Historical Memorabilia

Marilyn Monroe and Hugh Hefner Signed Playboy Magazine First Image

#image-loader-main { display: none; }

Marilyn Monroe and Hugh Hefner Signed Playboy Magazine First Image

Marilyn Monroe and Hugh Hefner Signed Playboy Magazine

Total Sales0 Sold

Median Sale Price

Sale Price Range

Similar Upcoming Sales

Andy Warhol (After) - Golden Marilyn (1 of 1)

Andy Warhol (After) - Golden Marilyn

Dane Fine Art Gallery

Jan 30, 2026

Andy Warhol (After) - Golden Marilyn (1 of 1)

Andy Warhol (After) - Golden Marilyn

Dane Fine Art Gallery

Jan 29, 2026

Hugh Hefner Signed February 1975 Playboy Magazine (1 of 1)

Hugh Hefner Signed February 1975 Playboy Magazine

Rock n Scroll Guitars

Jul 20, 2025

Four Playgirl Magazines 1994 January, May, September & December (1 of 15)

Four Playgirl Magazines 1994 January, May, September & December

Rapid Estate Liquidators and Auction Gallery

Jun 27, 2025

Led Zeppelin Robert Plant Signed Book (1 of 2)

Led Zeppelin Robert Plant Signed Book

Rock n Scroll Guitars

Jul 20, 2025

MARILYN MONROE SIGNED "MOVIE LIFE YEAR BOOK" MAGAZINE (1 of 3)

MARILYN MONROE SIGNED "MOVIE LIFE YEAR BOOK" MAGAZINE

Salt Lake Gallery

3 days Left

Bugs Bunny Whitman Vintage Comic Book: 1974 #155, Low Grade (1 of 4)

Bugs Bunny Whitman Vintage Comic Book: 1974 #155, Low Grade

Western Pennsylvania Trading Inc.

Jan 28, 2026

Jerry Lewis Mel Torme Signed Vintage Playbill Westbury Music Fair BECKETT (1 of 1)

Jerry Lewis Mel Torme Signed Vintage Playbill Westbury Music Fair BECKETT

Feb 01, 2026

Muhammad Ali Signed LIFE Magazine 3/5/71 w/Frazier Authenticated by Online Authentics (1 of 4)

Muhammad Ali Signed LIFE Magazine 3/5/71 w/Frazier Authenticated by Online Authentics

754 Lots Away

THE BEATLES SIGNED "THE BEATLES MONTHLY BOOK" MAGAZINE (1 of 3)

THE BEATLES SIGNED "THE BEATLES MONTHLY BOOK" MAGAZINE

Ashford Gallery

Jan 29, 2026

Neil Armstrong – Apollo 11 Astronaut – Autographed TIME “Man on the Moon” Co (1 of 1)

Neil Armstrong – Apollo 11 Astronaut – Autographed TIME “Man on the Moon” Co

Marlene Dietrich Stan Freeman Dual Signed Playbill 1968 Beckett Authenticated (1 of 3)

Marlene Dietrich Stan Freeman Dual Signed Playbill 1968 Beckett Authenticated

Jan 30, 2026

Muhammad Ali Signed LIFE Magazine 3/5/71 Authenticated by Online Authentics (1 of 4)

Muhammad Ali Signed LIFE Magazine 3/5/71 Authenticated by Online Authentics

20 hrs Left

Diamond Lil Autographed Program 19 Signatures Mae West JSA Authenticated (1 of 5)

Diamond Lil Autographed Program 19 Signatures Mae West JSA Authenticated

Jan 27, 2026

THE BEATLES FULLY SIGNED "A HARD DAY'S NIGHT" SHEET MUSIC (1 of 3)

THE BEATLES FULLY SIGNED "A HARD DAY'S NIGHT" SHEET MUSIC

Salt Lake Gallery

3 days Left

Muhammad Ali Signed 1964 Sports Illustrated Magazine PSA/DNA Authenticated (1 of 4)

Muhammad Ali Signed 1964 Sports Illustrated Magazine PSA/DNA Authenticated

Jan 31, 2026

Similar Sale History

Unlock All Prices

Sold

Marilyn Monroe and Hugh Hefner Signed Playboy Magazine (1 of 5)

Marilyn Monroe and Hugh Hefner Signed Playboy Magazine 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.

