Meryl Streep — 1979
Nominee: Actress in a Supporting Role, The Deer Hunter #Fact: After her first win, Meryl would eventually be nominated 19 more times, and win two more Oscars. As of now, she is the most nominated actor in history. That being said, Katharine Hepburn still holds the highest number of Oscar wins (four of them), compared with Meryl’s three. This year she’s nominated for Actress in a Leading Role for Florence Foster Jenkins.
Drew Barrymore — 1983
#Fact: While Drew herself wasn’t nominated for an Academy Award, E.T. the Extra-Terrestrial was nominated and won multiple awards. Drew walked the carpet in a dress designed by her mom, and wore a string of pearls given to her by Steven Spielberg. How sweet!
Angelina Jolie — 1986
#Fact: Angelina walked the carpet with her father, Jon Voight, who was nominated for Actor in a Leading Role in Runaway Train, and she would soon follow suit. In 2000 she won Actress in a Supporting Role for Girl, Interrupted, and was nominated for Actress in a Leading Role in 2009 for Changeling. Additionally, she won the Jean Hersholt Humanitarian Award in 2013.
Julia Roberts and Kiefer Sutherland — 1990
Ages: 22 and 23
Nominee: Actress in a Supporting Role, Steel Magnolias #Fact: This one’s juicy. Soooo, Julia and Kiefer met on the set of Flatliners, and they eventually fell in love IRL. The problem was, Julia was already engaged to Dylan McDermott, who played her husband in Steel Magnolias. Kiefer was married to his first wife, Camelia Kath. Kiefer’s divorce was finalized in early 1990 and Julia and Kiefer got engaged the same year this photo was taken. But it’s not over yet! Julia called off the wedding in 1991, just days before she was supposed to walk down the aisle. YIKES.
Denzel Washington — 1990
Winner: Actor in a Supporting Role, Glory #Fact: In addition to his Glory win, Denzel was nominated for Actor in a Supporting Role in Cry Freedom in 1988. He took home an Oscar in 2002 for Actor in a Leading Role in Training Day and has been nominated a total of eight times, including two nominations this year — Actor in a Leading Role and Best Picture for Fences.
Juliette Lewis and Brad Pitt — 1992
Ages: 18 and 28
#Fact: Brad’s been nominated a total of six times, winning one Oscar in 2014 for Best Picture, 12 Years a Slave. As for Brad and Juliette — they started dating after meeting on the set of Too Young to Die? in 1990 and eventually split after four years.
Leonardo DiCaprio — 1994
Nominee: Actor in a Supporting Role, What’s Eating Gilbert Grape #Fact: Leo was nominated for his first of six Academy Awards, eventually winning in 2016 for Actor in a Leading Role in The Revenant.
Gwyneth Paltrow — 1994
#Fact: Gwyneth is posing here with James Ivory, who was her director on the film Jefferson in Paris. After this photo was taken, Gwyneth and Brad Pitt would soon start their three-year-long relationship after meeting on the set of Se7en. In 1999, Gwyneth won Actress in a Leading Role for Shakespeare in Love.
Halle Berry — 1996
#Fact: Ten days prior to walking the carpet, Halle’s new movie Executive Decision with Kurt Russell and Steven Seagal was released. In 2002, she won Actress in a Leading Role for Monster’s Ball.
Kate Winslet — 1996
Nominee: Actress in a Supporting Role, Sense and Sensibility #Fact: Kate has been nominated for an Academy Award a total of seven times, winning in 2009 for Actress in a Leading Role in The Reader. During the time of this photo, Kate was working on Titanic, which was released the following year in 1997. Gotta wonder if she had any clue how successful it’d be…
Jennifer Lopez — 1997
#Fact: Jennifer is pictured here with her husband of one month, Ojani Noa, though the couple split the following year. Days before she walked the carpet, Jennifer’s iconic movie Selena was released. Rumors circulated that there was tension between J.Lo and Salma Hayek (below) after Salma claimed that she was offered the role of Selena. In 1998, J.Lo called Salma a liar and said she was never offered the role. “It makes me laugh when she says she got offered Selena,” J.Lo said, “which was an outright lie. If that’s what she does to get herself publicity, then that’s her thing.” Damn.
