Generation Tatt

Intentional or not, that looks like a caricature of Shel Silverstein.

Art Spiegelman — The New Yorker — May 10, 1993

Peacock Eyes

Rolf Armstrong — Photoplay — May, 1920

Neo-Geo Art

Charles E. Martin — The New Yorker — May 9, 1970

Pop Art

From the dawn of the Pop Art era . . .

Anatole Kovarsky — The New Yorker — May 9, 1964

The Fall of Vera Cruz

Collier's — May 9, 1914

Update: Yay, Mr. Door Tree has identified the artist for this cover as Sarah S. Stilwell Weber, and as he says, "one of the great female artists to come out of the Pyle school."

Cock of Dawn

William Steig — The New Yorker — May 8, 1965

New York New York

Paul Degen — The New Yorker — May 8, 1978

Pluck

Bruce McCall — The New Yorker — May 8, 2000

A Planet Still to be Explored

Lawrence Herndon — The Blue Book Magazine — May, 1930

A World Still to be Explored

Walter Buehr — Fortune — May, 1931

Do You Hear Colors?

Fate — May, 1953

Ah Loves Yo' Too Much

Al Capp — Li'l Abner — May 6, 1970

The Sign Posts Along the Road

Ha ha, I took today off, and the world didn't end!

Billy DeBeck — Barney Google — May 6, 1927

Patio Cat

Ronald Searle — The New Yorker — May 6, 1972

Coincidence?

I was in the hospital the same day that MM was, only I was busy being born. Coincidence? You decide.

May 6, 1952

The Mermaid's Hero

Enoch Bolles — Film Fun — May, 1923

The Three Slavs

Herbert Paus — Collier's — May 5, 1917

May — Spring at It's Best

William Steig — The New Yorker — May 5, 1962

The Fuzzy Likable Bumble Bee

Ed Dodd/Tom Hill — Mark Trail —May 5, 1974

Happy Cinco de Mayo

Edwardo Cataña W. — 1936