The Ladies Man (2000)

"He's cool. He's clean. He's a love machine."

Because of his salacious language, late-night radio advice-show host Leon Phelps, along with his sweet and loyal producer Julie, is fired from his Chicago gig. Leon gets a letter from a former lover promising a life of wealth, but he doesn't know who she is. Can Leon find his secret sugar-mama? What about Julie?