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Sell or Auction Your Hugh Hefner Marilyn Monroe Signed Photo for up to $11,794 or More at Nate D. Sanders Auctions

ByNate D Sanders July 11, 2020November 10, 2020

Consign With Us

Do you have a high-value item that you would like to get the maximum price possible? If so, please call us at (310) 440-2982 or use the form below. A representative of Nate D. Sanders Auctions will contact you concerning your items.

Attach up to 4 pictures in gif, jpg or png format not to exceed 4Mb.

There are two methods to select your images after you clicking “Choose Files”:

While holding the Shift Key down, select the first image and the last image. All images between will be highlighted.

While holding the CTrl Key down, select each image one click at a time. Only the selected images will be chosen. Then click “Open” and the selected files will be included in the form.

You can also email us at [email protected]

Consign With Us

Do you have a high-value item that you would like to get the maximum price possible? If so, please call us at (310) 440-2982 or use the form below. A representative of Nate D. Sanders Auctions will contact you concerning your items.

Attach up to 4 pictures in gif, jpg or png format not to exceed 4Mb.

There are two methods to select your images after you clicking “Choose Files”:

While holding the Shift Key down, select the first image and the last image. All images between will be highlighted.

While holding the CTrl Key down, select each image one click at a time. Only the selected images will be chosen. Then click “Open” and the selected files will be included in the form.

You can also email us at [email protected]

FREE ESTIMATE. To buy, auction, sell or consign your Hugh Hefner Marilyn Monroe signed photo that is for sale, please email your description and photos to [email protected] of Nate D. Sanders Auctions (http://www.NateDSanders.com).

Sell Your Hugh Hefner Marilyn Monroe Signed Photo

Hugh Marston Hefner (April 9, 1926 – September 27, 2017) was an American magazine publisher. He was the founder and editor-in-chief of Playboy magazine, a publication with revealing photographs and articles which provoked charges of obscenity. The first issue of Playboy was published in 1953 featuring Marilyn Monroe in a nude calendar shoot; it sold over 50,000 copies.

Marilyn Monroe (born Norma Jeane Mortenson; June 1, 1926 – August 4, 1962) was an American actress, model, and singer. Famous for playing comedic “blonde bombshell” characters, she became one of the most popular sex symbols of the 1950s and early 1960s and was emblematic of the era’s changing attitudes towards sexuality. She was a top-billed actress for only a decade, but her films grossed $200 million (equivalent to $2 billion in 2019) by the time of her death in 1962. Long after her death, she has continued to be a major icon of pop culture.

We sold some Marilyn Monroe photos signed by Hugh Hefner for as high as $11,794. Please see details below:

Hugh Hefner Signed 16” x 20” Photo of Marilyn Monroe — With PSA/DNA COA

Large 16” x 20” silver gelatin photo of Marilyn Monroe, signed by Playboy icon Hugh Hefner at lower left. Limited edition signed photo is number 34 of 75, showing a topless Marilyn taken by photographer Earl Moran. With blind-embossed stamp of the Playboy Legacy Collection at lower right. Slight smudge to signature, otherwise glossy photo is near fine. With PSA/DNA COA. Sold for $11,794.

Hugh Hefner Marilyn Monroe signed photo
Hugh Hefner Signed 16” x 20” Photo of Marilyn Monroe. Click to enlarge.
Hugh Hefner Marilyn Monroe signed photo
PSA/DNA LOA for Hugh Hefner Signed 16” x 20” Photo of Marilyn Monroe. Click to enlarge.

Hugh Hefner Signed Limited Edition Cibachrome of Marilyn Monroe’s Famous ”Red Velvet” Pose — Pristine, Near Fine Condition

Stunning cibachrome photograph of Marilyn Monroe, in a limited edition series signed by Hugh Hefner. Oversized photo measures 30” x 37”, signed by Hefner at lower right, and numbered 146 of 300 in the limited edition at lower left. Photograph is the famous ”Red Velvet” pose taken by Tom Kelley and used for the inaugural issue of ”Playboy” in December 1953. High gloss cibachrome is near fine. With COA from Light Signatures, which distributed the limited edition. Sold for $9,375.

Hugh Hefner Marilyn Monroe signed photo
Hugh Hefner Signed Limited Edition Cibachrome of Marilyn Monroe’s Famous ”Red Velvet” Pose. Click to enlarge.

