Crossdressing Sissy's Anal Initiation

Missdnjosephinea guides her sissy into the room, his heels clicking on the hardwood, his ass cheeks peeking out from under his micro skirt. She pushes him down onto the bed, his hands bound behind his back. She runs her fingers along his stockinged legs, making him shiver. "Today, sissy, we're going to explore your ass," she whispers. She slips a finger into his mouth, wetting it, then trails it down to his hole. He squirms, but she holds him steady, pushing her finger in. He moans, his cock throbbing in his panties. She grins, "You like that, don't you, sissy? You're a natural born anal slut."

• anal
• crossdresser
• sissy

• anal