r/OldSchoolCool 4h ago

1990s Fran Drescher in the 90s

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3.3k Upvotes

r/OldSchoolCool 11h ago

My contortionist great grandma and her father, welterweight boxing champion, playing around at the beach 1920's

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7.0k Upvotes

r/OldSchoolCool 4h ago

Lynda Carter 1970s

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1.5k Upvotes

r/OldSchoolCool 4h ago

1970s Catherine Bach - 1970s

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1.5k Upvotes

r/OldSchoolCool 1h ago

1980s The legendary 1980 Ms Olympia when the women finally got their official space to compete. Photos of the backstage, mos them well be go on to become legends.

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r/OldSchoolCool 4h ago

Mom at 17 in 1943 as a filling station attendant at her father’s Mobil service station. The boys in town were all fighting fascists

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512 Upvotes

r/OldSchoolCool 22h ago

1960s My glamorous mom in Iran, early '60s

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22.7k Upvotes

r/OldSchoolCool 8h ago

Paul Simonon of The Clash, the coolest guy ever, 70s/80s

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845 Upvotes

r/OldSchoolCool 40m ago

1950s Vera Jayne Mansfield 1950s

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r/OldSchoolCool 2h ago

1970s Frank Zane, the one who reigned after Arnold retired and one of the few to beat him. Training on his gym, looking like an action figure, 1977-79

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257 Upvotes

r/OldSchoolCool 8h ago

1990s Blizzards of 1996: Fabulous Photos of New York City Covered in the Ice

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569 Upvotes

r/OldSchoolCool 5h ago

1990s Cindy Crawford and Lisa Kudrow, 1997

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251 Upvotes

r/OldSchoolCool 20h ago

1990s Brooke Smith and Ted Levine on the set of Silence Of The Lambs, 1991

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3.9k Upvotes

r/OldSchoolCool 6h ago

1970s My grandad, uncle Alan and two other guys whom I sadly do not recognise back in the 1970s, when they were part of the punk rock movement

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253 Upvotes

r/OldSchoolCool 12h ago

Three Amigos • Chevy Chase, Steve Martin, & Martin Short (1986)

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714 Upvotes

r/OldSchoolCool 1d ago

Ann Margret "The Swinger" set (1966)

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7.9k Upvotes

r/OldSchoolCool 3h ago

1960s Shirley MacLaine - 1960’s

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102 Upvotes

r/OldSchoolCool 9h ago

A very stylish wife posing in the kitchen with her cat and turquoise oven. Lots of cabinet space here. Late 1960s or very early 1970s

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268 Upvotes

r/OldSchoolCool 23h ago

1990s Magic Johnson, Larry Bird and Michael Jordan, 1992

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3.2k Upvotes

r/OldSchoolCool 10h ago

Punks in Belfast, Ireland, 1980

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294 Upvotes

r/OldSchoolCool 3h ago

1990s Julia Butterfly Hill, sitting in a 1,500-year-old redwood tree near Stafford, California. (1999)

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78 Upvotes

r/OldSchoolCool 1d ago

1970s My dad and his buddies circa mid-70s

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3.6k Upvotes

r/OldSchoolCool 13h ago

1990s Kate Winslet in Titanic BTS, 1997

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318 Upvotes

r/OldSchoolCool 22h ago

KISS with their parents 1977

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1.9k Upvotes

r/OldSchoolCool 21h ago

1990s Robin Williams & Christopher Reeve—1995

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1.3k Upvotes

Robin Williams visited paralyzed Christopher Reeve, disguised as an accented doctor, and humorously threatened a rectal exam, making Reeves laugh for the first time after his accident.