First Time Ass Training in Humiliating Femdom Session

In a cramped, dimly lit room, a bi-curious crossdresser, dressed in lacy panties and a bra, awaits his femdom trainer. She sneers, "Today, we prepare your ass for a real cock." She strokes his growing erection through his panties, laughing at his humiliation. He's ordered to bend over, his ass cheeks spread, revealing his virgin hole. She spanks him, leaving red handprints, then pushes a thick, lubed plug into his tight ass, stretching him as he moans in a mix of pain and pleasure, ready for his first man.

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• sissification
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