Jennifer Aniston

Jennifer Aniston had her big break in the series Friends, but this photo predates even that. This was taken during the brief time in Aniston’s life when she thought the role that shot her to fame was the television series based off the movie Ferris Bueller’s Day Off.

The series ended up being canceled after only a few short months, which in hindsight, was a huge blessing for Aniston! Perhaps not helping the success of the series was the fact that it made only one reference to the popular movie.

Though nobody could have blamed Aniston for taking the role.

You may, however, blame her for this awkward sense of style that she has going on. Thankfully in Friends, she so rarely has a moment of bad fashion choices. We always see her looking wonderful, even in a soaked wedding dress.