r/OldSchoolCool • u/Harrys_Bad_Hat • 3h ago
r/OldSchoolCool • u/EuphoricButterflyy • 3h ago
1940s My father and his best friend enjoying the outdoors - 1946
r/OldSchoolCool • u/LanguageDisastrous95 • 12h ago
1950s Paula Chandoha photographed by her father Walter in 1955 at their Long Island home.
r/OldSchoolCool • u/eaglemaxie • 11h ago
Actress and inventor Hedy Lamarr posing beside a silver-grey granite bust of herself, sculpted by artist Nina Saemundsson, 1939
r/OldSchoolCool • u/Unique_Might4471 • 6h ago
1990s My high school graduation photo, 1997
I spent the night before trying (and for the most part, failing) to sleep with big velcro rollers in my hair. I don't recommend it.
r/OldSchoolCool • u/oldboy_and_the_sea • 1d ago
1990s My wife and I back when we were dating in 1995
r/OldSchoolCool • u/AwayYam199 • 7h ago
My wife with our first child Maggie - 1995
Maggie, AKA the Magpie, Magger Daggers, the Mags. Pound rescue and the smartest dog I've ever seen.
r/OldSchoolCool • u/Potore5 • 15h ago
1990s Danny Trejo and Antonio Banderas on the set of Desperado (1995)
r/OldSchoolCool • u/RealWorldForever • 7h ago
1980s Over 1000 demonstrators organized by Act-Up and Gay and Lesbian Alliance Against Defamation protest the attack of 2 gay men by a group of teens on Broadway which led to numberous arrests of protestors on August 30, 1988
r/OldSchoolCool • u/Christepher1 • 13h ago
Back in the 1980's...
We were cool back in the 80's.. Almost 40 yrs later, we're still kinda cool.!!
r/OldSchoolCool • u/Brilliant_Reality734 • 13h ago
1980s Andre the Giant and Fred Savage during the making of ‘The Princess Bride’, in 1986.
r/OldSchoolCool • u/240p-480i-480p • 8h ago
1990s Anonymous woman playing Playboy flipper in Paris, early 1990’s
r/OldSchoolCool • u/charles_yost • 17h ago
1940s British factory workers on a Cornish beach, Sept 6th, 1943
r/OldSchoolCool • u/TeamChevy86 • 1d ago
1982 - my great grandma playing Astrosmash on the Intellivision
r/OldSchoolCool • u/Difficult-Bathroom60 • 1h ago
1991 Top Ten Car Craft car of the year. Clock Work Orange.. 57 Sedan delivery.. and me all proper. Dad built this car..
r/OldSchoolCool • u/MiddleImportant1920 • 1d ago
1980s My Mom & Dad around 1987
Mom & dad out on the boat about a year before I joined the party.
Obligatory PSA: drunk boat driving is NOT cool, even though my dad made it look very cool.
r/OldSchoolCool • u/GreenZebra23 • 8h ago