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I was doing odd jobs here and there for spending money, but had no regular job and no girlfriend so I was home with time on my hands quite a bit. Our neighbors across the street, the Carters, were pretty well off. Mr. Carter was CEO of a pharmaceutical company. He and his wife were in their late forties. They had a swimming pool in the back yard that my friends and I had always been allowed to use, and even had an entertainment room with a pinball machine, pool table and giant projection television. Mrs. Carter was tall, about 5-9, with a matronly air about her. Her hair was frosted blonde, short and conservatively styled, and her dress was always modest and classy, very much in the conservative, preppy Southern fashion of that time. I had never really paid much attention to her figure, as whenever I had been over growing up I was always hoping to catch a glimpse of her daughter Lori, who was six years older than me and smoking hot. Little did I know that the focus of my. .no..wait..OH" Jack begins protesting.Sean enters Jack only an inch deep. He pauses. Jack looks back at him with a nervous look. "Please....we said just oral." Jack said."Do you want me to stop?" Sean asked.Jack bit his bottom lip. When he didn't say anything Sean pushed a bit deeper. Jack went cross eyed and slapped his mattress a couple times."OH..OH....OH...wait wait wait." Jack said.Sean pulled out. Jack rolled onto his back and sat up. Sean put an arm around him."I'm sorry. I've only been fucked by one guy before. And that was only a couple times." "Shhh it's okay man. I should've asked first. If it's not something you want it's ok.''"Well I didn't say that." Jack said smiling.Sean laughed. They kissed. He pushed Jack onto his back. He took his legs and pushed his knees to his chest. Jack held them up and looked at Sean. Sean leaned forward and kissed him. "I'll be gentle.'' He sat back. Slowly he entered Jack again. He gasped as this dick went into his ass. Sean went a bit.
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