Where it happened: baby-sitting
Langauge: English
Sex: Male
Rating: 5
Category: Straight
My best friend kenny had been babysitting for a friend of his mothers for quite a while. One Friday night I get a call from a lady named Darlene. She Identifys herself as the lady who usually gets Kenny to babysit. He couldn’t make it and recommended me to do it. I asked my mom and she agreed.
I went to the address and discovered that the girl I was baysitting, Crystal, was almost 11 and was just as tall as me. She was okay I guess, short dark hair, very thin, quite cute and I noticed that her breasts where just starting to bud. Her mother left and Crystal totally ingored me. She went to her room to play. I was watching TV for a while and decided to check on Crystal. I went to her room and she on the floor listening to records and reading or writing or something. I asked what she was doing. “Nothing, and get out of my room” was her response. She was like this all night long. Ab0out mid-night I asked when her mother would be home and suggested that she should be in bed before her mom got there. She said that her mother wouldn’t be home until at least the next day and probably not till Sunday night. I about shit. I called my mother and told her she said, :”well okay then”. (good thing I didn’t have anything else to do.
I started asking Crystal where her mother went that she would be gone all weekend. She said, “who knows, she’ll go with anyone that will fuck her.” I was shocked and said, “What da ya mean?”. She said, “you know FUCK”. I said, “I know what it means”. “Have you ever done it?” she replied, “Why should I tell you” I said. She says, “You haven’t I can just tell.” “Neither have you”. I stammered. (There was something very sexual happening to me about this time. As I reflect back upon it, the moment I saw Crsytal I was horny but now it was beginning to surface.)
She said, “So…” and then there was this awkward silence between us. I left and went back down to the TV. ABout 10 minutes passed. I couldn’t get my mind off of the conversation I just walked away from, and down came Crystal. She was dressed for bed wearing only a long shirt. It was all white, had sleeves that came just below her elbows and a large V at the front. She laid down on the floor in front of me, rested her chin on hands and began to watch TV with me. I could see up the shirt right to her panties. I was in love. her legs were spread quite wide a part and I was thinking to myself she must know that I can see her panties, when she said, “Do you want to then?”, I heard her but couldn’t beleive the words the rang through my head. My cock heard however. It immedaitely jumped to life. I tried to speak but nothing came out. Her legs where spread wide open and I could see that her gorgeous white panties were quite wet. She hadn’t taken her eyes off the TV yet and then spoke that single word which changed my sexuality forever. When I just couldn’t bring myself to say anything, no matter how hard I tried, she quietly whispered, “chicken”. That was it. I immediately said, “Am not”, “Am too” was her response. I got up and laid down beside her. She looked me in the eyes and then kissed me very gently on the lips. My lover, my teacher was so gentle, but was without question the one in control. We both knew it so I asked, “what do we do?”. “I’m not sure” she said, “I hear mom fucking guys all the time, but I’ve never watched. I know that you have to be naked”, and with that she pulled th nightshirt over her head. she sat up at me an looked deeply into my eyes and kissed me full on the lips. I opened my mouth and her tongue slowly and magically slipped inside. I could feel her gorgeous nipples against my chest. I pulled away and stared at them. Her breast were actually bigger than I thought, yet still very small, perhaps the size of half lemons, her aeroles wear very large, most of her swelling was aerole. the nipples themselves stuck straight out at least a half of and inch but were very small. I slid down and kissed them and sucked on them. She whimpered and said that feels really nice, don’t stop. While I continued to suck she somehow managed to wriggle out of her panties. I looked down and saw her hand on her almost hairless vagina rubbing up and down her slit. She was moaning loader and loader. I stopped sucking her nipples to watch her. she laid back and told me to undress. I did so as quickly as possible. When I slid my underwear down she stopped and stared at my hard-on. she reached out and wrapper her hand around it and said “it’s so huge”. (I didn’t realize it at the time but my cock is quite a bit bigger than average. At the time it was almost 7″ long and very thick. Today it boasts eleven inches and rivals most cucumbers.) The first thing I noticed is that although she was 2 years younger than me she had as much