Jizz

Barely there (Early 20th Century)

VintageSexy

[Early 20th century] Russian Alphabet with pornographic depictions [album]

OldenPorn

[50/50] A couple of stringed instrument playing female clowns | A b&w photo of an early 20th century mass grave at a gulag (NSFL)

FiftyFifty

[50/50] High-quality photograph from the early 20th century, colorized via image editing software | Kirk Johnson (man behind Goatse) shoving two large black dildos all the way up his ass at the same time [NSFW]

FiftyFifty

[Late 20th Century] Pornographic Magazine - European [25 Pages]

OldenPorn

Bum bahda bum banah bum. Pardon my awful 20th century [f]ox music attempt.

gonewild

The Medical College of Virginia's grave robber, Chris Baker, poses with bones from an exhumed corpse. Early 20th century [563x759]

HistoryPorn

Lois Griffin, exhibitionist (Zarx) [Family Guy, 20th Century Fox]

rule34, DrawnMILF

Lunchlady Doris / Dora: remember, it's rule 34 NO exceptions! (Zarx) [The Simpsons, 20th Century Fox]

rule34

Maude Flanders giving Marge Simpson a rimjob (Erothano) [The Simpsons, 20th Century Fox]

rule34

Marge and Lisa Simpson, re-envisioned as back alley whores (KrashZone) [The Simpsons, 20th Century Fox]

rule34

Leela, Fry and Zap have a threesome (Nikisupostat) [Futurama, 20th Century Fox]

rule34, bestof_gangbangs

Fucked by a Predator, doggy style (hoodednomad) [Predator, 20th Century Fox]

rule34

Peggy and Mihn sucking cock (hausofpancakes) [King of the Hill, 20th Century Fox]

rule34

Lois Griffon & Bonnie Swanson putting on a show (Tenzen) [Family Guy, 20th Century Fox]

rule34

Leela in the locker room [Futurama, 20th Century Fox]

rule34

Dana Scully: Gun? Check. Badge? Check. Trench Coat? Check. Heels? Check. Pantsuit... bra? Damnit, knew I forgot something. (miravi) [X-Files, 20th Century Fox]

rule34

Leela getting bent over and banged by Bender (Freako) [Futurama, 20th Century Fox]

rule34

Leela's strip tease (Freako) [Futurama, 20th Century Fox]

rule34

Leela at the glory portal (Freako) [Futurama, 20th Century Fox]

rule34

American School, 20th Century Ester Naylor, Nude in Nature. 1940s

OldSchoolCoolNSFW

American School, 20th Century Ester Naylor, Nude in Nature. 1940s

OldSchoolCoolNSFW

American School, 20th Century Ester Naylor, Nude in Nature. 1940s

OldSchoolCoolNSFW

Early 20th century glamour girl.

OldSchoolCoolNSFW

50s? 60s? Definitely 20th century.

OldSchoolCoolNSFW

Emilio Fiaschi, marble statue, late 19th/early 20th century

Colorization

Primitive 20th Century Males

futurama, mistyfront

One foot in the 20th Century foxtrot

SexyFrex

Vintage Rimming, Early 20th century

VintageGayPics

Fashion designers had tried the exposed breast "open front" design a few times, but it was seen too risque at the time. This early 20th century style is pleasing now, but it wasn't until the 1960's that the fashion would be adopted to great acclaim.

AltBoobWorld

Chinese Methods Of Execution At The Turn Of The 20th Century

Jessicamshannon

20th Century Women (2016) Mike Mills

vinylspotters

20th Century Fox

ass

Miranda: "How did the 20th century ever get anything done, when they had toys like these?" [Mass Effect 3]

rule34

sometime in the the early 20th century. Like me ? I wait you on momentgirl.com

vintageporn

In the Water, early 20th century, Eugen von Blaas

PornMuseum