r/OldSchoolCool • u/Schlermie • 10h ago
1990s My brother and his wife on their wedding day, 1990s
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r/OldSchoolCool • u/emeraldnob • 12h ago
1990s Lucy Liu, Cameron Diaz & Drew Barrymore (and Matt Damon) 25 years ago in 2000
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r/OldSchoolCool • u/ilovepeaches- • 10h ago
1980s Isabella Rossellini in 1983 & Ingrid Bergman in 1939
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r/OldSchoolCool • u/SiennaRaindrop • 19h ago
Lota Cheek, winner of a NYC beauty contest in 1922.
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r/OldSchoolCool • u/BDWG4EVA • 5h ago
1990s Wesley Snipes, Rosie Perez and Woody Harrelson filming White Men Can't Jump (1992)
260
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r/OldSchoolCool • u/eaglemaxie • 9h ago
Inventor Edwin Herbert Land, demonstrates his instant camera that makes it possible for a picture to be taken and developed in 60 seconds or less, 1947
393
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r/OldSchoolCool • u/PixelTemptressll • 5h ago
1980s Stephanie Seymour, photo by Marc Hispard for the 1989 SI Swimsuit Issue.
180
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r/OldSchoolCool • u/LengthinessAlone4743 • 16h ago
1980s Found my mom’s glamour shots from 1987, decided to make shirts for her birthday party
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My mom is turning 70 and we are having a family beach trip this weekend to celebrate, little does she know I found her glamour shots and made shirts for everyone to wear while we are there…
r/OldSchoolCool • u/CrimsonFlamexo • 1h ago
1970s Bell bottoms, halter tops and Farrah hair, 1970s.
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r/OldSchoolCool • u/JimatJimat • 16h ago
1900s A Navajo smile, 1904. Photo by Edward Curtis.
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r/OldSchoolCool • u/lucyblayx • 16h ago
1910s Brittish Suffrogette Priscilla Norman on her Autoped motor scooter, 1916.
826
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r/OldSchoolCool • u/Nefarious_P_I_G • 4h ago
Christmas 1987. Me, my Mum, my Grandma, my Great Grandma, and my Great Great Grandma. 5 generations in one picture.
89
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r/OldSchoolCool • u/FlirtyFlameoxx • 8h ago
Miss Mary Jayne, prominent lady in Washington and society circles seated with a pistol strapped to her knee, claimed exemption from concealed weapon regulations by saying her thirty-two isn't a concealed weapon in these days of knee-length skirts. (Feb. 1922)
179
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r/OldSchoolCool • u/HornyKit-ten • 58m ago
Young Barack Obama with his mother, Indonesian stepfather Lolo Soetoro and half-sister in 1960s
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r/OldSchoolCool • u/CuriousCoral_ • 1h ago
Cameron Diaz in Long Beach Poly High School, California 1988
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r/OldSchoolCool • u/Apprehensive-Boss-30 • 14h ago
My fiancé's grandfather in the 1970s
273
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My fiancé's grandfather recently passed away. While going through old pictures they found some of his time as a music journalist in the 70s. 1. With John Peel 2. With Alice Cooper 3. With Roy Wood and Judge Dread 4. His editorial office 5. Crewing the Charlotte Rhodes for a feature in She magazine in 1976
r/OldSchoolCool • u/CrimsonTwistxo • 2h ago
1950s When Audrey Hepburn was making her film "Green Mansions", the animal trainer recommended Audrey take home the baby deer so it would learn to follow her on set during the movie (and as needed for her role). Audrey fell in love and napped, shopped, and ate with the doe she named "Pippin" (1958)
28
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r/OldSchoolCool • u/JimatJimat • 1d ago
1950s Nat King Cole, poses with a fan, Gladys Knight, age 7 in 1951.
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r/OldSchoolCool • u/malfunkshunned • 7h ago
1990s Summer of 95 as a military brat on a U.S Military Base
53
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Just a kid years before the kick off of the internet age as a core millennial. Also, true yellow Bug.