Jizz

The Allman Brothers Band cooling off, Macon Georgia, 1969. (nsfw)

Music

September 1969 playmate

nsfw

Renate (1969)

nsfw

Violent Virgin (1969)

ChristianGirls

Fire on the USS Enterprise in 1969, due to a warhead on an F-14 overheating and detonating. The fire killed 24, injured 314 and destroyed 15 aircraft

pics

Gloria Root (1969)

VintageXXX

Flensing a whale before extracting the whale oil, Australia, 1969 [600x415]

whaleoil

Richard Oritt for Berkeley Barb (1969)

OldenPorn

The Harem Look fashion, 1969 (1,070px × 1,250px)

VintageBabes

Playboy Playmate - 1969

nsfw, BellyButtons, mypr0n2

X-Art - Kat - 1969 - 000036.132.507x285

PornGifsbyBot

The Rolling Stones 1969 at Laurel Canyon

pics

Beautiful hippy girl at Woodstock, 1969

OldSchoolCool

Found in a gallery on /r/OldSchoolCool - 1969 Hippie High School

WtSSTaDaMiT

Swiss photographer Jean Clemmer and fashion designer Paco Rabanne’s 1969 photo book, Nues

OldenPorn

Velvett Fogg – 1969

OldSchoolCoolNSFW

Laura Antonelli, Venere in pelliccia (AKA Venus in Fur) Germany 1969

OldenPorn

Marilyn Monroe, 1969

tightdresses

Bea Bea Chu-Chu 1969 by Harrison Marks.

OldSchoolCoolNSFW, VintageBabes

Stefan Eggeler (1864 - 1969)

MacabreArt

Susanne Haines (1969 - Interesting story and more pics in comments.)

OldSchoolCoolNSFW

Velvett Fogg – 1969

OldSchoolCoolNSFW

Caroline Coon, 1969.

OldSchoolCoolNSFW

Velvett Fogg – 1969

OldSchoolCoolNSFW

Night, After Night, After Night is a 1969 British film

ClassicXXX

Julie Shearing 1969

OldSchoolCoolNSFW

Neil Armstrong baking a pizza in 1969 [xpost /r/OldSchoolCool]

truesexypizza

Miss April 1969, Lorna Hopper

playboy_playmates

Miss April 1969, Lorna Hopper

playboy_playmates

Flag of the Browder Communist Party in Burma from 1946-1969

vexillology

Miss April 1969, Lorna Hopper

playboy_playmates

Rare photo of Jimi Hendrix explaining why was he late for his Woodstock gig. 08/09/1969 [NSFW]

OldSchoolCool

Miss April 1969, Lorna Hopper

playboy_playmates

"Plexus" Magazine Cover vol. 25 (c. 1969)

CoolCovers

Brigitte Bardot (1969)

PlayMe

Night of the Bloody Apes (1969)

monstersholdingwomen

The Valley of Gwangi (1969) (Cowboys vs Dinosaurs!)

monstersholdingwomen

Hitchhiking to woodstock, 1969

OldSchoolCool

Kissing at Woodstock, 1969 (from /r/saudelobaes)

pics, OldSchoolCool, OldSchoolCoolNSFW

The Madcap Laughs, Syd Barrett, 1969

OldSchoolCool, CMNF

Girls making petrol bombs during the Battle of the Bogside, Ireland, 1969 [843x960]

u_diaggello

"The Prime of Miss Jean Brodie" (1969) PG - Pamela Franklin [Breasts]

PGMovieNudityArchive

Mia Coco (1969)

womenofcolorXXX, OldSchoolCoolNSFW, VintageBabes, blackchickswhitedicks

*PAULA KELLY* - Playboy's Very 1st "Pube Shot" photographic subject (from Aug. 1969)

hairyvintage

Playmate of the Month June 1969 - Helena Antonaccio

playboy_playmates

Woodstock, NY 1969 by Baron Wolman

OldSchoolCool

Jill Ferris 1969

AltarOfVenus, OldSchoolCoolNSFW

Leslie Bianchini, Miss January 1969

playboy_playmates

The aptly named Deborah Harry, 1969.

OldSchoolCoolNSFW

Jamaica Playboy Club Hotel, 1969

thebunnyclub

Croupier Bunnies Samantha and Tamara Playboy Club in London in 1969

thebunnyclub