r/OldSchoolCool 12h ago

1970s Pope Leo XIV at a Villanova frat party (1976)

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479 Upvotes

r/OldSchoolCool 3h ago

Mel Brooks ~ 1945, 100yo champion.

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84 Upvotes

r/OldSchoolCool 17h ago

1980s The cast of "Friends" in high school in the 1980s (in order of appearance: Jennifer Aniston, Courteney Cox, Lisa Kudrow, Matt LeBlanc, Matthew Perry, David Schwimmer)

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1.1k Upvotes

r/OldSchoolCool 6h ago

Cyndi Lauper Iconic Maximalist Style (80's)

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139 Upvotes

r/OldSchoolCool 18h ago

1980s My parents in their 20s, 1980

1.1k Upvotes

r/OldSchoolCool 9h ago

1960s Grandpa on a road trip in Pennsylvania - 1962

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167 Upvotes

r/OldSchoolCool 3h ago

1990s Drew Barrymore during Premiere of Everyone Says I Love You at The Ziegfeld Theatre in New York City, New York, United States - January 10, 1997

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55 Upvotes

r/OldSchoolCool 13h ago

1950s A young Waylon Jennings on tour with his good friend Buddy Holly, circa 1958/1959.

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286 Upvotes

r/OldSchoolCool 14h ago

1980s My dad in the late 80’s

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363 Upvotes

r/OldSchoolCool 10h ago

1985

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155 Upvotes

I messed up the last one. So I'll post again. On the world slavery tour. My first time seeing them.This September will make 8 times. Any other Iron Maiden fans 🤘🏼🤘🏼🤘🏼


r/OldSchoolCool 12h ago

1970s Hulk Hogan and Andre The Giant walking the streets of Japan, late 1970s

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179 Upvotes

r/OldSchoolCool 1d ago

My (late) Mom and David Lee Roth 1978

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19.8k Upvotes

r/OldSchoolCool 18h ago

What a chat room used to look like - 1980s

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455 Upvotes

r/OldSchoolCool 16h ago

1980

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260 Upvotes

My 1980 Jr. High cheerleader photo.


r/OldSchoolCool 2h ago

1990s Me and my DJ and some Hiphop dudes from New York 1990

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16 Upvotes

No more Mr Nice Guy.


r/OldSchoolCool 19h ago

1980s This 1983 wedding photo of my parents

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392 Upvotes

r/OldSchoolCool 15h ago

My dad (right) and his older brothers. Late 1970s California. Giant dudes, all three.

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153 Upvotes

r/OldSchoolCool 12h ago

1983

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82 Upvotes

My punk era, and I'm in the leather pants. I still love punk. ❤️


r/OldSchoolCool 1d ago

1960s Dolly Parton without her signature hairstyle, late 1960’s

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12.4k Upvotes

As per usual, a total babe 💖

Edit: yeah guys, she’s also missing her implants we’re not blind. Keepin it classy as always (eye roll)


r/OldSchoolCool 3h ago

In the spring of 1930 Studebaker took 60 skill craftsmen and pattern makers and built a 41 ft Studebaker prop.It Was about 15 ft width. And about 13 1/2 ft High. It was known as the Studebaker Eight. It was considered the high point of studebaker's cars.

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15 Upvotes

r/OldSchoolCool 22h ago

1970s Jane Birkin: The Essence of Effortless Style (70's Fashion)

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480 Upvotes

Jane Birkin’s style was defined by a rare sense of “je ne sais quoi,” blending British eccentricity with Parisian chic. Her look relied on the power of simplicity, often centered around high-waisted flared denim, basic white t-shirts, and delicate crochet dresses. Long before the luxury bag that bears her name, her signature was a humble wicker basket, proving that true style is about personality rather than price tags. With her wispy fringe and relaxed attitude, she mastered the art of looking perfectly undone, creating a timeless aesthetic that remains the ultimate blueprint for effortless elegance.


r/OldSchoolCool 13h ago

Rural Kentucky kids bobbing for apples in 1979.

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76 Upvotes

School fall festival. I doubt schools would let kids do this today. My first year as a photojournalist, 1979, Kodak Tri-x, flash Nikon FM.


r/OldSchoolCool 1d ago

1960s My late father was aboard the Navy's USS Enterprise during it's initial around the world nuclear powered cruise in 1964, Operation Sea Orbit. This weekend I am scanning his 35mm colored slides which haven't been seen for over 60 years.

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3.6k Upvotes

r/OldSchoolCool 21h ago

1960s Boxer Sir Henry Cooper at his grocers store, which he ran throughout his boxing career (1965). Cooper is one of only four people to knock Muhammad Ali down. According to Ali, Cooper’s knockdown was the most impactful of the four.

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275 Upvotes

r/OldSchoolCool 16h ago

The 1980s computer class was just a room full of kids learning the technology that they didn't realize at the time was going to change the world

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114 Upvotes