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25 Celebrity Couples You Never Knew Existed

Seriously, you could spend hours scouring the Old Loves Tumblr for great old photos of ex-couples. All the Reese Witherspoon and Ryan Phillippe photos are kind of heartbreaking. Love is fleeting, I guess. posted on December 5, 2011 at 10:48am EST

Peggy Wang BuzzFeed Staff posted about a year ago

I know, right? Now tell your friends!

25 Celebrity Couples You Never Knew Existed

Peggy Wang

1. Scott Baio & Pamela Anderson, 1991

Scott Baio & Pamela Anderson, 1991

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Source: / via: oldloves.tumblr.com

2. Scott Baio & Brooke Shields, 1978

Scott Baio & Brooke Shields, 1978

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Source: / via: oldloves.tumblr.com

3. Helen Hunt & Matthew Broderick, 1987

Helen Hunt & Matthew Broderick, 1987

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Source: / via: oldloves.tumblr.com

4. Judd Nelson & Shannon Doherty, 1993

Judd Nelson & Shannon Doherty, 1993

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Source: / via: oldloves.tumblr.com

5. John Stamos & Marlee Matlin, 1989

John Stamos & Marlee Matlin, 1989

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Source: / via: oldloves.tumblr.com

6. Uma Thurman & Gary Oldman

Uma Thurman & Gary Oldman

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Source: / via: oldloves.tumblr.com

7. Sarah Jessica Parker & Robert Downey Jr.

Sarah Jessica Parker & Robert Downey Jr.

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Source: / via: oldloves.tumblr.com

8. Martha Plimpton & River Phoenix

Martha Plimpton & River Phoenix

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Source: / via: oldloves.tumblr.com

9. January Jones & Ashton Kutcher

January Jones & Ashton Kutcher

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Source: / via: oldloves.tumblr.com

10. Emilio Estevez & Demi Moore

Emilio Estevez & Demi Moore

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Source: / via: oldloves.tumblr.com

11. Winona Ryder & Jimmy Fallon

Winona Ryder & Jimmy Fallon

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Source: / via: oldloves.tumblr.com

12. Rob Lowe & Winona Ryder

Rob Lowe & Winona Ryder

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Source: / via: oldloves.tumblr.com

13. Drew Barrymore & Corin Nemec (aka PARKER LEWIS CAN’T LOSE!!!)

Drew Barrymore & Corin Nemec (aka PARKER LEWIS CAN'T LOSE!!!)

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Source: / via: oldloves.tumblr.com

14. Aaron Carter & Lindsay Lohan

Aaron Carter & Lindsay Lohan

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Source: / via: oldloves.tumblr.com

15. Jerry Brown & Linda Ronstadt

Jerry Brown & Linda Ronstadt

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Source: / via: oldloves.tumblr.com

16. Brad Pitt & Thandie Newton, 1994

Brad Pitt & Thandie Newton, 1994

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Source: / via: oldloves.tumblr.com

17. Heather Graham & James Woods

Heather Graham & James Woods

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Source: / via: oldloves.tumblr.com

18. Rosie Perez & Tupac

Rosie Perez & Tupac

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Source: / via: oldloves.tumblr.com

19. Johnny Depp & Ellen Barkin, 1994

Johnny Depp & Ellen Barkin, 1994

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Source: / via: oldloves.tumblr.com

20. Winona Ryder & Matt Damon

Winona Ryder & Matt Damon

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Source: / via: oldloves.tumblr.com

21. Paul Simon & Carrie Fisher

Paul Simon & Carrie Fisher

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Via: oldloves.tumblr.com

22. Ad-Rock & Molly Ringwald

Ad-Rock & Molly Ringwald

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LOL look at her and look at him

Source: / via: oldloves.tumblr.com

23. Drew Barrymore & Corey Feldman

Drew Barrymore & Corey Feldman

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Source: / via: oldloves.tumblr.com

24. Jennifer Love Hewitt & Joey Lawrence

Jennifer Love Hewitt & Joey Lawrence

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Source: / via: oldloves.tumblr.com

25. Steve Martin & Anne Heche

Steve Martin & Anne Heche

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Source: / via: oldloves.tumblr.com

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Sergeant Fanciful a year ago

That picture of James Woods and Heather Graham made my skin crawl.
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jubu a year ago

At least two of these couples were married (Estevez/Moore and Simon/Fisher) so how is it that people wouldn’t know they existed?
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Sophia Walker - The Last Goddess a year ago

Should have been titled “25 Celebrity Couples that People Under the Age of 17 Never Knew Existed. FAIL.
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joeb11 a year ago

1. Tommy Lee only wishes he had married this Pamela Anderson.
2. They’re posing for a wedding cake, right?
3. So happy together. PS - Helen, that scarf is wearing you.
4. They spent romantic evenings trying to out-crazy each other.
5. Even before she appeared on Seinfeld, Marlee dressed like Elaine Benes.
6. It’s so weird to see Gary Oldman “in the wild,” so to speak, and not deeply immersed in character.
7. SJP is trying to stop RDJr from choking her.
8. Skinniest couple ever. They’re like human cigarettes.
9. How do we get this January Jones back?
10. Only with Emilio could Demi be herself and totally frump out, Liz Lemon style.
11. Even they’re not convinced this is real.
12. Rob’s already got his eye on the next one.
13. Not a good hair year for Drew.
14. LiLo looks like she just ate spaghetti without using her hands.
15. I remember seeing a joke about this couple in an old back issue of MAD Magazine.
16. Brad in his Messianic period.
17. How are they such different colors?
18. The sex, I’m guessing, was amazing. This is a hot-looking couple.
19. Look at your date, Johnny, to see how to keep that hair out of your eyes.
20. It looks like Matt Damon met Winona through the Big Brother program.
21. How is Paul Simon taller than her?
22. She looks like a really hip mom taking her son to middle school.
23. Misprint. This is Drew with Michael Jackson.
24. Did Joey Lawrence just get out of a wind tunnel?
25. The arguments? Brutal. Just brutal.
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bombusted a year ago

Weird.
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katiep5 a year ago

i knew about a lot of these…but i mean everyone knew about 14…where have you been living under a stupid rock?
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Sami M. a year ago

Brad is down with the swirl? I’m so in..
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Anpaula a year ago

For some reason I thought Paul Simon was gay…
Men soooo dig kleptomaniac girls
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Skeemer a year ago

Corey Feldman moonlights as a matador?
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Gabriel G. a year ago

Sorry it didn’t work out, but based on that photo, now I really want to see Winona and Matt to play siblings in a new movie.
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heatherr6 a year ago

Definitely the strangest one but I would still give it up to Ad-Rock.
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Benjamin G. a year ago

Damn it Scott Baio. Well at least now we know where the hollywood pink eye epidemic stemmed from.
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tbonestreep a year ago

I feel way too old now.
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Kate M. a year ago

I thought EVERYONE knew about the Lindsey-Aaron-Hillary Duff kerfuffle. Guess not?
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glenchilada a year ago

Pamela Anderson was really gorgeous before all the plastic surgery.
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TroutMaskReplicant a year ago

Ad-Rock and Molly Ringwald only lasted ‘til the breaka dawn.
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newsdaylaura a year ago

Winona Ryder gets (got) around. Dang.
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therblig a year ago

i know, timing is off, but just go with it
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Aaron C. a year ago

There’s gotta be a 6 degrees of Kevin Bacon’s penis game in this somewhere.
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Stephen D. a year ago

i say Steve Martin & Anne Heche are the biggest WTF in my personal opinion
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