Sold

Marilyn Monroe and Hugh Hefner Signed Playboy Magazine with Certificate (1 of 3)

Marilyn Monroe and Hugh Hefner Signed Playboy Magazine with Certificate Marilyn Monroe and Hugh Hefner Signed Playboy Magazine with Certificate of Authenticity.Offered is an exceptionally rare and historic issue of Playboy magazine signed by both Marilyn Monroe and Hugh H

Sold

Marilyn Monroe and Hugh Hefner – Signed Playboy Magazine with Certificate of Authenticity (1 of 3)

Marilyn Monroe and Hugh Hefner – Signed Playboy Magazine with Certificate of Authenticity Marilyn Monroe and Hugh Hefner – Signed Playboy Magazine with Certificate of Authenticity.An extraordinary and iconic collectible — an original Playboy magazine personally signed by the legendary

Sold

Marilyn Monroe and Hugh Hefner Signed Playboy Magazine with Certificate of Authenticity (1 of 3)

Marilyn Monroe and Hugh Hefner Signed Playboy Magazine with Certificate of Authenticity Marilyn Monroe and Hugh Hefner Signed Playboy Magazine with Certificate of Authenticity.Offered is an exceptionally rare and historic issue of Playboy magazine signed by both Marilyn Monroe and Hugh H

Sold

Marilyn Monroe and Hugh Hefner Dual Signed Playboy Magazine April Issue with COA (1 of 4)

Marilyn Monroe and Hugh Hefner Dual Signed Playboy Magazine April Issue with COA 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

Sold

MARILYN MONROE & HUGH HEFNER - DUAL SIGNED VINTAGE "PLAYBOY" MAGAZINE (APRIL 1954, VOL. 1, NO. 5) (1 of 3)

MARILYN MONROE & HUGH HEFNER - DUAL SIGNED VINTAGE "PLAYBOY" MAGAZINE (APRIL 1954, VOL. 1, NO. 5)MARILYN MONROE & HUGH HEFNER - DUAL SIGNED VINTAGE "PLAYBOY" MAGAZINE (APRIL 1954, VOL. 1, NO. 5) Provenance and Authenticity: This item includes a certificate of authenticity. Vintage Original Issue,

Sold

MARILYN MONROE AND HUGH HEFNER SIGNED FOR PLAYBOY MAGAZINE IN 1956 (1 of 4)

MARILYN MONROE AND HUGH HEFNER SIGNED FOR PLAYBOY MAGAZINE IN 1956 MARILYN MONROE AND HUGH HEFNER SIGNED FOR PLAYBOY MAGAZINE IN 1956 Dimensions:Inches: approximately 8.5×11Centimeters: approximately 21.6×27.9 Description:Marilyn Monroe (June 1, 1926 - August 4,

Sold

Marilyn Monroe and Hugh Hefner Signed April 1956 Edition of Playboy Magazine (1 of 6)

Marilyn Monroe and Hugh Hefner Signed April 1956 Edition of Playboy Magazine "Icons United: Forensically Authenticated Marilyn Monroe and Hugh Hefner Signed April 1956 Edition of Playboy Magazine - A Cultural Landmark of the 20th Century" We are thrilled to present a truly ico

Sold

Rare Hugh Hefner & Marilyn Monroe Signed Playboy Magazine, April 1956, Vol. 3 No. 4 (1 of 4)

Rare Hugh Hefner & Marilyn Monroe Signed Playboy Magazine, April 1956, Vol. 3 No. 4 Rare Playboy Magazine, April 1956, Vol. 3 No. 4 – Dual Signed by Hugh Hefner and Marilyn Monroe. We are proud to offer an exceptionally rare and historically significant collectible: a Playboy m

Sold

Marilyn Monroe & Hugh Hefner Playboy Magazine (April 1956) (1 of 6)

Marilyn Monroe & Hugh Hefner Playboy Magazine (April 1956)Marilyn Monroe and Hugh Hefner Signed April 1956 Edition of Playboy Magazine

