Bailey Wilde, a dominant transsexual, transforms her roommate Jake Grand into a femboy. Jake, in a chastity cage, is dressed in a sissy dress and corset, his body trembling with anticipation. Bailey and Cassidy Cream, another transsexual, take turns pegging Jake, their trans cocks stretching his virgin ass as he's made to pleasure them, his feminized body writhing in a mix of humiliation and pleasure.