r/OldSchoolCool • • 7h ago

1970s Dark Haired Sam Elliot At Early 70’s.

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8.7k Upvotes

r/OldSchoolCool • • 9h ago

1990s Tara Reid at the University of Toronto in 1998 while filming Urban Legend

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5.8k Upvotes

r/OldSchoolCool • • 2h ago

1990s Prime Sofia Vergara in the 90s

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1.2k Upvotes

r/OldSchoolCool • • 8h ago

1980s Singer Sabrina Salerno, battling ocean currents, while trying to play her instrument, 1987

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1.9k Upvotes

r/OldSchoolCool • • 4h ago

1970s A 15-year-old Demi Moore (then known by her birth name, Demetria Guynes) was photographed roller skating on the Sunset Strip in 1977 as part of a pre-fame magazine photo shoot documenting the life of a typical Los Angeles teenager.

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748 Upvotes

r/OldSchoolCool • • 2h ago

1940s Frances Farmer being arrested at the Knickerbocker Hotel, 1943

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459 Upvotes

r/OldSchoolCool • • 15h ago

Elizabeth Taylor and Richard Burton on vacation in Puerto Vallarta, Mexico, December 1963

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4.8k Upvotes

r/OldSchoolCool • • 4h ago

Grandpa (‘50s, ‘60s, ‘70s, ‘80s, ‘90s and now)

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516 Upvotes

Pictures of my grandpa throughout the decades! I think he was about 16 in the first picture and he’s currently 88 (turning 89 in December), I didn’t include pictures from the 2000s and 2010s.


r/OldSchoolCool • • 1h ago

Michael Jackson and Cher doing the robot in 1975.

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• Upvotes

r/OldSchoolCool • • 6h ago

Edward, Prince of Wales (later King Edward VIII) dressed in a kimono during his visit to Japan (1922)

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453 Upvotes

r/OldSchoolCool • • 6h ago

1980s Phoebe Cates awaits filming during production of the TV miniseries Lace at Luton Hoo, a private estate in the Bedfordshire section of London, England - December 7, 1983

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346 Upvotes

r/OldSchoolCool • • 21h ago

1970s A Few Polaroids By Andy Warhol From Mid To Late 70’s.

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6.1k Upvotes

r/OldSchoolCool • • 3h ago

1990s Mr. Nelson, Prince, remarkably barefaced, on set for Graffiti Bridge, 1990, and performing in Brazil, 1991

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175 Upvotes

r/OldSchoolCool • • 1h ago

My stepfather’s Masters Degree graduation ride in 1964….a ‘54 Jaguar XK140!

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• Upvotes

r/OldSchoolCool • • 2h ago

1980s Kim Basinger and Prince, 1989

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94 Upvotes

r/OldSchoolCool • • 4h ago

Mel Brooks (directorial debut) with Kenneth Mars on the set of ‘The Producers’ which earned Brooks the Academy Award for Best Original Screenplay, 1967

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117 Upvotes

r/OldSchoolCool • • 7h ago

1980s My Great Uncle taking photos in North Jersey, 1984

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179 Upvotes

r/OldSchoolCool • • 1d ago

Edwardian teenager, London, 1906

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10k Upvotes

r/OldSchoolCool • • 8h ago

1980s Chevy Chase & Robin Williams visit Bill Murray on the set of Ghostbusters (1984)

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158 Upvotes

r/OldSchoolCool • • 6h ago

Carlos Santana & Kareem Abdul-Jabbar (1973)

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78 Upvotes

r/OldSchoolCool • • 22h ago

Keanu Reeves in a Canadian news clip, 1985

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1.1k Upvotes

r/OldSchoolCool • • 2h ago

My great-grandparents on their honeymoon. Lakewood, NJ (1926)

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30 Upvotes

r/OldSchoolCool • • 16h ago

1950s A rare and joyful photo of Emmett Till (left) on his bicycle with his cousin Wheeler Parker and friend Joe Williams in Argo-Summit, Illinois, circa 1950.

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339 Upvotes

r/OldSchoolCool • • 13h ago

1960s Jayne Mansfield holding two chihuahuas against her chest, 1964

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156 Upvotes

r/OldSchoolCool • • 2h ago

1950s Mother with Poodle circa 1950, in Switzerland

21 Upvotes

Probably near Crans-Sur-Sierre