Before Brad Pitt fell in love with Angelina Jolie and Ben Affleck married Jennifer Garner, both were involved with several other ladies. And they aren't the only ones.

While he's married now, Matt Damon briefly dated his 1997 Rainmaker co-star Claire Danes during production of the film.

Celebrity Couples That Are Still Together

Before Katie Holmes married Tom Cruise, she was with American Pie's Chris Klein for five years. And, before TomKat, Cruise dated Penelope Cruz for three years.

Before Jennifer Aniston and Angelina Jolie, Brad Pitt dated another famous actress - Gwyneth Palrow. The two were even engaged. The actress also dated Ben Affleck.

Celebrities And Their Children

Click through our gallery to see some more celebrities who once dated.

Tags
Brad Pitt, Britney Spears, Katie Homes, Jennifer Aniston, Angelina Jolie