Date: Tue, 14 Oct 2008 09:41:46 +0000 From: john doe Subject: Babysitting James (gay/young-friends) Warning the following story contains graphic depictions of sex of a homosexual nature if that sort of thing offends you read no further. Also there is small amount of coercion present in this story, while I don't condone coercive sex in real life, there is nothing wrong with fantasizing about it. I wrote this story two years ago and never posted it. I think this is the first story I ever finished. Feedback is appreciated at criedfornoone (at) hotmail (dot) com My name is James, I'm17 years old and I'm going into the 12th grade next year. I have brown hair blue eyes and a medium build. Most girls think I'm something of a hunk. Too bad I don't like girls. I'm really attracted to boys, especially ones who are 12-14, though older and younger ones turn me on too. So you can imagine how happy I was when I found out my moms friend was going to be out of town with her new boy friend for a whole week and needed me to watch her 13-year-old son. Taylor was beautiful he had shoulder length blond hair blue eyes and a very feminine face; he was often mistaken for a girl. His mannerisms were somewhat effeminate too but not overtly so. I was sure he was gay but he is what we call a passer, most people wouldn't notice just from talking to him. The first day I came over on Friday evening at 6 o'clock when I knocked on the door Taylor answered smiling, god it melted my heart, it was going to be hard to keep my hands off him this week I was glad I had the for-sight to jerk off a few hours before I came so I wouldn't get too excited around him. "Hey kiddo," I said. "Hi James" "Where's your mom at?" I asked. "She's inside" He led me in to their two-story house; his mother was in the kitchen with her boyfriend Chris getting her bags together. After giving me instructions on sleeping arrangements and showing me the guest bedroom she told me the rules for Taylor, like in bed by 10, no watching "late night" cable movies that sort of thing. She bid Taylor good bye and gave him a kiss on the cheek. "I'll be back in a week, be a good boy for James or you will get it from Chris when I get back, I love you" Taylor and I watched as she left and then I turned to Taylor and said. "Well, do you want to show me your room?" "Sure" I followed him upstairs, my eyes glued to his wiggling ass, god he was sexy. I felt my self start to get an erection. He is about 5' 4" and 115 pounds, very slim. I'm 5'11 and 190. His room was typical of a young adolescent he had a computer in his room, poster of various rock bands like System of a Down and Tool. "Hey I like System" I told him "Really?" "Yeah, I have been listening to them since their first album came out when I was 13." We talked about that for a while, and then we played Halo 2 on XBOX. At 9:30 I told him it was almost time for him to go to bed. Reluctantly he agreed and told me he was going to take his nightly shower. "Okay," I said and made myself busy by organizing my cloths and such in my temporary room. 20 minutes later he came out of the shower and I got a glimpse of him with the towel around his waist. I couldn't help but wonder what he was doing in there and why he took so long. At around 10 I came in after knocking, he was wearing boxers and a t-shirt. I got an immediate erection. "Okay bedtime" "All right, good night James" At 10:20 I got up to use the bathroom and noticed a faint glow coming from underneath Taylor's door. My curiosity peaked, I leaned close to the door but could hear nothing. I knew he must be at the computer and my heart began to pound when I thought he might be looking at porn online and jerking off. I knew the right thing to do would be to knock first but I also knew that I want to see him in that position more then anything in the world right then. Open here I flung the door and there was Taylor with his hand wrapped around his hard little cock sticking through his boxers shirtless. "Shit" he said. Trying to cover himself he immediately turned off his computer screen. Even in the darkness I could see him turn bright red. "What are you doing, you're supposed to be asleep?" "I was just err checking my email is all" he said shakily. I could see his penis was still hard and trying to break through his thin boxers. "Your mom told me specifically that you were to be in bed by 10 and not to let you look at pornography." "I wasn't I swear" "Really? Lets see," I reached over and turned the computer screen on, slowly the image brightened it was of two guys one around 20 with a medium build getting a blow job from a skinny teenage guy. I couldn't believe my luck, my heart raced even faster and then I noticed the look of horror and shame on tailors face. I wanted to tell him that it was all right to be attracted to men and that there was nothing wrong with masturbating but I couldn't find the words. Then I noticed Taylor was crying. "Hey you don't have to cry" "Please" he said sobbing "Don't tell my mom about this, she doesn't know" "Well I think I have to, she told me to tell her if you did anything you weren't supposed to do and she mentioned porn