Vintage StarTracks: This Time in 1990, See Photos of Patrick Dempsey, Winona Ryder, Princess Diana & More

Mar. 15, 2025

Patrick Dempsey in September 1990.Photo:Ron Galella, Ltd./Ron Galella Collection via Getty

Ron Galella, Ltd./Ron Galella Collection via Getty

Hollywood’s A-listers were out and about 34 years ago this week!In late September 1990,Patrick Dempsey,Winona RyderandJohnny Deppattended the premiere ofPacific Heightsin Los Angeles, while in New York CitySinéad O’Connormade an appearance onSaturday Night Live— but not the one you’re thinking of — alongside guest hostKyle MacLachlan. In London, glamazonsPrincess DianaandJoan Collinshad a close encounter, andMC Hammertook his “Hammer pants” on the road.Take a trip back to 1990 to see what the hottest stars of the decade were up to.

Hollywood’s A-listers were out and about 34 years ago this week!

In late September 1990,Patrick Dempsey,Winona RyderandJohnny Deppattended the premiere ofPacific Heightsin Los Angeles, while in New York CitySinéad O’Connormade an appearance onSaturday Night Live— but not the one you’re thinking of — alongside guest hostKyle MacLachlan. In London, glamazonsPrincess DianaandJoan Collinshad a close encounter, andMC Hammertook his “Hammer pants” on the road.

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

01of 19Opening NightEddie Murphy and Quincy Jones in 1990.Barry King/AlamyEddie MurphyandQuincy Jonesposed for a photo at the Sept. 23 premiere ofListen Up: The Lives of Quincy Jones, a documentary looking back at the music legend’s life and career.

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Opening Night

Eddie Murphy and Quincy Jones in 1990.Barry King/Alamy

Barry King/Alamy

Eddie MurphyandQuincy Jonesposed for a photo at the Sept. 23 premiere ofListen Up: The Lives of Quincy Jones, a documentary looking back at the music legend’s life and career.

02of 19Drop It Like It’s HotMC Hammer in 1990.Jim Steinfeldt/Michael Ochs Archives/GettyMC Hammertook the stage in Bloomington, Minnesota, on Sept. 23, showing off his dance moves in a pair of his signature drop-crotch “Hammer pants.”

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Drop It Like It’s Hot

MC Hammer in 1990.Jim Steinfeldt/Michael Ochs Archives/Getty

Jim Steinfeldt/Michael Ochs Archives/Getty

MC Hammertook the stage in Bloomington, Minnesota, on Sept. 23, showing off his dance moves in a pair of his signature drop-crotch “Hammer pants.”

03of 19Shake On ItJoan Collins and Princess Diana in 1990.Kent Gavin/Mirrorpix/GettyAt a Sept. 24 charity performance of the playPrivate Livesin London,Princess Dianagreeted guests includingJoan Collins.

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Shake On It

Joan Collins and Princess Diana in 1990.Kent Gavin/Mirrorpix/Getty

Kent Gavin/Mirrorpix/Getty

At a Sept. 24 charity performance of the playPrivate Livesin London,Princess Dianagreeted guests includingJoan Collins.

04of 19Curly TopPatrick Dempsey in 1990.Ron Galella, Ltd./Ron Galella Collection via GettyYears before he starred onGrey’s Anatomy,Patrick Dempseylooked McDreamy at the Sept. 24 premiere of director Joel Schlesinger’s 1990 filmPacific Heightsin Los Angeles.

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Curly Top

Patrick Dempsey in 1990.Ron Galella, Ltd./Ron Galella Collection via Getty

Years before he starred onGrey’s Anatomy,Patrick Dempseylooked McDreamy at the Sept. 24 premiere of director Joel Schlesinger’s 1990 filmPacific Heightsin Los Angeles.

05of 19Young HollywoodJohnny Depp and Winona Ryder in 1990.Ron Galella, Ltd./Ron Galella Collection via GettyAlso at thePacific Heightspremiere:Johnny DeppandWinona Ryder.

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Young Hollywood

Johnny Depp and Winona Ryder in 1990.Ron Galella, Ltd./Ron Galella Collection via Getty

Also at thePacific Heightspremiere:Johnny DeppandWinona Ryder.

06of 19Can We Talk?Joan Rivers in 1990.Ron Galella, Ltd./Ron Galella Collection via GettyDid somebody call the Fashion Police?Joan Riversmay have been on the lookout for crimes against style at the 1990 Dallas Fashion Awards on Sept. 25.

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Can We Talk?

Joan Rivers in 1990.Ron Galella, Ltd./Ron Galella Collection via Getty

Did somebody call the Fashion Police?Joan Riversmay have been on the lookout for crimes against style at the 1990 Dallas Fashion Awards on Sept. 25.

07of 19Black TiePatrick Stewart in 1990.Ron Galella, Ltd./Ron Galella Collection via GettyPatrick Stewarttook a break from exploring the galaxy onStar Trek: The Next Generationto attend the Americana Dance Theatre and American Parkinson Disease Association’s Parkinson’s Research Gala on Sept. 26.

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Black Tie

Patrick Stewart in 1990.Ron Galella, Ltd./Ron Galella Collection via Getty

Patrick Stewarttook a break from exploring the galaxy onStar Trek: The Next Generationto attend the Americana Dance Theatre and American Parkinson Disease Association’s Parkinson’s Research Gala on Sept. 26.

08of 19Tex SpecsTatum O’Neal in 1990.Ron Galella/Ron Galella Collection via GettyA bespectacledTatum O’Nealarrived for the Sept. 26 premiere of directorPeter Bogdanovich’s 1990 filmTexasville.

