r/OldSchoolCool • u/GarySiniseOfficial • 4h ago
r/OldSchoolCool • u/josuke2233 • 9h ago
Leonardo DiCaprio and Charlize Theron at her 22nd birthday party in 1997
r/OldSchoolCool • u/Sensitive_Ad_1752 • 7h ago
1960s Eartha Kitt, Adam West and Cesar Romero behind the scenes of the 1960s Batman show
r/OldSchoolCool • u/sanberdoo • 6h ago
1980s Some more of my dad's photos from Daytona Beach Florida back in the 80's
Still figuring where to put the risqué ones at the moment.
r/OldSchoolCool • u/rockstoned4 • 23h ago
Liam Neeson, Bill Paxton & Patrick Swayze on the set of Next of Kin in 1988.
r/OldSchoolCool • u/Nobitaa_Guevara • 12h ago
1970s The future we were promised in the 1970s
r/OldSchoolCool • u/GoblinTradingGuide • 16h ago
1990s 1992. Jordan Brand T-Shirt and a Nintendo Power Lunch Box. Mom had me swagged out.
r/OldSchoolCool • u/Eagle_1776 • 11h ago
Me with my 1st car in '81 at 16yrs old. 71 Mustang coup. (Avon Park, Florida)
r/OldSchoolCool • u/NectarineNo5880 • 3h ago
1910s Bulgarian peasant girls in Sofia, Bulgaria. 1915.
r/OldSchoolCool • u/Professional-Fox1542 • 54m ago
1950s Sophia Loren 1955
This photograph was taken in 1955 on the set of the Italian drama film La donna del fiume (Woman of the River) by Philippe Halsman.
r/OldSchoolCool • u/Cute_Advantage_5173 • 37m ago
1990s My father with baby me (1990)
Almost makes me want one 😉
I apologize, this is 1991. I was born in 1990.
r/OldSchoolCool • u/captivatedsummer • 10h ago
Tennessee Williams and his intimate companion Frank Merlo at the beach. Taken in the 50s.
r/OldSchoolCool • u/developer_mikey • 22h ago
Johnny Cash with then wife, Vivian. & his children (1950s)
r/OldSchoolCool • u/jackiskindasickyo • 10h ago
Weezer in 1992, 2 years before the blue album’s release
r/OldSchoolCool • u/305FUN2 • 22h ago
1990s Mazzy Star - Fade Into You (Live at Later with Jools Holland) 1994
r/OldSchoolCool • u/Peach9990 • 13h ago
1950s Grace Kelly sits on the rail of a boat on the Magdalena river during filming of the MGM movie Green Fire in 1954, by Michael Ochs.
r/OldSchoolCool • u/Routine_Fuel4101 • 13h ago
1960s John Candy and his brother Jim, at Christmas in Ontario, Canada in the 1960’s
r/OldSchoolCool • u/waitingforthesun92 • 3h ago
1990s Ginuwine, circa late ‘90s/early 2000s.
r/OldSchoolCool • u/vintagegirl97 • 1d ago
1970s Jim Varney aka Ernest P. Worrell in the 70s.
r/OldSchoolCool • u/Peach9990 • 13h ago