Results for “Playboys”

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Playboy | LeRoy Neiman Femlin Swims, Original Drawing: Artist: LeRoy Neiman (1921-2012) Title: Playboy Femlin - Surface: Paper Type: Drawing / Sketch Size: Medium: Watercolor / Ink Origin: USA Year: Circa 1990's to early 2000's Edition: Original Artist Bi

May 24, 2026

Playboy | LeRoy Neiman Femlin Swims, Original Drawing

Est. $1,500-$2,000

$1,000

White Knight Auction, IncCoral Springs, FL

Playboy Magazine Lot x4: Jan 1971, Aug 1973, May 1974, Nov 1974: A collection of four vintage Playboy magazines spanning the early-to-mid 1970s, published by HMH Publishing Co. Issues include January 1971 (anniversary issue featuring Bill Cosby, Gay Talese, and oth

9 hrs Left

Playboy Magazine Lot x4: Jan 1971, Aug 1973, May 1974, Nov 1974

Est. $20-$50

$4

LOS ANGELES ESTATE AUCTIONNorthridge, CA

Playboy | LeRoy Neiman Femlin 2005 NYE, Original Drawing: Artist: LeRoy Neiman Medium: Watercolor on Paper Subject: Playboy Magazine Femlin Condition: As Is Size: 8.75"x9" Origin: USA Year: Circa 1990's to early 2000's Edition: Original Artist Bio: LeRoy Nei

May 24, 2026

Playboy | LeRoy Neiman Femlin 2005 NYE, Original Drawing

Est. $1,000-$1,200

$1,000

White Knight Auction, IncCoral Springs, FL

Playboy | LeRoy Neiman Femlin Radio, Original Drawing: Artist: LeRoy Neiman Medium: Watercolor on Paper Subject: Playboy Magazine Femlin Condition: As Is Size: 12.5"x8.75" Origin: USA Year: Circa 1990's to early 2000's Edition: Original Artist Bio: LeRoy

May 24, 2026

Playboy | LeRoy Neiman Femlin Radio, Original Drawing

Est. $1,000-$1,200

$1,000

White Knight Auction, IncCoral Springs, FL

Vintage Playboy & Penthouse Magazines 1970s Collection of 4 Issues: A collection of four vintage adult men's magazines from the early-to-mid 1970s, comprising three issues of Playboy (Entertainment for Men) published by HMH Publishing Co., and one issue of Penthouse (

9 hrs Left

Vintage Playboy & Penthouse Magazines 1970s Collection of 4 Issues

Est. $30-$60

$4

LOS ANGELES ESTATE AUCTIONNorthridge, CA

1989 Playboy Card Signed Pamela Anderson w/ COA: A 1989 Playboy trading card featuring the October 1989 magazine cover with campus-themed styling and period headlines, bearing a bold Pamela Anderson signature across the front and accompanied by a ce

May 28, 2026

1989 Playboy Card Signed Pamela Anderson w/ COA

Est. $150-$300

$30

888 AuctionsRichmond Hill, ON

Playboy Magazine Lot of 4 Issues, 1975 — Jan, Apr, Oct & One Other: A collection of four vintage Playboy magazines from 1975, published by HMH Publishing Co. The lot includes the January 1975 Holiday Anniversary Issue featuring an interview with John Dean and content

9 hrs Left

Playboy Magazine Lot of 4 Issues, 1975 — Jan, Apr, Oct & One Other

Est. $40-$80

$10

LOS ANGELES ESTATE AUCTIONNorthridge, CA

Patrick Nagel, The Playboy Portfolio II, Estate Signed Limited Edition Serigraph - Pink, 1989: Artist: Patrick Nagel Portfolio: Playboy Porfolio II Type: Serigraph Year: 1989 Edition: Out of 1250 Signature: Estate signed by Jennifer Nagel Dimensions: 20x16 Inches Condition: Excellent Artist bio

May 23, 2026

Patrick Nagel, The Playboy Portfolio II, Estate Signed Limited Edition Serigraph - Pink, 1989

Est. $600-$1,000

$300

Deluxe AuctioneersParkland, FL

Patrick Nagel, The Playboy Portfolio II, Estate Signed Limited Edition Serigraph - Red, 1989: Artist: Patrick Nagel Portfolio: Playboy Porfolio II Type: Serigraph Year: 1989 Edition: Out of 1250 Signature: Estate signed by Jennifer Nagel Dimensions: 20x16 Inches Condition: Excellent Artist bio

May 23, 2026

Patrick Nagel, The Playboy Portfolio II, Estate Signed Limited Edition Serigraph - Red, 1989

Est. $600-$1,000

$300

Deluxe AuctioneersParkland, FL

Patrick Nagel, The Playboy Portfolio II, Estate Signed Limited Edition Serigraph - Black, 1989: Artist: Patrick Nagel Portfolio: Playboy Porfolio II Type: Serigraph Year: 1989 Edition: Out of 1250 Signature: Estate signed by Jennifer Nagel Dimensions: 20x16 Inches Condition: Excellent Artist bio

May 23, 2026

Patrick Nagel, The Playboy Portfolio II, Estate Signed Limited Edition Serigraph - Black, 1989

Est. $600-$1,000

$300

Deluxe AuctioneersParkland, FL

Patrick Nagel, The Playboy Portfolio II, Estate Signed Limited Edition Serigraph - Purple, 1989: Artist: Patrick Nagel Portfolio: Playboy Porfolio II Type: Serigraph Year: 1989 Edition: Out of 1250 Signature: Estate signed by Jennifer Nagel Dimensions: 20x16 Inches Condition: Excellent Artist bio

May 23, 2026

Patrick Nagel, The Playboy Portfolio II, Estate Signed Limited Edition Serigraph - Purple, 1989

