10 Celebrity Couples You Completely Forgot Went to the Oscars Together

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Ah, the Academy Awards. It's one of the biggest nights in all of Hollywood-world. It's full of glitz and glam and beautiful, famous people. Sometimes, these beautiful people bring other beautiful, famous people as their dates. It's just like when you go to Starbucks with that hottie from Tinder, except not like that at all. 

But do you remember all the beautiful, famous people nominees and attendees brought throughout Oscars' venerable past? We bet not, so take a trip down memory lane with these 10 shocking Oscar night dates you totally forgot about. 

Matthew Broderick and Jennifer Grey

Broderick and Grey met while playing brother and sister in the '80s classic Ferris Bueller’s Day Off, but they didn’t feel like siblings in real life. The pair famously dated in the '80s and even attended the Oscars together in 1987. 

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Drew Barrymore and Cory Feldman

The year 1989 was a big one for memorable Oscars dates and, come on, how much more '80s can you get than Drew Barrymore and Cory Feldman, together and wearing that? Answer: You can’t. Fun fact: Barrymore was only 14 at the time. Kind of puts your freshman dance to shame, huh? 

Image: Twitter

Sarah Jessica Parker and Robert Downey Jr.

SJP AND RDJ! Did you forget these two dated? You definitely did, didn't you, even though the couple dated for seven years (!!!). In 1989, they were serious enough to put their love on display on the Oscars red carpet. Her hair! His… ascot? Is it weird to see this and instantly crave a Sex and the City/Iron Man crossover movie? 

Image: Twitter

Winona Ryder and Christian Slater

In 1989, Ryder and Slater were still riding the love wave from their onscreen romance in their cult classic Heathers. They were so in love, in fact, that they got all gussied up and hit the Oscars red carpet together. Luckily, Christian didn’t pull a JD and blow the whole thing up. 

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Michael Jackson and Madonna

How iconic is this in retrospect? In 1991, the reigning Prince and Princess of Pop hit the Academy Awards together. Madge sported a Marilyn Monroe look and MJ went with all-white. They went as just friends, but it still makes the list. 

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Gwyneth Paltrow and Brad Pitt

Brad and Gwyneth. They were Hollywood’s It Couple before Brad and Jen… and then, later, Brad and Angelina. In 1996, Paltrow and Pitt were too cool for school in a slip dress and shades, respectively, on the Oscars red carpet. 

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Drew Barrymore and Ed Norton

Drew Barrymore’s second appearance on this list might be even more amazing than her first. In 1999, she walked the Oscars red carpet on the arm of none other than Mr. Edward Norton.

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Angelina Jolie and James Haven

In 2000, pre-Brad Pitt and the whole brood, Angelina Jolie brought her brother to the big show as her date. Remember, this isn’t saving-orphans-in-Africa Angelina. This is wearing-vials-of-blood-around-her-neck Angelina. She added to her weird persona by giving her bro a, um, very friendly kiss to celebrate her win. 

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Jennifer Lopez and Ben Affleck

Oh, Bennifer. We know now that they weren’t meant to be (Ben has found love with another famous Jennifer), and that it’s a bad idea for them to make movies together (Gigli... *shudder*). But in 2003, they were the talk of Tinseltown and even walked the Oscars carpet together. 

Image: Getty

Jennifer Aniston and John Mayer

We wonder if Aniston regrets this Oscars date. Before their oh-so-public and tabloid-chronicled breakup, the former Friend brought Mayer as her date to the 2009 Academy Awards. 

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