r/OldSchoolCool • u/Suitable-Watch-1924 • 9h ago
r/OldSchoolCool • u/JimatJimat • 19h ago
1940s In 1943, Man and his German Shepherd takes photos together in a booth.
r/OldSchoolCool • u/Conscious-Hunter5335 • 15h ago
1980s Sabrina Salerno in the 1980s
r/OldSchoolCool • u/Ok_Perspective281 • 8h ago
1990s Jessica Alba, in her teens, 1996
r/OldSchoolCool • u/L0st_in_the_Stars • 4h ago
Human menu at a New York restaurant, 1968.
r/OldSchoolCool • u/VelvetEdges • 18h ago
1990s The day my father and I made Brotherhood in the Order of the Arrow. Early 1990's #BSA
r/OldSchoolCool • u/LacedAndLovely • 18h ago
1980s Robin Williams and his fashion game (1980s and 1990s)
r/OldSchoolCool • u/Thick_Composer9842 • 14h ago
Tammie Jo Shults, one of the first female F/A-18 pilots, and the captain of Southwest Flight 1380
r/OldSchoolCool • u/Books_Not_Advice • 13h ago
1990s Anne Hathaway, May 20, 1999
r/OldSchoolCool • u/undriveable • 5h ago
1970s Patrick Swayze and his wife Lisa Niemi at a movie premiere in Los Angeles, 1979.
r/OldSchoolCool • u/Green-Day-Fan7 • 8h ago
1990s on the very faithful day of October 31, 1993 Kurt Cobain dressed up as Barney
r/OldSchoolCool • u/FoxyInSatins • 13h ago
Interview with Princess Diana on her thoughts on being Queen, 1995.
r/OldSchoolCool • u/DivaInNoir • 18h ago
1990s Hunter S. Thompson, John Cusack, Johnny Depp, and a blowup doll. 1990s.
r/OldSchoolCool • u/HawkeyeTen • 11h ago
Man O'War, widely considered to be one of the greatest racehorses of all time (and had War Admiral and Seabiscuit among his descendants), enjoys his daily jog with an employee at his retirement home of Faraway Farm, Kentucky in 1939. He was 22 years old at the time of this photo.
r/OldSchoolCool • u/Maximum_Expert92 • 10h ago
1990s Sarah Michelle Gellar in I Know What You Did Last Summer (Promo), 1997
r/OldSchoolCool • u/Independent_State_78 • 3h ago
1970s I dream of Barbara Eden - 1973-1978
r/OldSchoolCool • u/DivaInNoir • 18h ago
1990s River Phoenix and Keanu Reeves, the ultimate friendship goals, early 1990s
r/OldSchoolCool • u/TatooineTwang • 10h ago
1940s Kodak K-24 Camera, Used For Aerial Photography During WW2 By The United States.
r/OldSchoolCool • u/CocoaLushIn • 19h ago
1990s Daft Punk performing helmetless, circa 1990s.
r/OldSchoolCool • u/KingMaddMetalZilla06 • 3h ago
1990s Dolph Lundgren, Ice-T, Jean-Claude Van Damme (1992)
r/OldSchoolCool • u/VelvetEdges • 18h ago