Awkward Smut

Dedicated to illuminating and celebrating awkwardness in smut.

[p07world]

From François Harray

francoisharray.com

[schwarzfee]

[peashooter85]

Japanese soldier buggering a Russian soldier, Russo Japanese War, 1904-1905.

from The British Museum

[nemfrog]

“Animal magnetism.” Die Karikatur und Satire in der Medizin. 1921. 

[zestyblog]

[retrobollywood]

[rhade-zapan]

[awkward-smut]

Mama I’m coming home.

[reginaldjuice]

[awkward-smut]

Waking from her drugged stupor, Stacy realizes she is trapped in the basement of a devoted Star Wars fan.

[nevver]

Tight, Prue Stent

[nicolasgavino]

[beatnikdaddio]

umm… ok.

[awkward-smut]

I can’t imagine why this company isn’t a household name. Surely flavored douches for oral sex enhancement is a brilliant idea. Also, the thought of this guy eating her out may have given me a brain tumor. I wonder who I can sue for that.

[beatnikdaddio]

[awkward-smut]

Surrogate mommy looks less than enthusiastic about this job, but what the hell; the customer seems satisfied.

[selfhatecrime]

[wilsonlibunc]

Submitted without comment, a 1903 ad for Mexican Mustang Liniment, from the Asheboro (N.C.) Courier, April 16, 1903.

[awkward-smut]

He seems a good horsey.

[vintageprofessionalwrestling]

[awkward-smut]

Once you have your thumb up someone’s ass, the wrestling match is pretty well in hand.

[brummbart-deactivated20181221]

Wasserspeier am Freiburger Münster

[the-stickers]

WINTER IS A BAD TIME.

[awkward-smut]

ouch

[cococatin-deactivated20221226]

Art by Synthean