Affleck attempts comedy and a British accent as Ned Alleyn, who participates in Shakespeare’s first production of Romeo And Juliet. Affleck was convinced to take the role by Harvey Weinstein, and saw it as an opportunity to spend more time with then-girlfriend Gwyneth Paltrow.

The flick won numerous awards, including seven of those all-important Academy Awards, though Affleck’s part was too small to warrants a nomination.

Heartthrob Material? Gold diggers prick up thine ears!