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 looked 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, including Keibler.
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 decided to call it quits.
Justin Theroux & Jennifer Aniston
In 2015, the then-married couple attended the Oscars and dazzled on the red carpet. Sadly, they split in 2017.
Bradley Cooper & Irina Shayk
The A Star Is Born actor and director walked the red carpet at the 2019 Oscars with the model by his side. However, the pair went their separate ways later that year.
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 years after they filed for divorce in 2016.
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
For more than 10 years, we grew accustomed to seeing these two on carpets together. However, they announced their split in 2015.
Leonardo DiCaprio & Gisele Bündchen
Remember when the Titanic star mostly dated models? We know this is still pretty much his game. But from 1999 to 2005, Leonardo was all about one runway star.
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 time 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 child 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.
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!