddy Tommy say, ' Is Walt was home. My mother said, 'He's still sleeping.'
I shouted, 'Tommy, I'm awake. Come on up to my room.' He told my mother what I had said; then she said, 'Go ahead.'
When he walked in the room, I had the covers down and was nude with hard on and jerking off. He was astonished and didn't say anything. In about 20 second, he reached down and started rubbing his cock. I asked him if he had a hard on. He said, 'Yes.' I told him to take it out of his pants. He did; then I started using both my hands jerking myself and him.
I asked him if he'd like to put it in my ass. He didn't respond, but I got up out of the bed and put my butt up against his hard cock and told him to put it in me (we both were really dumb about anal sex - no lube, etc). I didn't know whether he was in me or not because I had never experienced what it felt like having a cock up my ass. He started humping and I was jerking myself. Both were breathing hard and I shot my load of cum on the floor and he said that he had cum.
I didn't feel anything. Then I put my hand on my asshole and felt that he had shot his load in the crease between my butt's cheeks and hadn't got into my ass. A few months later I asked him if I could put my hard on up his ass. I put some Vaseline on my hard on and gently pushed it into his ass. He said that it hurt and asked me to pull it back out. I did. We tried three other times with the same results.
Well, after our initial time we got together at least a couple of times a week and jerked each other off for the next 4 years - then I have to leave to go to college.
At college I learned about blow jobs - I had heard about them, but never had one until a guy at college sucked me off 3 times.
When summer break came, I went home. My father had passed away and my mother was working. One day, Tommy came over to see me and to jerk off; we immediately started feeling each other's cock through our pants until we both had a hard on. I told him that we were going to take our pants and shorts off and be nude from the waist down and I was going to show me something new. I told him to stand in front of me while I sat on the couch.
I took his hard cock in my mouth and started sucking on it. He told me when he was about ready to cum, but I kept on sucking until he cum in my mouth and I swallowed his cum.
I asked him if he liked it. He replied, 'That was great, let me do it to you.' Of course, I was happy that he wanted to suck me off. We then sucked each other a couple of times a week every time I was home from college on break.