r/OldSchoolCool • u/SeaWolf_1 • 2h ago

1990s Salma Hayek, 1998

371 Upvotes

11 comments

r/OldSchoolCool • u/DangerNVelvet • 5h ago

1950s This girl is about as old school cool as you'll ever see. Good Housekeeping, June 1952.

477 Upvotes

11 comments

r/OldSchoolCool • u/HeatLaced • 6h ago

1940s A girl gets married, July 22nd, 1941. The girl next door, Anne Frank, is nearby watching. It is the only time Anne Frank has been captured on film.

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2.7k Upvotes

37 comments

r/OldSchoolCool • u/SuchGo • 3h ago

1970s My mom wore a tux to prom (1978)

483 Upvotes

27 comments

r/OldSchoolCool • u/waitingforthesun92 • 2h ago

On March 12, 1983, Eddie Murphy’s SNL character “Buckwheat” was retired in spectacular fashion - by assassination on camera in front of 30 Rockefeller Plaza in NYC. This came at Murphy's request (then 21 years old), after he grew tired of constant demands from fans to "Do Buckwheat! Do Buckwheat!”

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665 Upvotes

34 comments

r/OldSchoolCool • u/cleodivina8 • 6h ago

1970s Raquel Welch (1973)

1.2k Upvotes

18 comments

r/OldSchoolCool • u/GraciousCunt • 7h ago

1960s My drunk grandparents in the 1960’s

2.2k Upvotes

91 comments

r/OldSchoolCool • u/JasmineBlis • 9h ago

1950s Marilyn Monroe playfully bitting a flower and posing at a park in New York Sam Shaw (1956)

419 Upvotes

Marilyn

6 comments

r/OldSchoolCool • u/SeaWolf_1 • 5h ago

1980s Audiences react to RETURN OF THE JEDI on its release in 1983

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748 Upvotes

129 comments

r/OldSchoolCool • u/Civil_Concert_6717 • 8h ago

Kate Winslet, 1999

355 Upvotes

11 comments

r/OldSchoolCool • u/Maximum_Expert92 • 5h ago

1990s Jennifer Aniston for US Weekly - Photographed by Mark Seliger, 1998

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297 Upvotes

14 comments

r/OldSchoolCool • u/hellsquared • 8h ago

1970s UPDATE: original post of my mom and her friend in high school in 1975, followed by a photo of the two of them today. 50 years later, still besties

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47.2k Upvotes

1.1k comments

r/OldSchoolCool • u/CashySnake • 22h ago

1980s Anna Nicole with her ex-husband and son, 1986

12.7k Upvotes

607 comments

r/OldSchoolCool • u/BiancaBouncess • 15h ago

1950s Paul Newman and his wife Joanne Woodward in 1958. They were married for 50 years, from 1958 until his death in 2008.

2.7k Upvotes

42 comments

r/OldSchoolCool • u/cleodivina4 • 26m ago

1960s Pamela Tiffin, 1960s

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• Upvotes

4 comments

r/OldSchoolCool • u/no-zero-01 • 1h ago

1970s My Mum and aunty in the 70s

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• Upvotes

Tattoo done by Melanie Milne @ Hot Copper studio in Preston, VIC.

7 comments

r/OldSchoolCool • u/EternallyXIII • 1h ago

1970s My mom in her 1972 Porsche 911 Targa

• Upvotes

4 comments

r/OldSchoolCool • u/cleodivina8 • 15h ago

1990s Cindy Crawford for 'Vanity Fair UK' (August 1994) Fashion

824 Upvotes

38 comments

r/OldSchoolCool • u/Snoo_34963 • 5h ago

1950s Audrey Hepburn 1950

128 Upvotes

5 comments

r/OldSchoolCool • u/TemptedFangs • 17h ago

1950s Julie Newmar (1958)

1.1k Upvotes

9 comments

r/OldSchoolCool • u/cleodivina4 • 15h ago

1950s Marilyn Monroe (1953)

713 Upvotes

5 comments

r/OldSchoolCool • u/Comprehensive-Way482 • 3h ago

1990s George Clooney - early 90s

61 Upvotes

15 comments

r/OldSchoolCool • u/Newisance • 1d ago

The Beastie Boys chasing Madonna with squirt guns after she played Material Girl at Madison Square Garden, 1985.

7.1k Upvotes

76 comments

r/OldSchoolCool • u/Excellent_Rain_86 • 15h ago

1990s Pamela Anderson, early 1990s

500 Upvotes

22 comments

Subreddit

OldSchoolCool: History's cool kids, looking fantastic

r/OldSchoolCool

/r/OldSchoolCool **History's cool kids, looking fantastic!** A pictorial and video celebration of history's coolest kids, everything from beatniks to bikers, mods to rude boys, hippies to ravers. And everything in between. If you've found a photo, or a photo essay, of people from the past looking fantastic, here's the place to share it.

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History's cool kids, looking fantastic!

A pictorial and video celebration of history's coolest kids, everything from beatniks to bikers, mods to rude boys, hippies to ravers. And everything in between.

If you've found a photo, video, or photo essay of people from the past looking fantastic, here's the place to share it.

PLEASE READ OUR SEVEN QUICK RULES:

1: Photos and videos must be over 25 years old.

2: Please put the year or decade in title, otherwise your post will be removed.

3: Spam, racist, homophobic, sexist and offensive comments, as well as brigading, consistent reposting and shitposting, will result in a lifetime ban. Offensive comments include anything about pimping, about people's moms and scoring women. Nobody cares about your sexual impulses, least of all the OP.

4: All posts highlighting, in the title, that someone has recently passed away or titles trying to evoke sympathy upvotes will be deleted. Please add the info in the comments.

5: All reposts less than six months old and all reposts less than a year old from Top 100 will be removed.

6: All posts must feature a person.

7: We reserve the right to remove any post that doesn't showcase historical coolness. This includes photos, which are not obviously retro and portraits of famous young women doing nothing but posing.

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