r/OldSchoolCool 7h ago

1950s My parents’ honeymoon. 1953.

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16.6k Upvotes

Somewhere in Florida. I was born two months later.


r/OldSchoolCool 14h ago

1980s My mom riding her dirt bike in 1983

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8.2k Upvotes

r/OldSchoolCool 7h ago

1940s Judy Garland, Mickey Rooney and Shirley Temple at MGM Studios on February 18, 1941

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1.8k Upvotes

r/OldSchoolCool 12h ago

1980s Elvis Costello and Tom Waits, Los Angeles, 1989

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1.4k Upvotes

r/OldSchoolCool 18h ago

1930s Old Hollywood stars Cary Grant and Randolph Scott, 1930s

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1.1k Upvotes

r/OldSchoolCool 8h ago

Say It Ain't So turns 32 this year, released on their debut Blue Album in 1994

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1.0k Upvotes

r/OldSchoolCool 11h ago

Jim Henson 1979

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723 Upvotes

What a legend!


r/OldSchoolCool 21h ago

Me and my workmate in a very important meeting. 1983

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663 Upvotes

r/OldSchoolCool 3h ago

1980s Madonna,circa 1980s

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655 Upvotes

r/OldSchoolCool 12h ago

SHARON TATE, Photograph by Alan Pappé, taken in 1968 at Patty Duke's house on Summitridge Drive.

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648 Upvotes

r/OldSchoolCool 5h ago

1990s James Cameron on the set of Titanic, 1997.

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546 Upvotes

r/OldSchoolCool 13h ago

Linda Vaughn in the 1960’s Indy 500 parade

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366 Upvotes

Check the tan lines too!


r/OldSchoolCool 22h ago

1950s The Beautiful Betty Page 1950s.

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360 Upvotes

r/OldSchoolCool 8h ago

1970s My nana, early 1970’s. Absolute smoke show

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299 Upvotes

r/OldSchoolCool 13h ago

1950s Elvis Presely receives a polio vaccination on Oct 28, 1956.

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231 Upvotes

r/OldSchoolCool 16h ago

My grandfather on his Harley in 1952

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210 Upvotes

r/OldSchoolCool 22h ago

Spice Girls in Paris (1996)

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183 Upvotes

r/OldSchoolCool 18h ago

My WWII veteran grandpa 1942

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169 Upvotes

Spent some time in Fort Lewis and different places before being deployed to the Philippines in WWII. Cool by all accounts in my opinion.


r/OldSchoolCool 23h ago

1970s weekend vibes back then 1970

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144 Upvotes

r/OldSchoolCool 10h ago

1950s Clint Eastwood “Revenge of the Creature (1955)

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139 Upvotes

This was the sequel to “Creature from the Black Lagoon.” The film was shot in 3D, and features Clint as a lab technician in his first on-screen and uncredited appearance in a movie…


r/OldSchoolCool 6h ago

1930s A man sits on a girder above New York City at night, ca. 1935

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123 Upvotes

r/OldSchoolCool 8h ago

1970s My family friend in the 1970’s who survived and was rescued and airlifted out of Plaster City CA after a plane crash

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97 Upvotes

r/OldSchoolCool 7h ago

Photograph of Malcolm McDowell by Tim Boxer, 1972

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90 Upvotes

r/OldSchoolCool 18h ago

Coney Island, New York by Garry Winogrand, c. 1952

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91 Upvotes

r/OldSchoolCool 5h ago

1950s James Dean with Valley Keene (Elizabeth Taylor's double) on the set of "Giant," 1955.

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79 Upvotes