Top 10 Celebs You Had No Idea Dated Each Other

We bet you didn’t know that these celebrities dated each other! Did you know that Demi Lovato and Ryan Phillippe were together when she was only 18 and he was 36? Nick Lachey and Kim Kardashian dated each other back in 2006. Interesting pair right? Moby and Natalie Portman dated each other only briefly, but did receive a lot of flack for their relationship.

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WatchMojo is a leading producer of reference online video content of Top 10 Lists, Origins, Biographies, Commentary and more on Pop Culture, Celebrity, Movies, Music, TV, Film, Video Games, Politics, News, Comics, Superheroes. Your trusted authority on ranking Pop Culture.

[juasniiao]

Lol just skim over the fact that Fergie dated Justin Timberlake when he was underage

[StruggleReviewzTV]

16 and 23 really Fergie 😩😂 so sad and kind of sick for another non celeb or male that would be jail time

[romaljalili]

Enrique iglesias is way more famous then sofia

[hankin]

I thought Tupac and Madonna was pretty well-known..

[chloescott]

**Hears 'Niaomi Campbell'** Thinks of 'In The Closet' and MJ 😍😍💕

[Lilka]

Enrique and Sofia? 😱
Once upon a time I was 9 years old and had my first crush. Enrique was the only poster I ever had on my walls 😂 he was VERY popular in Europe

[bifa]

Can someone explain me how Kardashians are celebs? I still don't get this.

[the_glitter_is]

what 23 year old woman dates a 16 year old boy? gross.

[starryjo]

I watched this whole vid thinking it was Hated instead of dated 🤦‍♂️

[DisneyFan]

10. No way never knew they dated.
9. They'd make a cute couple.
8. Seriously. She's so fake. Thank god it never lasted.
7. Well he has the hots for models. Wonder will he ever find love.
6. Strange couple.
5. Haha her voice annoys me. Enrique has a dreamy singing voice.
4. Say what that's a shock.
3. Knew that. Ryan Gosling so hot.
2. Haha seriously Cher thee singer Cher had the hots for Tom Cruise. So strange.
1. What?


How about
Mandy Moore and Shane West
Jenna Dewan and Justin Timberlake
Zachary Levi and Missy Pyrgrim

[justineves]

Wow this is a crazy list I like it a lot

[RedRoseSeptember]

I never knew Fergie was from Wild Orchid! I remember that band from the 90's lol...they opened for N'sync at the concert I went to back in '99!!!

[annafowdy]

Jessica Biel was on and off with Chris Evans, but no one _actually_ talks about _her_ anymore.

[MissIvery]

Demi & Ryan, Natalie & Moby and Madonna & Tupac were the biggest surprises for me 🙈

[cleoarbel]

you guys forgot about Alex Kingston and Ralph Fiennes

[cosaslocasCosaslocas]

Why people assume that the oldest one is the one that "goes after her or him"?

[PureSparkles]

some of these relationships never happened

[criminalmindsgirl]

MsMojo your other channel Watchmojo has already made this list.

[hilalyigit]

King of Latin Pop is Ricky Martin, not Enrique. Just saying.

[Mencyyy]

Wow I’m surprisingly shocked by most on this list lol