James and Shane and sis

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#Tween

So i had a pretty messed up life. My parents split about when they had me, my mom got convicted of DUI manslaughter several years later. I live with my grandmother and half sister. My grandmother is kinda of out of it and my sister is kinda of crazy.
My sister was in her mid 20s at this time. I was in 4th grade, 10 years old in 2009. She always had a guy or two around. Now I was a pretty small boy probably like 65lbs, i didnโ€™t have the best meals. I was cute af tho, a strawberry blonde.
I would sneak in when she had sex and go under the bed. She would get so pissed at me call me a perv but didnโ€™t care after a while. I popped out from under the bed once when she was standing behind James, jacking him off pretending his dick was hers and his dick was right in my face. I stared at it because it was the biggest cock i ever seen even bigger than the porn guys i seen on the computer. I think he was like a freak. She yelled at me โ€œShane what are you gay go upstairs.โ€ I remember I found her dildo and asked her what it was even though i knew, she told me unless I was gay itโ€™s only for girls.
I said โ€œgay like when James tickles me?โ€ because he did get really handsy with me squeezing my butt n stuff. She looked at me really serious and said โ€œdo you like it?โ€ Yes I whisper. Okay she said I will tell him. When we were all in the basement she said โ€œJames, Shane has something to tell you.โ€ I got super blushed. Tell him Shane. I said โ€œI like when you touch me.โ€ They laught, James smile got really big and said โ€œwell you are really cute for a boy.โ€ I blushed more and they were laughing. โ€œI caught him wearing my pantiesโ€ She said. โ€œI would like to see thatโ€ he said.
She got up and got some panties i didnโ€™t even know she had. โ€œHere these will fit, go put these on and come back.โ€ I thought about it then grabbed them and put them on in by the stairs and came back in the room. They whistle at me so I did a stupid little strut. Look heโ€™s hard. Then James put his hand on my cheeks and squeeze, bent me over the bed and dry humped me. My sister said โ€œthats actually really hot.โ€
โ€œShould we do moreโ€ James said. If he wants to. I stood up and James rubbed my pee pee and pulled down my panties. My sister was rubbing herself James got on his knees and put my little woody in his mouth. I couldnโ€™t believe it, it felt so good. He stopped and went over to my sister and they undressed climbing in bed, motioning me over. I layed right next them as he forced his enormous cock in my sister. I noticed it didnโ€™t go all the way in. They got up, smoked, went to the bathroom told me to put my clothes back on.
Some days later James was alone with me for little bit and he grabbed me pushed my shorts down so his hands were on my cheeks, I wrapped my legs around him and he bought me down on the bed. Got his nose right up to mine looked at me and kissed me until I kissed back. He pulled out his dick and told me to kiss it so I did, โ€œsuck itโ€, so I did a little. Then he turned me around and held me and i felt his dick at my back and he humped at my butt. He said โ€œTell your sister you want to fuck my dick.โ€ I looked back at him with dirty eyes the though made me horrny not right away but later as thought about it.
Some days later when my sister said James is coming over i got all excited. We were in the basement but they werenโ€™t doing anything and I was so horrny so when I got the chance I humped Jamesโ€™s crotch with my butt. But they ignored me me so I did it again and said โ€œfuck me.โ€ This got them going and my sister said โ€œhes 10 inches it will never fit in you, I knew you were gay Shane come here, go to the bathroom and put this up your butt and come back after you clean it.โ€ It was a dildo and I ran to the bathroom and it wasnโ€™t the first time I put it in my butt and I was pleased that no crap was on it when I pulled it out. When I came back they were half naked and she asked if I put in my butt and i casually said โ€œya Iโ€™m all clean too.โ€ Oh really.
James made the first move and took my clothes off. He jacked and he put a condom on. I was really nervous on all fours when got over me. This was it Iโ€™m actually going to have sex. I felt the girth of his dick head he was pushing but I was just falling forward. Youโ€™re never going to get fit in him my sister said. James sat down on the floor at the end of the bed but I was determine so I went over to sit on his cock and forced the head in with everything I had. It stretched me so bad and hurt so much. I got off it and was in shock from the pain James turned me around and bent me over the bed and pushed so hard it went in again.
Probably two or three inches i opened my mouth wide and arched my back and was wiggling my butt. My sister came over and pet my hair as James fucked me with a few inches. โ€œHe likes itโ€ she said. โ€œDo you like it?โ€ I nodded yes because i couldnโ€™t even talk at this point it hurt so much. As my voice came back all I could do is say ooh ooo noo. So James just held it there for a min as I grinded my teeth. My sister was now in the chair legs spread rubbing her clit.
James took my hands and put them on my back and started fucking me, my mouth opened wide again and I tried to escape but couldnโ€™t move anywhere. I felt his dick hit something in my gut and I started crying. But he quickly fucked past that. โ€œOmg are you almost all the way in him my sister muttered.โ€ I stared breathing so hard just to stay conscious. Air was squeaking out of my butt hole. Then I felt James hips lightly touch my butt cheeks. That felt surprisingly so relieving. I was so stuffed so full my back was the shape of James dick curved upward but at least he had it all the way.
James pulled out and turned my limp body over to insert me missionary. I was going to tell him stop but I failed of even conveying I wanted him to stop. With my legs spread wide he dogpiled me into oblivion. Fucking me until I actually started feeling good. Ya it burned and my hole was stretched and my gut felt weird but I found myself straightening out occasionally so he could penetrate better and giving him little moans which felt weird of me to do.
After this session I was begging to be his little sissy toy. They dressed me up full makeup and I straddled James cock all the time until I was 13.

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#Tween

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31 entries.
Mona
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