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Free Appraisal
John Dempsey (American, 1919-2002)
Beautiful Without Glasses, Playboy cartoon
, April 1961
Watercolor and ink on paper laid on board
18-3/4 x 14-1/2 inches (47.6 x 36.8 cm)
Signed lower left:
Dempsy
From the Collection of Craig MacMillan
Auction 15251
| Lot: 18030 | Jun 25, 2025
Sold For:
$9,375.00
Dink Siegel (American, 1910-2003)
Nobody Wants to Kiss Anymore, Playboy cartoon
, June 1968
Mixed media on board
11-1/2 x 9 inches (29.2 x 22.9 cm) (image)
Signed lower left:
Dink Siegel
From the Collection of Craig MacMillan
Auction 15251
| Lot: 18036 | Jun 25, 2025
Sold For:
$5,500.00
Make Offer to Owner
$6,875 or more
Ben Denison (American, 20th Century)
Alfa Pull Over, Playboy cartoon
, September 1961
Gouache on board
21-1/4 x 17 inches (54.0 x 43.2 cm) (image)
Signed lower left:
Denison
From the Collection of Craig MacMillan
Auction 15251
| Lot: 18016 | Jun 25, 2025
Sold For:
$5,000.00
Ben Denison (American, 20th Century)
Arnolt Bristol, Playboy cartoon
, August 1957
Gouache on board
14 x 10-1/2 inches (35.6 x 26.7 cm) (sight)
Signed lower right:
Denison
From the Collection of Craig MacMillan
Auction 15251
| Lot: 18015 | Jun 25, 2025
Sold For:
$3,750.00
Ben Denison (American, 20th Century)
Corvette, Playboy cartoon
, November 1961
Mixed media on board
17-1/2 x 14-1/4 inches (44.5 x 36.2 cm) (sight)
Signed lower right:
Denison
From the Collection of Craig MacMillan
Auction 15251
| Lot: 18017 | Jun 25, 2025
Sold For:
$3,250.00
Dink Siegel (American, 1910-2003)
Pit Stop, Playboy cartoon
, September 1970
Mixed media on board
11 x 8-1/2 inches (27.9 x 21.6 cm) (sight)
Signed lower center:
Dink Siegel
From the Collection of Craig MacMillan
Auction 15251
| Lot: 18037 | Jun 25, 2025
Sold For:
$3,000.00
Ben Denison (American, 20th Century)
Triumph TR3A, Playboy cartoon
, August 1962
Mixed media on board
20-1/2 x 16-1/4 inches (52.1 x 41.3 cm) (sight)
Signed lower right:
Denison
From the Collection of Craig MacMillan
Auction 15251
| Lot: 18018 | Jun 25, 2025
Sold For:
$2,375.00
ALBERTO VARGAS
(American, 1896-1982)
Vargas Girl, Playboy illustration
, October 1963
Watercolor on board
20 x 29 in.
Signed lower right
Auction 7017
| Lot: 93087 | Feb 27, 2010
Sold For:
$179,250.00
ALBERTO VARGAS
(American, 1896-1982)
Just Add Mistletoe, Playboy Vargas Girl pin-up illustration
, March...
Auction 5034
| Lot: 87395 | Feb 18, 2010
Sold For:
$53,775.00
ALBERTO VARGAS
(American, 1896-1982)
Vargas Girl, Playboy illustration, page 98
, February 1969
Watercolor on board
26 x 17 in.
Signed lower right
Auction 7017
| Lot: 93088 | Feb 27, 2010
Sold For:
$50,787.50
ALBERTO VARGAS
(American, 1896-1982)
Vargas Girl, Playboy illustration, page 159
, December 1969
Watercolor on board
26.5 x 17.5 in.
Signed lower right
Auction 7017
| Lot: 93089 | Feb 27, 2010
Sold For:
$41,825.00
CHUCK MILLER
(American, 20th Century)
Playboy cartoon illustration, page 26
, April 1959
Gouache on board
21 x 16 in.
Signed lower right
Auction 7017
| Lot: 93058 | Feb 27, 2010
Sold For:
$17,925.00
HARVEY KURTZMAN (American, 1924-1993), WILL ELDER (American, 1922-2008) and JACK DAVIS (American b. 1926)
The Masters Testers Institute, complete 4-page Little Annie Fanny story, Playboy feature
, January 1968
Mixed media on board
15 x 10.5 in.
Not signed
Auction 7017
| Lot: 93051 | Feb 27, 2010
Sold For:
$13,145.00
HARVEY KURTZMAN (1924-1993), WILL ELDER (1922
-
2008),
RUSS HEATH (b.
1925), and AL JAFFEE (b. 1921)
Little Annie Fanny on the Brooklyn B. M. T., complete 3-page story, Playboy feature
, March 1966
Mixed media on board
20 x 14 in.
