13 Incredible Celebrity Date-Night Looks From The 90s

13 Incredible Celebrity Date-Night Looks From The 90s

Just like their wardrobes, their weddings and their workout regimes, a celebrity’s dating life is an endless source of fascination for the general public, especially when the person they’re stepping out with is also a celebrity. The best part? The date-night outfits.

Icons of nostalgic date-night style include Brad and Gwyneth, who worked their way through the mid ’90s in matching blue jeans and chunky sweaters, and David Bowie and Iman in their pristine tailoring. Not all of these love affairs lasted, but the date-night looks live on.

Lisa Bonet and Lenny Kravitz in 1988
Photo: Ron Galella/Getty Images
Drew Barrymore and Balthazar Getty in 1990
Photo: Jim Smeal/Getty Images
David Bowie and Iman in 1990
Photo: Ron Galella/Getty Images
Winona Ryder and Johnny Depp in 1990
Photo: Ke.Mazur/WireImage
Cindy Crawford and Richard Gere in 1994
Photo: Steve Allen
Liz Hurley and Hugh Grant in 1994
Photo: Gareth Davies/Getty Images
Sarah Jessica Parker and Matthew Broderick in 1994
Photo: Ron Galella, Ltd./Getty Images
Linda Evangelista and Kyle MacLachlan in 1994
Photo: Pool ARNAL/PAT/Getty Images
Brad Pitt and Gwyneth Paltrow in 1995
Photo: Jim Smeal/Getty Images
Matt Dillon and Cameron Diaz in 1996
Photo: Ron Galella, Ltd./Getty Images
Carolyn Bessette Kennedy and John F Kennedy Jr in 1999
Photo: Ron Galella/Getty Images
David and Victoria Beckham in 1999
Photo: Justin Goff\UK Press via Getty Images
Britney Spears and Justin Timberlake in 1999
Photo: Shutterstock

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