Sold

Marilyn Monroe & Hugh Hefner Signed 1956 Playboy (1 of 5)

Marilyn Monroe & Hugh Hefner Signed 1956 Playboy 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

Sold

Marilyn Monroe and Hugh Hefner, playboy magazine April signed (1 of 1)

Marilyn Monroe and Hugh Hefner, playboy magazine April signed 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

Sold

Hugh Hefner signed Playboy magazine (1 of 1)

Hugh Hefner signed Playboy magazine Featuring Marilyn Monroe on the cover with COA

Sold

Hugh Hefner Signed First Issued Playboy Magazine (1 of 4)

Hugh Hefner Signed First Issued 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

Sold

PLAYBOY MAGAZINE SIGNED BY MARILYN MONROE AND HUGH HEFNER (APRIL 1960 ISSUE) (1 of 3)

PLAYBOY MAGAZINE SIGNED BY MARILYN MONROE AND HUGH HEFNER (APRIL 1960 ISSUE)28 x 21.5 cm (11 x 8 1/2 in) This April 1960 issue of Playboy magazine is distinguished by the rare dual autographs of two cultural titans-Marilyn Monroe and Hugh Hefner. The cover, featuring the now-

Sold

PLAYBOY MAGAZINE SIGNED BY MARILYN MONROE AND HUGH HEFNER (APRIL 1960 ISSUE) (1 of 3)

PLAYBOY MAGAZINE SIGNED BY MARILYN MONROE AND HUGH HEFNER (APRIL 1960 ISSUE)28 x 21.5 cm (11 x 8 1/2 in) This April 1960 issue of Playboy magazine is distinguished by the rare dual autographs of two cultural titans-Marilyn Monroe and Hugh Hefner. The cover, featuring the now-

Sold

Hugh Hefner Signed 8"x10" Photo W/Playboy Magazine (1 of 5)

Hugh Hefner Signed 8"x10" Photo W/Playboy Magazine 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

Sold

Monroe & Hefner Signed 1956 Playboy Magazine (1 of 5)

Monroe & Hefner Signed 1956 Playboy Magazine 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

Sold

Monroe & Hefner Signed 1950s Playboy Magazine (1 of 3)

Monroe & Hefner Signed 1950s Playboy Magazine 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

Sold

Monroe & Hefner Signed 1950s Playboy Magazine (1 of 5)

Monroe & Hefner Signed 1950s Playboy Magazine 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

Sold

Marilyn Monroe/Hugh Hefner Dual Signed Playboy Playing Card (1 of 4)

Marilyn Monroe/Hugh Hefner Dual Signed Playboy Playing Card Marilyn Monroe/Hugh Hefner Dual Signed Playboy Playing Card"Own a piece of pop culture history with this unique and rare dual-signed Playboy playing card featuring the iconic Marilyn Monroe and the le

Sold

Hugh Hefner signed Playboy Number One cover lithograph (1 of 1)

Hugh Hefner signed Playboy Number One cover lithograph An enormous Playboy press signed limited edition print approx 36x36 of Playboy Number one with the famed Marilyn Monroe cover signed in pencil by Hefner and numbered 185/950 with COA

Sold

Limited Edition Print of First Playboy Cover Featuring Marilyn Monroe, Initialed by Hugh Hefner, Num (1 of 16)

Limited Edition Print of First Playboy Cover Featuring Marilyn Monroe, Initialed by Hugh Hefner, Num Limited Edition Playboy Magazine Cover Print: A Tribute to Marilyn Monroe Celebrate a piece of pop culture history with this limited edition print of the iconic first Playboy magazine cover, featuring

Sold

Marilyn Monroe Playboy # 1 slabbed and signed by Hugh Hefner (1 of 1)

Marilyn Monroe Playboy # 1 slabbed and signed by Hugh Hefner A nice copy of Playboy # 1 signed by Hugh Hefner slabbed and graded by CGC and by PSA DNA both ! Graded 5.00 PLUS it’s the ulltra rare PAGE THREE COPY which only 5000 at max of the 50k first print r

TOP