Jizz

Cartoonist Jack Cole set the standard for PLAYBOY Cartoons... original watercolor, dec 1955 NSFW

VintageSexy

Old Playboy cartoons are the best

funny

I Found a Playboy Cartoon Book at an Antique Shop

pics

“Well, it was advertised as being loosely woven.” Cartoon by Dink Siegel / Playboy, July 1967.

cartoons

"You call that being molested?" Playboy Cartoon by Phil Interlandi (1971)

VintageSmut

Classic Playboy Hotwife Cartoon

Hotwifecaption

“What are you putting under ‘occupation’ this year?” vintage playboy cartoon by Doug Sneyd

VintageSmut

(something different) Remember those playboy cartoons

Playboy

Older Playboy cartoons made into glass paintings

NSFWFunny