Est. $600-$1,000

$300

Deluxe AuctioneersParkland, FL

1992 Playboy Magazine Signed Hugh Hefner: A December 1992 Playboy magazine featuring the Gala Christmas Issue cover with raised-legs bath imagery and standard issue headlines, bearing a bold Hugh Hefner signature across the front. H: 27 cm, W

May 28, 2026

1992 Playboy Magazine Signed Hugh Hefner

Est. $150-$300

$50

888 AuctionsRichmond Hill, ON

1978 Playboy Card Signed Hugh Hefner w/ COA: A 1978 Playboy trading card featuring the September 1978 magazine cover with paint-themed imagery and period headlines, bearing a bold Hugh Hefner signature across the front and accompanied by a certi

May 28, 2026

1978 Playboy Card Signed Hugh Hefner w/ COA

Est. $150-$300

$30

888 AuctionsRichmond Hill, ON

Hugh Hefner Signed 16.5x20 Playboy Print With BAS Authentication: Hugh Hefner Signed 16.5x20 Playboy Print With BAS Authentication This 16.5x20 Playboy artist print photo has been personally signed by Hugh Hefner. The autograph is authenticated by Beckett Authentica

2 days Left

Hugh Hefner Signed 16.5x20 Playboy Print With BAS Authentication

Est. $2,366-$3,075

$100

Mynt AuctionsNew York, NY

Brendan North Playboy Surf Club Pt 2 Photography Ed. of 7 27 x 36: Brendan North Playboy Surf Club Pt 2 Photography Ed. of 7 27 x 36 Explore the captivating "Playboy Surf Club Pt 2" photography by Brendan North, a striking piece that measures 27" x 36". Created in 20

3 days Left

Brendan North Playboy Surf Club Pt 2 Photography Ed. of 7 27 x 36

Est. $2,106-$2,737

$1,600

Mynt AuctionsNew York, NY

Anna Nicole Smith Signed Playboy 8x10 Photo with Love Inscription: Anna Nicole Smith Signed Playboy 8x10 Photo with Love Inscription This is an authentic 8x10 black and white photograph personally signed by Anna Nicole Smith, featuring the inscription "Love." The ite

3 days Left

Anna Nicole Smith Signed Playboy 8x10 Photo with Love Inscription

Est. $884-$1,149

$100

Mynt AuctionsNew York, NY

Jennifer Wolcott Signed 8x10 Hand Signed Photo Playboy Playmate PSA COA: Jennifer Wolcott Signed 8x10 Hand Signed Photo Playboy Playmate PSA COA

May 23, 2026

Jennifer Wolcott Signed 8x10 Hand Signed Photo Playboy Playmate PSA COA

Est. $200-$300

$100

Deluxe AuctioneersParkland, FL

Tin Ski Playboy License Topper: 10"W x 5"T

5 days Left

Tin Ski Playboy License Topper

Est. $20-$200

$10

Sharer Auction ServiceSauk Rapids, MN

1992 Star Pics Playboy #2 Hugh Hefner Signed Card PSA/DNA Authenticated: 1992 Star Pics Playboy #2 Hugh Hefner Signed Card PSA/DNA Authenticated This listing features a 1992 Star Pics Playboy #2 card that has been signed by the legendary Hugh Hefner. The autograph has been

6 hrs Left

1992 Star Pics Playboy #2 Hugh Hefner Signed Card PSA/DNA Authenticated

Est. $1,742-$2,264

$100

Mynt AuctionsNew York, NY

Playboy And Sports Illustrated Swimsuit Sealed Chyna & VHS: Playboy And Sports Illustrated Swimsuit Sealed Chyna & VHS. This lot includes: (1) Sealed Playboy Magazine November 2000. (1) Playboy Magazine November 2000. (1) Playboy Magazine D

May 21, 2026

Playboy And Sports Illustrated Swimsuit Sealed Chyna & VHS

Est. $90-$180

$12

Rapid Estate Liquidators and Auction GalleryOrlando, FL

Playboy #v2 #2 January 1955 CGC Graded 5.5: Playboy #v2 #2 January 1955 CGC Graded 5.5 - Lot Size 14x10x1" 2 LB All information and photos are intended to be as accurate as possible, but errors are possible. No item may be returned or refused b

Playboy #v2 #2 January 1955 CGC Graded 5.5

Est. —

$36

(7 bids)

A New Day Auctions LLCCannon Falls, MN

Playboy #v7 #2 February 1960 CGC Graded 6.5: Playboy #v7 #2 February 1960 CGC Graded 6.5 - Lot Size 14x10x1" 2 LB All information and photos are intended to be as accurate as possible, but errors are possible. No item may be returned or refused

Playboy #v7 #2 February 1960 CGC Graded 6.5

Est. —

$16

(2 bids)

A New Day Auctions LLCCannon Falls, MN

Playboy #v2 #3 February 1955 CGC Graded 6.0: Playboy #v2 #3 February 1955 CGC Graded 6.0 - Lot Size 14x10x1" 2 LB All information and photos are intended to be as accurate as possible, but errors are possible. No item may be returned or refused

Playboy #v2 #3 February 1955 CGC Graded 6.0

Est. —

$20

(3 bids)

A New Day Auctions LLCCannon Falls, MN

Playboy #v7 #1 January 1960 CGC Graded 5.0: Playboy #v7 #1 January 1960 CGC Graded 5.0 - Lot Size 14x10x1" 2 LB All information and photos are intended to be as accurate as possible, but errors are possible. No item may be returned or refused b

Playboy #v7 #1 January 1960 CGC Graded 5.0

Est. —

$12

(2 bids)

A New Day Auctions LLCCannon Falls, MN

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