Hugh Hefner | Burgundy Smoking Jacket, Pajamas, Slippers, and Pipe with Magazine

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

Hugh Hefner Signed Pajamas. A pair of mint green flannel pajamas signed on the left breast pocket by Playboy magazine founder Hugh Hefner. Originally gifted to a charity auction in order to support wo

A classic pipe smoking signed 8x10 of the creator founder of PLAYBOY with guaranteed COA

This Playboy magazine issue from April features the iconic duo of Marilyn Monroe and Hugh Hefner on its cover, capturing a moment of timeless allure and sophistication. Monroe, the epitome of Hollywoo

A pair of black suede slippers with black leather insoles, custom made by Di Fabrizio of Los Angeles. PROVENANCE From the Collection of Hugh M. Hefner Hugh Hefner"

A pair of vintage black velvet slippers with gold thread embroidered ""HMH"" monogram and quilted red satin insoles. Marked ""Dunhill Tailors"" and ""Made in England."" PROVENANCE From the Collection

A box of 36 cocktail napkins, ""Females by Cole,"" from Playboy Magazine, circa 1956. Accompanied by a copy of Playboy The 50s: Under the Covers (Bondi: New York, 2007). 5 by 5 inches PROVENANCE From

Featuring a frog in a smoking jacket smoking a pipe. Dates to the early 20th century. Measures 6-1/2" tall. We will not ship, can refer local shippers.

A pair of black 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 Hugh He

Timeless Elegance - Marilyn Monroe and Hugh Hefner Dual Signed Playboy Magazine April Issue with COA. Step into the allure of Hollywood's golden era with this captivating piece – a Playboy magazine

A Planet Hollywood Beverly Hills leather jacket with green quilted lining. No size tags PROVENANCE From the Collection of Hugh M. Hefner Hugh Hefner"

A Britain's Best Briar High Class Pipes Wall Case with Pipes and Smoking Jacket Circa 1920 with a velvet-lined interior. 22 x 19 inches. Provenance: Rich Penn Auctions, Waterloo, Iowa, November 2007,

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

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

Hugh Hefner Signed 8"x10" Photograph W/COA & Playboy Magazine Featuring Marilyn Monroe - This lot includes a signed 8"x10" photograph of creator and curator of the Playboy empire, Hugh Hefner, along w

A scarce Victorian novelty silver and parcel-gilt mustard Richards & Brown, London 1867, modelled as a chimpanzee sitting cross-legged wearing an Oriental jacket and smoking a pipe, with spectacles an

Collection of Nine Tobacco Pocket Tins. Coach and Four, Times Square, Big Ben, Hugh Cambell's Shag, Model, Red Jacket, Kentucky Club, Pipe Major and Bowl of Roses. Excellent color and graphics. Overal

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

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

Hugh Hefner & Kim Kardashian Dual Signed December 2007 Playboy Magazine (JSA LOA)

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