The Ladies Man (2000)

Yet another recurring character from Saturday Night Live makes the jump to the big screen in this comedy.

Leon Phelps (Tim Meadows) is the host of a radio call-in show in which he dispenses advice on the fine art of seduction, for which he seems to have quite a talent - rather surprising, seeing that he's usually broke, nearly everything he says sounds crass and obvious, and he possesses a fashion sense that would have been gauche in the mid-1970s but seems just plain freakish today.

After finally going too far during a broadcast, Leon is fired, but he receives a note from one of his former flames who wants him to come back to her - and is willing to support him in high style.