Enter Sandman: Adam Sandler's 15 Hottest Movie Hookups

5. HEATHER GRAHAM AS KENDRA IN ANGER MANAGEMENT (2003)

Eighteen months before the Boston Red Sox finally won their first World Series in 86 years, Sandler’s hit Anger Management gave the city’s male baseball fanatics a reason to forget about the “Curse of the Bambino.” Under his therapist’s (Jack Nicholson) orders, Sandler’s character flirts with a sensuous blonde (Heather Graham) in a swanky bar. His come-ons work, leading Graham to invite Sandler back to her place. Turns out she’s completely bonkers, but at least Graham tries to seduce him with nothing on but a white Red Sox bra. Or, as Beantown natives would call it, her “braah.”

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