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Finally I had John work his finger into Brad's ass slowly. Brad squirmed. I think he'd never explored his body as much. I stepped back slightly.I enjoyed watching Brad suck John as John thrusted into his face and against my fingers. All while John's arm reached back and lightly finger Brad's asshole.Slowly I stepped around behind John and slid out my fingers.My large head was glistening with pre-cum and Brad's saliva, I lightly pushed it against John's ass. Searching for his little butthole. I found the spot and pushed. I could feel an incredible tightness. Even loosened by 2 fingers for a while John's ass felt impossibly small against my head. I could hear him gasp as I pushed."relax" I whispered into his ear. Slowly I felt bit by bit slip into him, until I felt his butthole slip past my head. He groaned a mix of slight pain and ecstasy. John stiffed his whole body. "don't go more" he said"i won't" Brad tongue John's cock and caressed his balls. Slowly I slip in a bit further"ok,. The signed piece of paper was then placed in the lock box along with the six hundred dollars that we all put in. I handed out the hundred dollars worth of poker chips to everyone and the game began…winner take all.Well to make a long story short I didn’t win the game. However, I went down to the main floor and managed to win my two hundred dollars back before the end of the big game. The kid that won was really on a lucky streak because he had never played that good before.Saturday evening after the twenty-four hours were up he came out of my sister’s bedroom smiling and bragging about what a stud he was.He hadn’t told me the truth either. According to Margaret he fucked her because she had the biggest tits and then he fucked his own sister and fell asleep. Sometime around noon he fucked Margaret again and then two other girls before his time ran up and Margaret threw him out of her room. He never did get around to fucking the two girls with little tits, and they were both virgins.
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