Chrissie's Sissy Training Sessions

Chrissie's sissy training begins with her lubing up her boy pussy, tentatively pushing a finger in as she winces at the unfamiliar sensation. Her dominant trainer watches, critiquing her technique, demanding she take more. Chrissie complies, adding another finger, stretching her tight hole. She moans, her cock hardening at the humiliation and pleasure mix. The trainer then presents a thick, black strap-on, commanding Chrissie to take it like a good sissy. She hesitates, but the trainer's stern gaze pushes her to bend over, feeling the massive head prod her boy pussy before slowly sliding in.

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