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Tex Specs

Tatum O’Neal in 1990.Ron Galella/Ron Galella Collection via Getty

Ron Galella/Ron Galella Collection via Getty

A bespectacledTatum O’Nealarrived for the Sept. 26 premiere of directorPeter Bogdanovich’s 1990 filmTexasville.

09of 19Power CoupleTim Robbins and Susan Sarandon in 1990.Ron Galella, Ltd./Ron Galella Collection via GettyThe Sept. 27 premiere of director Barry Levinson’sAvalonwas as star-studded as the film, withTim RobbinsandSusan Sarandonamong the guests at the Metropolitan Museum of Art in New York City.

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Power Couple

Tim Robbins and Susan Sarandon in 1990.Ron Galella, Ltd./Ron Galella Collection via Getty

The Sept. 27 premiere of director Barry Levinson’sAvalonwas as star-studded as the film, withTim RobbinsandSusan Sarandonamong the guests at the Metropolitan Museum of Art in New York City.

10of 19Family Movie NightDustin Hoffman (center) with daughter Karina and wife Lisa in 1990.Ron Galella, Ltd./Ron Galella Collection via GettyDustin Hoffmanand wifeLisabrought along their daughter,Karina, for theAvalonpremiere.

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Family Movie Night

Dustin Hoffman (center) with daughter Karina and wife Lisa in 1990.Ron Galella, Ltd./Ron Galella Collection via Getty

Dustin Hoffmanand wifeLisabrought along their daughter,Karina, for theAvalonpremiere.

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Laddies Who Lunch

Pierce Brosnan in 1990.Barry King/Alamy

12of 19Guitar SheroSinéad O’Connor in 1990.Alan Singer/NBCU Photo BankTwo years before herinfamous appearance onSaturday Night Live,Sinéad O’Connorwas the musical guest on a considerably less eventful episode of the long-running sketch comedy show on Sept. 29, 1990.

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Guitar Shero

Sinéad O’Connor in 1990.Alan Singer/NBCU Photo Bank

Alan Singer/NBCU Photo Bank

Two years before herinfamous appearance onSaturday Night Live,Sinéad O’Connorwas the musical guest on a considerably less eventful episode of the long-running sketch comedy show on Sept. 29, 1990.

13of 19Live from New YorkLara Flynn Boyle and Kyle MacLachlan in 1990.Ron Galella/Ron Galella Collection via GettyFresh off of guest hosting duties,Kyle MacLachlanattended the Sept. 29SNLafterparty at New York City’s Tavern on the Green withTwin Peaksco-starLara Flynn Boyle.

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Live from New York

Lara Flynn Boyle and Kyle MacLachlan in 1990.Ron Galella/Ron Galella Collection via Getty

Fresh off of guest hosting duties,Kyle MacLachlanattended the Sept. 29SNLafterparty at New York City’s Tavern on the Green withTwin Peaksco-starLara Flynn Boyle.

14of 19Rock StarChris Rock in 1990.Ron Galella/Ron Galella Collection via GettyCast memberChris Rockwas the life of the party atSNL’s Sept. 29 post-show bash.

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Rock Star

Chris Rock in 1990.Ron Galella/Ron Galella Collection via Getty

Cast memberChris Rockwas the life of the party atSNL’s Sept. 29 post-show bash.

15of 19Down TimeDana Carvey in 1990.Ron Galella, Ltd./Ron Galella Collection via GettyAfter performing his impression ofPresident George H. W. BushonSNL,Dana Carveylooked laid-back at the Sept. 29 afterparty.

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Down Time

Dana Carvey in 1990.Ron Galella, Ltd./Ron Galella Collection via Getty

After performing his impression ofPresident George H. W. BushonSNL,Dana Carveylooked laid-back at the Sept. 29 afterparty.

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Rebecca Broussard with daughter Lorraine and Shelley Duvall in 1990.Ron Galella, Ltd./Ron Galella Collection via Getty

It was all fun and games at the Los Angeles Children’s Museum’s Sept. 29 Ode to Kids event, where a tie-dyedShelley Duvallposed with actress Rebecca Broussard and her daughterLorraine.

17of 19Movie FansDavid Alexis and Mädchen Amick in 1990.Ron Galella, Ltd./Ron Galella Collection via GettySongwriter David Alexis andMädchen Amicktook in a Sept. 30 screening of the 1990 filmWelcome Home, Roxy Carmichaelin Los Angeles.

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Movie Fans

David Alexis and Mädchen Amick in 1990.Ron Galella, Ltd./Ron Galella Collection via Getty

Songwriter David Alexis andMädchen Amicktook in a Sept. 30 screening of the 1990 filmWelcome Home, Roxy Carmichaelin Los Angeles.

18of 19Friends at BenefitsDana Delaney and Louis Gossett Jr. in 1990.Ralph Dominguez/MediaPunch/AlamyDana DelanyandLouis Gossett Jr.posed for a pic at a Sept. 30 brunch benefitting the Rape Treatment Center at Santa Monica Hospital Medical Center.

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Friends at Benefits

Dana Delaney and Louis Gossett Jr. in 1990.Ralph Dominguez/MediaPunch/Alamy

Ralph Dominguez/MediaPunch/Alamy

Dana DelanyandLouis Gossett Jr.posed for a pic at a Sept. 30 brunch benefitting the Rape Treatment Center at Santa Monica Hospital Medical Center.

19of 19Too CoolLL Cool J in 1990.Ralph Dominguez/MediaPunch/AlamyRapperLL Cool Jflashed a peace sign for photographers at an event in Los Angeles.

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Too Cool

LL Cool J in 1990.Ralph Dominguez/MediaPunch/Alamy

RapperLL Cool Jflashed a peace sign for photographers at an event in Los Angeles.

source: people.com