Playboy Art

Nastassia Kinski for Playboy is a mixed colored photograph realized by Helmut Newton in 1981. Photograph on positive trasparency films.

This early 1960s lifestyle photograph, captured by society photographer Slim Aarons, features guests of American publisher Hugh Hefner enjoying themselves at a party being held at th...

This early 1960s lifestyle photograph, captured by society photographer Slim Aarons, features guests of American publisher Hugh Hefner enjoying themselves at a party being held at th...

This early 1960s lifestyle photograph, captured by society photographer Slim Aarons, features guests of American publisher Hugh Hefner enjoying themselves at a party being held at th...

This early 1960s lifestyle photograph, captured by society photographer Slim Aarons, features guests of American publisher Hugh Hefner enjoying themselves at a party being held at th...

This early 1960s lifestyle photograph, captured by society photographer Slim Aarons, features guests of American publisher Hugh Hefner enjoying themselves at a party being held at th...

This early 1960s lifestyle photograph, captured by society photographer Slim Aarons, features guests of American publisher Hugh Hefner enjoying themselves at a party being held at th...

This early 1960s lifestyle photograph, captured by society photographer Slim Aarons, features guests of American publisher Hugh Hefner enjoying themselves at a party being held at th...

Party At The Playboy Mansion 1961 by Slim Aarons Slim Aarons Limited Estate Edition Guests of American publisher Hugh Hefner enjoying themselves at a party being held at the Playb...

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

Santa has a quickie with Mom. Elmer Simms Campbell was the first African American Illustrator to work for major newsstand magazines. Published December, 1963 Signed in pencil lower...

If you do not want to be noticed, the idea is to blend in. Having a distinctive look will call attention to you, and that is the downfall of Ed's duplicity. The humor comes from the ...

In 1954, Hefner showed Neiman’s paintings to Playboy’s Art Director, Art Paul, who invited Neiman to illustrate “Black Country”, a piece about a jazz musician.

1970s Threesome Swingers Cocktail Party by Dink Siegel. If anyone has ever put pen to paper and tried to draw a face or a figure with any level of success, then you know how hard it...

'Party At The Playboy Mansion' 1961 Slim Aarons Limited Estate Edition Print Guests of American publisher Hugh Hefner enjoying themselves at a party being held at the Playboy Mansi...

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...

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 V 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 VIII Guests of American publisher Hugh Hefner enjoying themselves at a party being held at the Playboy Mansion, Chicago, 196...

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 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 VI 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 III 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....

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

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 ...

"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...

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...

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...

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...

Paula Prentiss and Elliott Gould, 1970 Los Angeles, California - 1970 Each of Lawrence Schiller's fine art photographs are available as signed, limited edition prints in several siz...

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...

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

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...

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....

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

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...

"Playboy Daydream" Photography 18" x 18" inch Edition of 15 by Brendan North Signed and numbered by the artist.

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...

"Playboy Daydream" Photography 40" x 40" inch Edition 4/7 by Brendan North Signed and numbered by the artist.

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...

"Playboy Surf Club" Photography 24 x 32 in Ed. of 7 by Brendan North Signed and numbered by the artist.

"Playboy Daydream" Figurative Photography 30" x 30" in Ed 2/7 by Brendan North Signed and numbered by the artist.

Guy with Beatbox - Playboy T-Shirt and Street Music in America (Large Print) by Michael Ormerod is a black and white photographic print on Hahnemuhle paper in a limited edition of 10...

Limited edition prints. Available in three sizes. High-end framing on request. Each artwork is done and signed by the artist. The collector receives an additional certificate of auth...

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.

Limited edition prints. Available in three sizes. High-end framing on request. Each artwork is done and signed by the artist. The collector receives an additional certificate of auth...

"Playboy Surf Club Pt 3" Photography 30" x 24" in Ed 1/7 by Brendan North Signed and numbered by the artist.

Finding success in the art world, his prints and NFTs have been purchased by collectors across the globe.

"Playboy Surf Club Pt 3" Photography 20" x 16" in Ed 1/15 by Brendan North Signed and numbered by the artist.