Retro Playboy Art
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PLAYBOY BUNNY
By Andy Warhol
Located in Aventura, FL
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...
Category
1980s Pop Art Retro Playboy Art
Materials
Polymer, Paper
Mimi Rogers III, Playboy
By Michel Comte
Located in Vienna, AT
For decades Michel Comte has been shooting protagonists from the world of art, film and
Category
1990s Retro Playboy Art
Materials
C Print
Playboy: 35th Anniversary Poster /// Pop Art Andy Warhol Screenprint Bunny Head
By Andy Warhol
Located in Saint Augustine, FL
Artist: (after) Andy Warhol (American, 1928-1987)
Title: "Playboy: 35th Anniversary"
*Signed by
Category
1980s Pop Art Retro Playboy Art
Materials
Screen
Playboy, Silkscreen Poster by Keith Haring 1990
By Keith Haring
Located in Long Island City, NY
A limited edition silkscreen poster Keith Haring designed for Playboy. This limited edition run of
Category
1990s Pop Art Retro Playboy Art
Materials
Screen
Playboy Party Slim Aarons Estate Stamped Print
By Slim Aarons
Located in London, GB
Playboy Party
1961
by Slim Aarons
Slim Aarons Limited Estate Edition
Guests of American
Category
1960s Modern Retro Playboy Art
Materials
Archival Pigment
Playboy Bunnies, New York, 1995
By Ellen von Unwerth
Located in New York, NY
Signed by the photographer
Category
1990s Retro Playboy Art
Materials
Photographic Paper
Amber Smith Playboy Playmate Nude Topless on Swing
By Bert Stern
Located in Carmel, CA
Taken for Playboy 1995
Color Photograph.
Print Date Unknown.
Overall Size 26x36"
Mint Condition
Category
1990s Retro Playboy Art
Materials
Color
Playboy Bunny, Silkscreen Poster by Keith Haring 1990
By Keith Haring
Located in Long Island City, NY
A limited edition silkscreen poster Keith Haring designed for Playboy. This limited edition run of
Category
1990s Pop Art Retro Playboy Art
Materials
Screen
Playboy Magazine Cover - College Cheerleaders at Football Mid Century
Located in Miami, FL
Trailblazing revolutionary female illustrator/art director Bea Paul creates a three-dimensional
Category
1950s Modern Retro Playboy Art
Materials
Mixed Media
H 12.5 in W 10.5 in D 3 in
'Playboy Party' 1961 Slim Aarons Limited Estate Edition
By Slim Aarons
Located in London, GB
'Playboy Party' 1961 Slim Aarons Limited Estate Edition Print
Guests of American publisher Hugh
Category
1960s Modern Retro Playboy Art
Materials
Color
Free Shipping
H 24 in W 20 in
Nude, Playboy-era Oil Painting by LeRoy Neiman
By LeRoy Neiman
Located in Long Island City, NY
Artist: LeRoy Neiman, American (1921 - 2012)
Title: Nude
Year: 1960
Medium: Oil on Masonite, signed and dated l.r.
Size: 8 x 11.5 inches
Frame: 16 x 19.5 inches
Category
1950s American Impressionist Retro Playboy Art
Materials
Oil
Brothel, Groovy Harem with Courtesan, Concubine, Paramour, Playboy Magazine
Located in Miami, FL
composition in art
The artist brings the tradition of Ingres, Delecroix and Gerome into modern times in which
Category
1970s Academic Retro Playboy Art
Materials
Gouache
H 21.5 in W 26.75 in D 1 in
Gale Sayers #40, 1966 - Color Photograph by Art Shay for Sports Illustrated
By Art Shay
Located in Chicago, IL
Art Shay
Gale Sayers #40, 1966
archival pigment print
20.25 x 24.25 framed
3/3
ASY028
“Art Shay’s
Category
1960s Contemporary Retro Playboy Art
Materials
Archival Pigment
That's a Wrap, Playboy cartoon Illustration ,
By Dink Siegel
Located in Miami, FL
Dink Siegel (American, 1910-2003)
That's a Wrap, Playboy cartoon, August 1973
Mixed media on board
Category
1970s American Modern Retro Playboy Art
Materials
Mixed Media
Party At The Playboy Mansion Slim Aarons Estate Stamped Print
By Slim Aarons
Located in London, GB
Party At The Playboy Mansion
1961
by Slim Aarons
Slim Aarons Limited Estate Edition
Guests of
Category
1960s Modern Retro Playboy Art
Materials
Archival Pigment
Free Shipping
H 24 in W 20 in
Beautiful Maidens Nude Women Harem, Playboy Cartoon African American Illustrator
By E. Simms Campbell
Located in Miami, FL
States." From the Playboy Collection
Signed upper left.
