Vintage Star Tracks: This Time in 1990, See Madonna and Flavor Flav on Tour, Plus Sylvester Stallone, a Young Brad Pitt & More

Find out what the biggest stars of 1990 were up to with throwback photos from Hollywood's bygone era

<p>Gie Knaeps/Getty</p> Madonna in 1990

Gie Knaeps/Getty

Madonna in 1990

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

Late July 1990 found Madonna's unstoppable Blond Ambition Tour continuing its trek through Europe, while Tina Turner and Flavor Flav hit the stage as well. Celebs turned out for the premieres of new films starring Denzel Washington and Harrison Ford, and a young Neil Patrick Harris and Brad Pitt both got an early start promoting Fall TV shows. And wait till you see the Sylvester Stallone's Saint-Tropez beachwear...

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

She Is Mother

<p>Andre Csillag/Shutterstock</p> Sinéad O'Connor in 1990

Andre Csillag/Shutterstock

Sinéad O'Connor in 1990

Sinéad O'Connor was among the all-star cast — which included Cyndi Lauper, Marianne Faithfull, Joni Mitchell and Bryan Adams — of Pink Floyd co-founder Roger Waters's The Wall – Live in Berlin on July 21. The singer performed "Mother" during the one-night-only concert commemorated the fall of the Berlin Wall eight months earlier.

Another Brick in the Wall

<p>Michael Putland/Getty</p> Joni Mitchell and Roger Waters in 1990

Michael Putland/Getty

Joni Mitchell and Roger Waters in 1990

Earlier in the day, Joni Mitchell and Roger Waters were photographed during sound check for The Wall – Live in Berlin.

Tick-Tock Star

<p>Raymond Boyd/Getty</p> Flavor Flav in 1990

Raymond Boyd/Getty

Flavor Flav in 1990

Rapper Flavor Flav took the stage with Public Enemy at Indianapolis's Market Square Arena wearing one of his signature oversize clock necklaces.

Leading Man

<p>Ron Galella/Ron Galella Collection via Getty</p> Denzel Washington and Pauletta Washington in 1990

Ron Galella/Ron Galella Collection via Getty

Denzel Washington and Pauletta Washington in 1990

Denzel Washington starred in director Spike Lee's Mo' Better Blues, and the Hollywood heartthrob attended the film's July 23 premiere at the Ziegfeld Theater in New York City with wife Pauletta Washington.

Trend Setter

<p>Ron Galella, Ltd./Ron Galella Collection via Getty</p> Kim Wayans in 1990

Ron Galella, Ltd./Ron Galella Collection via Getty

Kim Wayans in 1990

In Living Color star Kim Wayans looked stylish in cowboy boots paired with shorts — a trend that has come roaring back in July 2024 — at the Mo' Better Blues premiere.

Night Shades

<p>Ron Galella, Ltd./Ron Galella Collection via Getty</p> Tracey Ullman in 1990

Ron Galella, Ltd./Ron Galella Collection via Getty

Tracey Ullman in 1990

Wayans wasn't the only funny lady at the Mo' Better Blues premiere. British comedian Tracey Ullman hit the July 23 red carpet as well.

Short Story

<p>Ron Galella, Ltd./Ron Galella Collection via Getty</p> Martin Short in 1990

Ron Galella, Ltd./Ron Galella Collection via Getty

Martin Short in 1990

Martin Short stopped for a candid photo at Los Angeles International Airport on July 23.

Simply the Best

<p>Pictorial Press Ltd/Alamy</p> Tina Turner in 1990

Pictorial Press Ltd/Alamy

Tina Turner in 1990

Tina Turner's Foreign Affair Tour brought the legendary singer to England in mid-July 1990, wowing crowds in Birmingham, Gateshead, Ipswich and Woburn.

Classic Rock

<p>Jim Wilson/The Boston Globe via Getty</p> Paul McCartney in 1990

Jim Wilson/The Boston Globe via Getty

Paul McCartney in 1990

Meanwhile, former Beatle Paul McCartney rocked an American crowd at a July 24 show in Massachusetts.

