Cartoon themes: pettin' on the couch

Army/Navy Fun Parade, April 1953

Jefferson Machamer
Bold, March 1957

Bill Ward
Fun House, February 1980

Jack Cole
Fun House, February 1980

Mr., February 1967

Playboy, January 1954

Gardner Rea
Playboy, July 1956

Don Madden
Playboy, April 1968

Hello Buddies, October 1951

Cavalcade, April 1941

Charley Jones' Laughing Book, May 1953

Good Humor, October 1964

This Is It, mid 1960s

Correction: That first one is at a bus or train station. I was thrown off by the seating they had.

Cole's Cuties, etc.

Shel Silverstein
Playboy, May 1960

Jules Feiffer
also Playboy, May 1960

Playboy, June 1960

???
Playboy, June 1960

Playboy, July 1960

Gahan Wilson
Playboy, July 1960

Playboy, August 1960

Jack Cole

Cole Remembered and the rest of 1959

Jack Cole
Playboy, September, 1959

Jules Feiffer

Howie Schneider

Arnold Roth
November 1959

December 1959

Playboy Christmas

In keeping with the spirit of the upcoming holiday season, and also because I have so many pages, here's what Playboy was doing for its Christmas issues in the 1950s.

December 1955
Ben Denisen, Larry Klein

Al Stine, Arv Miller, Jack Cole

December 1956
Arv Miller, Al Stine, Gardner Rea

Jack Cole, Shel Silverstein

December 1958
Gardner Rea, Erich Sokol

John Dempsey, Don Madden, Gahan Wilson

December 1959
Alden Erikson, John Dempsey, Erich Sokol, Don Madden, Al Stine

Claude Smith

December 1960
Larry Siegel was mainly a writer for MAD, Carol Burnett, and wrote most of the material for later issues of Humbug. Having been born in 1925, chances are he's no longer alive.
Artists are Don Madden and Al Stine...

...Phil Interlandi, Unknown, and John Dempsey