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Caroline Cossey, the first transgender Playboy model, 1991

https://i.imgur.com/m6VVBB0.jpg

User: BalthusChrist

Categories: OldSchoolCoolNSFW, BusinessSocks

Getting topless on the beach, 1974

1950s German cutie

Colleen Farrington – mother of actress Diane Lane (1957)

Playboy like centerfold of Lynda Carter taken for Apocalypse Now, 1976

Mariel Hemingway, 1982

Anna Noble, 1975

Barely old school Madonna pretending to be more old school for Vanity Fair, October,

Uma Thurman in Dangerous Liaisons, 1988

Sue Snow, 1956

Jennifer Jason Leigh in ‘Fast Times at Ridgemont High’ (1982)

Anna Nicole Smith (90s)

Pamela Anderson, 1989

Virginia Biddle, 1927

Christine Starr by Bunny Yeager, 1960s

Nude on an escalator in the Moscow Metro by Patrick Lichfield, 1989

Study on Voyeurism by Helmut Newton, Los Angeles, 1989

Playmate of the Month December 1953 - Marilyn Monroe

Close friends in the 1970's

I just love Nancy Cameron smiling at me - 1974

Kylie Minogue

Playmate of the Month June 1969 - Helena Antonaccio

Brigitte Lahaie, 70s

Maria McBane, 1965

A random private home photo from the 80's

Little fire cracker from the 1980's with a tight body and punk hair

Playmate of the Month September 1981 - Susan Smith

Playmate of the Month April 1966 - Karla Conway

Lisa Matthews (60's)

Woman covering man's eyes with her knitting at sight of young woman taking off her

Margaret Nolan 1964

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