Rosalee is a small town girl with small town dreams, but when she wins a date with her favourite Hollywood hunk, and he falls for her simple honesty and kindness it would seem the bar is raised on her expectations. Rosalee's best mate, Pete, however, is devastated, ‘cause he's loved her for years but just never quite plucked up the courage to tell her. Win A Date With Tad Hamilton is everything you'd expect of a romantic comedy with a title that clever.