Play Girl.

Grace Herbert (Kay Francis) is a 30-something woman who has made her living from seducing wealthy men and suing them for breach of promise. She and her maid, Josie (Margaret Hamilton) head to Miami where Grace hopes to find another rich man. When that plan falls through, she stumbles upon Ellen Daley (Mildred Coles), a young lady who is looking for a job as a secretary. Grace introduces Ellen to Bill Vincent, a vain man who likes young women, and who coaches Ellen on how to lead a man on enough to get expensive presents from him.