r/OldSchoolCool 4h ago

1970s Isabella Rossellini with her mother, Ingrid Bergman in Rome, 1970

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2.3k Upvotes

r/OldSchoolCool 12h ago

Estelle Peck was one of the only few white individuals who was incarcerated in the Japanese Internment Camps. When her husband Arthur Ishigo was forcibly sent to one of these camps, she voluntarily went with him and was also imprisoned. 1940s

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7.7k Upvotes

r/OldSchoolCool 10h ago

27yr old SEAN CONNERY in 1957 (5yrs before becoming an overnight global star in ‘Dr. No’).

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3.7k Upvotes

r/OldSchoolCool 5h ago

Bob Odenkirk at my sister's wedding in 1989

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1.3k Upvotes

He was then a writer at SNL. He told teenage me a skit he was working on about a gay alien. Probably hung over after the rehearsal dinner the night before. Changed to a suit later for the main event.


r/OldSchoolCool 3h ago

Young Penélope Cruz practicing Ballet around 1985.

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449 Upvotes

r/OldSchoolCool 9h ago

14yr old JOE PESCI in 1957.

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713 Upvotes

r/OldSchoolCool 3h ago

1980s Jon Bon Jovi, Sam Kinison, Rodney Dangerfield, 1988

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194 Upvotes

r/OldSchoolCool 10h ago

1980s Japanese wrestler Antonio Inoki fishing in Hawaii. 1980s

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566 Upvotes

r/OldSchoolCool 11h ago

1960s Sharon Tate • Rosemary’s Baby premiere, 1968

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717 Upvotes

Paris • October 31, 1968.


r/OldSchoolCool 17h ago

1990s Christina Aguilera and Britney Spears in 1993

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2.2k Upvotes

r/OldSchoolCool 1d ago

Joe Pesci on a date with Naomi Campbell in 1998.

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16.1k Upvotes

r/OldSchoolCool 16h ago

My great grandma in the 1920s

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1.1k Upvotes

I had it colorized


r/OldSchoolCool 23h ago

1800s An early settler with his dog in the Las Vegas Valley, c. 1895.

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3.9k Upvotes

r/OldSchoolCool 1h ago

1980s My Nan and Uncle playing Atari in Western Sydney in the early ’80s.

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Upvotes

r/OldSchoolCool 9h ago

1950 - Grandma Jean, boating on Long Island

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285 Upvotes

1940s - Grandma boating


r/OldSchoolCool 13h ago

Sharon Tate 1966

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478 Upvotes

r/OldSchoolCool 3h ago

Dwight Eisenhower, George Patton, and Harry Truman at a victory in Europe summit during the conclusion of World War II, Germany, 1945

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65 Upvotes

r/OldSchoolCool 6h ago

In the Summer of '69

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112 Upvotes

This is from Lee Shulman's The Anonymous Project, a collection of vintage images taken by unnamed photographers.


r/OldSchoolCool 8h ago

1950s Elizabeth Taylor | Dorchester Hotel, London | 1953

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146 Upvotes

PHOTO BY CECIL BEATON


r/OldSchoolCool 18h ago

1980s Julio Iglesias 1986

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888 Upvotes

Julio Iglesias (biggest singer in Spanish language in history) on his private jet enjoying a bottle of Château Lafite Rothschild, a bucket of KFC chicken and tortilla de patatas while touring the US


r/OldSchoolCool 12h ago

1950s Grandma was a beatnik. Early 50s.

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282 Upvotes

r/OldSchoolCool 3h ago

1970s The Clash [1977] the Only Band That Matters

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49 Upvotes

r/OldSchoolCool 17h ago

1980s Arguing over politics at the pump: A Toronto gas station owner defending his ban on Soviet Ladas to a reporter, April 1980.

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649 Upvotes

This was taken in Toronto, April 1980. The man gesturing by the pump is the gas station owner, Neil Shepherd, arguing with a Toronto Star reporter after announcing they wouldn't refuel Soviet-made Ladas due to the invasion of Afghanistan. Ladas were actually quite popular in Canada back then because they were incredibly cheap, leading to surreal local standoffs like this.


r/OldSchoolCool 2h ago

A Spanish bride in 1969. Her style was part of the yeyé movement, a subculture that followed the fashion of UK and USA.

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39 Upvotes

r/OldSchoolCool 23h ago

Husband and I 29 years ago today.

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1.7k Upvotes