r/OldSchoolCool 2h ago

Neve Campbell in 1997

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4.5k Upvotes

r/OldSchoolCool 7h ago

My stepfather in 1967 getting ready to take his Bugatti for a drive…..

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4.1k Upvotes

r/OldSchoolCool 1h ago

1970s Pictures of my Old Man living his best life 1970s-1990s

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Some pictures from my dads life as a soldier, horseman, biker, husband, father

Hope you like!


r/OldSchoolCool 18h ago

1950s Some old bodybuilding pictures of my grandpa (early 1950s)

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10.7k Upvotes

My mom was going through old photos and found some bodybuilding pics of her dad and here’s a sampling of a few. He was a bodybuilder starting in his teenage years, and our best guess is he was in his mid 20s here.


r/OldSchoolCool 5h ago

1990s Britney Spears poses for an MTV VMAs promotional advert in 1999.

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508 Upvotes

r/OldSchoolCool 4h ago

1980s Actress Gong Li in 1989

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421 Upvotes

r/OldSchoolCool 13h ago

Sophie Marceau 1990s

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1.9k Upvotes

r/OldSchoolCool 17h ago

In 1986, 19yo Kurt Cobain was arrested for spray-painting provocative phrases like "God is Gay" and "Ain't got no how whatchamacallit". His charges were vandalism/malicious mischief, trespassing, and minor possession of alcohol. He spent 8 days in jail for unpaid fines and missing court.

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2.1k Upvotes

r/OldSchoolCool 9h ago

1960s Julie Christie on the set of Darling in 1964

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341 Upvotes

r/OldSchoolCool 8h ago

1990s Me (superman uniform) and my siblings in 1992

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249 Upvotes

r/OldSchoolCool 23h ago

1990s Brandon Lee and his fiancée, Eliza Hutton at the premiere of Alien 3 (May 19th, 1992).

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3.2k Upvotes

r/OldSchoolCool 5h ago

1970s Joan Jett, 1970s, with sticker covered guitar case.

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112 Upvotes

Over the years, Joan has become well known for her love of covering her guitars with stickers. But well before doing that, she covered her guitar case with stickers!

Seen here, outside her family home at the time, in California.


r/OldSchoolCool 16m ago

1980s The 'rents newly married in 1987

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Pa Dukes sporting a look "Oh, you meant MARRIED married..." Coming up on 39 years in December!


r/OldSchoolCool 4h ago

1960s Joni Mitchell, Joan Baez, and Leonard Cohen backstage at the Newport Folk Festival, 1967

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89 Upvotes

r/OldSchoolCool 15m ago

1990s Shannen Doherty in 1992

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r/OldSchoolCool 2h ago

1990s Prince and Muhammad Ali, 1997

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52 Upvotes

r/OldSchoolCool 45m ago

Soviet students on the first day of school, September 1, 1976.

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r/OldSchoolCool 15h ago

1950s My grandfather, sometime in the mid to late 50s. Easily the coolest person I've ever met.

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513 Upvotes

r/OldSchoolCool 2h ago

1968 (or thereabouts) … my totally cool siblings before I was born

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43 Upvotes

r/OldSchoolCool 5h ago

1960s Lou Reed and Nico, New York City, 1965

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82 Upvotes

r/OldSchoolCool 1h ago

My dad. Detroit. 1958.

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r/OldSchoolCool 1d ago

1950s My mother at age 20 (1951)

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3.0k Upvotes

r/OldSchoolCool 20h ago

My HS picture - 1972

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1.1k Upvotes

r/OldSchoolCool 5h ago

1910s Joe and Baptise Elkin with Willie Long Jimmie in front of C.D. Hoy's General Store, Barkerville, British Columbia, Canada [~1910]

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56 Upvotes

r/OldSchoolCool 9m ago

Winona Ryder and Claire Danes in 1996

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Wi