Being a woman is not easy, and Mistress Lorelei Lee plans to make Owen Gray appreciate this fact through feminization. She orders Owen to discard his male identity and put on pantyhose and a dress Lorelei has picked for him. Once dressed in his new feminine clothing, Lorelei puts on make-up on Cherry, which is Owen’s new identity, and lipstick and eye-shadow give his features a softer look. But being a woman isn’t just about looking pretty: endurance for pain is essential to being a woman and Lorelei uses alligator clips and her flogger to drive this lesson home.
Lorelei Lee checks her handiwork by shooting video of her sissy, ordering Cherry to show off her slut-hole while she records it to post it later for the world to see. Cherry can’t deny the thrill of excitement that runs through her body as she sucks on Lorelei’s black strapon cock. Lorelei Lee tests the sissy’s dick-taking skills as she pumps the black toy into Cherry and orders her to cum, and the sissy obeys his mistress.