46. Home Fries (1998)
Director: Dean Parisot
Stars: Drew Barrymore, Catherine O'Hara, Luke Wilson, Juke Busey, Shelley Duvall
Lame Love Song: "Magic Moments," Perry Como
Love Conquers: Rednecks
Breaking Bad mastermind Vince Gilligan wrote this script, proving true Groucho Marx's immortal words, "They can't all be gems." Putting your leading lady in bed with multiple men from the same family is a surefire way to earn worst romcom status, no matter how tight your writing chops. Even Gilligan's brilliance couldn't save this tale of a woman (Barrymore) who falls for the stepson (Wilson) of the dead guy she used to bone.