Bailey Wilde, the dominant transgender goddess, orchestrates Jake Grand's transformation into a sissy humiliation slave. The goth femdom commands Jake to dress in lingerie and makeup, degrading him before presenting him with a thick strap-on dildo. With Jake bent over, Bailey slowly inserts the toy into his virgin ass, pegging him relentlessly while Pixie Catgurl observes. Jake's feminization is complete as he's reduced to a moaning, submissive fucktoy, ready to serve his mistress' every whim.