Jizz

Badass photograph of my conservative grandmother, early 1950's.

OldSchoolCool

A 22 year old Nick Offerman’s three-quarter headshot, with a huge foam latex penis, that he used in response to being told by agents that he was going to be typecast as plumbers, mechanics, bus drivers and farmers.(NSFW)

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Photographer Bunny Yeager (NSFW)

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Grandpa hard at work atop original World Trade Center

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Blondie [nsfw]

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Vanna White

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Listening to the Beatles. (slightly nsfw)

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Irene "Bobbie" Libarry (1976)

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Pele & Beckenbauer (nsfw)

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Jimmy Hendricks being cool and enjoying the view. [Late 60's]

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Susan Sarandon back in the day.

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Photo of Marylin Monroe that I found in a thrift store. [NSFW]

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Eritrean Woman from 1910 [NSFW]

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My aunt after the Korean internment camps. A true hero

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Sean Connery on the set of "Diamonds are Forever" [NSFW]

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Alma Carroll [slightly NSFW]

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Phyllis Davis and crew promo shot for Sweet Sugar

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Dick Ninja

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Hunter S. Thompson

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Photo by Helmut Newton, 1980's. [NSFW]

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My great-great-great grandmother, sending the world's first "sext message", England, 1400s

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#summerselfie

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#summerselfie, 2015

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(NSFW) Flea hangin' out with the gang

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Carl Blegen, the Man who Discovered Troy

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The Wolfman (Lon Chaney) with Bettie Page's nude ass

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19th Century Medical Oddity (NSFW)

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Stripper in Clearwater, FL showing the judge that her bikini briefs were too large to expose her vagina to the undercover cops t

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Playing Cards my wife found on the attic of her deceased grandfather NSFW

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A self-portrait of my parents on vacation in 1964. I think it's their honeymoon. Potentially NSFW but not lewd.

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The evolution of my Grandad

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Old School Catwoman

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Chloe des Lysses [NSFW]

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[NSFW] On the topic of anorexic to body builder

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RIP Lemmy

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Margaret Horan, Ziegfeld Girl [NSFW]

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NSFW- Björk, 2001.

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Sean Connery with some showgirls (NSFW)

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What happens when your the middle child of Full House

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Found a cute picture in my grandpa's storage...and no is not grandma...so dunno

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Debbie Reynolds enjoying an ice cream sundae. Don’t let them shame you, Debbie. Circa 1965.

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Annie Leibovitz's iconic and controversial shot of a pregnant Demi Moore, 1991

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Eddie Murphy eating steak and fries off the back of a model, 1985

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Natalie Wood

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sexy girls fashion vintage in 1950

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My parents at Woodstock

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Vibrators back in the day were far more powerful than todays.

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Early Monica Bellucci modeling photos (1987)

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Perhaps not Old School "Cool", but it sure demonstrates how much times have changed! - Grandmother's yearbook, 1970's. Inspired by Jerb1985's post.

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Hanging out at expo '86

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"Swear I didn't see the sign officer..." 1980

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Hitchhiking to Woodstock [nsfw]

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Honor Blackman as Pussy Galore in Goldfinger 1959

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My Grandfather shooting the bird.

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Linda Ashby of the Bromley Contingent, 1970s

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Marilyn Monroe

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