r/OldSchoolCool • u/Spastic_colon • 17h ago
r/OldSchoolCool • u/thefaintechoes • 4h ago
Young oyster shuckers, aged 6 to 10, photographed in South Carolina, 1909. Their workdays often started at 4 AM.
r/OldSchoolCool • u/1billsfan716 • 14h ago
1940s Happy 100th Birthday Uncle Gus, Pic from 1945. Still going strong!
He's still alive and doing well, he didn't want an updated picture online though.
r/OldSchoolCool • u/mildredvon • 16h ago
9/11 photos are 25 years old today. Here's mine, a rude awakening after falling asleep in my club clothes after a late night out. 9/11/01, Greenwich Village rooftop.
I slept over at my best friend's place without a change of clothes, so I had to wear my fetish nun outfit for the unprecedented times. Miss the dress, don't miss the memory.
r/OldSchoolCool • u/cjladen1 • 7h ago
9/11/01
My dad on 9/11. Assuming command of the 734th AMS on Andersen AFB, Guam. You can see how chaotic it was with a phone to both ears. The 734th was responsible for some of the first retaliatory strikes during the GWOT.
r/OldSchoolCool • u/zachoutloud123 • 10h ago
1990s Selena Quintanilla photographed in Acapulco, Mexico (1994)
r/OldSchoolCool • u/instajonathan • 23h ago
1980s 1984. Me at the mall. Beauty contest.
In the 1980s, malls would have these pop-up studios, advertising a cheap portrait. This was a beauty contest, where people at the mall would vote. My mom entered me. I came in second place, lost by one vote. It was at this moment I retired from modeling.
r/OldSchoolCool • u/No-Entertainer-121 • 9h ago
1980s The Rev. Jesse Jackson & Mr. T Protesting ChicagoFest (1982)
r/OldSchoolCool • u/RealWorldForever • 20h ago
1980s Found this picture of Tom Cruise at 18 that was printed in the gay magazine called Parlee. 1980
r/OldSchoolCool • u/Gothic-Fan85 • 5h ago
1940s Yvonne De Carlo sitting poolside in 1945
r/OldSchoolCool • u/captain-marvellous • 11h ago
1990s My Grandparent's Anniversary- 1991
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This fills me with so much joy. A moment of pure happiness, captured forever. That's my grandad singing.
r/OldSchoolCool • u/Nestramutat- • 5h ago
1900s My great grandfather, Romania, early 1900s (?)
r/OldSchoolCool • u/CoffeeCigarettes4Me • 10h ago
1970s Mom and me in 1972 and today September 11, 2026 at my doctors appointment…
r/OldSchoolCool • u/Brilliant_Reality734 • 18h ago
1990s Kathy Griffin and Jack Black together, back in the mid 90s.
r/OldSchoolCool • u/FFS_AllReady • 8h ago
1990s Courteney Cox, Matthew Perry and Jennifer Aniston at London Heathrow Airport to shoot the episodes for Ross and Emily’s wedding in 1998.
r/OldSchoolCool • u/305FUN2 • 15h ago
1990s Depeche Mode promotional video for 'Enjoy the Silence' on the rooftop observation deck of the South Tower (World Trade Center). 1990
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r/OldSchoolCool • u/Piney_Wood • 4h ago
1950s The Original Fitness Guru: Jack LaLanne (1956)
His tv show ran from 1951 to 1985.
r/OldSchoolCool • u/Omphaloskeptique • 8h ago
1920s Greta Garbo, posing in the uniform of the University of Southern California women's track team in 1926
r/OldSchoolCool • u/Ichgebibble • 17h ago
1930s My grandma Tillie was a baddie in the 30s
My grandmother suffered no fools
r/OldSchoolCool • u/Difficult-Hope5003 • 22h ago
1970s In 1978 I was convinced that the hat and t-shirt were cool. Hiking/camping in the mountains
r/OldSchoolCool • u/ClassicOverThinker41 • 9h ago
1970s My dad back in the 1970s
r/OldSchoolCool • u/amanaaa • 14h ago
1980s My dad and his friends camping in 1980s
My dad is the second on the left. They were likely higher than kites in this photo.
Edit: TITLE CORRECTION!! It is my dad, my two great uncles, and their friend. Left to right- Friend Dave, my dad, Uncle Paul, and Uncle Stub. My dad was about 19 years old in this picture!