The art board has an overall size of 16.75 x 12.5
Category
1960s Impressionist Retro Playboy Art
Materials
Watercolor, Pencil
Slim Aarons Official Estate Print - Party At The Playboy Mansion
By Slim Aarons
Located in London, GB
Slim Aarons Estate Print - Party At The Playboy Mansion
Guests of American publisher Hugh Hefner
Category
1960s Modern Retro Playboy Art
Materials
C Print, Color
Artist Painting Nude Women in Artist Studio - Perhaps Playboy Cartoon
By Richard Taylor
Located in Miami, FL
unframed but hinged mounted on archival board. It appeared most likely in Playboy or Esquire. Unframed.
Category
1970s Contemporary Retro Playboy Art
Materials
Ink, Watercolor, Gouache, Pen
Slim Aarons Official Estate Print - Party At The Playboy Mansion X
By Slim Aarons
Located in London, GB
Slim Aarons Estate Print - Party At The Playboy Mansion X
Guests of American publisher Hugh
Category
1960s Modern Retro Playboy Art
Materials
C Print, Color
'Party At The Playboy Mansion' 1961 Slim Aarons Limited Estate Edition
By Slim Aarons
Located in London, GB
'Party At The Playboy Mansion' 1961 Slim Aarons Limited Estate Edition Print
Guests of American
Category
1960s Modern Retro Playboy Art
Materials
C Print, Color
Free Shipping
H 20 in W 24 in
Slim Aarons Official Estate Print - Party At The Playboy Mansion IX
By Slim Aarons
Located in London, GB
Slim Aarons Estate Print - Party At The Playboy Mansion IX
Guests of American publisher Hugh
Category
1960s Modern Retro Playboy Art
Materials
C Print, Color
Slim Aarons Official Estate Print - Party At The Playboy Mansion IV
By Slim Aarons
Located in London, GB
Slim Aarons Estate Print - Party At The Playboy Mansion IV
Guests of American publisher Hugh
Category
1960s Modern Retro Playboy Art
Materials
C Print, Color
Slim Aarons Official Estate Print - Party At The Playboy Mansion V
By Slim Aarons
Located in London, GB
Slim Aarons Estate Print - Party At The Playboy Mansion V
Guests of American publisher Hugh
Category
1960s Modern Retro Playboy Art
Materials
C Print, Color
Slim Aarons Official Estate Print - Party At The Playboy Mansion XI
By Slim Aarons
Located in London, GB
Slim Aarons Estate Print - Party At The Playboy Mansion XI
Guests of American publisher Hugh
Category
1960s Modern Retro Playboy Art
Materials
C Print, Color
Slim Aarons Official Estate Print - Party At The Playboy Mansion VII
By Slim Aarons
Located in London, GB
Slim Aarons Estate Print - Party At The Playboy Mansion VII
Guests of American publisher Hugh
Category
1960s Modern Retro Playboy Art
Materials
C Print, Color
Slim Aarons Official Estate Print - Party At The Playboy Mansion VI
By Slim Aarons
Located in London, GB
Slim Aarons Estate Print - Party At The Playboy Mansion VI
Guests of American publisher Hugh
Category
1960s Modern Retro Playboy Art
Materials
C Print, Color
Slim Aarons Official Estate Print - Party At The Playboy Mansion III
By Slim Aarons
Located in London, GB
Slim Aarons Estate Print - Party At The Playboy Mansion III
Guests of American publisher Hugh
Category
1960s Modern Retro Playboy Art
Materials
C Print, Color
Slim Aarons Official Estate Print - Party At The Playboy Mansion VIII
By Slim Aarons
Located in London, GB
Slim Aarons Estate Print - Party At The Playboy Mansion VIII
Guests of American publisher Hugh
Category
1960s Modern Retro Playboy Art
Materials
