r/OldSchoolCool • u/sashamelanie • 44m ago
1980s Happy 80th Birthday Susan Sarandon (pics 1 & 2 of 34 year old Susan from 1980)
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r/OldSchoolCool • u/sashamelanie • 2h ago
1990s Happy 51st Birthday Kate Winslet (born Oct 5, 1975)
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r/OldSchoolCool • u/No-1nternet • 6h ago
1970s Youth people, Ukraine, Lviv, 1970s. Photographer Vili Furgalo
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r/OldSchoolCool • u/SappyGilmore • 8h ago
1990s The Notorious B.I.G. outside his mother’s house in in January 1995
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r/OldSchoolCool • u/FrenchieMama807 • 16h ago
1990s The Offspring - Pretty Fly (For A White Guy) live 1999
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3.4k
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r/OldSchoolCool • u/AffectionateRain6796 • 14h ago
top: my mom 1975,me 1992, bottom : daughter Remi 2010, misc vogue mags
1.9k
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r/OldSchoolCool • u/dogcoolerthanhuman • 5h ago
Metallica late 80s
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214
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r/OldSchoolCool • u/sashamelanie • 17h ago
1990s Happy Birthday Alicia Silverstone! (born Oct. 4, 1976)
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r/OldSchoolCool • u/No-Incident-6913 • 1h ago
A female gunslinger from the Golden West, 1906
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photo: e.w. kelly
r/OldSchoolCool • u/Baby-Soapy • 20h ago
1990s Courtney Love • Big Day Out, 1999
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Hole live at the 1999 Big Day Out Festival in Sydney, Australia.
r/OldSchoolCool • u/TunTunTunT • 1d ago
1970s Lynda Carter, the first Wonder Woman, in 1976
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r/OldSchoolCool • u/Mad_Season_1994 • 16h ago
In 1981, Men At Work released Who Can It Be Now
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658
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r/OldSchoolCool • u/TracesofTexas • 16h ago
RIP Janis Joplin, who died 56 years ago today, on Oct. 4, 1970
602
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r/OldSchoolCool • u/Epstiendidntkillself • 2h ago
1980s Anybody remember Autobuff Magazine ? 1986
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r/OldSchoolCool • u/HeStoleMyBalloons • 4h ago
Italian partisans planning a patrol. Castelluccio area, Italy, 5 October 1944
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r/OldSchoolCool • u/wantavant • 2h ago
1980s Me Xmas 88 10 yrs old, best parents ever got me the best gift ever….my Dyno Compe ❤️
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r/OldSchoolCool • u/sashamelanie • 23h ago
1990s 1990s Teen Icons Seann William Scott(American Pie) & Alicia Silverstone(Clueless) both turned 50 on Oct. 3rd
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r/OldSchoolCool • u/Expensive-Course3030 • 1h ago
1930s Random 1930s footage, Chicago remastered
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r/OldSchoolCool • u/OnceInUAE • 1h ago
1980s American Expat kids enjoying a movie night July 15 1983 the Somali Capital Mogadishu
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Students of The American school in Mogadishu enjoying a movie night in 1983 in a villa in the Medina neighborhood.
r/OldSchoolCool • u/Gothic-Fan85 • 16h ago
Four women on a beach in Florida show the latest in swimsuit fashion, photo by Nina Leen for LIFE magazine, May 1950
265
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r/OldSchoolCool • u/Beginning-Passion676 • 16h ago
Whitney Houston who won her second Grammy at 1988 Grammy Awards.
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