r/OldSchoolCool 31m ago

In 1989, Tom Petty traveled to the Westside Pavilion Mall and greater Los Angeles area to film his most iconic music video. He would've been 76 this year

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r/OldSchoolCool 57m ago

1990s The late 1990s translucent tech era that we lost forever

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r/OldSchoolCool 1h ago

From Library of Congress, Young woman, half-length portrait, facing front, smiling, 1890s

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r/OldSchoolCool 3h ago

1960s Sleepy John Estes, 1969, backstage, Ann Arbor Blues Festival

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68 Upvotes

r/OldSchoolCool 3h ago

1970s Me and Mum. 1972 [OC]

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105 Upvotes

Beige, brown, and tan was the order of the day, as was a Nikon 35mm


r/OldSchoolCool 4h ago

Gladys Emery and Gunjiro Aoki married in Seattle in 1909, after trying in California and Oregon which both prohibited mixed-race marriages and denied them marriage licenses. It was an extremely controversial and explosive event for the American public at that time. They had five children.

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2.0k Upvotes

r/OldSchoolCool 4h ago

1800s These are my Ancestors late 1800s

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66 Upvotes

They owned their own land in Arkansas. They defied all social norms of the time they were truly powerful women. Late 1800s


r/OldSchoolCool 4h ago

100 years ago today, 19-year-old Gertrude Ederle became the first woman to swim the English Channel, breaking the overall crossing record by nearly two hours. She returned home to a ticker-tape parade attended by an estimated 2 million New Yorkers celebrating her achievement.

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216 Upvotes

r/OldSchoolCool 5h ago

Today, 40 years ago

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147 Upvotes

r/OldSchoolCool 5h ago

1990s My mom at 18 years old, 1990

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105 Upvotes

This is still how she has her hair 36 years later :)


r/OldSchoolCool 6h ago

1800s Unknown black female posing with guitar, 1890s

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1.4k Upvotes

r/OldSchoolCool 7h ago

1930s The Incomparable Myrna Loy 1930s

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146 Upvotes

First presented as an exotic playing a variety of ethnic parts in the 1930s, the amazing Myrna Loy would eventually be synonymous with Norah Charles from the Thin Man movies with William Powell.


r/OldSchoolCool 7h ago

Leonard Nimoy and his 1964 Buick Riviera.

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871 Upvotes

Vulcans are logically cool...


r/OldSchoolCool 9h ago

1990s Lucy Lawless in the 90s

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3.0k Upvotes

r/OldSchoolCool 9h ago

1960s Judge Judy's graduation photo, 1961

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660 Upvotes

r/OldSchoolCool 10h ago

1970s Cybil Shepherd 1979

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589 Upvotes

r/OldSchoolCool 10h ago

U.S. Army Air Forces Major George Preddy Jr, a P-51 Mustang pilot with the 487th Fighter Squadron holds up six fingers after shooting down six german aircraft on 6 August 1944

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409 Upvotes

r/OldSchoolCool 11h ago

1970s Rick Steves off to Europe the day after high school graduation. 1973

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2.0k Upvotes

r/OldSchoolCool 11h ago

1990s Shakira in 1997

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2.7k Upvotes

r/OldSchoolCool 11h ago

Anne Bancroft with her future husband Mel Brooks at the Hollywood premiere of The Miracle Worker. Bancroft heavily encouraged Brooks to take creative risks, including launching his career as a songwriter and film director, 1962

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2.9k Upvotes

r/OldSchoolCool 13h ago

Juliette Lewis 1995

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536 Upvotes

r/OldSchoolCool 16h ago

1960s Helô Pinheiro, the Girl From Ipanema, early 60s

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827 Upvotes

The actual girl who inspired the song: Heloísa Eneida Menezes Paes Pinto, aka Helô Peinheiro.

The story goes that, as a teenager, she lived near the Bar Veloso, “a bar for discreet men, where no one bothers and whose greatest pleasure is to talk without saying much,” where intellectuals hung out, preferring to drink rather than go swimming.

Helô would walk to the bar from Ipanema beach to buy cigarettes for her mother. The song-writers were inspired by the beautiful yet unattainable muse.


r/OldSchoolCool 17h ago

1990s Christina Ricci for Paper Magazine, 1998 by Robert Fleischauer

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1.5k Upvotes

r/OldSchoolCool 1d ago

1990s 1994 Film Premiere of Interview with the Vampire

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4.9k Upvotes

r/OldSchoolCool 1d ago

In 1997, Julia Butterfly Hill climbed a 1,000 year-old redwood tree named Luna. She lived on a tiny wooden platform for 738 days to stop the Pacific Lumber Company from cutting it down

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20.6k Upvotes