Drew Barrymore and Justin Long
Characters: Erin and Garrett
Movie: Going the Distance (2010)
Like The Break-Up did for Aniston and Vaughn, the movie that brought Drew Barrymore and Justin Long together, He's Just Not That Into You, also spelled out the couple's future. Well, we don't know whether it was him or her that was just not into the other, but the point is that they were doomed from the start.
After dating for a year and then allegedly reuniting and breaking up again, the two joined forces on-screen again in Going the Distance, playing a couple who try to maintain a relationship between California and New York. East coast and West coast? We told you they were doomed.