Nick and Norah's Infinite Playlist (2008)

In "Nick and Norah's Infinite Playlist," Nick is stuck in a cycle of heartbreak over his ex, Tris. His night takes an unexpected turn when Tris' friend, Norah, shows a surprising interest in him during a club outing. Their evening spirals into a whirlwind of adventures, as they repeatedly encounter Tris and her new boyfriend while trying to locate Norah's inebriated friend, Caroline, with assistance from Nick's bandmates. As the night unfolds, Nick and Norah must confront their feelings and decide what they truly want from one another.