r/OldSchoolCool • u/AdSnoo9734 • 7h ago

Elizabeth Eckford (Little Rock Arkansas) courageously goes to school during the segregationist Jim Crow era, Sept 1957.

r/OldSchoolCool • u/Billtheguide • 3h ago

Me and my wife of 34 years 1990/2022 just found out we’re going to be grandparents 😀

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r/OldSchoolCool • u/yuritiger • 2h ago

View of the World Trade Center under construction from Duane Street. 1970.

r/OldSchoolCool • u/chickenwithchips • 1d ago

Boys in the hood 1991

r/OldSchoolCool • u/excludedWigeon047 • 56m ago

frican American protestor in Chicago, 1941.

r/OldSchoolCool • u/Gato1980 • 9h ago

Goldie Hawn on Laugh In - 1968

r/OldSchoolCool • u/oblongWallah18 • 15h ago

Sharpshooter Annie Oakley with a gun that Buffalo Bill gave her, 1922.

r/OldSchoolCool • u/elephantjellyroll • 3h ago

my g-ma 50's 🖤

r/OldSchoolCool • u/MulciberTenebras • 11h ago

The Spice Girls performing "Spice Up Your Life" at a live concert in Istanbul (1997)

r/OldSchoolCool • u/xrobevansx • 49m ago

Not sure if Hawaiian shirts were or are ever cool but I tried my best to rock one with my cousin (1997)

r/OldSchoolCool • u/1mperiusRex • 5h ago

My Uncle Rico from back in the day (1990)

r/OldSchoolCool • u/AdSnoo9734 • 2h ago

Olivia Hooker (1921): last surviving witness to the Tulsa Race Massacre—where white mobs torched 1,000 Black businesses, homes, and babies. Tulsa’s Black community had created a thriving business ecosystem and a safe neighborhood. Ms. Hooker was 6 when the mob came to her family’s yard with torches.

r/OldSchoolCool • u/cope413 • 9h ago

My parents on the plane to their honeymoon, 1981

r/OldSchoolCool • u/bekisuki • 5h ago

My Dad and me, he would have been 100 years old yesterday

r/OldSchoolCool • u/MarkIrishdude • 10h ago

When you went to School with a chick that looked like Alanis Morissette. (1999)

r/OldSchoolCool • u/NoahTheAttacker • 21h ago

1980s aesthetic

r/OldSchoolCool • u/duncan_D_sorderly • 11h ago

John Wayne and his horse on the set of The Alamo, 1960;

r/OldSchoolCool • u/butterflypoo69 • 5h ago

Faye Dunaway on location for one of her first films, “The Happening” - 1967

r/OldSchoolCool • u/FrankieGS • 12h ago

From Ebony Magazine, 1970s

r/OldSchoolCool • u/Browndog888 • 5h ago

Ozzy Osbourne. London. 1974

r/OldSchoolCool • u/norrisrw • 5h ago

Behind the joke wall on Rowan and Martin's Laugh-In (1968-73). I do believe that is Goldie Hawn in the upper left

r/OldSchoolCool • u/Pluckyboy64 • 8h ago

From about 1969 to 2020, this is my evolution. Dream come true!

r/OldSchoolCool • u/squannnn • 1h ago

My favorite photo of my grandparents around the early 1960s

r/OldSchoolCool • u/No-Office22 • 6h ago

Grandpa was ripped - 1920's ?

r/OldSchoolCool • u/butterflypoo69 • 10h ago

When the Beatles met Muhammad Ali - February 18, 1964. Info in comment.

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