Date: Fri, 14 Mar 2003 10:18:48 -0600 From: Paul Wilson Subject: Babysitting the Boys I was 12 years old when I started masturbating, and was an instant success in that sport. I did it every chance I got, and dragged a couple of my friends into it with me when we had sleepovers and camped out in the back yard. One of them told me he'd been doing it since he was a little kid, and I was jealous that I had missed out on all the fun for so many years. Then came the first night my next door neighbor asked me to baby sit for my her two sons, Rob, 6, and Will, 3. I was proud to be asked, and eager because they were two very cute and nice little kids. They both had beautiful blond hair, little button noses, blue eyes, and eager smiles. I took over the boys at 5 pm on that Saturday night. My neighbor was to return about midnight. We watched cartoons for a while, and the little one, Will, announced he had to go pee. I went with him in case he needed help. He stood in front of the toilet struggling with the snap on his shorts, and I could tell he needed me to help him. So I kneeled behind him and reached around to undo the snap. It was a hard one, and when it finally popped open, his shorts fell to the floor. He hooked his thumbs into the elastic of his undies and yanked them down, and they joined his pants on the floor. He didn't immediately grab his penis, so fearing he'd pee all over the place, I reached for it and held it. It felt really neat; a little version of my own, soft and with his foreskin puckered at the end. I pulled it back a little so the pee wouldn't get inside, and he started a nice stream of yellow liquid. I aimed it around inside the bowl as though I was playing with the stream, but the truth was more that I was enjoying playing with his little member. When he was done, I kept holding it, shaking the last drops off. It was then that I noticed Rob standing there watching, and he had his hand on his crotch, pinching his penis a little. He looked really interested. I let go of Will's willie and pulled his pants back up, and we went back to the TV room. Again watching cartoons, I noticed Rob sitting in the big recliner with his hand in his pants. There was a rhythmic motion, and I realized he was playing with himself. I watched, and got turned on watching him. After a while, Rob looked at me and announced that he had to go pee, and asked if I'd come help him, too. I was suspicious of that; I knew he didn't need help. He was after something else. But I agreed, curious about what was on his mind. When we got to the bathroom, Rob dropped his shorts like Will had done. I noticed that his little dick was hard, about three inches and slender. It looked really cute. He asked me to hold it, and I said OK, kneeling behind him. I reached around and put my hand on his penis. He made no pretense of peeing, so I just held it and played with it a little. His foreskin would pull back just enough for the head to peek out, so I used my thumb and forefinger to stroke it back and forth. Rob leaned back against me, which put his butt right on top of my penis, which was hard and throbbing. As I jacked him, I gently rubbed myself on his little butt, and it felt really good. Suddenly I felt Rob tense up, and in a moment his penis throbbed, then gave several quick little jerks. I just held my hand still as he had his dry orgasm. As he was still tense, I held my penis hard against his backside, and came to a crashing orgasm of my own. I held him tight to me as I spasmed in my pants, and put my head into his shoulder as I shuddered and jerked. I shot several hot jets into my underwear as I held tight into his bottom, and his penis was still giving occasional jerks as his orgasm died away. He obviously knew I was cumming, too. We stayed like that for a minute, then I let go of him and asked if he liked that. He said, "Yeah, that really felt good. Can we do it again sometime?" I said OK, after Will went to bed. I sent him back to the TV room while I cleaned up the mess in my pants. About 8 pm Will dozed off, and Rob looked over at me, got up, and sat in my lap. I knew what he wanted! He pulled his shorts and undies off with one quick motion, and said I should do the same. So I did, as he stood up to give me room to move. Once we were both naked from the waist down, he climbed back up. We were both already hard. He nestled down so my penis was encased in his butt crack. Oh, what a feeling! So warm and smooth and comfy. I took both my hands and played around in his crotch. His penis, his tight little ballsack, and down between his legs. He sighed and I could tell he was loving it. Then I started to jack him again. He just lay there completely limp, at least until he was about to have his orgasm. While I was jacking him, I used my other hand on his hip to rock him back and forth, so my penis got a good stroking in his butt crack. Then Rob stiffened like he had done in the bathroom, and his penis began jerking in my hand. That sent me over the edge and I came into his butt crack, for another very powerful, and very messy, orgasm. It felt great, though, with my penis sliding back and forth in the wet, gooey, mess. I was in heaven, and so was Rob. We just lay there like that for about 5 minutes, when Rob jumped up and said he'd get me some toilet paper to clean up with. Rob reluctantly went to bed at 11 pm, and wouldn't go to sleep until I promised him we'd do that again. I did, and we did. I was their constant baby sitter for several years, and we had a lot of fun together. Horny little kid! I loved it. And so did he.