Ben Affleck – Gigli (2003)
It’s synonymous with box-office bomb, and for good reason. Not only is it not a great movie — Affleck is miscast as a mob guy, who then tries to seduce a lesbian (Jennifer Lopez, his real-life girlfriend at the time), but it was a huge financial disaster. Worldwide, it made $7 million against a budget of $72 million, which doesn’t make sense because most of the movie takes place in an apartment.