Never Forget These Hollywood Exes Who Walked the Oscars Red Carpet Together

Is it Halloween or Oscars season? Check out the ghost couples of red carpets past, from Brad Pitt and Angelina Jolie to Zac Efron and Vanessa Hudgens.

By Mike Vulpo Mar 27, 2022 12:00 AMTags
Watch: Oscars: BEST DRESSED Stars of All Time!

Nothing like awards season to bring back haunting memories of former Hollywood lovebirds.

As excitement continues to build for the 2022 Oscars, pop culture fans are preparing for an unforgettable night of fashion, awards and A-list talent. While the awards are important and the speeches are inspiring, the Academy Awards obviously make for one very special date night too.

Over the years, countless presenters and nominees have invited their significant others to the party. And when looking back at past ceremonies, you may be surprised at all the exes who once attended the Oscars together. 

Back in 2009, Zac Efron and Vanessa Hudgens made our Disney dreams come true when the early 2000's "it" couple attended the show side by side. 

And who can forget when Brad Pitt celebrated the big night with Angelina Jolie in 2012? If that doesn't ring a bell, perhaps the black dress, which infamously revealed her right leg, will jog your meme memory.

Flashback: Relive the 1992 Oscars

Before the red carpet opens up outside the Dolby Theatre on March 27, let's pour one out for all the exes who once attended the Oscars together. Here's to making new memories this weekend! 

Vanessa Hudgens & Zac Efron

Yes, the High School Musical co-stars and former couple did attend the Oscars together. It was back in 2009 and as you can see they looked flawless together.

Tom Cruise & Katie Holmes

Who doesn't remember the days of TomKat?! The couple was married from 2006 to 2012 and share daughter Suri together, and even though they didn't last they were pretty picture perfect.

Jason Momoa & Lisa Bonet

In January 2022, the couple shocked fans when they announced their breakup after 16 years together. While the pair remains cordial, the thought of them not appearing on red carpets together breaks our hearts. 

Sarah Jessica Parker & Robert Downey Jr.

The Sex and the City alum dated the Iron Man star from 1984 (when they were only 18 years old) to 1991, and based on these Oscars looks they totally embraced '80s fashions.

George Clooney & Stacy Keibler

During Clooney's many years of being a bachelor, he had some beautiful dates to the Oscars and Keibler was definitely one of his most stunning girlfriends... Wouldn't you agree?

Jennifer Lopez & Alex Rodriguez

Before serving as a presenter for the 2019 Oscars, the Hustlers star posed on the red carpet with her MLB player fiancé. Nearly two years after the award show, the pair had decided to call it quits

Justin Theroux & Jennifer Aniston

In 2015, the then-married couple attended the Oscars and they were glowing. Sadly, the couple split in 2017.

Bradley Cooper & Irina Shayk

When receiving plenty of praise for his acting and singing skills in A Star Is Born, Bradley had the support of Irina. They would ultimately go their separate ways in June 2019. 

Reese Witherspoon & Ryan Phillippe

Even though these two lovebirds divorced in 2007 after tying the knot in 1999, they were always the couple to watch when it came to awards season. Just look at how cute they were together.

Anne Heche & Ellen DeGeneres

It seems like the talk show host has always been a part of a power couple, even before she met her wife, Portia de Rossi. Back in 1997, Ellen met Anne and they remained a strong unit and a symbol for the LGBTQ+ community for about three and a half years.

Brad Pitt & Angelina Jolie

Brangelina always made a statement whenever they stepped out together, so we definitely still miss their red carpet photo ops and gossip-filled romance four years after they got divorced.

Nicole Kidman & Tom Cruise

Before Nicole married Keith Urban and became an Australian power couple with her man, she was married to Tom. Here they are at the 1991 Oscars.

Heath Ledger & Michelle Williams

After meeting on the set of Brokeback Mountain in 2005, Heath and Michelle started one of the greatest love stories in Hollywood and even though they separated just months before he died in 2008, fans continue to look back at these two as a great romance that was cut short.

Julia Roberts & Benjamin Bratt

No these two weren't the stars of an epic rom-com—which we would totally watch for the record—they were a couple in the late '90s for nearly four years and they were stunning together.

Jennifer Garner & Ben Affleck

Ben and Jen forever! For more than 10 years, we grew accustomed to seeing these two on carpets together and winning at life, and even though they are no longer married we will always love them.

Leonardo DiCaprio & Gisele Bündchen

Remember when the Titanic star only dated models? We know that's still his game, but from 1999 to 2005, Leonardo was all about one supermodel. Clearly, Gisele bounced back after their split landing Tom Brady and eventually marrying him in 2009, but this couple was relationship goals back in the day.

Heidi Klum & Seal

From 2005 to 2014, the supermodel and singer were the hottest couple to spot out and about and we still love seeing photos of them during their glory days as a married couple.

Hugh Grant & Elizabeth Hurley

For 11 years, these two Brits were the hottest couple around and despite their eventual breakup in 2000, the hunky actor and gorgeous Elizabeth remain friends to this day. 

Brad Pitt & Gwyneth Paltrow

All we can say to this couple and this Oscars moment in time is yaaas!

Patricia Arquette & Nicholas Cage

These two are definitely a blast from the past. After meeting when Patricia Arquette was only 18, Nicholas Cage  proposed to her then and there but it wasn't until she was 27 years old in 1995 that they actually tied the knot. They later divorced in 2001, but we will never forget their romance.

Diane Kruger & Joshua Jackson

We're still not over this breakup, even though it happened in 2016 and Diane now has a baby with Norman Reedus. There was just something about these two that we will forever ship.

Marc Anthony & Jennifer Lopez

The saucy duo was married for 10 years and let's be honest, they never disappointed when it came to award season or making us envious of their sweet romance. 

Billy Bob Thornton & Laura Dern

Yes, Billy Bob Thornton and Laura Dern were once engaged and yes, Dern has always looked this fierce on the red carpet.

Jennifer Aniston & Brad Pitt

We will never stop loving these two together. Sorry, they were so freaking pretty together and looking back at their old photos makes us happy. It just does!

Robin Wright & Sean Penn

The two actors were married for 14 years and they made their time together count. They had two kids, had great careers (as they still do) and they slayed the couple red carpet game year after year. 

Kate Hudson & Chris Robinson

OMG, we can't get over this look! Remember when she was married to the rocker? In addition to getting this epic throwback photo from the relationship, Hudson and Robinson share son Ryder together.

Ethan Hawke & Uma Thurman

The Pulp Fiction star was married to Hawke from 1998 to 2005 and they made one hot couple whenever they showed up to support each other throughout their marriage.

Jude Law & Sienna Miller

After starring in Alfie together back in 2004 all we wanted was for these two co-stars and lovebirds to live happily ever after, but alas, they broke up after a lot of highs and lows. The good news...we'll always have these Oscars memories.

Diane Lane & Josh Brolin

Diane Lane and Josh Brolin are not only iconic actors in their own right, but boy were they a power couple when they were married. They were so freaking hot together.

Matt Dillon & Cameron Diaz

Oh, so '90s! These two were the ultimate '90s couple and even though it was a short-lived romance we will have these stylish red carpet photos forever.

View More Photos From Former Couples Who Rocked the Oscars Red Carpet
Check out E! News' Oscars blog for a full recap of the 2023 Academy Awards.