Where it happened: Jim's house
Langauge: English
Sex: Female
Rating: 5
Category: Straight
It was over 20 years ago but I remember the first time I ever played with a boy. His name was Jim and we were good friends but not really bf/gf, just close friends. He was fifteen and I was seventeen. He was cute with freckles on his nose and dark hair and blue eyes. He was a great athlete and smart in school and new to our school. Anyway, our first time was on Labor Day right before school started. He had been away all summer working at camp as a junior counselor I think, and it was his first weekend home and I stopped to see him. I lived maybe a block or so away. He was home alone for some reason and it was a warm afternoon. He was mowing the grass and was only wearing a pair of shorts and he was so tan from the summer and his shoulders were all freckles and he was so amazingly cute. We talked for a little while and then he got me a soda and we sat in a nice little screened porch right next to each other on an outdoor couch type of thing. I noticed that he had grown during the summer and was shaving for the first time and I even saw a few hairs on his chest and a few hairs around each of his cute nipples. I teased him about that and even tugged on a nipple hair. He laughed and stood up so I could see he was maturing for myself. We joked about it and he flexed once or twice–just kidding around and I even teased him about his armpits which had become very hairy during the past few months. He sat back down very close to me and I am not sure how it all happened, but I began to massage his shoulders and back and the next thing I knew, I was massaging his chest and belly. He had firm abs and I noticed he had some hairs going down from his navel toward his shorts and I tugged on them and he seemed to love it. A couple of times I let my hand slit a little into his shorts and he was letting his hand reach under my shirt and toward my breasts. It was so incredible and I could tell he was getting very aroused and I tickled his little nipples which got very hard and he was laughing and told me if I got to play with his nipples he should be able to play with mine, and I did not need much convincing this was only fair. In a flash, my shirt was off and he had his hands on my breasts and nipples and we tickled each other’s nipples and it seemed like we could not stop laughing and tickling–it was wonderful. I remember I told him I loved his chest hair and that he was really growing fast and he said if I liked that, he had a lot more he could show me. I pushed him onto his back and knelt over him and massaged his belly and let my hand slip further into his shorts and for the first time, I felt male pubic hair. Jim’s felt coarse and thick and I just had to see it. I told him his pubic hair felt amazing to touch and he asked if I wanted to see it. I think I had barely nodded yes and he stood up and dropped his shorts and stood there in his 15 year old glory. His pubic hair was incredibly thick and black and I was so impressed. And his penis was absolutely rigid and standing almost upright on his tan belly. I have never seen any man with such a rigid erection. That boy’s manhood was pointing due north right up his beautiful belly. I just decided to help myself to his manhood and he moved close to me and stood in front of me and I reached for his cock and wrapped my hand around it and with my other hand, I ran my fingers through his heavy boy bush. I really had to pull his cock downward in order to actually play with it and tease him. Jim knelt on the couch next to me and he massaged my breasts and played with my nipples and he really knew how to pleasure them and it felt like he was actually milking my nipples. As he teased my nipples, I massaged his balls and his powerful erection and he was loving it. He teased my nipples and I gently worked my hand up and down his penis shaft and I remember his penis head was huge. I don’t know how big his cock was. He wasn’t a horse or anything like that, but he must have been like six inches but his penis was so fat. I mean, it was thick and fat–there is no other way to describe it. I loved it. He was so erect with excitement and as he played with my breasts I teased his penis and after maybe fifteen minutes of playing (I loved touching his boy bush!) I was gently stroking his penis and he began to groan and whimper and then he absolutely exploded in orgasm. I think it caught both of us off guard.
It happened so fast and he was so erect I had to work to keep his cock pulled downward so that it was pointing at me. I am glad that I was doing that to him as I milked his penis because he ejaculated all over me and onto my breasts. That boy was a geyser. I am not kidding. I felt like I had been hit with a garden hose. There was sperm everywhere and it was so hot and thick. He just kept squirting his semen at me and his orgasm seemed so intense. When it was over he almost collapsed on me. He sort of lay there and we rubbed his sperm onto my nipples and I rubbed some onto his. It was the first time I had ever brought any boy to climax that way and I have never forgotten how intense it felt to have that much control over a boy. He was absolutely helpless as I was teasing him and it was a wonderful feeling. We got together many more times after that Labor Day and even connected with each other in college. While I have not seen him in nearly ten years now, I often think of him. He was such a great guy and at 15 he was already a man. To this day, I love the feeling of being able to bring a man to orgasm as I did to Jim that day but not one single man I have known has had an erection like Jim’s or has been able to ejaculate the way he could and every time were together, he would practically cum in liters. I will never forget that!
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