C Print, Color
Slim Aarons Official Estate Print - Party At The Playboy Mansion II
By Slim Aarons
Located in London, GB
Slim Aarons Estate Print - Party At The Playboy Mansion II
Guests of American publisher Hugh
Category
1960s Modern Retro Playboy Art
Materials
C Print, Color
Hugh Hefner, Black and White Photograph of Playboy Magazine Founder and Editor
By Burt Glinn
Located in New york, NY
silver print) of Editor-in-chief Hugh Hefner who wrote for the magazine he founded, Playboy. An
Category
1960s Contemporary Retro Playboy Art
Materials
Photographic Film, Photographic Paper, Silver Gelatin
Blues Guitarist, Buddy Guy, 1966, Playing Guitar, Framed Photograph by Art Shay
By Art Shay
Located in Chicago, IL
was taken by Art Shay in 1966. In 2016, Buddy Guy chose this photo for his 80th birthday celebration
Category
1960s Contemporary Retro Playboy Art
Materials
Archival Pigment
"Frank Sinatra as Tony Rome"
By LeRoy Neiman
Located in Lambertville, NJ
establish his artistic reputation. In 1954, Hefner showed Neiman’s paintings to Playboy’s Art Director, Art
Category
Mid-20th Century Retro Playboy Art
Materials
Paper, Oil
Nude Girls Dance Playboy cartoon "They Say Every Little Gesture Has Meaning
By Richard Taylor
Located in Miami, FL
"They Say Every Little Gesture Has a Meaning", Playboy cartoon illustration, August 1968
Pen and
Category
1960s American Realist Retro Playboy Art
Materials
Pen, Watercolor
Argentinian dancers Julio Bocca and Eleonora Cassano nude study for Playboy
By Jack Mitchell
Located in Senoia, GA
photographed nude for the December 1993 issue of Playboy Magazine (Argentina). Comes directly from the Jack
Category
1990s Pop Art Retro Playboy Art
Materials
Silver Gelatin
Argentinian dancers Julio Bocca and Eleonora Cassano nude study for Playboy
By Jack Mitchell
Located in Senoia, GA
photographed nude for the December 1993 issue of Playboy Magazine (Argentina). Comes directly from the Jack
Category
1990s Pop Art Retro Playboy Art
Materials
Silver Gelatin
Woman in Sheer Dress, Silver Gelatin Black & White Photograph by Art Shay
By Art Shay
Located in Chicago, IL
extraordinary. This artwork is currently unframed. Contact gallery for framing options.
Art Shay
Woman in
Category
1960s Contemporary Retro Playboy Art
Materials
Silver Gelatin
Wish Not to Be Disturbed for the Duration of Winter - Playboy Cartoon
Located in Miami, FL
. Published October 1960 in Playboy. Signed lower left Gahan Wilson. The artist has penciled in his own
Category
1960s Conceptual Retro Playboy Art
Materials
Ink, Gouache, Color Pencil
Hugh Hefner, Black and White Vintage 1960s Photograph of famed Playboy Founder
By Burt Glinn
Located in New york, NY
Hefner who wrote for his magazine, Playboy. An historical photo of Hefner smoking a pipe at his desk
Category
1960s Contemporary Retro Playboy Art
Materials
Silver Gelatin, Photographic Film, Photographic Paper
Blues Great Howlin' Wolf, Chicago 1966, Framed Black and White Photo by Art Shay
By Art Shay
Located in Chicago, IL
. Photographed here in 1966 by Art Shay, this black and white image is signed on the bottom right corner. It is
Category
1960s Contemporary Retro Playboy Art
Materials
Silver Gelatin
Killers For Hire, JFK, South Dakota 1960, Black and White Photograph by Art Shay
By Art Shay
Located in Chicago, IL
mat and framed in a simple black metal frame.
