High Heels and Ass-Stretching: A Sissy's Journey

A eager sissy, dressed in high heels and a frilly thong, gingerly approaches the intimidating fuck machine. He lubes up his tight ass and teases the machine's pulsating dildo against his hole. Slowly, he inches back, feeling the stretch as the toy enters him. Moaning, he rides the machine, his ass clenching and releasing, as he takes every inch. His pace quickens, and he fucks himself harder, his body trembling with pleasure and a touch of pain.

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