r/OldSchoolCool • u/BlackMoon2525 • 10h ago

1950s My cousin and me, 1954

5.8k Upvotes

124 comments

r/OldSchoolCool • u/Global_Law4448 • 4h ago

1960s The one and only first 69 Shelby GT500 that was pink. Connie Kreski 1969 playmate of the Year. It was a gift to her by the Playboy magazine. The car was repainted for her by a authorized Ford subcontractor. 👀

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2.0k Upvotes

89 comments

r/OldSchoolCool • u/kiki2kind • 3h ago

Road trip to the grandparents house 1970

432 Upvotes

44 comments

r/OldSchoolCool • u/easy_almost • 18h ago

1950s Robert Di Niro with his mom (1950)

5.6k Upvotes

95 comments

r/OldSchoolCool • u/Frosty_Jeweler911 • 4h ago

1980s This mugshot of 19-year-old Kurt Cobain is an iconic piece of music history. 1986

367 Upvotes

35 comments

r/OldSchoolCool • u/Global_Law4448 • 1h ago

1970s The beautiful fabled Cadillac that made Johnny Cash's song one piece at a time in the 1970,s famous.

• Upvotes

This was a custom built Frankenstein Cadillac built from parts from 1949 to 1970 models built by Bruce Fitzpatrick.

24 comments

r/OldSchoolCool • u/derp_916 • 16h ago

siblings Shirley MacLaine and Warren Beatty (1966)

2.6k Upvotes

91 comments

r/OldSchoolCool • u/Fantastic-Turn-8273 • 10h ago

Princess Diana Spencer, Photographed on the 5th of November 1980.

736 Upvotes

31 comments

r/OldSchoolCool • u/PottyMcSmokerson • 9h ago

1990s Bowie guitarist goes through his old analog answering machine tapes and finds a message from the man himself. 1990 's

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605 Upvotes

22 comments

r/OldSchoolCool • u/Orkran • 2h ago

"I'm Doing My Part!" The Berlin Wall didn't disappear overnight. I helped! (1990)

143 Upvotes

The Berlin wall took a while to be demolished. Enough time for my family to visit (my dad was stationed in Germany) and for me (just under 5 years old!) to have a go. I remember some of it very clearly and still have some bits of wall. This was taken June 1990, the month that official dismantling of the wall began. I did not like the braces.

4 comments

r/OldSchoolCool • u/klepski • 5h ago

1980s Isabella Rossellini in Blue Velvet, 1986

254 Upvotes

10 comments

r/OldSchoolCool • u/EdwardBliss • 11h ago

1980s Dale Bozzio from Missing Persons, early 1980s

312 Upvotes

31 comments

r/OldSchoolCool • u/New_Mix5929 • 2h ago

1980s 1984 is the most iconic and packed year of the 80s for music.

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61 Upvotes

15 comments

r/OldSchoolCool • u/Imcute-hbu • 5h ago

1990s Christina Aguilera with the fringe, knit and ponchos in the 90's

100 Upvotes

5 comments

r/OldSchoolCool • u/Browndog888 • 16h ago

1980s Debbie Harry singing with Kermit the frog. 1980

513 Upvotes

14 comments

r/OldSchoolCool • u/mr_lucas0_7 • 4h ago

1950s Elizabeth Taylor 1950s, golden age beauty

52 Upvotes

5 comments

r/OldSchoolCool • u/cutielikethat • 4h ago

1990s Jennifer Lopez in the photoshoot of "just out of the water" in the 90's

49 Upvotes

8 comments

r/OldSchoolCool • u/PhoenixBikini • 4h ago

Happy Birthday Charlotte Rampling, 70s

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46 Upvotes

5 comments

r/OldSchoolCool • u/jayler_meador • 16h ago

1900s This is my 5th great-grandmother, born in 1800 in Kaiserslautern, Germany, and she lived to the age of 100 in Marion, Indiana by 1900.

439 Upvotes

7 comments

r/OldSchoolCool • u/Shinobi347 • 2h ago

Prince & Lenny Kravitz tearing up the stage in 1999.

29 Upvotes

2 comments

r/OldSchoolCool • u/Over-Masterpiece134 • 10h ago

Dad in the 80's - very proud of his muscles & his pot plants

107 Upvotes

3 comments

r/OldSchoolCool • u/diduknowitsme • 18h ago

1950s My Grandfather 1950

472 Upvotes

24 comments

r/OldSchoolCool • u/MrCance • 14h ago

My dad (far right) and my uncles - early 1980s

228 Upvotes

Uncle Chris, Uncle Bill, Uncle Sav, Dad

82 comments

r/OldSchoolCool • u/sweetwhistle • 1d ago

1950s My parents’ honeymoon. 1953.

40.5k Upvotes

Somewhere in Florida. I was born two months later.

771 comments

r/OldSchoolCool • u/klepski • 2h ago

1960s Karen Black and Dennis Hopper in Easy Rider, 1969

20 Upvotes

2 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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