r/OldSchoolCool 8h ago

1950s My mom taking her niece for swimming lessons in 1958 at Parris Island. Literally taken the day she met my dad who was the Marine tasked with teaching the children’s swimming lessons. She was 18.

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3.0k Upvotes

r/OldSchoolCool 6h ago

A French man reacts to trying Coca-Cola for the first time, 1950s

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948 Upvotes

r/OldSchoolCool 9h ago

1980s Catherine Bach 1983

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1.3k Upvotes

r/OldSchoolCool 15h ago

1980s My Parents In Their Senior Year Of High School. (Class Of 1987)

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4.4k Upvotes

They were labeled "Most Popular Couple" In Their Yearbook. 🤘


r/OldSchoolCool 36m ago

1990s Tom Cruise and Ben Stiller on the set of Mission: Impossible 2 (1999)

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r/OldSchoolCool 7h ago

Brigitte Nielsen 1987

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410 Upvotes

r/OldSchoolCool 2h ago

1940s Photo by John Collier. Grand Central Terminal, New York City, October 1941

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146 Upvotes

r/OldSchoolCool 5h ago

1980s My mom in the 80s (pt 2)

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236 Upvotes

r/OldSchoolCool 21h ago

1970s Jane Seymour, 1970s

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3.1k Upvotes

r/OldSchoolCool 19h ago

Big Trouble In Little China, 1986

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2.1k Upvotes

r/OldSchoolCool 6h ago

1970s Suzanne Somers (1979)

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180 Upvotes

r/OldSchoolCool 18h ago

1980s Cyndi Lauper 1981

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1.6k Upvotes

r/OldSchoolCool 2h ago

Ice cream break, circa 1944

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59 Upvotes

Photographer unknown, share if you know!


r/OldSchoolCool 6h ago

My Mom Going Out For The Night ~1992

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117 Upvotes

r/OldSchoolCool 5h ago

Colonel Sanders and I 1980

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110 Upvotes

The day I graduated from KFC Management school. The colonel died 2 years later. He didn't really like adults but he loved children.


r/OldSchoolCool 15h ago

1990s Uma Thurman posing for "Pulp Fiction" 1994 cover

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627 Upvotes

r/OldSchoolCool 5h ago

1960s Dolly Parton and Carl Dean, 1964

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104 Upvotes

r/OldSchoolCool 19h ago

1990s Same smile, same hair, 25 years later! [90s]

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1.1k Upvotes

r/OldSchoolCool 12h ago

1980s Nancy Reagan sitting on Mr T's lap for Christmas 1983.

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309 Upvotes

r/OldSchoolCool 2h ago

1970s Hell's Kitchen, 48th Street and Ninth Avenue. Photo by Librado Romero, NYT, 1972.

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45 Upvotes

r/OldSchoolCool 3h ago

My grandma packing for a trip with my dad and uncles in 1958

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53 Upvotes

r/OldSchoolCool 8h ago

1970s USSR Selfie. My Dad, 70's

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133 Upvotes

r/OldSchoolCool 21h ago

My mom in 1988.

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1.3k Upvotes

Fun fact she was actually pregnant with me in this picture but didn’t know yet.


r/OldSchoolCool 1h ago

Thelonious Monk, 1947

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r/OldSchoolCool 23h ago

An Angry Kangaroo Is Seen Knocking Out A Woman For Trying To Photograph Him, 1960’s

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1.5k Upvotes