Like the fashion back then, love doesn’t always last forever but it would be nice if these stars gave it another chance.

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Jennifer Lopez and Sean Combs
Before Marc Anthony, Casper Smart and Ben Affleck, there was J.Lo and Puff. And who could forget this dress? Side note: How does J.Lo still look exactly the same???
See more: Jennifer Lopez's surprising new love.
See more: Jennifer Lopez's surprising new love.

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Johnny Depp and Winona Ryder
They're both 20 years older and hopefully wiser. Wino and Winona forever! For more history on Johnny Depp's dramatic love life, check out the nastiest celebrity divorces of all time.

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Johnny Depp and Kate Moss
Johnny went from Winona to Kate and they, too, made for another iconic couple of the decade. Unlike these celebrity couples you won't believe were once together, no one can forget this iconic former pairing.

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Uma Thurman and Ethan Hawke
She'd have to forgive him for his rumoured indiscretions but if that were to happen and they reunited, one of the coolest couples of the '90s would make all of our dreams come true.

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Julia Roberts and Kiefer Sutherland
Sure, she called off their wedding days before it was to take place, running away with his pal Jason Patric, but he had reportedly found some companionship with a stripper. OK, not an ideal example but they were perfection during the happy times. Maybe all they need for a second try is a really great (and possibly weird) prenup?

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Cameron Diaz and Matt Dillon
Diaz and Ben Stiller's characters in There's Something About Mary were the end game there but the chemistry in her scenes with then-love Dillon couldn't be denied.
Not all celeb couples meet on screen. Check out more sweet ways these famous couples met.
Not all celeb couples meet on screen. Check out more sweet ways these famous couples met.

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Ryan Phillippe and Reese Witherspoon
The young loves were fantastic together in Cruel Intentions. We're still not over that they're over.
See more: 37 more celebrity couples who've called it quits recently.
See more: 37 more celebrity couples who've called it quits recently.

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Bruce Willis and Demi Moore
Techically, they started in the '80s but the bulk of their amazing marriage went down in the '90s. They're considered models on how to get along with your ex so considering how friendly they've remained, things could go back to how they once were, right? Perhaps not, since we know Demi has a penchant for younger men now.

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Jim Carrey and Lauren Holly
Just because Lloyd and Mary didn't quite get there doesn't mean the Dumb and Dumber co-stars couldn't. Irreconcilable differences be damned!
For a happier ending, see 17 celebrity couples who've gotten engaged this year.
For a happier ending, see 17 celebrity couples who've gotten engaged this year.

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Minnie Driver and Matt Damon
Their Good Will Hunting characters were just magical together so it's not surprising that that continued off-screen. How do ya like them apples?

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Jennifer Aniston and Tate Donovan
We watched Rachel stalk Joshua on Friends but we're pretty sure that's not what it was like for Aniston and Donovan in real life. Too bad for Donovan because Jen went on to bigger and better things, including being at the center of one of the most scandalous love triangles of all time.

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Drew Barrymore and Luke Wilson
These two were SO the '90s but, sadly, split after filming Home Fries. Wonder what mistake ruined their relationship?

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Ben Lee and Claire Danes
If they stayed together, the nightmare celebrity split of Billy Crudup and Mary Louise Parker might never have happened.

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Katie Holmes and Joshua Jackson
Their Dawson's Creek characters didn't heat up until Season 3 — long after Jackson and Holmes broke up. But you'd never know it given their on-screen chemistry. Pacey and Joey — and Joshua and Katie — 4eva!

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Madonna and Dennis Rodman
Looking back at pics of their synced up couple style from their two month fling, it's a wonder they didn't make more of a go of it. No, really, how haven't they found their way back to one another.

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Michael Bolton and Nicollette Sheridan
They dated for five years, broke up, but got back together a decade later. They split once again but, hey, if they've reunited before...
They wouldn't be the only ce3leb couple to get back together. Check out these famous couples who married each other twice.
They wouldn't be the only ce3leb couple to get back together. Check out these famous couples who married each other twice.

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Richard Gere and Cindy Crawford
Sure, sure, she's happily married with the two most gorgeous kids on the planet but these two were the pinnacle back in the day.

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Danny Wood and Halle Berry
Donnie and Joey were considered the hot New Kids on the Block but this awesomeness stated otherwise.
They might not have made it work, but this pairing reminds us of all the other couples we love who prove that opposites attract.
They might not have made it work, but this pairing reminds us of all the other couples we love who prove that opposites attract.

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Elizabeth Hurley and Hugh Grant
She not only forgave him for (OK, maybe more like forgot about) that secret indiscretion with Divine Brown but they stayed close post-breakup, with him being the godfather of her eldest son. If that's not love...

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Gwyneth Paltrow and Brad Pitt
Oh, what we wouldn't give for the innocence of the '90s, long before matching blonde 'dos that made them almost able to pass for twins and phrases like "conscious uncoupling" being a thing.
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