Will Smith & Jada Pinkett Smith
We’re guessing that Hollywood’s first couple keeps the spark alive, even after two decades of marriage, with incredible wardrobe choices.
Minnie Driver & Matt Damon
The Good Will Hunting stars fell into a whirlwind romance on the set of the hit film but went through a very public split just months after its premiere.
Cameron Diaz & Matt Dillon
The co-stars of There’s Something About Mary split shortly after this joint appearance at the movie’s 1998 premiere, amidst rumors that Diaz wasn’t ready to settle down.
Victoria & David Beckham
Posh Spice and her soccer-superstar spouse are living proof that matching head-to-toe leather outfits may be the secret to a lasting marriage.
Gwyneth Paltrow & Ben Affleck
Paltrow and the Dazed and Confused star had a roller-coaster relationship that ended for good in 2000, long before the rise of Bennifer.
Winona Ryder & Johnny Depp
Pre-Stranger Things, these Edward Scissorhands co-stars remained very much in the public eye during all the ups and downs of their four-year relationship.
Nicole Kidman & Tom Cruise
The Aussie actress and her notorious (now ex) husband starred in ‘90s classics including Batman Forever and Jerry Maguire, even uniting for Far and Away and Eyes Wide Shut, before their 2001 divorce.
Faith Hill & Tim McGraw
This country couple celebrated 20 years of marriage in 2016, and they’re every bit as suave today as they were back in the ‘90s.
Gwyneth Paltrow & Brad Pitt
This A-list couple dated for three years before their engagement and a messy breakup that was nowhere near a conscious uncoupling.
Justin Timberlake & Britney Spears
These two lovebirds charmed fans of The All New Mickey Mouse Club. Here, they rock an all-denim look that has gone down in history as perhaps the most classic ‘90s look ever.
Jennifer Lopez & Puff Daddy (Sean Combs)
She’s still Jenny from the Block, but she and Combs (now known as “Diddy”) are no longer an item—though their relationship lasted a full 10 years.
Cindy Crawford & Richard Gere
The marriage between this pretty woman and her Pretty Woman star husband lasted for four years, but their iconic style has endured to this day.
Sarah Jessica Parker & Matthew Broderick
Carrie Bradshaw and Ferris Bueller—oops, Parker and Broderick—are still going strong today, despite Parker’s role on HBO’s Divorce.
Jennifer Aniston & Brad Pitt
Perhaps the most-missed couple of the decade, Brad and Jen deserve an award for the best ‘90s hair of the bunch.
Reese Witherspoon & Ryan Phillippe
The world mourned this power couple’s 2007 divorce, but we’ll always have this photo of Phillippe in a velvet suit to remember them by.
Don't Miss Galleries:
Brady Bunch Star Florence Henderson Dead at 82: See the Brady Cast Then and Now
Peel Appeal: The Nutritional Benefits of Fruit and Veggie Skins
Exclusive Clip: Richard Armitage Travels to EPIX's Berlin Station
The ‘90s were a simpler time, when head-to-toe denim and scrunchies were fashion-forward and couples like Justin Timberlake and Britney Spears ruled the red carpet. If you long for the days of Brad Pitt and Jennifer Aniston—or if you’d like to see Posh Spice and David Beckham dressed in full leather outfits—launch our gallery to see the ‘90s power couples we’ll never forget.
View the original at Parade or follow us on Twitter, Facebook or Google+