r/OldSchoolCool 50m ago Helpful

When I was the 1990 Runner Up at the Yorktown Mall Bart Simpson Lookalike Contest

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r/OldSchoolCool 1h ago

Jaws, 1975

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r/OldSchoolCool 1h ago

50 Cent aka Boo Boo (1992)

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r/OldSchoolCool 18m ago

Fans waiting to meet Mariah Carey in Toronto, 1996

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r/OldSchoolCool 1h ago

Tree, $49 from GW & all random goodwill decor.

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Two old married people did this. We played cards and sang along to Grateful Dead . Alexa knew what we’d like.


r/OldSchoolCool 58m ago

Cool as the Day was Long in 1986

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r/OldSchoolCool 1h ago

My Grandma (Norva Crider) in 1956, Dodge City High School, Kansas, USA

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She is 18 years old in the picture ❤️

Source Citation "U.S., School Yearbooks, 1880-2012"; School Name: Dodge City High School; Year: 1956

Source Information Ancestry.com. U.S., School Yearbooks, 1900-2016 [database on-line]. Lehi, UT, USA: Ancestry.com Operations, Inc., 2010.

Can access by going to classmates.com and searching "Dodge City High School, Norva Crider"


r/OldSchoolCool 8h ago

My mother in the early 60s

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3.3k Upvotes

r/OldSchoolCool 15h ago Starstruck

Lois Long (a columnist for "New Yorker" and flapper) getting a shocked look from a staff member of the late Victorian era, photograph taken by Edward Steichen in 1921 ✨

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19.4k Upvotes

r/OldSchoolCool 14h ago Silver

Hans Zimmer and his Moog Modular Synthesizer, 1970

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6.9k Upvotes

r/OldSchoolCool 5h ago

New York City 1902 a 100 years ago

867 Upvotes

r/OldSchoolCool 4h ago

Marilyn Monroe. Thanksgiving 1950

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578 Upvotes

r/OldSchoolCool 12h ago

My parents taking a selfie in 1988

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1.4k Upvotes

r/OldSchoolCool 8h ago Wholesome All-Seeing Upvote

Carl Sagan explains the 4th dimension, circa 1980s

606 Upvotes

r/OldSchoolCool 9h ago

Mamie van Doren at home in Los Angeles, 1956. Colorized.

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598 Upvotes

r/OldSchoolCool 10h ago

Bodybuilder Relna Brewer showing her strength by ripping a phone book apart (1938)

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799 Upvotes

r/OldSchoolCool 4h ago

Newlyweds 1980

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221 Upvotes

r/OldSchoolCool 13h ago

James Earl Jones - while filming The Great White Hope (1970)

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879 Upvotes

r/OldSchoolCool 5h ago

My grandparents, Kathy and Howard, on their wedding day in the mid 1960’s.

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199 Upvotes

r/OldSchoolCool 12h ago

Donkey Basketball 1970

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671 Upvotes

r/OldSchoolCool 17h ago Silver

My siblings and I got a great present for Christmas, 1990s

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1.6k Upvotes

r/OldSchoolCool 1d ago Silver

So was my great grandfather in the KKK or is there a non-racist explanation for the white hoods? c. early 1900s?

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5.6k Upvotes

r/OldSchoolCool 6h ago

My grandfather looking cooler than I ever could (1950s).

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134 Upvotes

r/OldSchoolCool 1d ago

My grandparents, 1970 - Cicero, IL

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10.3k Upvotes

r/OldSchoolCool 7h ago

My Grandmother in 1915!

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139 Upvotes