Are You Surprised by These Past Celebrity Couples? (Taylor Swift Is!)

From Sandra Bullock & Matthew McConaughey to Ashton Kutcher & January Jones, these former celebrity pairs will make you do a double take

Some past celebrity romances are forever burned in our minds. (Brad Pitt and Jennifer Aniston, we're looking at you!) But others are easily forgotten. Luckily, we're here to remind you about these former star match-ups!

Just how surprised are we that each of these duos paired up in the past? Allow us to use Taylor Swift's iconic shocked face to express ourselves...

Nick Lachey & Kim Kardashian

Nick Lachey & Kim Kardashian

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Considering that Nick Lachey isn't a professional athlete or a rapper, it's pretty shocking that he was able to woo Kim Kardashian! After Lachey parted ways with ex-wife Jessica Simpson, he started up a fling with Kardashian (who was a relatively unknown stylist at the time). "They're sweet on each other," a source told People in 2006. "It's the beginning stages of a relationship." They soon parted ways, and Kim went on to date a slew of other celebs -- including ex-husband Kris Humphries and current beau Kanye West. Nick, on the other hand, just welcomed his first child with wife Vanessa Lachey.

Ashton Kutcher & January Jones

Ashton Kutcher & January Jones

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He may be dating Mila Kunis now, but at one point Ashton Kutcher was mad about Mad Men actress January Jones. The two stars (who dated from 1998 to 2001) were both models before Kutcher got his big acting break playing Michael Kelso on That '70s Show. But he doubted his girlfriend’s ability to make a similar leap. "He was like, 'I don’t think you’re going to be good at this.'" Jones told GQ in 2009. "So, f*ck you! He only has nice things to say now -- if anything, I should thank him. Because the minute you tell me I can’t do something, that’s when I’m most motivated."

Drew Barrymore & David Arquette

Drew Barrymore & David Arquette

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They're both a little goofy, so this pairing actually makes sense! Former wild child Drew Barrymore hooked up with David Arquette in 1991 -- long before he settled down with Courteney Cox. Their romance fizzled quickly, but the pair reunited eight years later to costar in the 1999 hit Never Been Kissed. (The exes played brother and sister onscreen -- awkward!)

Sandra Bullock & Matthew McConaughey

Sandra Bullock & Matthew McConaughey

Barry King/Getty Images; Michael Tran/FilmMagic

 
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There's no denying that Matthew McConaughey is a Hollywood hottie -- especially when he's shirtless! But we have to admit, it's a little surprising that he managed to snag Sandra Bullock while rocking those leather pants and that mustache. The lovebirds met while filming A Time to Kill in 1996, and sparks flew immediately. "I just look at her and I think, Wow!" McConaughey told In Style. "But she doesn't know how beautiful she is or how much people like her." The magic dwindled a few years later, but the pair remained friends. "I feel very cared for by Matthew," Bullock told Cosmopolitan in 2003. "No matter where he is in his life or where I am in mine -- he could be married -- I know we would stay close." We hope that's cool with his new wife Camila Alves!

Seal & Tyra Banks


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Seal is most famous for his (failed) marriage to Heidi Klum -- but before he landed the German beauty, he canoodled with another sexy supermodel. The "Kissed by a Rose" singer dated Tyra Banks (who's 10 years his junior) for a few months in 1996.

Christina Applegate & Brad Pitt

Christina Applegate & Brad Pitt

Barry King/WireImage; Michael Tran/FilmMagic

 
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Brad Pitt is best-known for romancing two of Hollywood's most famous ladies: ex-wife Jennifer Aniston and current fiancee Angelina Jolie. But in the early '80s the actor dated a slew of other famous beauties, one of whom was actress Christina Applegate. "We went to the MTV Awards [in 1989] and I ditched him!" says Applegate, who was starring on the hit show Married with Children at the time. "I left him there and I felt really bad about it, I really, really do. I left with somebody else." What was she thinking?

Conan O'Brien & Lisa Kudrow

Conan O'Brien & Lisa Kudrow

Chris Haston/NBCU Photo Bank; Michael Tran/FilmMagic

 
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If you were a big fan of Phoebe Buffay on Friends, you actually have Conan O'Brien to thank for those years of laughs. Lisa Kudrow says she may not have stuck it out in comedy if it weren't for the encouragement that the late-night funnyman gave her on an early date. "He was really smart, really funny and he thought I was funny," Kudrow told More magazine in 2011. The two dated briefly, but decided they were "better as friends." Kudrow went on to pursue her comedy dreams with vigor, eventually landing the iconic role as the goofy guitar player.

Sarah Jessica Parker & Michael J. Fox


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Sarah Jessica Parker and Michael J. Fox reportedly got together in 1986 -- one year after his hit Back to the Future and her movie Girls Just Wanna Have Fun hit theaters. He escorted her to the Jewish National Funds Annual Tree of Life Awards in December (pictured), but their brief fling didn't last.

David Spade & Julie Bowen


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They're both funny and blonde -- but that seems to be the only thing these two former lovers have in common! In 2002, David Spade was starring on the hit sitcom Just Shoot Me!, while his beautiful girlfriend was a relatively unknown actress trying to get her big break. Fast forward a decade and it's Julie Bowen who's enjoying big fame as the Emmy-winning star of Modern Family, while Spade's star has started to fade.

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