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r/OldSchoolCool

18,594,680 subscribers
/r/OldSchoolCool

**History's cool kids, looking fantastic!**

A pictorial and video celebration of history's coolest kids, everything from beatniks to bikers, mods to rude boys, hippies to ravers. And everything in between.

If you've found a photo, or a photo essay, of people from the past looking fantastic, here's the place to share it.

Notice: This subreddit is not actively monitored, so the posts here are only a small subset of what exists on reddit.

Browse by flair

1920s 1990s 1980s 1930s 1910s 1970s 1800s 1960s 1950s 1940s 1900s
New Top (24hr) Top (Week) Top (Month)
to r/OldSchoolCool by Till80
3 weeks ago
Preview thumbnail for 1950s Teddy Girls in Great Britain image
1950s Teddy Girls in Great Britain
1950s
to r/OldSchoolCool by ShadowyFlows
3 weeks ago
Preview thumbnail for Phil Hartman (1948-1998) and Jan Hooks (1957-2014) as Bill and Hillary Clinton on “Saturday Night Live.” (9/26/1992) image
Phil Hartman (1948-1998) and Jan Hooks (1957-2014) as Bill and Hillary Clinton on “Saturday Night Live.” (9/26/1992)
1990s
to r/OldSchoolCool by releasethecastaways
1 month ago
Preview thumbnail for Joe Carstairs - A filthy rich, tattooed lesbian who purchased her own Bahamian island in 1934 image
Joe Carstairs - A filthy rich, tattooed lesbian who purchased her own Bahamian island in 1934
1930s
to r/OldSchoolCool by yupppyyfdd
1 month ago
Preview thumbnail for A picture of my grandma and her friend at a party in 1971 image
A picture of my grandma and her friend at a party in 1971
1970s
to r/OldSchoolCool by EdwardBliss
3 weeks ago
Preview thumbnail for Colonel Sanders and Alice Cooper, 1974 image
Colonel Sanders and Alice Cooper, 1974
1970s
to r/OldSchoolCool by Till80
3 weeks ago
Preview thumbnail for Wonderful family portrait taken in the photo studio at K-Mart - 1980s image
Wonderful family portrait taken in the photo studio at K-Mart - 1980s
1980s
to r/OldSchoolCool by Till80
1 month ago
Preview thumbnail for Bad girl mughots - approx 1940s to 1960s image
Bad girl mughots - approx 1940s to 1960s
1950s
to r/OldSchoolCool by Sierrarose1025
1 month ago
Preview thumbnail for My gorgeous mom holding me in 1999. image
My gorgeous mom holding me in 1999.
1990s
to r/OldSchoolCool by ThickGirlyy
1 month ago
Preview thumbnail for Courtney Thorne-Smith - 1990s image
Courtney Thorne-Smith - 1990s
to r/OldSchoolCool by Machiavelli_Walrus
3 weeks ago
Preview thumbnail for My pops circa 1984 in Southern Cali image
My pops circa 1984 in Southern Cali
to r/OldSchoolCool by cincominutosmas
3 weeks ago
Preview thumbnail for My Spanish mum and Irish dad on their wedding day. 1988, Spain image
My Spanish mum and Irish dad on their wedding day. 1988, Spain
1980s
in Spain
to r/OldSchoolCool by Burn_This_Disco_Out
2 weeks ago
Preview thumbnail for Operation Desert Storm, Liberation of Kuwait, 1990 image
Operation Desert Storm, Liberation of Kuwait, 1990
1990s
in Kuwait
to r/OldSchoolCool by OurozTreize
1 month ago
Preview thumbnail for Myself in the mid 80s image
Myself in the mid 80s
to r/OldSchoolCool by ScienceAteMyKid
3 weeks ago
Preview thumbnail for My mom on her honeymoon, 1967 image
My mom on her honeymoon, 1967
1960s
to r/OldSchoolCool by EdwardBliss
1 month ago
Preview thumbnail for Stevie Nicks, 1980 image
Stevie Nicks, 1980
1980s
to r/OldSchoolCool by thomas1126
2 months ago
Preview thumbnail for Cool car 1975 ish image
Cool car 1975 ish
to r/OldSchoolCool by Lepke2011
2 months ago
Preview thumbnail for Actress and Dancer Wanda Stevenson, 1928 image
Actress and Dancer Wanda Stevenson, 1928
1920s
to r/OldSchoolCool by Playtonic1
4 weeks ago
Preview thumbnail for My uncle in the 80’s. Must have been a great decade for him. image
My uncle in the 80’s. Must have been a great decade for him.
1980s
to r/OldSchoolCool by lunchpack
2 months ago
Preview thumbnail for My mother at her 20th birthday party, 1982. Pure cool. image
My mother at her 20th birthday party, 1982. Pure cool.
to r/OldSchoolCool by Matilda_Mother_67
1 month ago
Preview thumbnail for That time Stevie Ray Vaughan and his roadie Rene Martinez pulled off the Formula 1 of guitar changes (Austin, Texas 1989) image
That time Stevie Ray Vaughan and his roadie Rene Martinez pulled off the Formula 1 of guitar changes (Austin, Texas 1989)
in Austin, TX
to r/OldSchoolCool by Seraphenigma
1 month ago
Preview thumbnail for Keanu Reeves hanging out with a homeless man in West Hollywood (1997) image
Keanu Reeves hanging out with a homeless man in West Hollywood (1997)
to r/OldSchoolCool by anwar_idr
3 weeks ago
Preview thumbnail for Dolly Parton towards the beginning of her career, circa 1966 image
Dolly Parton towards the beginning of her career, circa 1966
1960s
to r/OldSchoolCool by anwar_idr
3 weeks ago
Preview thumbnail for Jim Carrey during his first lead role on the short-lived TV series The Duck Factory in 1984 image
Jim Carrey during his first lead role on the short-lived TV series The Duck Factory in 1984
1980s
to r/OldSchoolCool by Lepke2011
4 weeks ago
Preview thumbnail for Bard Pitt's Senior Prom Photo at Kickapoo High School in Springfield, Missouri, 1981. image
Bard Pitt's Senior Prom Photo at Kickapoo High School in Springfield, Missouri, 1981.
1980s
in Springfield, MO
to r/OldSchoolCool by anwar_idr
3 weeks ago
Preview thumbnail for Johnny Depp getting a tattoo at Fun City Tattoo in New York, 1993 image
Johnny Depp getting a tattoo at Fun City Tattoo in New York, 1993
1990s
in New York City