Sold2023"Hugh Marston Hefner" Dress ShirtTailored for Hefner in Chicago. This shirt by The Columbia Shirt Co. Feb 1966, has his initials monogrammed on the front. Shirt is in good condition with some age yellowing. Items were donated to theSee Sold Price
Sold2018HUGH HEFNER TOMMY BAHAMA SHIRTS AND BOOKA group of three beige and green island-themed short sleeved silk shirts. Accompanied by a copy of The Girls Next Door (New York, Simon Spotlight Entertainment, 2008). Size M Hugh Hefner"See Sold Price
Sold2022Framed Derek Gores, Signed, Limited Edition Print, Playboy Magazine The Hef Issue Hugh HefnerFramed Derek Gores, Signed, Limited Edition, The Hef Issue Print, Numbered 2 out of 100, Measures framed 23 3/4” W, 26 1/2” L, Visible image 16 1/2”W, 19 1/4” L, Condition verySee Sold Price
Sold2018HUGH HEFNER PORTRAIT BUSTA carved wooden portrait bust of Hugh Hefner with a brass placard reading ""Hef - 2007."" Signed ""N. Wiley 07"" on the underside of the base. Height, 13 inches PROVENANCE From the Collection of HughSee Sold Price
Sold2018HUGH HEFNER PLAYBOY GOLF TROPHYA carved wooden Playboy Rabbit Head Symbol golf sign, with a plaque marked ""Playboy Golf/ 'HEF.'"" 26 1/2 by 19 by 9 1/2 inches PROVENANCE From the Collection of Hugh M. Hefner Hugh Hefner"See Sold Price
Sold2024Hugh Hefner signed Playboy magazineA full Oct 2015 magazine signed on cover by Hef with COASee Sold Price
Sold2022Hugh Hefner signed photograph with rare bunny sketchA signed Hugh Hefner 8x10 with a rare bunny sketch by Hef with COASee Sold Price
2017Hugh Hefner's 1973 BMW CS Silver CoupeHugh Hefner's 1973 BMW 3.0 CS Silver Coupe W/All Paperwork - This beautiful car was Hugh Hefner's 1973 BMW 3.0 CS Coupe. The car is silver in color, with black leather interior and wood grain detailinSee Sold Price
Sold2018HUGH HEFNER PATRICK NAGEL PORTRAITA hand colored portrait of Hugh Hefner by Patrick Nagel reading ""Season's Greetings,"" signed lower right. 31 1/2 by 22 inches, framed PROVENANCE From the Collection of Hugh M. Hefner Hugh HefSee Sold Price
Sold2018HUGH HEFNER SMOKING JACKETA purple velvet smoking jacket with black satin shawl collar and cuffs, with self-tie tassel-tipped belt closure, by Rick Pallack. PROVENANCE From the Collection of Hugh M. Hefner Hugh HefnerSee Sold Price
Sold2018HUGH HEFNER PAIR OF CHINESE CARVED POLYCHROMEA pair of 19th century colorful Foo Dog plant holders. (Only one is pictured.) Height, 36 inches; Diameter, 20 inches PROVENANCE From the Collection of Hugh M. Hefner Hugh Hefner"See Sold Price
Sold2017Hugh Hefner Signed First Issued Playboy MagazineRare first issue of Playboy magazine featuring Marilyn Monroe from December 1953, Volume 1, signed by Hugh Hefner Signed in marker by Hugh Hefner Issued with JSA authenticationSee Sold Price
Sold2018HUGH HEFNER RUSSIAN NEOCLASSICAL RECAMIERAn early 19th century Russian Neoclassical Karelian birch and ormolu mounted recamier with celadon upholstery and incised Cyrillic writing on the underside. 42 by 80 by 27 1/2 inches PROVENANCE From tSee Sold Price
Sold2024Playboy | Hugh Hefner | Victorian Gothic Revival Hall ChairAn elaborately carved oak chair with a leather upholstered seat and nail head trim. 68.5 x 31 x 20 inches PROVENANCE "Property From the Collection of Hugh M. Hefner," Julien's Auctions, November 2018,See Sold Price
