“Paddle My Ass!”Submitted by butterflypoo69 t3_124o9su in funny
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Anita Ekberg smoking in Paris, 1959Submitted by butterflypoo69 t3_11xll9j in OldSchoolCool
Jacqueline Kennedy, Prince Reindeer, Princess Grace (Kelly) and JFK during the royal couple visit to the White House, May 24, 1961
Natalie Wood and Robert Wagner on their yacht “Splendor,” early 1970’sSubmitted by butterflypoo69 t3_11npjvw in OldSchoolCool
David Cassidy tree hugging at the height of his Partridge Family teen idol fame. 1972Submitted by butterflypoo69 t3_122mb0a in OldSchoolCool
Faye Dunaway, then at the height of her fame and success, in a print ad for Blackglama furs. 1978
Arnold Schwarzenegger photographed by Elliott Erwitt at the Whitney Museum, 1976Submitted by butterflypoo69 t3_127wo1u in OldSchoolCool
Unforgettable Jayne Mansfield in her pink bathroom. Pink carpeting on floor, walls, bathroom fixtures, ceiling, the dog…. Photo by Allan Grant for Life magazine, 1960
Pregnant Joan Kennedy, Georgetown, photographer unknown, circa 1966Submitted by butterflypoo69 t3_11ee9cq in OldSchoolCool
Beatles era supermodel Jean Shrimpton and Paul McCartney photographed by Richard Avedon, “Harper’s Bazaar” April, 1965
Perhaps more “ouch” than “cool,” but mega cool Cheryl Tiegs is in it! ❤️. Teenaged Ms. Tiegs in a print ad for 3M Hair Set Tape. 1966
Elvis meets Richard Nixon. Info in comment. 1970Submitted by butterflypoo69 t3_118d3t2 in OldSchoolCool
Elizabeth Taylor in London , photographed by Mark Shaw - 1961Submitted by butterflypoo69 t3_11c4cl1 in OldSchoolCool
George Harrison invents the selfie during the Beatles trip of spiritual discovery to India. Taken at the Taj Mahal, 1966
Joan Crawford "Big Eyes" portrait by Margaret Keane, early 1960'sSubmitted by butterflypoo69 t3_11drmav in OldSchoolCool
"I Dreamed I Went To Work In My Maidenform Bra" print ad - very mildly NSFW - info in comment - 1963
“Color Magic Barbie” introduced in 1966 by Mattel. Special crystals were used to make the doll’s hair and swimsuit change color. Barbara Millicent Martin is presented as as actual person by Mattel, as is Hello Kitty by Sanrio 😎
Ali MacGraw in a print ad for Johnson's Baby Oil. This was around the time she was hitting it big with "Love Story." 1971
Jean Shrimpton on Wall Street, photographed by William Helburn, 1964Submitted by butterflypoo69 t3_11e55f6 in OldSchoolCool
Johnny Cash, who would have been 91 today. “Life” magazine cover November 29, 1969Submitted by butterflypoo69 t3_11d082q in OldSchoolCool
One-off figurine depicting Joan Crawford as Blanche Hudson in “What Ever Happened To Baby Jane?” Info in comment. 1962
“Angela Howard for White Owl Cigars’” by William Helburn - 1965Submitted by butterflypoo69 t3_11dyxsp in OldSchoolCool
Prince Harry arrives for a tv appearance accompanied by a Glock-carrying bodyguard - 1/9/23Submitted by butterflypoo69 t3_107xt3h in pics
Bettie Page, colorized and gorgeous, posing with some lovely Mid-Century Modern furnishings.Submitted by butterflypoo69 t3_10jpc0m in pics
Joan Crawford in her swank NYC apartment with Margaret Keane "Big Eyes" portrait of herself, her Oscar, a Pepsi and plastic covers on the sofa! Circa 1959