hair,(which wasn’t much)as me, maybe a little more. She leaned forward and licked the tip of my cock. I almost came right then. I showed her how to stroke and she showed me how to rub her clit. we did this for about 2 or 3 minutes. I couldn’t bleive how much fluid was coming out of her vagina. My fingers were soaked and so was the carpet under her butt. She said that she was ready to try and put it in. She laid on her back and I got on top of her. We tried awkwardly for about 2 or 3 minutes. It was just to big. We tried a couple of diffrent ways. Finally I suggested a position I saw in a magazine. She got on her hands and kness put her head down and her bum up in th air. I knelt behind her and placed the tip of my cock against her lips. her hand reached behind and took hold of the shaft and started to pull me gently into her. Everytime I would get more than an inch inside she said it hurt too much. She said, “lets try it in my bum”. I was so horny I would have tried anywhere. Her bumhole was already soping from her fluids. we tried for a while but it would only go in about the same distance as her cunt. We stopped and foolde around for quite a whiel again. She sucked on my cock and I licked her cunt. While I was licking her she told me to lick the bump at the top where I was rubbing earlier. I licked it and sucked it as hard as I could. SHe was moaning and pulling my head and grinding her vagina into my face. Then all of a sudden she started screaming. I thought I had hurt her so I pulled away. She shoved my face back into her cunt and I continued licking. Her screams subsided and her body shook and trembled and convulsed for about 30 seconds as she orgasmed. While this was happening I could feel and taste her juices shooting into my mouth. She collapsed and I knew I could stop licking. The carpet under her butt was totally soaked. I though she must have peed, but didn’t say anything. She pulled me on top of her and started kissing me again. My cock was still hard as a rock. I rubbed it against her and tried to stick it in her vagina a gain but it just wouldn’t go. Just when I thought it wasn’t going to happen she said, “Short, fat, thick ot thin, vaseline will get it in.” With that she got up went to the bathroom, came back with a huge jar of vaseline. She scoope out almost a hanfull and started rubbing it on my cock and then bent over sliding the rest on her cust and asshole. She stuck a finger inside each, not very far then pulled them out. “I’m ready this time. Don’t stop until it’s all in okay?” she said. I placed the tip of my cock against the pink openning of her beautiful asshole and begin pushing. As I pushed I could feel her relaxing to take my massive cock. When it was inside about an inch or 2 i looked at it and couldn’t beleive how her little bum could stretch like that. She started to push back against me an inch at a time. I could hear her whimpering with each puch, this time more out of pain than pleasure. i didn’t want to hurt her so I didn’t push at all I let her move as she was ready. I took about five minutes before I was buried in side her fabulous tight bumhole. when she felt my body against hers she started to slowly withdraw and push again. She quietly said, “How’s that?” I started to pump her at little faster and said, “I don’t know, I’ve never felt anything this good before. She placed her hand behind her to feel me moving in and out then slid it between her legs and started massaging her clit again. We both started moving faster and faster. Then all af a sudden it happened. My orgasm hit like a truck. I couldn’t even screaam I just grunted long and lound and hard I could feel the cum shooting spirt after spirt after spirt into her asshole. She just pused back as hard as she could. I stayed in while she rubbed her self to another orgasm. Then she slowly pulled away. When my cock slipped out it was still semi erect. There was a little bit of blood on it. But she stayed bent over with her head on the carpet and her bum in the air. Her hole was still open a bit. I asked if it was safe to leave my sperm inside her, She didn’t know so we both agreed that she should try to push it out. She pushed hard and her hole openned and out came my cum and a little blood it poured out of her she cupped her hand underneath and caugh some of it but most of it landed on the carpet. I got a wash cloth and cleaned her up. That night and the next we slept together. I all we fucked nine times before her mother got home Sunday afternoon. I did actuall get into her vagina once on Sunday morning as well. It was my first time I have to say the best sex I’ve ever had. I never got to baby sit Crystal again. I’m not sure why, but I think it has to do with the messed we couldn’t get out of the living room carpet floor.
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