Art Shay
Killers for Hire, JFK, 1960
silver gelatin
Category
1960s Contemporary Retro Playboy Art
Materials
Silver Gelatin
H 11 in W 14 in D 1.5 in
Playboy cartoon Illustration, "For Posing, My Terms Are a Dollar an Hour, Room
By Richard Taylor
Located in Miami, FL
"For Posing, My Terms Are a Dollar an Hour, Room, and Board", Playboy cartoon illustration, page 67
Category
1960s Contemporary Retro Playboy Art
Materials
Watercolor
Man's Work, 1960: Hugh Hefner and Bunnies at the Playboy Key Club, Chicago
By Slim Aarons
Located in New York, NY
Man's Work, 1960: Hugh Hefner and Bunnies at the Playboy Key Club, Chicago
Staley-Wise Gallery
Category
1960s Retro Playboy Art
Materials
C Print
'Timberline Nurse', American illustrator, Avalon Books, Romance novel, Playboy
By Charles Winfield Miller
Located in Santa Cruz, CA
from Playboy cartoons and advertising art to Native American portraits, Western landscapes and wildlife
Category
1960s Retro Playboy Art
Materials
Board, Gouache
H 10.5 in W 8.25 in D 0.01 in
Playboy Bunnies, New York, Celebrity, black and white photography, nude
By Ellen von Unwerth
Located in Munich, DE
/Queens in 2004, and The Model as Muse, exhibited at The Metropolitan Museum of Art (2009).
After a
Category
1990s Contemporary Retro Playboy Art
Materials
Archival Pigment
Hugh Hefner, Vintage 1960s Black and White Photography of Celebrity Playboy
By Burt Glinn
Located in New york, NY
Playboy magazine, 1966 by Burt Glinn. A historical photo of Hefner - with annotations and stamps on verso
Category
1960s Contemporary Retro Playboy Art
Materials
Silver Gelatin, Photographic Film, Photographic Paper
The Nixons on LaSalle Street, Chicago, 1968, Color Photograph, Signed on Back
By Art Shay
Located in Chicago, IL
Street with the Board of Trade in the background.
Art Shay
The Nixons on LaSalle Street, 1968
archival
Category
1960s Contemporary Retro Playboy Art
Materials
Archival Pigment
I Am A Man - Color Signed Photograph, 1968 Memphis Sanitation Worker Protest
By Art Shay
Located in Chicago, IL
- before the launch of playboy magazine.” Hugh Hefner
“Algren, Terkel, Royko, they gave us a voice. Art
Category
1960s Contemporary Retro Playboy Art
Materials
Archival Pigment
Iceman - Children Gathered Around an Ice Cream Vendor circa 1949, Photo Signed
By Art Shay
Located in Chicago, IL
Children gather around the ice cream vendor with wrapped attention in this wonderful example of Art
Category
1960s Contemporary Retro Playboy Art
Materials
Archival Pigment
Nakedly Patriotic, 1970, Peaceful Gathering, Nude Female, Archival Pigment Print
By Art Shay
Located in Chicago, IL
- before the launch of playboy magazine.” Hugh Hefner “Algren, Terkel, Royko, they gave us a voice. Art
Category
1960s Contemporary Retro Playboy Art
Materials
Archival Pigment
Hugh Hefner in His Bedroom Office, Chicago 1961, Black and White Photography
By Art Shay
Located in Chicago, IL
- before the launch of playboy magazine.”
Hugh Hefner
“Algren, Terkel, Royko, they gave us a voice. Art
Category
1960s Contemporary Retro Playboy Art
Materials
Silver Gelatin
H 16 in W 20 in D 1.25 in
Eyeball Freak, Circus Side Show Curiosity, Silver Gelatin Print, Framed, 1952
By Art Shay
Located in Chicago, IL
- before the launch of playboy magazine.”
Hugh Hefner
“Algren, Terkel, Royko, they gave us a voice. Art
Category
1950s Contemporary Retro Playboy Art
Materials
Silver Gelatin
Marlon Brando, Libertyville, Illinois, 1950 - Silver Gelatin Print
By Art Shay
Located in Chicago, IL
launch of playboy magazine.”
