Vince Vaughn and Jennifer Aniston
The Break-Up, a romantic comedy they worked on together in 2006, introduced these two seasoned actors. The romance didn’t continue long, despite Vince’s later remark that he believed she “is amazing.”

After her (very public) divorce from Brad Pitt, the couple acknowledged to spending a lot of time trying to keep their relationship under wraps in order to avoid calling attention to themselves.