Cassidy Cream, a new femboy, is subjected to Bailey Wilde's sadistic femdom games. Bailey forces Cassidy into a tight corset, flattening his chest and accentuating his hips. She then makes him wear a chastity cage, denying him any pleasure. Cassidy is made to service Bailey's transsexual cock, licking and sucking until she's hard. Bailey then uses a strap-on to peg Cassidy's ass, making him moan and beg for more.