Characters: Brooke Meyers and Gary Grobowski
Movie: The Break-Up (2006)

We have to admit, the Vince Vaughn and Jennifer Aniston thing threw us a bit off balance at first. After all, Vaughn always looks a little...messy. Aniston, meanwhile, rarely has a strand out of place. After getting over our initial surprise, however, we were kind of pumped. Their getting together meant that the long-debated theory that the funny man gets the hottie had been confirmed. Too bad The Break-Up, the depressing comedy in which they played a couple who split but continue to live together, spelled out their ending just as they were beginning.