Celebrity News

Jennifer Aniston's Famous Exes

The unlucky in love Jennifer Aniston has dated some of Hollywood's hottest men, and "Extra" is taking a look back at the Jen-exers.

Jennifer Aniston's Exes

Making Music Together

Jen dated Counting Crowes frontman Adam Duriz in the early 1990s — the couple split in 1995.

More Than 'Friends'

Jen dated actor Tate Donovan from 1995 and 1998, when the two co-starred on “Friends.”

'Diagnosis' Dating

After splitting with Tate Donovan, Aniston is rumored to have dated actor Charlie Schlatter, best known for his role in “Diagnosis Murder.”

The Object of Her Affection

Romance on the set! Jennifer reportedly won Paul Rudd’s heart on the set of “The Object of My Affection” in 1998.

The One

America’s sweetheart began dating heartthrob Brad Pitt in 1998. The couple married in 2000, but divorced in 2005. Pitt is now with Angelina Jolie.

'Break-Up' Rebound

Shortly after Brad went public with Angelina in 2005, Jen began dating her “Break-Up” co-star Vince Vaughn. She split from the funnyman in December 2006.

Model Man

Aniston is rumored to have hooked up with model Paul Sculfor in 2007. After their fling, Sculfor began dating Cameron Diaz.

'Wonderland' Romance

Jen began quietly seeing singer John Mayer in May 2008. The couple went public at the 2009 Academy Awards, but split shortly after in March.

'Hangover' Hottie

Rumors swirled that Jennifer and Bradley Cooper went out together in 2009, but Coop denied the romance. Bradley has since started dating Renee Zellweger.