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Jacob then tells me "Okay Derek, get ready I'm going to pop your cherry now. Just breath slowly and dont move ill do the moving kay.". "Okay Jacob, do you promise it wont hurt?" I say one more time, " Yes, I told you it wont hurt that much Derek" Mark says for him as he's sitting next to us on the bed rubbing himself slowly. Jacob grabs the lube and lubes the condom up once more before aiming it towards my hole. He places it next my bum and slowly starts to push it in, it hurts alot almost burningJacob tells me to breath and relax. The head of his penis is pushing into me and slowly start going inside my bum. He pushes a little more till finally it slides in feeling like fire. Jacob stay still for a bit allowing me to get used to his girth. He then push a bit more sliding 4 more inches of his penis inside of me. He pushes till the rest of his 8in penis slides into me with ease, once more he stays still and telling me to breath and relax. The pain from his dick being in my bum starts. As I put my hands on her sexy wet body she giggled and stopped me saying how much she loved humiliating me and she knew how much I loved it as well I could only agree as my tiny dick was rock hardShe told me I was not gonna get any pussy the whole weekend the only relief I would get was from my hand but only with her permission .After getting ready we went into town as she wanted to go shopping her dressed in a light summer dress with nothing else She is blonde 5 foot 5 inches tall size 12 with 36 D tits lovely tight ass an amazing long legs and a clean shaved pussy that is always soaking wetShe was flirting with every salesman especially in the shoe shop were she flashed her pussy as she was trying on several pairs of slutty shoes the young guy was happily enjoying the view and clearly getting a hard on as you could see the large bulge in his trousers and Cindy had certainly seen itthe guy would glance at me with a look on his face that was almost as if he was laughing at me and I.
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