Sissy's Humiliating Anal Initiation

The sissy, dressed in lacy panties and a bra, trembles as the mistress walks around him, inspecting her property. She orders him to strip, leaving him naked and vulnerable. She smirks, enjoying his discomfort. She picks up her strapon, a massive, veiny thing, and straps it on. He watches, wide-eyed, as she lubes it up. She pushes him down, making him present his ass. He gasps as she presses the head against his hole, pushing in, making him take it like a good little sissy.

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