There was a movie, I believe with Patrick Swayze, where he played a man that was engaged. He meet a girl who does make-up for a funeral home. She likes him and goes all out to get him. One of the problems is that she is large, so his friends do not approve of her. She discovers that He wants to be a train engineer instead of the business man that his fiancé wants him to be. The leading lady transform herself ( wearing miniskirts and other clothing and hairstyles as she feels better about herself) and the leading man. I can give more details if needed.

Babycakes (1989) (TV) (http://www.imdb.com/title/tt0096872/reference)