Sissy Violation

First Time Crossdresser, Reluctant Feminization, Sissy Crossdresser

Because of his secret desire to crossdress, Jaden steals women's intimates from a store and ends up on probation.
Mr. Ventura, his Probation officer, secretly desires to be with a sissy crossdresser.
Penny, Jaden's best friend, has an idea to get Jaden off probation, change him into a woman, to feminize him.
Jaden agrees to be femininized but reluctantly.
In the end, Mr. Ventura gets his wish, and so does Jaden.

l like stories like this

I hope that you can continue with more content and complete his transformation to living full time as a woman

white crossdressing sissy

I love the way he was manipulated into wearing a dress heels stockings and lingerie and taken to a club dressed up like a girl and later caught walking around with the girl and her friend by his black probation officer.