Dempsey co-starred with Beverly D’Angelo in In the Mood, his first big movie part. Based on a true story, the film follows 14 year-old Sonny Wisecarver as he woos two older women.

He got his first major movie role at age 21 in the 1987 film In the Mood. Dempsey played real American teen Sonny Wisecarver, who became infamous in the 1940s for his affairs with older women.

Patrick Dempsey was the straight man in 2007's "Enchanted." In the Disney+ sequel "Disenchanted" he's the singing and dancing hero with a sword.