My Boss's Daughter is currently streaming on Paramount+

My Boss's Daughter (2003)86 minComedy, RomanceRating 47/100

Tom daydreams about his boss, Jack's daughter Lisa. One day she asks Tom to come to her dad's house that night. He thinks he's taking her to a party but he's asked to housesit while Lisa goes out with her boyfriend.

Cast: Ashton Kutcher, Tara Reid, Terence Stamp, Jeffrey Tambor, Molly Shannon, Andy Richter, Jon Abrahams

Director: David Zucker