Mad Dog and Glory (1993)

A cop who'd rather be an artist. A mobster who'd rather be a comic. And a woman who'd rather be anywhere but between them.

Wayne Dobie is a shy cop whose low-key demeanor has earned him the affectionate nickname "Mad Dog." After Mad Dog saves the life of Frank Milo, a crime boss and aspiring stand-up comedian, he's offered the company of an attractive young waitress named Glory for a week. At first both are uneasy about the arrangement, but they eventually fall in love. However, the situation becomes complicated when Milo demands Glory back.