Thong Strong

<p>POOL REGLAIN/STEVENS/Gamma-Rapho via Getty</p> Sylvester Stallone in 1990

POOL REGLAIN/STEVENS/Gamma-Rapho via Getty

Sylvester Stallone in 1990

Big star, tiny swimsuit: Sylvester Stallone was spotted on the beach in Saint-Tropez, France, on July 24.

Gaultier Moment

<p>Gie Knaeps/Getty</p> Madonna in 1990

Gie Knaeps/Getty

Madonna in 1990

Elsewhere in Europe, Madonna wore her own revealing ensemble. The pop star sported her iconic Jean Paul Gaultier bustier during a July 24 stop in the Netherlands on her Blond Ambition Tour.

Side-Eye

<p>Ron Galella, Ltd./Ron Galella Collection via Getty</p> Harrison Ford in 1990

Ron Galella, Ltd./Ron Galella Collection via Getty

Harrison Ford in 1990

Presumed Innocent star Harrison Ford attended the film's July 25 premiere at the Mann Bruin Theatre in Los Angeles.

Picture Perfect

<p>Vinnie Zuffante/Getty</p> Dana Delany in 1990

Vinnie Zuffante/Getty

Dana Delany in 1990

Also at the July 25 Presumed Innocent premiere: China Beach star Dana Delany.

A Star Is Born

<p>Cinematic/Alamy</p> Brad Pitt in 1990

Cinematic/Alamy

Brad Pitt in 1990

On July 25, Fox's short-lived drama series Glory Days premiered, starring a young, virtually unknown Brad Pitt.

The Doctor Is In

<p>ABC Photo Archives/Disney General Entertainment Content via Getty</p> Neil Patrick Harris in 1990

ABC Photo Archives/Disney General Entertainment Content via Getty

Neil Patrick Harris in 1990

Ahead of the second season of Doogie Howser, M.D., a young Neil Patrick Harris posed for a promo photo as his teen medical prodigy character.

Group Pic

<p>Ron Galella/Ron Galella Collection via Getty</p> Jerry Levine, Heather Locklear, Hallie Todd and Alan Ruck in 1990

Ron Galella/Ron Galella Collection via Getty

Jerry Levine, Heather Locklear, Hallie Todd and Alan Ruck in 1990

Jerry Levine, Heather Locklear, Hallie Todd and Alan Ruck posed for a photo while promoting their upcoming ABC sitcom Going Places.

L.A. Arrivals

<p>Ron Galella, Ltd./Ron Galella Collection via Getty</p> Kadeem Hardison and Cree Summer in 1990

Ron Galella, Ltd./Ron Galella Collection via Getty

Kadeem Hardison and Cree Summer in 1990

A Different World stars Kadeem Hardison and Cree Summer were spotted looking oh-so 1990 at Los Angeles International Airport on July 28

Flag Her Down

<p>Ron Galella, Ltd./Ron Galella Collection via Getty</p> Christie Brinkley in 1990

Ron Galella, Ltd./Ron Galella Collection via Getty

Christie Brinkley in 1990

An effervescent Christie Brinkley attended a July 28 event benefitting the Montauk Village Association in Long Island, New York. Looks like she was in the right place!

Western Vibes

<p>Ron Galella, Ltd./Ron Galella Collection via Getty</p> Burt Reynolds and Loni Anderson in 1990

Ron Galella, Ltd./Ron Galella Collection via Getty

Burt Reynolds and Loni Anderson in 1990

Burt Reynolds and wife Loni Anderson were definitely on-theme at the Motion Picture & Television Fund's Eighth Annual Golden Boot Awards honoring achievement in the Western genre on July 28.

Beach Buddies

<p>Stephen Rose/Getty</p> Daisy Fuentes and Christian Slater in 1990

Stephen Rose/Getty

Daisy Fuentes and Christian Slater in 1990

Host Daisy Fuentes and guest Christian Slater shared a moment while filming MTV Beach in sunny Massachusetts on July 29.

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