Playboy 1964 pages

Howard Shoemaker
Playboy, August 1964

Going through these Playboy pages, I've noticed there's sometimes overlap between their regulars and MAD's Larry Siegel for example in October 1964.

John Dempsey
November 1964

The Art Gallery was a regular feature.

Jules Feiffer

Al Jaffee
January 1965

February 1965

Paul Coker, Jr.
March 1965

Playboy Christmas 60s

More from Christmas issues of Playboy from the 1960s.

From the January 1961 issue by Claude Smith

From the December 1962
Lovely lady of sweet eighteen? Ewww. I have friends whose daughters are in college now. The art by John Dempsey, Erich Sokol, Phil Interlandi, Don Madden, and Gahan Wilson is still nice though.

Eldon Dedini

Also from that issue, written by Ernie Kovacs

One of the first episodes of Little Annie Fanny by Harvey Kurtzman and Will Elder

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