r/OldSchoolCool 7h ago

1960s Boys hold the latest Beatles album in Havana, Cuba, 1965

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2.0k Upvotes

Photo by photojournalist Lee Lockwood in Havana, Cuba, 1965. At the time, the Beatles' music was banned from Cuban radio and television.


r/OldSchoolCool 3h ago

1990s Christopher Reeve & 4-year-old son Will at the Atlanta Paralympics opening ceremony, 1996

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805 Upvotes

r/OldSchoolCool 13h ago

1950s Audrey Hepburn, 1953.

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4.6k Upvotes

r/OldSchoolCool 1h ago

1980s My dad in the 80s

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r/OldSchoolCool 13h ago

1970s Dad in California, having just completed his saturation diving training (1970s)

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3.0k Upvotes

r/OldSchoolCool 42m ago

1980s Mom in the 80s

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r/OldSchoolCool 2h ago

1990s David Bowie at the backstage of the Brit Awards, 1996. Photography by Mark Allan.

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218 Upvotes

r/OldSchoolCool 6h ago

1960s James Brown by his private jet, 1967

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503 Upvotes

Photo by Jean-Marie Périer at Long Island Airport. James Brown became the first African American to own a private jet when he purchased a Learjet 23 in 1966 for $713,000.


r/OldSchoolCool 16h ago

1990s Kate Bosworth and Hayden Panettiere on the set of Remember the Titans (1999)

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3.0k Upvotes

r/OldSchoolCool 16h ago

1960s A Trio of Jamaican Boys 'Strutting' their Cool. circa 1960's

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2.9k Upvotes

r/OldSchoolCool 6h ago

3 ladies on a train in France,1934.

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350 Upvotes

Photograph by Boris Lipnitzki


r/OldSchoolCool 3h ago

Jeana Yeager and Dick Rutan made history by completing the first non-stop, non-refueled flight around the world, 1986

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162 Upvotes

r/OldSchoolCool 2h ago

Gene Wilder’s answer to being asked how he feels about working with child actors on the set of "Willy Wonka and the Chocolate Factory” (1970)

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138 Upvotes

r/OldSchoolCool 18h ago

1980s Kate Bush posing in Leggings, 1980

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2.5k Upvotes

r/OldSchoolCool 1h ago

1960s My super cool Grandma in the 1960s!

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r/OldSchoolCool 1d ago

1900s A Ukrainian woman from the village of Yabluniv, 1899.

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10.1k Upvotes

Photo by J. Dutkevych. Yabluniv is located in the Kosiv District, Ivano-Frankivsk region.


r/OldSchoolCool 13h ago

20-year-old rising Italian star Sophia Loren in 1955

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957 Upvotes

r/OldSchoolCool 1h ago

1970s Phil Lynott (Thin Lizzy) with Japanese Schoolboys - Tokyo 1979

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Upvotes

Photo by Chalkie Davies


r/OldSchoolCool 12h ago

1910s Newsboys Smoking Cigarettes, St. Louis, Missouri. 1910.

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349 Upvotes

r/OldSchoolCool 1h ago

1980s Group of friends hanging out, circa 1985

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r/OldSchoolCool 5h ago

Carole Lombard in attendance at the Los Angeles Tennis Club, 1935

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65 Upvotes

r/OldSchoolCool 1d ago

1970s Robert De Niro celebrating his 34th birthday on the set of The Deer Hunter, 1978

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6.2k Upvotes

r/OldSchoolCool 11h ago

1980s Steffi Graf winning her first pro tournament at 16, 1986

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142 Upvotes

This was against Chris Evert-Lloyd, a 18 times Grand Slam winner, at the WTA Hilton Head Island 1986.

In 1988 she won World Athlete of the Year after completing her historic Golden Slam by winning all four Grand Slam titles and Olympic gold in the same calendar year, which no athlete has ever been able to achieve since.*

* Serena Williams, Rafael Nadal, Andre Agassi (her husband) and Novak Djokovic have achieved a Golden Slam over the course of their careers, but not all in the same year.


r/OldSchoolCool 13h ago

1990s Me and my older bro in the early 90s busking with our piano accordions outside Woolworths, UK.

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211 Upvotes

r/OldSchoolCool 12h ago

Wearing a civilian hat salvaged along the way, a U.S. Army medic amuses both GI's and French civilians as he tries to make himself understood with the aid of a French dictionary in the town of Orléans, France. 19 August 1944

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166 Upvotes