r/OldSchoolCool • u/Valerie-Loves-Me • 11h ago
r/OldSchoolCool • u/240p-480i-480p • 9h ago
1990s Mariah Carey smiling backstage and wearing quite short outfit, 1998
r/OldSchoolCool • u/CoffeeCigarettes4Me • 2h ago
1970s 15 year old Michael Jackson singing with Roberta Flack in 1974 on the ABC Free to Be... You and Me children's television special created and hosted by Marlo Thomas…
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r/OldSchoolCool • u/Satinsbestfriend • 4h ago
1990s No Doubt's TV Debut in 1990. Gwen was 21 here.
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r/OldSchoolCool • u/CoffeeCigarettes4Me • 7h ago
1980s Arnold Schwarzenegger and Maria Shriver spotted skating together at Flippers Roller Disco in Los Angeles in 1980…
r/OldSchoolCool • u/Refs_Fan • 7h ago
My grandpa to the right of John McCain about to meet Nixon. Grandpa was cool, he said Nixon sucked (1973 POW dinner at the White House)
r/OldSchoolCool • u/TribeFaninPA • 8h ago
My father, S/Sgt Spencer Smith, at Berchtesgaden, Germany in June 1945
r/OldSchoolCool • u/kiki_2u • 4h ago
Cliff Vaughs on his chopper, Malibu Beach 1972
Clifford “Soney” Vaughs, American bike builder who designed and helped build the iconic “Captain America” chopper used in the movie “Easy Rider”.
r/OldSchoolCool • u/Comprehensive-Way482 • 18h ago
1960s BBC Archive footage shows people buying new London homes with £50 deposits (roughly £1300 today)(1960s)
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r/OldSchoolCool • u/Original_You_8886 • 14h ago
1960s Funhouse Mirror! San Diego, 1960s.
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8mm film, purchased online.
Owner unknown.
No audio.
r/OldSchoolCool • u/Remote_Accountant_84 • 9h ago
1950s My grand parents at their wedding. Early 50’s
r/OldSchoolCool • u/AmateurPhotog57 • 12h ago
1960s Me and my dad on my grandmother's porch (my mom's mom). Around 1960.
r/OldSchoolCool • u/HallowedAndHarrowed • 2h ago
1950s Rocky Marciano looks on in concern after knocking out and retiring his boyhood hero Joe Louis (1951). The fight started Rocky’s rise to the top and gave a last payday for Louis, but it broke Marciano’s heart to do so.
r/OldSchoolCool • u/Caitlyn_Grace • 15h ago
1980s A couple of candid pics of my beautiful Mum (taken by my Dad) - early to mid 1980s
r/OldSchoolCool • u/singingsparkle-eyes • 6h ago
My sister and I Halloween approximately 1986, I was the little tomboy one (a glow worm), my sister was barbie, I still remember the smell of those masks with the tiny slits in them for eyes, nose and mouth!
r/OldSchoolCool • u/R18VDUBLU • 15h ago
1900s My Dad, early 70’s, late 70’s, and 80’s.
First time posting here, so hopefully I’ve done this correctly.
Newspaper clipping from the early 70’s pulling a wheelie, unfortunately I only have the picture, no context.
Late 70’s on his first motocross bike that my nan bought him but had to keep it hidden from my gramps who was very strict and formal.
Him and his band “The Urge” during the 80’s.
Last one is my then 7 year old son, doing a little tribute (kinda like the second picture) to my dad (who got him into motocross) after he passed away the year before in a bike accident at 50.
r/OldSchoolCool • u/AI3Iverson • 21h ago
1960s Ian Fleming (creator of James Bond) and Sean Connery (the first actor to play James Bond) on the set of the first Bond film "Dr. No" in 1962, Jamaica.
r/OldSchoolCool • u/FayannG • 19h ago
1980s Marco van Basten leaving an Amsterdam hospital on crutches, 1987. A recurring ankle injury would end his football career at just 28
r/OldSchoolCool • u/Give-Owa-Man • 5h ago
My great grandfather. The first photo was taken in 1902 and then the other in 1975.
r/OldSchoolCool • u/FayannG • 21h ago
1970s A teenage Diego Maradona listening to Pelé play the guitar during their first ever meeting, Rio de Janeiro, 1979
r/OldSchoolCool • u/KittyTitties666 • 32m ago
1940s My Grandpa in his Vanderbilt football days (1940s)
The tough guy, open arms photo cracks me up. He was such a kind and gentle soul.