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Vintage Photos of Prince, Cindy Crawford, a Young Venus Williams and More

Hollywood’s biggest stars were embracing a new era during the first summer of the ’90s! 

Early August 1990 saw Prince blowing away the crowd at a concert in Germany, while Cindy Crawford made a similar impact just by showing up to an even in New York City. In Hollywood, a parade of celebs including Drew Barrymore, Julia Roberts, Kiefer Sutherland and Paula Abdul, turned out for film premieres. And a 10-year-old Venus Williams posed for a photo heralding her arrival as a tennis prodigy to watch.

Take a trip back to August 1990 to see what the hottest stars of the decade were up to.

Lady in Red

Cindy Crawford in 1990.

Ron Galella, Ltd./Ron Galella Collection via Getty


Cindy Crawford was a vision in Revlon red at an Aug. 2 event in New York City announcing the winner of the beauty brand’s Unforgettable Women Contest.

Lunden Calling

Joan Lunden in 1990.

Ron Galella, Ltd./Ron Galella Collection via Getty 


Another unforgettable woman at the Aug. 2 Revlon event: Good Morning America host Joan Lunden.

Women of the Hour

Diane von Furstenberg and Candice Bergen in 1990.

Ron Galella, Ltd./Ron Galella Collection via Getty


A celebration of unforgettable women just wouldn’t be complete without fashion icon Diane von Furstenberg and Murphy Brown star Candice Bergen.

Soleil’s Stand

Soleil Moon Frye in 1990.

Ron Galella, Ltd./Ron Galella Collection via Getty 


Child star Soleil Moon Frye showed up for an Aug. 2 press conference for The Children’s Bill of Rights at the Hollywood Roosevelt Hotel.

Soul Man

Al Green in 1990.

Gary Null/NBC/NBCU Photo Bank via Getty


R&B icon Al Green was host Johnny Carson’s musical guest on the Aug. 3 episode of The Tonight Show.

Do the Urkel

Kellie Shanygne Williams and Jaleel White in 1990.

ABC Photo Archives/Disney General Entertainment Content via Getty 


Ahead of Family Matters‘ second season, stars Kellie Shanygne Williams and Jaleel White posed for an Aug. 3 promo photo.

In the Pink

Princess Diana in 1990.

Tim Graham Photo Library via Getty


Paparazzi caught a candid pic of Princess Diana arriving at Clarence House in London wearing a bright, summery floral printed suit on Aug. 4.

Getting Her Flowers

Kristi Yamaguchi in 1990.

David Madison/Getty


Figure skater Kristi Yamaguchi won her first major international gold medal at the 1990 Goodwill Games in Seattle.

Child Star

A young Venus Williams in 1990.

Ken Levine/Getty


Already well on her way to becoming a tennis champ, a 10-year-old Venus Williams was right at home in a pile of fuzzy yellow Wilsons.

Big Night

Kiefer Sutherland and Julia Roberts in 1990.

Ron Galella, Ltd./Ron Galella Collection via Getty


Costars and fiancees Kiefer Sutherland and Julia Roberts stepped out for the Aug. 6 premiere of their 1990 film Flatliners at Mann’s Chinese Theatre in Hollywood.

Flat Black

Drew Barrymore in 1990.

Ron Galella, Ltd./Ron Galella Collection via Getty


A 15-year-old Drew Barrymore was among the many celebrities who attended the Aug. 6 Flatliners premiere.

Forever Your Girl

Paula Abdul in 1990.

Ron Galella, Ltd./Ron Galella Collection via Getty


Paula Abdul hit the Flatliners red carpet in an eye-catching black-and-gold dress.

Perfect Match

Shelley Duvall and Dan Gilroy in 1990.

MediaPunch/Shutterstock


Also making a fashion statement at the Flatliners premiere: Shelley Duvall and partner Dan Gilroy, lead singer of new wave band Breakfast Club, power clashing in complementary plaid looks.

Happy Hour

Laura Dern in 1990.

Ron Galella, Ltd./Ron Galella Collection via Getty


It seems bold-patterned bottoms were on the Flatliners premiere dress code, as a delighted Laura Dern showed up in polka-dot pants.

Knock Out

Sharon Stone in 1990.

Ron Galella, Ltd./Ron Galella Collection via Getty


Flatliners wasn’t the only film premiering Aug. 6. Sharon Stone was among the stars at Chasen’s Restaurant in Beverly Hills for a party celebrating the release of The Two Jakes.

Two Timin’

Debbie Allen and Norman Nixon in 1990.

Ron Galella/Ron Galella Collection via Getty


Debbie Allen and husband Norm “Stormin’ Norman” Nixon were also at the Two Jakes party at Chasen’s looking cozy.

Happy Couple

Danny DeVito and Rhea Perlman in 1990.

Barry King/Alamy


Spouses Danny DeVito and Rhea Perlman were all smiles arriving at Chasen’s for the Two Jakes event.

Louder Please

Prince in 1990.

Franz-Peter Tschauner/picture alliance via Getty


Prince basked in the crowd’s response during an Aug. 6 concert in Dortmund, Germany.

Group Pic

Simon Le Bon, Joan Rivers and Naomi Campbell in 1990.

Ron Galella, Ltd./Ron Galella Collection via Getty


Duran Duran singer Simon Le Bon, Joan Rivers and Naomi Campbell posed for a group photo at an Aug. 8 party hosted by Vanity Fair editor Tina Brown in New York City.

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