Where it happened: our living room
Langauge: english
Sex: Male
Rating: 8
Category: Straight
I was 11 years old, almost 12, and my sister Katie was 16 and she was a high school cheerleader. She had 3 of her cheerleader friends overnight and 2 of the were 16 and one was 15 years old. Cheryl was 15 and Melissa and Susie were both 16. Melissa and Susie were both tall and slender both pretty and had long blonde hair and both kinda stuck up. Cheryl was shorter blue eyes and blonde hair. She was not as skinny but had a real nice figure and I think the biggest boobs of all of them, and was for sure the nicest of them all. My name is Jack and Melissa and Susie called me meoff cuz once my sister caught me when I was playing with my cock so they started calling me Jackmeoff. Cheryl never did though. One night the all stayed over night and wanted me to play spin the bottle and if you lost you had to take off a piece of your clothing. Well I was down to just my underwear and the girls like only had their socks or sweatshirts off, basicly still clothed. Susie lost twice in a row and was down to only her bra on top. My dick was starting to get hard and i tried to not let them see. it wasn’t very big then but was all i had. then she lost again and took off her pants well not i got real hard and on of the girls noticed and wanted me to stand up and i got embarrassed and ran to my room they were laughing and teasing me. I felt bad. About an hour later Cheryl came in my room to talk to me and say she felt sorry for me when they teased me. She was ready for be and had on a tshirt and panties i guessed. I was in my bed under the blankets. Cheryl had the best body of them all, she was shorter with the biggest boobs, probably 34b, and real nice little butt and her boyfriend was the quarterback of our football team. She told me don’t worry about the teasing you about getting hard i think it was cute when you did get hard. In fact i really wanted to see it but i knew you were scared to show us? I was only 11, no pubic hair and it was really just alittle boy’s cock, I thought why would this hot girl want to see it? But I remember saying you do want to see it? She sat down on my bed and said yes I do, and I said you promise not to tell my sister and not to laugh. She said yes. Then she said Susie’s panties made it get hard and I said well yah and I said yes and she said want to see mine? I couldn’t even answer she was a Junior in high school and one of the hottest cheerleaders we had and I was in the 7th grade. Well do you she said and I said I guess she pulled up her shirt to just below her boobs and spread her legs wider than they were, and said ok let me see you now. I pulled off the blankets and I had alittle pup tent in my underwear and she said did I do that to you and i said yup. we talked for awhile like a half hour and she kept her legs spread the whole time exposing her white and pink panties. she said well i better go to bed now, do you want me to do something about that thing in your pants? I said like what? she said stand up and face the door, she got behind me and pulled down my underwear and took 2 fingers on the bottom and her thumb on the top and started to jerk me off. She said its so cute, does this feel good? I said yes and she went faster and about 10 more pumps she reached around and grabbed the head with her other hand i shot my first load of semen into her hand. It felt so good. She kept it up and my dick never even got soft and 5 or 6 minutes later I did it again. She held out her hand and said i always like the feel of this, so warm and slippery. I almost clasped on the floor! She said see there isn’t anything wrong with your penis it works fine. I have to go to bed now but, I am staying over tomorrow night too, want me to come back? I said yup, but promise not to tell my sister ok? She said I promise, and i started to build some trust in her. Well the second night finally got there and she showed up about midnight as she promised. We talked about her boyfriend, stuff at school, then she just asked me if I thought she gave a good hand job? I said well it was my first time, but yah it was great. She said want another one? Yes Yes I said, I was already hard as hell but she said she wants to practice for her BF and told me to tell her the best places to touch, squeeze so she could get better. I thought I was in heaven. She said I want to teach you and you to teach me what a guy likes best. She said ok are you ready, and i thought boy am I! And she said ok lets get going and she just pulled her tshirt off exposing those gorgeous boobs and there she sat in light blue panties and nothing else and then I came in my pants I was so embarassed, when she pulled off the blankets and pulled down my underwear there was a load already there. she laughed and said am i the first girl you ever seen naked, and i said well yah but you aren’t all the way naked. and she replied want me to be and she didn’t wait for an answer and stood up walked over to my door and locked it and turned back towards me and pulled down her panties walked out of them leaving them on the floor. She was shorter than Susie and Melissa who I had seen in their panties, and a little wider at the hips but soooo pretty naked i was speechless. she said do you like how i look? and then just said I know you do I can see how it is hard already. She smiled and i did too. I was naked in my room with the prettiest cheerleader at our school. I sat down on my bed waiting for her next move and she sat on the corner of my bed and put one leg on the bed and her other foot on the floor giving me the best view of her pussy possible. It had light brown and blonde hair on it and it was shaped like a small triangle, just as pretty as i ever imagined. She said what do you want to learn tonight? And I said I don’t know what about you? Want to do a hand job again? and I said sure she again came around behind me and started pumping with 2 fingers and her thumb on the top of my shaft. Then she said let me see how you do it so I grabbed ahold and went at it for 15-20 pumps and then she said let me take over again. I lasted maybe 20 strokes and this time she let it shoot our onto my bed and I said why didn’t you catch it, she said don’t worry there will be more. Then she asked me where does it feel best on your dick and i showed her where i like to touch it and were to rub it. I wanted to touch her so badly but was scared to ask her, so I said where do you like to touch yourself, and she smiled on of the cutest and sexyest smiles i ever saw and pointed to the top of her pussy crack. then she said to you want to touch it? I said no you do it first, so she took two fingers one on both side of her crack and started to rub up and down like 10 times. then said here you try when i finally agreed i walked closer to her and she grabbed my hard dick, it was hard almost the whole night, spun behind me again and started pumping it but this time she was standing real close to me with her boobs rubbing on my back 20 strokes at the most and i shoot another load on my bed she gigled and said you are soooo much fun. You are like my student and I am your tudor and I am having fun with you and i think your little penis is just right. she said do you really like how i look and i said you are the prettiest girl i ever seen EVER. She told me I got one more surprise for you tonight then I better go to bed, told me to lay down on the bed and she got up on her hands and knees and started to kiss my dick then to put it in her mouth and suck it then she stopped looked at me and said don’t cum in my mouth I want it to go in my hand so tell me when ok? I said ok and she started again well i lasted like 1 minute and i told her now. she said i will see you tomorrow ok? and when i do we will work on learning about this and pointed to her pussy. she got dressed and went to bed. I will post later about that night!
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