I’ve certainly never really felt able to trust strangers before, or even people I knew. Dad warned me when I was still young that guys would want me...for my money. Even if they liked me, they would always want the money, which meant that dating anyone sucked, big time. How can you get to like someone if you don’t trust them?”“Well, please don’t feel you need to worry about money from my side,” I said. “I do okay for myself.”“Really, because you don’t really look ... well off?” she said. But one of my first adult maleexperience was with my barber.I went in for a haircut. My barber's name is Tony. Tony had cut my hairfor about ten years, since the times when my dad took me in. His shop ison the south side of the city. He runs a neighborhood shop; everybody knowseverybody else and Tony, somehow, keeps us all separate. When sitting inthe chair we're each individuals. Tony knows what sports team eachcustomer likes and more personal tidbits, as well.I usually get my haircut. ..3 butt plugs in increasing sizes, a cock ring, a inflatable vibrating butt plug and a 8" black suction cup dildo....mmmm my mouth was watering. I lived up and started to finger my ass. First 1, then 2, then 3 fingers. I also like to spread my fingers inside me so they stretch my arsehole more. I fingered my ass for 10mins till it was sloppy and nicely stretched, then the first butt plug went in. A 4" slim blue 1....mmmm good but to small, so I moved up to a orange 5". Bit thicker, felt good. Jackie pulled up off my cock, then roughly held my swollen, sore, hard cock to her asshole and pressed down. I gasped as my cock penetrated her tight asshole. The head was raw and sore from so much activity and each time her spincter slide across it I groaned. My balls were pressed up inside of her cunt and my cock was in her ass and “oh shit, oh fuck”…I started cumming in her ass. Finally, she rolled off of me. I was exhausted, but she wasn’t done. She said, “I’m too tired to get on my knees.
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