Retro Playboy Art

Slim Aarons Estate Print - Party At The Playboy Mansion IV Guests of American publisher Hugh Hefner enjoying themselves at a party being held at the Playboy Mansion, Chicago, 1961....

Slim Aarons Estate Print - Party At The Playboy Mansion IX Guests of American publisher Hugh Hefner enjoying themselves at a party being held at the Playboy Mansion, Chicago, 1961....

Slim Aarons Estate Print - Party At The Playboy Mansion XI Guests of American publisher Hugh Hefner enjoying themselves at a party being held at the Playboy Mansion, Chicago, 1961....

Slim Aarons Estate Print - Party At The Playboy Mansion VII Guests of American publisher Hugh Hefner enjoying themselves at a party being held at the Playboy Mansion, Chicago, 1961...

Slim Aarons Estate Print - Party At The Playboy Mansion X Guests of American publisher Hugh Hefner enjoying themselves at a party being held at the Playboy Mansion, Chicago, 1961.

Slim Aarons Estate Print - Party At The Playboy Mansion II Guests of American publisher Hugh Hefner enjoying themselves at a party being held at the Playboy Mansion, Chicago, 1961....

Gahan Wilson was the Master of the macabre, and most of his work is associated with Charles Addams. The beauty of a Gahan Wilson is that is a payoff punchline. The payoff can be vi...

"Harry has no interest in mundane pleasures." Enter the mind of a mid-century American/ Canadian Artist. The theme of Artist and Model has been used for centuries, but Richard Den...

The punchline on many of these 1950s cartoons fades, but the visuals more than hold up - they shine. The sleek, graphic style of painting with flat, broad areas of color shows that ...

In the present work, famed Playboy Cartoonist Smilby redefines what a "Threesome" is.

In fact, the cartoon works just as well with out the text caption but it's the beauty of the artwork and its place in art history that elevate this narrative art to equal standing wi...

Richard Denison Taylor "They Say Every Little Gesture Has a Meaning", Playboy cartoon illustration, August 1968 Pen and watercolor on board 12.5 x 9.5 in. (image) Signed lower right

11 x 14" vintage silver gelatin photograph of Argentinian dancers Julio Bocca and Eleonora Cassano photographed nude for the December 1993 issue of Playboy Magazine (Argentina). Come...

11 x 14" vintage silver gelatin photograph of Argentinian dancers Julio Bocca and Eleonora Cassano photographed nude for the December 1993 issue of Playboy Magazine (Argentina). Come...

Synthetic polymer drawing on paper. Unsigned. Warhol Foundation stamp on verso. Sheet size 31.5 x 23.5 inches. Custom framed as pictured. Artwork is in excellent condition. Cert...

Michel Comte’s mastery of timing and composition transforms the moment into a refined study of movement, balance, and grace, combining the spontaneity of fashion photography with the...

Richard Denison Taylor is one of the great Cartoonists. He is celebrated for his dry sense of humor and skill in depicting people through subtle narratives in a single image. He is...

Man's Work, 1960: Hugh Hefner and Bunnies at the Playboy Key Club, Chicago Staley-Wise Gallery offers photographic prints from the Slim Aarons Archive, owned and housed by Getty Ima...

Put aside Richard Taylor's dry wit. Look at his masterfully rendered figures and brilliantly constructed compositions based on a two-point perspective. Clearly, he is an underrated a...

His oeuvre reached from Playboy cartoons and advertising art to Native American portraits, Western landscapes and wildlife.

The artist photographed revolutionary leader Fidel Castro entrance into Havana, Cuba, celebrity and art luminaries such as Andy Warhol and Helen Frankenthaler.

Playboy Magazine ran this joke cartoon illustration in color on page 43 for the October 1960 edition. Signed lower right. The work is executed on a heavy Whatman Illustration board....

Dink Siegel is one of those rare conceptual Artists who are also called cartoonists, capable of clearly and effectively communicating a complex narrative in a single picture. Beside...

Board size 15 x 11.5 Published: May 1968 Playboy Magazine Provenance: Taraba Illustration Art

Today, “Carla Bruni, Safer Sex Campaign for Playboy, 1993” stands as a compelling collectible that reflects the aesthetic of 1990s fashion photography while highlighting Michel Comte...

Bravo, Miss Zifferman... for Playboy Magazine by Alden Erikson, American Date: 1972 Ink on Paper Image Size: 8.75 x 7.5 inches Frame Size: 15.5 x 12.5 inches

The present work is a Men's Magazine testosterone-charged gag cartoon showing twirling nude pole dancers. Surprisingly, they are seen turning up the heat at the Fire Station's firema...

Cartoon art is the original Conceptual Art. Renowned British Illustrator Smilby (Francis Wilford Smith) conceptualizes a Playboy cartoon so good that no caption is needed.

Original vintage movie poster for an American science fiction space comedy film Galaxina directed by William Sachs and starring Stephen Macht, Avery Schreiber, James David Hinton and...

Hefner, impressed, showed the work to Playboy's art director, Art Paul, who commissioned an illustration for "Black Country," a story by Charles Beaumont about a jazz musician.

Hefner, impressed, showed the work to Playboy's art director, Art Paul, who commissioned an illustration for "Black Country," a story by Charles Beaumont about a jazz musician.

Hefner, impressed, showed the work to Playboy's art director, Art Paul, who commissioned an illustration for "Black Country," a story by Charles Beaumont about a jazz musician.

While in Chicago, he met and befriended Hugh Heffner and began his career as a regular illustrator for Heffner’s Playboy magazine in 1956. His art would appear in the Party Jokes sec...

"Beyond illustration - the Art of Playboy Museum of Art, Tokyo, Japan. Drawings, Gallery Bonnier, Genève, Suisse.

Signed by the photographer.