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See more by tags Shoplyfter Winter Flynn

Winter Flynn - Case No. 8004401 - Her Pussy for a Pair of Shoes (Winter Flynn's Debut)

Released: September 27, 2025

All I wanted was to fit in. I didn’t think that stealing a pair of sneakers would end with a security guard fucking my brains out. When he asked me to take off my clothes, I thought he was only going to make sure I didn’t steal anything else, but he took his sweet time touching every inch of my naked body. He stopped at my tits and squeezed them really hard, as if I could have hidden anything there. Then, he made me bend over his desk, and I felt his fingers slowly sliding into my pussy, deeper and deeper.

Should I have stopped him? Maybe, but I wanted to get out of trouble, and he knew how to use his hands. Besides, it was my last year of college, and law school was on the line, so if the prize of those sneakers was having a cock in my mouth for a while, I was going to suck it until I had swallowed every drop of cum. His dick felt even better than his fingers when he shoved it inside me, and I rode it so well that he let me keep the shoes.