r/OldSchoolCool 7h ago

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

Post image
2.2k Upvotes

r/OldSchoolCool 3h ago

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

Thumbnail gallery
327 Upvotes

r/OldSchoolCool 2h ago

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

Post image
211 Upvotes

r/OldSchoolCool 1d ago Bravo Grande! You Dropped This

Boys in the hood 1991

Post image
17.6k Upvotes

r/OldSchoolCool 56m ago

frican American protestor in Chicago, 1941.

Post image
Upvotes

r/OldSchoolCool 9h ago

Goldie Hawn on Laugh In - 1968

Post image
431 Upvotes

r/OldSchoolCool 15h ago

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

Post image
1.2k Upvotes

r/OldSchoolCool 3h ago

my g-ma 50's 🖤

Post image
115 Upvotes

r/OldSchoolCool 11h ago

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

Enable HLS to view with audio, or disable this notification

442 Upvotes

r/OldSchoolCool 49m ago

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

Post image
Upvotes

r/OldSchoolCool 5h ago

My Uncle Rico from back in the day (1990)

Post image
139 Upvotes

r/OldSchoolCool 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.

Post image
77 Upvotes

r/OldSchoolCool 9h ago

My parents on the plane to their honeymoon, 1981

Post image
270 Upvotes

r/OldSchoolCool 5h ago

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

Post image
110 Upvotes

r/OldSchoolCool 10h ago

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

Post image
226 Upvotes

r/OldSchoolCool 21h ago

1980s aesthetic

Enable HLS to view with audio, or disable this notification

1.5k Upvotes

r/OldSchoolCool 11h ago

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

Post image
212 Upvotes

r/OldSchoolCool 5h ago

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

Post image
54 Upvotes

r/OldSchoolCool 12h ago

From Ebony Magazine, 1970s

Post image
237 Upvotes

r/OldSchoolCool 5h ago

Ozzy Osbourne. London. 1974

Post image
64 Upvotes

r/OldSchoolCool 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

Post image
53 Upvotes

r/OldSchoolCool 8h ago

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

Post image
88 Upvotes

r/OldSchoolCool 1h ago

My favorite photo of my grandparents around the early 1960s

Post image
Upvotes

r/OldSchoolCool 6h ago

Grandpa was ripped - 1920's ?

Post image
62 Upvotes

r/OldSchoolCool 10h ago

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

Thumbnail gallery
125 Upvotes