We also sold the following Marilyn Monroe photos:

Gorgeous Marilyn Monroe Signed Photo Measuring 11” x 14” — Given by Marilyn to One of the Dancers in the Famous Dance Scene From ”Gentlemen Prefer Blondes”

Marilyn Monroe signed photo measuring 11” x 14”, unusual not only for its size, scarcity and near fine condition, but also for its association to Marilyn’s most famous movie scene. Marilyn inscribes the photo in large blue ink, ”To Dru, It’s wonderful to work with you again / Marilyn Monroe”. Dru is the nickname for Drusilla Davis, who dances alongside Marilyn in ”Gentlemen Prefer Blondes” during the song ”Diamonds Are a Girl’s Best Friend”, where Marilyn is outfitted in her pink satin dress, adorned with diamonds. Matte photo is near fine, with a bit of edgewear along margins. Contemporary note on verso reads, ”’Gentlemen Prefer Blondes’ / March 6, 1953 / last day”. From the estate of Drusilla Davis and also with University Archives COA. Sold for $27,684.

Hugh Hefner Marilyn Monroe signed photo
Gorgeous Marilyn Monroe Signed Photo Measuring 11” x 14”
COA for Gorgeous Marilyn Monroe Signed Photo Measuring 11” x 14”. Click to enlarge.

Consign your Hugh Hefner Marilyn Monroe signed photo at Nate D. Sanders Auctions. Send a description and images of your Hugh Hefner Marilyn Monroe signed photo to us at [email protected].

Fantastic Marilyn Monroe Signed 8” x 10” Photo — ”…Love & Kisses…” — With COA’s From Both PSA/DNA & JSA

Marilyn Monroe 8” x 10” photo signed. Flirtatious photo of the curvy screen legend shows Marilyn posing with a guitar in fishnet stockings, likely from her 1954 film, ”River of No Return”. Marilyn inscribes the photo in green ink, ”To Dwane / Love & Kisses / Marilyn Monroe”. Some creasing and a near invisible .25” of surface loss to the L of ”Marilyn”. Overall in very good condition. Has restoration. Accompanied by COA’s from both PSA/DNA and JSA. Sold for $10,313.

Hugh Hefner Marilyn Monroe signed photo
Marilyn Monroe Signed 8” x 10” Photo. Click to enlarge.
COA for Marilyn Monroe Signed 8” x 10” Photo. Click to enlarge.

Gorgeous Marilyn Monroe Signed Photo Measuring 8.25” x 10”

Marilyn Monroe signed photo measuring 8.25” x 10” from ”How to Marry a Millionaire”, taken in 1953 at the height of her fame. Glossy photo is inscribed by Marilyn, ”To Jerry, It’s a pleasure to know you / Marilyn Monroe”. A member of the dance cast, Jerry Gotham worked with Marilyn on the set of ”There’s No Business Like Show Business”. Some creasing, approximate one inch closed tear at bottom, light chipping to edges, and mounting remnants at corners. Overall very good condition with large, strong penmanship by Marilyn. Scarce. Sold for $10,000.

Hugh Hefner Marilyn Monroe signed photo
Gorgeous Marilyn Monroe Signed Photo. Click to enlarge.

FREE ESTIMATE. To buy, auction, sell or consign your Hugh Hefner Marilyn Monroe signed photo that is for sale, please email your description and photos to [email protected] of Nate D. Sanders Auctions (http://www.NateDSanders.com). Top dollar obtained for your Hugh Hefner Marilyn Monroe signed photo.

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© 2026 Hollywood Memorabilia, Fine Autographs, & Consignments Blog

Consign With Us

Do you have a high-value item that you would like to get the maximum price possible? If so, please call us at (310) 440-2982 or use the form below. A representative of Nate D. Sanders Auctions will contact you concerning your items.

Attach up to 4 pictures in gif, jpg or png format not to exceed 4Mb.

There are two methods to select your images after you clicking “Choose Files”:

While holding the Shift Key down, select the first image and the last image. All images between will be highlighted.

While holding the CTrl Key down, select each image one click at a time. Only the selected images will be chosen. Then click “Open” and the selected files will be included in the form.

You can also email us at [email protected]

Consign With Us

Do you have a high-value item that you would like to get the maximum price possible? If so, please call us at (310) 440-2982 or use the form below. A representative of Nate D. Sanders Auctions will contact you concerning your items.

Attach up to 4 pictures in gif, jpg or png format not to exceed 4Mb.

There are two methods to select your images after you clicking “Choose Files”:

While holding the Shift Key down, select the first image and the last image. All images between will be highlighted.

While holding the CTrl Key down, select each image one click at a time. Only the selected images will be chosen. Then click “Open” and the selected files will be included in the form.

You can also email us at [email protected]

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