A Very Playboy Christmas

Phil Interlandi, Gahan Wilson, Buck Brown, Eldon Dedini
Playboy, December 1969

Richard Taylor, Eldon Dedini, Alden Erikson

John Dempsey, Alden Erikson, E. Simms Campbell, Erich Sokol

Erich Sokol, Phil Interlandi, John Dempsey, Brian Savage

Claude Smith, Eldon Dedini, Douglas Sneyd, Alden Erikson

Dink Siegel, Don Madden, Phil Interlandi, Gahan Wilson

Every year they did Christmas cards, versed by Judith Wax, who I never saw anywhere else.
December 1966

December 1967

December 1968

December 1970

Tomi Ungerer
December 1970

Cartoons I don't get 33

Dale McFeatters
Hello Buddies, circa 1951

Why is a child working for the company? Is it that his mother or father work there and they're off-camera?

Gilbert Wilkinson
The New Yorker May 16, 1925

This Is It, 1960s

Is the circus family his family, and if so, why would he have to beg in the street unless the circus doesn't pay anything? Or is the joke that the way he's sitting in front of the poster it looks like they're growing out of his head?

Erich Sokol
Playboy, October 1962

Another creepy cartoon nobody would publish today. I wonder if I should even be posting it in the context of "can you believe people thought this would be funny once?". If it's any consolation, I think after the cartoon he immediately put his clothes back on and brought her back home before anything could happen, never saw her again for at least a few more years, and went into counseling. He'd be in his seventies or eighties now.

For Laughing Out Loud, February 1960

Bill Ward
Fun House, February 1979

I think the joke has something to do with his bald head and her breasts, but like most other Humorama titles, they came up with captions for the same drawings over and over (this looks like at least a third-generation printing), and it looks like they didn't think the joke through this time.

Judge October 9, 1909

You just had to be there.

Eugene “Zim” Zimmerman
same issue of Judge

Life January 5, 1905

Frederick Opper
Puck June 15, 1880

Ship-Bored

Punch January 28, 1920

Punch November 9, 1927

cartoons I don't get #32

Salo Roth
For Laughing Out Loud, March 1960

Punch January 28, 1920

Is this supposed to be someone from the temperance movement? This cartoon must have been done a ling time before it was printed.
Jem, July 1963

This looks like a set-up for a joke rather than the joke itself.
Eugene Zimmerman
Judge October 9, 1909

Are the skyscrapers distracting from the boats or vice-versa?
Reginald Marsh
New Yorker September 19, 1925

Cavalcade, March 1942

Erich Sokol
Playboy, October 1959

For Laughing Out Loud, March 1960

Hello Buddies, May 1955

Punch, April 1984

Punch November 17, 1915

Stag, July 1964

Charles Rodrigues
Playboy, December 1968

Cartoons of Playboy Past

Here's one of the very early Little Annie Fannys from before they started using assistants.

Their annual Christmas cards for the December 1963 issue. Obviously published before November 22, they had no idea what would happen then, and according to the Little Annie Fanny collection, excised all JFK material for their next issue at the last minute. As a bonus, the Kennedys are drawn by the great Jack Davis.

Also cards by Phil Interlandi, Gahan Wilson, Shel Silverstein, and Eldon Dedini.

From that same issue, the best of their cartoons from past issues up to that point. Also from the December 1963 issue.

On this page are John Dempsey, Erich Sokol, Phil Interlandi, and Bill Murphy

Phil Interlandi, Eldon Dedini, and E. Simms Campbell. I believe I posted the latter two before.

Charles Elmer Martin, John Dempsey, Dedini, and Claude Smith

Interlandi, Dempsey, Sid Harris, and Sokol

Interlandi, two by Murphy, and Dempsey. Everyone seems to be heterosexual at the nudist colony, but then again, this was before the protests at Stonewall changed everything.

Not sure who the upper left cartoonist is. The rest are Dempsey, Interlandi (again pre-Stonewall), and Gahan Wilson