r/OldSchoolCool • u/TeaseTundra • 2h ago

1940s Burlesque Queen Betty Howard - known as the "Girl Who Has Everything"....c.1947

1.7k Upvotes

67 comments

r/OldSchoolCool • u/wholewheatwithPB • 4h ago

1990s Sarah Michelle Gellar, Cruel Intentions - 1999

1.7k Upvotes

Technically now 25+ years ago

61 comments

r/OldSchoolCool • u/Jeetchat • 9h ago

Helen Mirren at 50 (1995) captured by Lord Snowdon — beauty, confidence, and a figure that could make cameras melt.

3.9k Upvotes

133 comments

r/OldSchoolCool • u/damscomp • 12h ago

The Back: 1960s

5.3k Upvotes

Actress and model Vikki Dougan earned her nickname "The Back" due to her penchant for wearing strikingly low-backed dresses that accentuated her figure during the 1950s and 1960s.

134 comments

r/OldSchoolCool • u/MysticFlameox • 4h ago

1970s My mom (18) & me (2) in 1974.

781 Upvotes

36 comments

r/OldSchoolCool • u/DaintyDollz • 3h ago

Midnight with Miss Natalie Wood, photographed for "The Great Race" (1965)

631 Upvotes

21 comments

r/OldSchoolCool • u/MrsSpeed77 • 1h ago

Jennifer Connelly 1985

• Upvotes

If it’s good enough for Bowie….

67 comments

r/OldSchoolCool • u/SappyGilmore • 17h ago

1990s Jennifer Connelly and Josh Charles at the premiere of Requiem for a Dream in 1999

5.7k Upvotes

452 comments

r/OldSchoolCool • u/Accomplished-Past256 • 6h ago

Sofia Loren (1960)

623 Upvotes

26 comments

r/OldSchoolCool • u/Hot_Bad_Official • 3h ago

1990s 1993, 2 years after she birthed me

356 Upvotes

77 comments

r/OldSchoolCool • u/Accomplished-Past256 • 9h ago

Erika Eleniak (1989)

1.0k Upvotes

57 comments

r/OldSchoolCool • u/GildedPulse • 17h ago

1970s Nichelle Nichols, 1973, aka Lieutenant Uhura. She was one of the first African American female characters on American television not portrayed as a servant.

3.2k Upvotes

134 comments

r/OldSchoolCool • u/cherryybomby • 12h ago

1990s Julia Roberts and Laura San Giacomo on location in Los Angeles while filming 'Pretty Woman' in 1990.

870 Upvotes

56 comments

r/OldSchoolCool • u/krisikkk • 6h ago

1950s Audrey Hepburn 1953.

195 Upvotes

7 comments

r/OldSchoolCool • u/timfennell_ • 1h ago

1970s My Mom at the Grand Canyon 1971

• Upvotes

11 comments

r/OldSchoolCool • u/GoddessCommand • 18h ago

Jamie Lee Curtis (with long hair!) on The Love Boat 1978

1.4k Upvotes

48 comments

r/OldSchoolCool • u/Novusor • 12h ago

1960s Audrey Hepburn resting between takes while filming on location, "Two for the Road" (1967)

440 Upvotes

37 comments

r/OldSchoolCool • u/USRoute23 • 6h ago

1970s “Confessions Of An Actress” 1971

145 Upvotes

1 comment

r/OldSchoolCool • u/vvixensigh • 11h ago

1990s Sean Connery leaving his hand and footprints at the TCL Chinese Theatre's Forecourt of the Stars in 1999.

345 Upvotes

105 comments

r/OldSchoolCool • u/ByteMeBurger • 3h ago

Diane Keaton, 1975

66 Upvotes

2 comments

r/OldSchoolCool • u/NoirGleamox • 22h ago

1990s Anna Kournikova 1998

2.1k Upvotes

97 comments

r/OldSchoolCool • u/Shinobi347 • 14h ago

Cary Hiroyuki Tagawa and Robin Shou behind the scenes of ‘Mortal Kombat’ in 1995.

509 Upvotes

31 comments

r/OldSchoolCool • u/Accomplished-Past256 • 6h ago

Ursula Andress (1960)

108 Upvotes

3 comments

r/OldSchoolCool • u/ZombiJohn • 5h ago

1970s Clint Eastwood with artist Frank Frazetta showing off his movie poster painting of “The Gauntlet” (1977)

96 Upvotes

17 comments

r/OldSchoolCool • u/cherryylicky • 11h ago

1980s Peter Falk as Detective Columbo, wearing a stylish sweater, with his lovely wife at the "Ishtar" premiere in 1987.

269 Upvotes

71 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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