Not signed
(Total: 3 Items)
Auction 7017
| Lot: 93050 | Feb 27, 2010
Sold For:
$13,145.00
SHEL SILVERSTEIN
(American, 1932-1999)
Silverstein in Moscow, Playboy cartoon illustration, group of 7
, March 1958
Ink on paper
22 x 12 in.
Signed
(Total: 7 Items)
Auction 7017
| Lot: 93075 | Feb 27, 2010
Sold For:
$11,352.50
LEROY NEIMAN
(American, b. 1921)
Femlin with a Dollar Bill, Playboy illustration, group of 2, page 134
, June 1972
Ink on paper
11 x 11 in.
One signed, lower center
(Total: 2 Items)
Auction 7017
| Lot: 93061 | Feb 27, 2010
Sold For:
$10,755.00
LEROY NEIMAN
(American, b. 1921)
Femlin Blowing Bubbles, Playboy illustration, group of 2
, August 1974
Ink on paper
12 x 10 in.
One signed, lower right
Auction 7017
| Lot: 93062 | Feb 27, 2010
Sold For:
$8,962.50
GAHAN WILSON
(American, 1930)
Playboy cartoon illustration, page 232
, September 1970
Mixed media on paper
9 x 7 in.
Signed lower left
Auction 7017
| Lot: 93091 | Feb 27, 2010
Sold For:
$7,767.50
LEROY NEIMAN
(American, b. 1921)
Femlin Hanging a Christmas Stocking, Playboy illustration, group of 2, page 174
, December 1970
Ink on paper
10 x 8.5 in.
One signed, lower center
(Total: 2 Items)
Auction 7017
| Lot: 93060 | Feb 27, 2010
Sold For:
$7,767.50
GAHAN WILSON
(American, b. 1930)
Playboy cartoon illustration, page 179
, April 1971
Mixed media on board
9.75 x 7 in.
Signed lower right
Auction 7017
| Lot: 93092 | Feb 27, 2010
Sold For:
$7,767.50
LEROY NEIMAN
(American, b. 1921)
Femlin with a Birthday Cake, Playboy illustration, group of 2, page 114
, August 1969
Ink on paper
10 x 12 in.
One signed, lower right
(Total: 2 Items)
Auction 7017
| Lot: 93059 | Feb 27, 2010
Sold For:
$6,572.50
EDMOND KIRAZ
(American, b. 1923)
Playboy cartoon illustration, page 149
, June 1973
Gouache on board
12 x 9 in.
Signed lower right
Auction 7017
| Lot: 93043 | Feb 27, 2010
Sold For:
$6,572.50
ERICH SOKOL
(American, b. 1933)
Playboy cartoon illustration, page 81
, March 1965
Acrylic on board
14 x 11 in.
Signed lower left
Auction 7017
| Lot: 93081 | Feb 27, 2010
Sold For:
$5,975.00
ERICH SOKOL
(American, b. 1933)
Playboy cartoon illustration, page 127
, November 1969
Gouache on board
16 x 12 in.
Signed lower center
Auction 7017
| Lot: 93082 | Feb 27, 2010
Sold For:
$4,481.25
JACK COLE
(American, 1914-1958)
Playboy cartoon illustration, page 45
, January 1958
Watercolor on board
14 x 11 in.
Signed lower left
Auction 7017
| Lot: 93016 | Feb 27, 2010
Sold For:
$4,182.50
JACK COLE
(American, 1914-1958)
Playboy cartoon illustration, page 29
, August 1954
Ink/watercolor on paper
15.5 x 13 in.
Signed lower right
Auction 7017
| Lot: 93011 | Feb 27, 2010
Sold For:
$4,182.50
HUGH HEFNER
(American, b. 1926)
Playboy cartoon illustration, page 31
, January 1954
Ink on paper
6.5 x 6 in.
Not signed
Auction 7017
| Lot: 93036 | Feb 27, 2010
Sold For:
$3,883.75
ELDON DEDINI
(American, 1921-2006)
Playboy cartoon illustration, page 123
, October 1973
Watercolor on paper
14.5 x 11 in.
Signed lower right
Auction 7017
| Lot: 93022 | Feb 27, 2010
Sold For:
$3,346.00
JACK DAVIS
(American, b. 1926)
Playboy cartoon illustration, page 129
, June 1962
Mixed media on board
13.25 x 10.5 in.
Signed lower right
Auction 7017
| Lot: 93019 | Feb 27, 2010
Sold For:
$3,346.00
ARNOLD ROTH
(American, b. 1929)
Trump Magazine cartoon illustration, group of 10
, March 1957
Ink on paper/mixed media on paper
4.75 x 10 in.
Not signed
Auction 7017
| Lot: 93068 | Feb 27, 2010
Sold For:
$3,346.00
BERNARD KLIBAN
(American, 1935-1990)
Playboy Cartoon illustration, page 241
, December 1973
Mixed media on paper
11.5 x 8.5 in.