Hugh Hefner
“Algren, Terkel, Royko, they gave us a voice. Art Shay gave
Category
1950s Contemporary Retro Playboy Art
Materials
Silver Gelatin
A Farm Grandma Waiting for Kids, 1951
By Art Shay
Located in Chicago, IL
- before the launch of playboy magazine.”
Hugh Hefner
“Algren, Terkel, Royko, they gave us a voice. Art
Category
1950s Contemporary Retro Playboy Art
Materials
Archival Pigment
Tracks to War, New Jersey, 1943, Black and White Photograph, Signed, Framed
By Art Shay
Located in Chicago, IL
- before the launch of playboy magazine.” Hugh Hefner “Algren, Terkel, Royko, they gave us a voice. Art
Category
Mid-20th Century Contemporary Retro Playboy Art
Materials
Silver Gelatin
Mafia Boss Tony "Big Tuna" Accardo in Front of Big Lion, Chicago 1959
By Art Shay
Located in Chicago, IL
- before the launch of playboy magazine.”
Hugh Hefner
“Algren, Terkel, Royko, they gave us a voice. Art
Category
1950s Contemporary Retro Playboy Art
Materials
Silver Gelatin
Car Reflection, 1958, Black and White Photograph Appeared in LIFE Magazine
By Art Shay
Located in Chicago, IL
Art Shay carried his camera with him where ever he went. He captured everyday moments and some not
Category
1950s Contemporary Retro Playboy Art
Materials
Silver Gelatin
Palmer Ready to Win His 2nd Masters, Augusta, Georgia 1960, Vintage Photograph
By Art Shay
Located in Chicago, IL
vintage photograph by Art Shay. The photo is mounted to board and signed on the back side with a window
Category
1960s Retro Playboy Art
Materials
Silver Gelatin
H 19.75 in W 15.75 in D 1 in
Caitlyn Bruce Jenner, Montreal Olympics, 1976, Black and White Photograph Framed
By Art Shay
Located in Chicago, IL
- before the launch of playboy magazine.”
Hugh Hefner
“Algren, Terkel, Royko, they gave us a voice. Art
Category
1970s Contemporary Retro Playboy Art
Materials
Silver Gelatin
Deerfield Protestors, 1963, Activists at Rally at Dusk, Silver Gelatin Print
By Art Shay
Located in Chicago, IL
captured here by Art. After years of demonstrations and legal battles, the land became parks that stand
Category
1960s Contemporary Retro Playboy Art
Materials
Silver Gelatin
Titter, Scantily Clad Woman Viewing Titter Magazine, 1950 Vintage Photograph
By Art Shay
Located in Chicago, IL
- before the launch of playboy magazine.” Hugh Hefner “Algren, Terkel, Royko, they gave us a voice. Art
Category
1950s Contemporary Retro Playboy Art
Materials
Silver Gelatin
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Retro Playboy Art For Sale on 1stDibs
Surely you’ll find the exact piece of retro playboy art you’re seeking on 1stDibs — we’ve got a vast assortment for sale. You can easily find an example made in the Contemporary style, while we also have 6 Contemporary versions to choose from as well. Making the right choice when shopping for an item from our selection of retro playboy art may mean carefully reviewing examples of this item dating from different eras — you can find an early iteration of this piece from the 20th Century and a newer version made as recently as the 20th Century. On 1stDibs, the right choice in our collection of retro playboy art is waiting for you and the choices span a range of colors that includes black, brown, gray and beige. Finding an appealing object in our assortment of retro playboy art — no matter the origin — is easy, but Jack Mitchell, Slim Aarons, Richard Taylor, Burt Glinn and Leroy Neiman each produced popular versions that are worth a look. Artworks like these — often created in paint, archival pigment print and pigment print — can elevate any room of your home.
How Much is a Retro Playboy Art?
The price for an artwork of this kind can differ depending upon size, time period and other attributes — a piece of retro playboy art in our inventory may begin at $614 and can go as high as $1,595,000, while the average can fetch as much as $3,125.
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