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10 Of Our Favourite Past Celebrity Relationships

Posted on February 26, 2014 by

It’s hard to keep track of all the celebrity couples; who’s with who and who’s broken up. Fortunately the Tumblr account, Old Loves is doing it for you.

With regular posts and a searchable index, you can find a list of hundreds of celebrities from Lenny Kravitz to Julia Roberts and photos of people they have dated throughout the years.

Here’s our list of the 10 favourite couples featured on Old Loves

10. Miley Cyrus and Nick Jonas

These teenage Disney sweethearts shared their romance through song but in the end all they were left with were “broken hearts and last goodbyes” as Nick says in the Jonas Brothers song, Sorry.

9. Kim Kardashian and Nick Cannon

Before Kim Kardashian became super famous (in part from a leaked sex tape and her reality show, Keeping Up With the Kardashians) Kim and Nick were hitting up red carpets and parties together.

8. Jessica Simpson and John Mayer

Remember when John Mayer described his old relationship with Jessica Simpson as “sexual napalm”? Yeah, we can’t erase that from our minds either.

7. Lisa Marie Presley and Michael Jackson

Making the list as possibly one of the strangest couples, these two musicians were one-in-the-same, which escalated a longtime friendship into a hasty marriage.

6. Scarlett Johansson and Jared Leto

Alright Jared, who were you really dating, ScarJo or your phone?

5. Reese Witherspoon and Ryan Phillippe

Even though these two have been divorced for seven years, they were together for almost 10 and have two children together. Sounds like a solid life; too bad they couldn’t work it out.

4. Jennifer Love Hewitt and Will Friedle

You may remember when JLH guest starred on a halloween horror episode of Boy Meets World, but did you know she dated one of the show’s leading men? Will Friedle (a.k.a. older brother Eric) and Jennifer did this photoshoot together for Seventeen magazine back in 1997.

3. Britney Spears and Justin Timberlake

These Mickey Mousers were a thing of true love and one of our first OTPs.

2. Vanessa Hudgens and Zac Efron

Anyone from the High School Musical generation will have a soft spot for Zanessa. We’re also still secretly rooting for these two.

1. Rachel McAdams and Ryan Gosling

After meeting each other on the set of The Notebook, we couldn’t help but root for this Canadian relationship that managed to find its way from the screen and into real life.

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