Sissy Lost Bet: First Time Feminization and Chastity Training Feminization

A lost bet. The loser? Caged, dressed up, and humiliated for a whole day in front of all the college girls on campus.When Andrew makes an bet with Madeline where the loser has to do everything the winner says for twenty-four hours, he thinks he has it in the bag. That is, until Madeline unexpectedly wins, and Andrew learns exactly what Madeline has in mind for him: humiliating sissy training. Dressed up in high heels, dresses, makeup, and more and caged in chastity, Andrew transforms into the beautiful feminine alter-ego he never knew he had… especially when Madeline invites all her friends to show him off…