Sold2018HUGH HEFNER STERLING PLAYBOY LOGO CUFFLINKSA pair of large square swivel-back cufflinks featuring a Playboy Rabbit Head Symbol with a gemset eye against a textured lozenge field. Marked ""Sterling."" Housed in an Addison Taylor box. Gross weigSee Sold Price
Sold2018HUGH HEFNER MONOGRAMMED STERLING CARD HOLDERA sterling playing card deck holder, featuring the Playboy logo on both the front and back and an embossed ""HMH"" monogram on both sides. Marked ""Melvin Cleveland/ Sterling."" Together with a vintagSee Sold Price
Sold2018HUGH HEFNER FOURTH OF JULY WATER SLIDESTwo monumental inflatable waterslides used at Fourth of July parties at the Playboy Mansion. Together with twelve inflatable blowers of various manufactures, most are 1 or 1.5 horsepower. No dimensionSee Sold Price
Sold2018HUGH HEFNER ANTIQUE SOFAA brown velvet upholstered four seat conversation or lobby sofa. From the Chicago Playboy Mansion. Height, 34 inches; diameter, 64 inches PROVENANCE From the Collection of Hugh M. Hefner <See Sold Price
Sold2018HUGH HEFNER HIGH BACKED CARVED WALNUT VELVETA wingback style hall chair with burnt orange velvet upholstered seat, arms, and back. 53 by 26 1/2 by 19 inches PROVENANCE From the Collection of Hugh M. Hefner Hugh Hefner"See Sold Price
Sold2018HUGH HEFNER READING GLASSESA pair of faux tortoise frame prescription reading glasses by Hans Custom Optik with ""Hugh Hefner"" printed on the stem in gold lettering, together with a pair of prescription Ray-Ban Aviator readingSee Sold Price
Sold2023Marilyn Monroe & Hugh Hefner Signed 1956 PlayboyMarilyn Monroe (June 1, 1926 - August 4, 1962) and Hugh Hefner (April 9, 1926 - September 27, 2017) signed April 1956 Playboy magazine. Marilyn Monroe signed in blue ball point pen and Hugh Hefner sigSee Sold Price
Sold2018HUGH HEFNER TABLE TOP LIGHTERA Ronson Art Deco lighter with a clock. 3 3/4 by 4 inches PROVENANCE From the Collection of Hugh M. Hefner Hugh Hefner"See Sold Price
Sold2018HUGH HEFNER CONTINENTAL CARVED POLYCHROME GILTWOOD PIERA large rectangular mirror surmounted by a smaller quatrefoil mirror, both with antiques silvered mirror glass, surrounded by carved and painted foliage, serpents and fish. Pictured in season 3, episoSee Sold Price
Sold2018HUGH HEFNER READING GLASSES AND BOOKA pair of faux tortoise frame prescription reading glasses by Hans Custom Optik with ""Hugh Hefner"" printed on the stem in gold lettering, together with a pair of prescription Ray-Ban Aviator readingSee Sold Price
9 hrs LeftWhite Knight Auction, IncHelmut Newton, Hugh Hefner And Carrie Leigh, Beverly Hills, 1984$100
Jun 29Thomaston Place Auction GalleriesWAR SHIRT OF OGLALA SIOUX CHIEF STANDING BEAR (1835-1898), AT LITTLE BIG HORN, GIVEN TO PHOTOGRAPHER$25,000
Jun 29Thomaston Place Auction GalleriesCHEYENNE 1870'S WAR SHIRT, FRINGED ELK OR DEER HIDE, BEADED$17,500
Jun 15Matthew Bullock AuctioneersMarie Windsor Yellow and Blue Embroidered Cowgirl Costume Shirt$160(2 bids)
Jun 29Thomaston Place Auction GalleriesRARE PRE-UNION CIRCA 1840 WESTERN APACHE OR SOUTHERN UTE WAR SHIRT, MOUNTAIN LION HIDE$6,000