as one of those things." My heart was torn I wanted to tell him it was okay and I wouldn't say anything but the other part of me wanted to use this as leverage to see if I could get in his pants. Then I thought, I can't stand to see him this upset, I'll just tell him I won't say anything. "No, you don't understand Chris will hit me" "Hit you? Do you mean like a spanking?" "Well he has before but if he found out I was looking at guys he might punch me." He said still sobbing "I wont tell them you were looking at guys if that's what your scarred of, but I think I'd better say something" I said lying through my teeth, I couldn't bear to do that honestly "What if you punished me?" I almost came in my pants at the implication he was making "What you mean if I spanked you?" "Yeah" he looked up at me hopefully I should say no, and tell him to forget it I thought "Okay I wont say anything if you let me spank you" did I sound too excited? "Come over here" I sat down on the bed. "Now take off those boxers" "You want me to be naked?" "You want me to spank you right? If I'm going to do it has to be your bare ass" He didn't say anything and looked at his feet while he slowly slid down his boxers. He looked very embarrassed. There before me was the most beautiful boy cock I had ever seen, he still had a semi, it was about three inches long and an inch wide with a very light dusting of blond pubes above the base. He was completely hairless everywhere else. As I looked at it I noticed it was growing, he tried to cover himself. The sexual tension was obvious even to him "What now" he asked not looking up "Lie across my lap" He bent over and laid his bare skin across me, I was wearing track shorts and nothing else, I knew he could fell my erection pressing against him. I looked at his perfectly smooth ass and I wondered how I could be so lucky, I rubbed it for second then I began to spank him. Not too hard but he could defiantly fell it and his ass was red after the 20th whack. I noticed now that both our cocks where very hard I could fell his pressing against my leg I closed my legs together tight around his cock and I began spanking him again I leant close to his ear as I was smoking him and whispered hoarsely "you like this don't you?" He only moaned in response and began humping my leg. After the 30 more whacks I stopped and began caressing his smooth ass" "Spread your legs" I told him He said nothing but spread them. I saw his tight little hole there before me, all mine. I licked a finger and stuck it in, he jerked but still said nothing then I began to spank him again. He started humping my leg more feverishly and after a minute or so I felt him tense up and his cock pulse as he erupted against my leg. I took my fingers out of his ass and stood him up. We looked in each other's eyes and I kissed him on the lips. On your knees and suck me I told him. He did as he was told and put my cock in his mouth. I could tell this was his first time. I started humping his face and then pulled out, "Bend over the bed," I said. He stood up and I bent him over. His cock was already back at its full 4-inch length. I grabbed the jar of Vaseline he was using to pleasure himself and smeared some on my cock. I then got behind him and placed my 7-inch dick at the entrance of his sweet cherry. I pushed gently forward, he moaned. I stopped once the head was in then started pushing the rest of the way in. he was very tight and I knew he was in pain but he wanted it as much as I did. I pushed in inch by inch until my pubes were against his ass. I waited about 30 seconds and then I started to fuck him in and out. I went slowly at first but picked up the pace, I knew I wouldn't last long fucking his little virgin ass. He moaned softly as I plowed him, a look of pain and pleasure on his sweet little face. I kissed him on the neck and on the ear I was fucking him hard now giving him every inch of my thick meat, he moaned softly each time I pushed in. I grabbed his hands and pulled them above his head as I fucked the boy. I could feel the cum bubbling in my balls. I grabbed his hips and started pounding faster and faster as I felt my orgasm coming. "Shit your ass is hot, I'm going to cum inside you James" I said and then I felt him start to tremble as his second orgasm overtook him, his ass squeezed down on my cock as he came on the bed and himself, that was all it took I shoved hard into him and his trembling ass milked my cock for the next 30 seconds as I deposited the biggest load of my life deep in his tight boy hole. I collapsed against him and kissed his cheek "That was wonderful," I said then I kissed him on the cheek. We cuddled up together on the bed end I pressed his smooth little body against mine. I rubbed his stomach and whispered in his ear "your so beautiful." And we drifted slowly to sleep. We continued on for the next week and I fucked him up down and sideways. I fucked him on the bed, I fucked him on the stairs, I fucked him in the shower. By the time his mom got home James was starting to get sore. Luckily that wasn't the last time I babysat for James. But the first time was certainly the most memorable.