Signed lower right
Auction 7017
| Lot: 93048 | Feb 27, 2010
Sold For:
$3,107.00
GAHAN WILSON
(American, b. 1930)
Playboy cartoon illustration
, November 1962
Mixed media on paper
9 x 6.75 in.
Signed lower left
Auction 7017
| Lot: 93090 | Feb 27, 2010
Sold For:
$3,107.00
BERNARD KLIBAN
(American, 1935-1990)
Playboy cartoon illustration, page 261
, September 1973
Mixed media on board
11.5 x 9 in.
Signed lower right
Auction 7017
| Lot: 93047 | Feb 27, 2010
Sold For:
$2,868.00
HUGH HEFNER
(American, b. 1926)
Playboy cartoon illustration, page 31
, January 1954
Ink on paper with acetate overlay
7.75 x 9.25 in.
Not signed
Auction 7017
| Lot: 93035 | Feb 27, 2010
Sold For:
$2,629.00
Make Offer to Owner
$3,944 or more
JACK COLE
(American, 1914-1958)
Playboy cartoon illustration, page 36
, December 1957
Watercolor on board
12 x 10 in.
Signed lower left
Auction 7017
| Lot: 93015 | Feb 27, 2010
Sold For:
$2,629.00
BEN DENISON
(American, 20th Century)
Playboy cartoon illustration, page 92
, September 1961
Gouache on board
21 x 16.5 in.
Signed lower left
Auction 7017
| Lot: 93025 | Feb 27, 2010
Sold For:
$2,390.00
SHEL SILVERSTEIN
(American, 1932-1999)
Playboy cartoon illustration
, August 1965
Ink on board
12 x 14 in.
Initialed lower right
Auction 7017
| Lot: 93076 | Feb 27, 2010
Sold For:
$2,390.00
WILL ELDER
(American, 1921-2008)
Trump Magazine, Liptone Tea ad parody, back cover illustration, group of 2
, March 1957
Gouache on board
11 x 14.5 in.
Signed lower left
Auction 7017
| Lot: 93027 | Feb 27, 2010
Sold For:
$2,270.50
Make Offer to Owner
$3,406 or more
DINK SIEGEL
(American, 1910-2003)
Playboy cartoon illustration, page 101
, February 1966
Mixed media on board
11 x 8.5 in.
Signed lower left
Auction 7017
| Lot: 93072 | Feb 27, 2010
Sold For:
$2,151.00
ELDON DEDINI
(American, 1921-2006)
Playboy cartoon illustration, page 127
, April 1973
Watercolor on paper
17 x 13 in.
Signed lower left
Auction 7017
| Lot: 93021 | Feb 27, 2010
Sold For:
$2,151.00
BERNARD KLIBAN
(American, 1935-1990)
Playboy Cartoon illustration, page 199
, July 1973
Mixed media on paper
11.5 x 9 in.
Signed lower right
Auction 7017
| Lot: 93046 | Feb 27, 2010
Sold For:
$2,031.50
HUGH HEFNER
(American, b. 1926)
Playboy cartoon illustration, page 31
, January 1954
Ink on paper
6 x 7 in.
Not signed
Auction 7017
| Lot: 93037 | Feb 27, 2010
Sold For:
$1,912.00
Make Offer to Owner
$2,868 or more
SHEL SILVERSTEIN
(American, 1932-1999)
The Disguise, Playboy cartoon illustration, page 54
, October 1956
Ink on paper
22.5 x 14 in.
Signed lower right
Auction 7017
| Lot: 93074 | Feb 27, 2010
Sold For:
$1,912.00
EDWARD GOREY
(American, 1925-2000)
My Friend Wainscott, Playboy illustration
,
page 107
, February 1965
Ink on paper
3 x 2.5 in.
Not signed
Auction 7017
| Lot: 93030 | Feb 27, 2010
Sold For:
$1,912.00
PHIL INTERLANDI
(American, 1924-2002)
Playboy cartoon illustration, page 243
, November 1966
Mixed media on paper
12.5 x 9 in.
Signed lower left
Auction 7017
| Lot: 93040 | Feb 27, 2010
Sold For:
$1,912.00
JACK DAVIS
(American, b. 1926)
Playboy cartoon illustration, page 55
, September 1957
Mixed media on board
11 x 8.5 in.
Signed lower right
Auction 7017
| Lot: 93018 | Feb 27, 2010
Sold For:
$1,912.00
DINK SIEGEL
(American, 1910-2003)
Playboy cartoon illustration, page 138
, March 1964
Mixed media on board
11 x 9 in.
Signed lower right
Auction 7017
| Lot: 93071 | Feb 27, 2010
Sold For:
$1,910.81
ERICH SOKOL
(American, b. 1933)
Playboy cartoon illustration, page 86
, April 1963
Gouache on board
15.5 x 10.5 in.
Signed lower right
Auction 7017
| Lot: 93080 | Feb 27, 2010
Sold For:
$1,792.50
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