The Drew Carey Show: Drew's Cousin (1998)

Synopsis
Among those gathered at a Carey family barbecue is Drew's 18-year-old cousin Kristen (guest star Nikki Cox)--better known as "the only good-looking Carey". While Kristen shops around for a good college, Drew (Drew Carey) arranges for her to work at the store. It's a move that Drew soon comes to regret when Kristen begins dating his rapacious (and decades older!) boss Mr. Wick (Craig Ferguson), who is so smitten by the girl that he takes to serenading her while standing on Drew's pool table. ~ Hal Erickson, All Movie Guide