Salma Hayek — 1997
#Fact: Salma walked the carpet arm-in-arm with singer Luis Miguel. Tensions were apparently high between her and J.Lo regarding Selena at this time, though Salma denied any sort of feud. In 2003, she was nominated for Actress in a Leading Role for Frida.
Ben Affleck and Matt Damon — 1998
Age: 25 and 27
Nominee: Actor in a Leading Role, Good Will Hunting (Matt) Winner: Writing (Screenplay Written Directly for the Screen), Good Will Hunting #Fact: Childhood friends Ben and Matt both brought their moms to the red carpet and had one of the most adorable acceptance speeches to ever exist. Matt would eventually be nominated two more times, and Ben once more, winning Best Picture in 2013 for Argo.
Cameron Diaz — 1998
#Fact: At her first Oscars, Cameron walked the carpet with her then-boyfriend, Matt Dillon. It was a big year for Cameron, as her film There’s Something About Mary was released just a few months later.
Renée Zellweger — 1999
#Fact: Renée has been nominated a total of three times, taking home an Oscar in 2004 for Actress in a Supporting Role for Cold Mountain.
Kate Hudson — 2001
Nominee: Actress in a Supporting Role, Almost Famous #Fact: At the time of this photo, Kate had just married the Black Crowes frontman, Chris Robinson, less than two months prior. The couple unfortunately split in 2007.
Reese Witherspoon and Ryan Phillippe — 2002
Age: 26 and 27
#Fact: While they’re no longer together, Reese and Ryan had been married for three years at the time of this photo. In 2006, Reese won Actress in a Leading Role for Walk the Line, and was also nominated in 2015 for Wild.
Scarlett Johansson — 2004
#Fact: In 2003, Scarlett’s films Lost in Translation and Girl with a Pearl Earring had been released. She has surprisingly never been nominated for an Oscar.
Beyoncé — 2005
#Fact: Back in 2005, Beyoncé performed “Vois Sur Ton Chemin” from Les Choristes at the Oscars. She also sang Phantom of the Opera’s “Learn to Be Lonely” with composer Andrew Lloyd Webber and did a duet of “Believe” from The Polar Express with Josh Groban. Damn, Bey.
George Clooney — 2006
Winner: Actor in a Supporting Role Syriana Nominee: Directing and Writing (Original Screenplay), Good Night, and Good Luck #Fact: George has been nominated for an Academy Award a total of eight times. In addition to his Syriana win, he won Best Picture in 2013 for Argo with Ben Affleck.
Jennifer Aniston — 2006
#Fact: Jen hasn’t been nominated for an Academy Award, however she’s been nominated three times for a Golden Globe, winning in 2003 for Friends
Amy Adams — 2006
Nominee: Actress in a Supporting Role, Junebug #Fact: Amy has been up for an Oscar five separate times for her work in Junebug (2005), Doubt (2008), The Fighter (2010), The Master (2012), and American Hustle (2013).
Anne Hathaway — 2007
#Fact: While Anne wasn’t nominated this year, her co-star Meryl Streep was nominated for Actress in a Leading Role for The Devil Wears Prada. In 2009, Anne was nominated for Actress in a Leading Role for Rachel Getting Married. She won Actress in a Supporting Role in 2013 for Les Misérables.
Viola Davis — 2009
Nominee: Actress in a Supporting Role, Doubt #Fact: In 2012, Viola was again nominated, this time for Actress in a Leading Role for The Help. This year, she’s up for Actress in a Supporting Role for Fences.
Jennifer Lawrence — 2011
Nominee: Actress in a Leading Role, Winter’s Bone #Fact: Jennifer was later nominated in 2014 for Actress in a Supporting Role for American Hustle and in 2016 for Actress in a Leading Role for Joy. In 2013, she won her first Oscar for Actress in a Leading Role for Silver Linings Playbook.
Emma Stone — 2012
#Fact: Emma wasn’t up for an award in 2012, but in 2015 she was nominated for Actress in a Supporting Role for Birdman. This year (2017) she’s up for Actress in a Leading Role for La La Land.