r/OldSchoolCool • u/LanguageDisastrous95 • 8h ago
r/OldSchoolCool • u/RealWorldForever • 3h ago
1990s My friend holding a “Homo” sign he kept around his neck at Los Angeles Pride, 1995
r/OldSchoolCool • u/Unique_Might4471 • 2h 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/Brilliant_Reality734 • 10h ago
1980s Andre the Giant and Fred Savage during the making of ‘The Princess Bride’, in 1986.
r/OldSchoolCool • u/eaglemaxie • 8h ago
Actress and inventor Hedy Lamarr posing beside a silver-grey granite bust of herself, sculpted by artist Nina Saemundsson, 1939
r/OldSchoolCool • u/Christepher1 • 9h 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/oldboy_and_the_sea • 21h ago
1990s My wife and I back when we were dating in 1995
r/OldSchoolCool • u/Potore5 • 12h ago
1990s Danny Trejo and Antonio Banderas on the set of Desperado (1995)
r/OldSchoolCool • u/Harrys_Bad_Hat • 23m ago
1990s Myself and wife around a year after we met 1992
r/OldSchoolCool • u/AwayYam199 • 3h 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/TheCABK • 20h ago
1990s Cameron Diaz ('90) and Snoop Dogg ('89) went to the same high school, Long Beach Polytechnic.
She’s claimed that Snoop used to sell her weed
r/OldSchoolCool • u/RealWorldForever • 3h 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/240p-480i-480p • 5h ago
1990s Anonymous woman playing Playboy flipper in Paris, early 1990’s
r/OldSchoolCool • u/charles_yost • 13h ago
1940s British factory workers on a Cornish beach, Sept 6th, 1943
r/OldSchoolCool • u/TeamChevy86 • 20h ago
1982 - my great grandma playing Astrosmash on the Intellivision
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/ConfidentScientist81 • 22h ago
1980s Kids trading candy after a long night of trick of treating. 1980s
r/OldSchoolCool • u/GreenZebra23 • 4h ago
1980s My Halloween costumes 1979 to 1988
r/OldSchoolCool • u/Diztence-Music • 6h ago
1960s Back in 1961: My sweet young mom and her first secret love, long before she met and married my dad.
r/OldSchoolCool • u/rasterizationdust • 1d ago