My 10 Favorite Couples Who Used To Go Out

If you're like me you've spent hours of your life thinking about the love lives of your favorite celebrities. Unfortunately, not all young love lasts but lucky for us photos on the internet are forever.

Brody Jenner & Avril Lavigne, 2011

Canadian badass Avril and The Hill's bad pretty boy Jenner dated in 2011. I've spent days of my life thinking about what music they listened to in the car. My best guess is Rooney. The relationship also led to Kylie Jenner making her runway debut in Avril’s Abby Dawn fashion show.

David Moscow & Kerry Washington, 2004 - 2007

Before Kerry became Queen Olivia Pope she was engaged to everyone's favorite Newsie! Yeah, that's right David Moscow played Davey in Newsies! Plus doesn't David kind of look like a baby Fitz?

John Mayer & Jennifer Aniston, 2009

They’re both so beautiful it was basically inevitable. Jen treated this relationship like a spring break fling and for that alone we should all love her. Get it girl, we’ve all been there.

Rachel Leigh Cook & Shane West, 2000

Fact: Josie and the Pussycats is one of the best movies of all time. Plus, who didn't fantasize about a temporary butterfly tattoo when A Walk to Remember came out? These two were goals way before #goals was a thing! Does anyone else remember their tragic breakup issue of Teen Pop?

Anjelica Huston & Jack Nicholson, 1973 - 1990(?)

They are two of the biggest stars in the world and yet this relationship is never discussed, an on-again-off-again relationship that lasted 17 years! Huston described their relationship as "hopeless, enduring love.” But also let's all imagine Anjelica Huston playing Diane Keaton's part in Something's Gotta Give.

Brad Pitt & Christina Applegate, 1989

Applegate has famously been quoted saying, “We went to the MTV Awards and I ditched him! I left him there and I felt really bad about it, I really, really do. I left with somebody else.” Applegate will not give up the mystery man's identity. But who doesn't love living in a world where Kelly Bundy ditched Brad Pitt cause she felt like it?

Nick Cannon & Kim Kardashian, 2006

Ethan Miller / Getty Images

The most famous woman alive and the former America's Got Talent host dated for about a year from 2006 to 2007. This was before Kendall became a supermodel, before Kylie's lips took over the world and when Kim was still Paris Hilton’s friend/assistant. 2006 was a much simpler time.

Connie Britton & Nathan Fillion, 1997

Before Connie Britton made us all care about football and country music and Nathan Fillion filmed about a million episodes of Castle these two young starlets went to the 1997 Emmys together. Fun Fact: Connie’s hair secret is feminism.

Will Friedle & Jennifer Love Hewitt, 1997

Teenage heartthrobs Will Friedle and Jennifer Love Hewitt met while filming a movie you've never heard of Trojan War. She then went on to guest star with Will on Boy Meets World in the GREATEST HALLOWEEN EPISODE OF ALL TIME! Don't @ me, this is a fact! Jennifer Love Hewitt as Jennifer Love Fefferman is iconic. Please watch the episode, “And Then There Was Shawn” it is life changing.

Kirsten Dunst & Jake Gyllenhaal, 2003

Never say I didn't give you anything.