From the editors of Cosmopolitan.com, the breakups from the '90s, both real and fictional, that we're still not over
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The breakups from the '90s, both real and fictional, that still have us heart-broken.
Via Cosmopolitan.com
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1
Johnny Depp and Kate Moss
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So beautiful. So glamorous. Their breakup in 1998 left Moss crying for yearsand the rest of us reeling over all the fabulously stylish photo ops we would never have the chance to see.
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2
Dawson Leary and Joey Potter
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They weren't a "real" couple, but when you're a teenager, what's the difference between TV and reality anyway? It felt real and that was enough. (That said, Team Pacey.)
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3
Brad Pitt and Gwyneth Paltrow
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They just looked so good together, like two sides of the same perfectly coiffed coin. They even had the same haircut, which, at the time, seemed to all but ensure that they would be together forever.
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4
Brenda Walsh and Dylan McKay
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Remember when they had sex for the first time in that hotel room after the big dance? Who didn't fantasize about losing their virginity the same way after that? So romantic and yet still home in time for curfew. Then a pregnancy scare ruined everything. And they were done for real for real when Kelly had to swoop in while Brenda was in Paris. Backstabber!
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5
Reese Witherspoon and Ryan Phillippe
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Their real-life relationship didn't register much before they appeared together in 1999's Cruel Intentions, but afterward, in the wake of the film's massive success, their love seemed destined to last forever. I mean, that chemistry! You can't fake that. And the story about how they met at her birthday party and just talked all night. Ugh! Late '90s romance at its best.
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6
D.J. Tanner and Steve Hale
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Remember when D.J. came off the plane with Steve after hooking up with him during her summer in Europe? Danny was so pissed! God, Steve was an idiot, but it didn't matter. He was cute. Cute in that nonthreatening, first-love, puppy-dog sort of way that is both completely nonsexual and yet seems capable of lasting the rest of your life.
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7
P. Diddy and J.Lo
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Before they got together they were just Jennifer Lopez and Puff Daddy, but together they were J.Lo and P.Diddy: super famous, glamorous, and just a little dangerous. A little too dangerous, apparently, since they broke up following a late 1999 shooting incident outside a club in New York City.
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8
Angela Chase and Jordan Catalano
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Was there a person alive who couldn't identify with Angela Chase? The angsty, misunderstood teen crushing so hard on that beautiful, misunderstood loaner that she thought her whole world was going to come crashing down at any minute? Every glance or nod of his head was pregnant with so much meaning, she could spend hours obsessing over it. How could that not be, like, true love, right? (To those of you who want to point out that they got back together in the finale ... let's be real: That wasn't going to last.)
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9
Justin Timberlake and Britney Spears
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The fact that they met before they were really famous, back when they were kids performing on the Mickey Mouse Club, made them seem somehow so much more solid as a couple than if they'd gotten together after they hit it big. When they broke up, it felt like the real end of a real first love, and everyone could feel the pain. Especially Britney's. Somehow Justin seemed fine, but Britney really seemed to struggle (Kevin Federline). First love, man, it's brutal!
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10
Jesse and Slater
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He was a sexist him-bo and she was an intelligent, passionate activist, but they made a real go of it for a while there, and even though their relationship never really made sense, there was something about seeing them together that felt hopeful—like opposites really could attract, and like there was hope for the non-Kelly Kapowskis of the world. Of course, now we realize that Slater was lucky to have Jesse and was really nowhere near good enough for her, but, at the time, his muscles and dimples blinded us to his general uselessness.
