HUGH HEFNER BLUE NAVAL CAP

A pair of royal blue silk pajamas consisting of a button-front silk pajama top, together with a pair of drawstring and elastic waist pajama bottoms. PROVENANCE From the Collection of Hugh M. Hefner Hu

A red and black cap with the Playboy Rabbit Head Symbol. PROVENANCE From the Collection of Hugh M. Hefner Hugh Hefner"

Hugh Hefner signed photograph Hand signed in blue marker Measures 8 x 10 inches

Marilyn 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 sig

Marilyn 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 sig

Hugh Hefner signed baseball bat Hand signed in blue marker

Marilyn 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 Hug

Marilyn 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 Hug

Lot includes a rare WW2 US Sampson Naval Base pennant (good cond) and a US Sampson Naval Training Station Silk in purple, and a 1943 Sampson Newspaper, and a US Navy blue with 4 ship designs and flowe

Hugh 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 detailin

A 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 Hef

A 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 Hefner

A 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"

Rare 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 authentication

An 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 t

An 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,

A 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 weig

A 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 vintag

Two 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 dimension

A 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 <

A 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"

A 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 reading

A Ronson Art Deco lighter with a clock. 3 3/4 by 4 inches PROVENANCE From the Collection of Hugh M. Hefner Hugh Hefner"

A 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, episo