r/OldSchoolCool 14h ago Gold Vibing

1952 Rockabilly dance

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6.7k Upvotes

When you realize you grandparents were far cooler then you’ll ever be!


r/OldSchoolCool 11h ago

Me in a members only jacket and a monkey in a space suit. Somewhere in Spain, probably Madrid. Early 1980s.

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1.8k Upvotes

r/OldSchoolCool 20h ago

Lucille Ball and Desi Arnaz outside their production studio in 1958. Lucy would go on to buy and produce a series called Star Trek when everyone else passed on it.

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9.0k Upvotes

r/OldSchoolCool 11h ago

Robert Stack, who would go on to host Unsolved Mysteries, in 1978.

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1.2k Upvotes

r/OldSchoolCool 2h ago

Michael Caine and his mum in 1966

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188 Upvotes

r/OldSchoolCool 17h ago

The night they ended Prohibition, December 5th 1933.

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3.0k Upvotes

r/OldSchoolCool 21h ago Masterpiece

Me & my girlfriend in the 1980s, she was like a famous supermodel or something but was always traveling for photo shoots, that's why it didn't work out

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6.8k Upvotes

r/OldSchoolCool 1d ago

My parents wedding photos [1990] a slightly different take, but my dad's biggest rebellion was bringing home and marrying a white woman. His expression says it all.

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15.7k Upvotes

Kinda happy, but also resolute, and ready to throw a fit if they started dissing my mum in Cantonese. And his glasses oh my gosh hahaha. And that headress in the second pic


r/OldSchoolCool 8h ago

Greek model Aliki Diplarakou, who previously won the title of Miss Hellas and Miss Europe 1930, as Athena Promachos at the Second Delphic Festival in Delphi, 1930.🦉

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267 Upvotes

r/OldSchoolCool 13h ago

My Mongolian dad in Germany 1987

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618 Upvotes

r/OldSchoolCool 3h ago

Sigourney Weaver, 1983. NSFW

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104 Upvotes

r/OldSchoolCool 20h ago All-Seeing Upvote

My family before an early start to our vacation, 1963

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2.0k Upvotes

r/OldSchoolCool 11h ago

Dolly Parton in the 1960s

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375 Upvotes

r/OldSchoolCool 2h ago

vin diesel at school 1985

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45 Upvotes

r/OldSchoolCool 48m ago

Bill Withers and his band, super cool old school! Use Me, 1972

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r/OldSchoolCool 7h ago

My wife and I back in 1968, back when I was in the US Army, still together.

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108 Upvotes

r/OldSchoolCool 14h ago

Me and my Dad at my b-day bout 1985. I know yall see the abs

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381 Upvotes

r/OldSchoolCool 11h ago

Led Zeppelin at Madison Square Garden in 1973 (song is Over the Hills and Far Away)

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188 Upvotes

r/OldSchoolCool 14h ago

My grandfather during WW1

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301 Upvotes

r/OldSchoolCool 14h ago

My grandfather, late 70s, today would have been his 100th birthday

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320 Upvotes

r/OldSchoolCool 15h ago

Stevie Ray Vaughan: the only man that could transform “Mary Had A Little Lamb” into an epic blues-rock song. (1983)

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361 Upvotes

r/OldSchoolCool 23h ago

Rare photo of Robin Williams and George Carlin together in the mid 90's

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1.5k Upvotes

r/OldSchoolCool 8h ago

Pantheon museum visitors inside the only ancient Roman building that has remained intact for over 2,000 years, photo by Thomas Struth, 1990

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98 Upvotes

r/OldSchoolCool 1d ago

Pierce Brosnan interview June 1985

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1.9k Upvotes

r/OldSchoolCool 17h ago Silver

Recording concerts on a cassette tape, circa 1980s

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455 Upvotes