The Ladies Man (2000) on Netflix

Plot summary

Leon Phelps gives romantic and sexual advice on a late-night Chicago radio show, and his taste for explicit talk finally costs him the job. His producer, Julie Simmons, stands by him as they look for work. A letter then arrives from a woman who says she was once his lover and offers to support him in comfort, but she does not sign her name. Leon, who has courted a long list of women, has no idea which of them wrote it, so he begins calling on old flames to find out. Meanwhile, a group of husbands and boyfriends whose partners were unfaithful with Leon wants revenge and is hunting for him.