Richard deCoucy has been a bad boy, peeing on a park bench. Not exactly a felony but a sign of delinquincy nevertheless. It's his bad luck to get caught and to brought up on charges in front of a
judge who has a unique view on how to deal with
would-be hooligans like Richard. The judge assigns
Esther Crookman to be his probation officer for the
duration of his probation.
Esther has a unique idea on punishment. Richard
is ordered to wear feminine clothing, to answer
to the name Renee, and to serve as a server at a fancy
resort. This is supposedly to teach him to settle
down and to become a gentleman when his service
is over. Well, he "settles down" but he also slowly
starts to look and feel like a girl.