Hugh Hefner | Burgundy Smoking Jacket, Silk Pajamas, and Slippers 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

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

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 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

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

This signed Playboy magazine is an extraordinary collectible, featuring the autographs of two of the most iconic figures in the history of entertainment and publishing: Marilyn Monroe and Hugh Hefner.

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

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

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

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

Hugh Hefner Comedy Central Friars Club Roast Silk Robe. A silk maroon robe embroidered on the collar with “The NY Friars Club ‘R*@$t’ of Hugh M. Hefner, 2001” and the Comedy Central logo on th

Both decorated in polychrome satin-stitch embroidery: Green satin pajamas having cream trim bands, decorated with floral roundels with moth and scrolls, top lined in silk damask, B-34, drawstring W-up

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

A fishnet-stockinged leg lamp with a fringed silk shade. Height, 44 inches PROVENANCE From the Collection of Hugh M. Hefner Hugh Hefner"

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

A 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"

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

1 black wool & silk satin, lined in silk, CH 44", W 42", L 30", SH-SH 18", (shattering throughout, trim worn, lining damaged, left closure detaching); 1 dark hunter green fulled wool w/ silk corded ed

1 peach silk bed jacket w/ ecru lace, label “Monterey Undies Los Angeles”, B 40”, L 18”, (light wear, few tiny holes); 1 charmeuse cream satin slip w/ applique embroidery, label ��

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