Brad Pitt's 10 Hottest Hook-Ups

Mr. Angelina Jolie was a heartbreaker before he was a headliner.

Not Available Lead
Complex Original

Image via Complex Original

Not Available Lead

Brad Pitt stars as a badass in Killing Them Softly, hitting theaters today. But the truth is, this boy from Oklahoma has been killing them softly for years. And by them, we don't mean bad guys, but ladies. Famous ladies, at that.

He popped up on the national radar as Geena Davis' cowboy boy-toy in Thelma & Louise, and every woman in the theater swooned at his yee-haw shirtless magnetism. This was (and still is) a very pretty man, and it's a mojo that works well for him. Brad has tended to date co-stars, which makes his romantic hit list look a lot like his filmography. It also means he tends to date women who are sex symbols themselves. 

Here are the top 10 women he's killed, perhaps softly, with his song. Or something like that.

RELATED: The Top 10 Male Celebrities With the Best Dating Track Record
RELATED: Screen to Streets: 25 Movie Couples Who Dated in Real Life

Shalane McCall

Not Available Interstitial

Juliette Lewis

Not Available Interstitial

Sinitta

Not Available Interstitial

Jill Schoelen

Not Available Interstitial

Thandie Newton

Not Available Interstitial

Christina Applegate

Not Available Interstitial

Gwyneth Paltrow

Not Available Interstitial

Robin Givens

Not Available Interstitial

Jennifer Aniston

Not Available Interstitial

Angelina Jolie

Not Available Interstitial

Latest in Pop Culture