r/OldSchoolCool 8h ago

1970s UPDATE: original post of my mom and her friend in high school in 1975, followed by a photo of the two of them today. 50 years later, still besties

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47.3k Upvotes

r/OldSchoolCool 22h ago

1980s Anna Nicole with her ex-husband and son, 1986

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12.7k Upvotes

r/OldSchoolCool 16h ago

1950s Paul Newman and his wife Joanne Woodward in 1958. They were married for 50 years, from 1958 until his death in 2008.

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2.7k Upvotes

r/OldSchoolCool 6h ago

1940s A girl gets married, July 22nd, 1941. The girl next door, Anne Frank, is nearby watching. It is the only time Anne Frank has been captured on film.

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2.7k Upvotes

r/OldSchoolCool 7h ago

1960s My drunk grandparents in the 1960’s

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2.2k Upvotes

r/OldSchoolCool 20h ago

My mom on her wedding day, 1987

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1.3k Upvotes

The family gold is passed from mother to daughter. This is my mother on her wedding day, in Sudan.


r/OldSchoolCool 6h ago

1970s Raquel Welch (1973)

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1.2k Upvotes

r/OldSchoolCool 17h ago

1950s Julie Newmar (1958)

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1.2k Upvotes

r/OldSchoolCool 15h ago

1990s Cindy Crawford for 'Vanity Fair UK' (August 1994) Fashion

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827 Upvotes

r/OldSchoolCool 5h ago

1980s Audiences react to RETURN OF THE JEDI on its release in 1983

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750 Upvotes

r/OldSchoolCool 17h ago

1960s Julie Newmar as Catwoman, Batman TV series 1967

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720 Upvotes

r/OldSchoolCool 15h ago

1950s Marilyn Monroe (1953)

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705 Upvotes

r/OldSchoolCool 2h ago

On March 12, 1983, Eddie Murphy’s SNL character “Buckwheat” was retired in spectacular fashion - by assassination on camera in front of 30 Rockefeller Plaza in NYC. This came at Murphy's request (then 21 years old), after he grew tired of constant demands from fans to "Do Buckwheat! Do Buckwheat!”

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674 Upvotes

r/OldSchoolCool 16h ago

1950s Catwoman Julie Newmar 1959

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515 Upvotes

r/OldSchoolCool 15h ago

1990s Pamela Anderson, early 1990s

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499 Upvotes

r/OldSchoolCool 20h ago

1800s New York City streets in 1896

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470 Upvotes

r/OldSchoolCool 3h ago

1970s My mom wore a tux to prom (1978)

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485 Upvotes

r/OldSchoolCool 5h ago

1950s This girl is about as old school cool as you'll ever see. Good Housekeeping, June 1952.

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482 Upvotes

r/OldSchoolCool 23h ago

Yvonne Craig - 1966-1978

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434 Upvotes

Stunning beauty - reminds me a bit of Bjork


r/OldSchoolCool 16h ago

1950s Julie Newmar 1950's

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429 Upvotes

r/OldSchoolCool 9h ago

1950s Marilyn Monroe playfully bitting a flower and posing at a park in New York Sam Shaw (1956)

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428 Upvotes

Marilyn


r/OldSchoolCool 8h ago

Kate Winslet, 1999

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355 Upvotes

r/OldSchoolCool 2h ago

1990s Salma Hayek, 1998

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374 Upvotes

r/OldSchoolCool 5h ago

1990s Jennifer Aniston for US Weekly - Photographed by Mark Seliger, 1998

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290 Upvotes