Jizz

Ass-tastic new Playboy Coed of the Month

nsfw

Anne Randall - Playboy Playmate of the Month - May, 1967 [NSFW]

vgb

Myrna Weber, Playboy Playmate of the Month - August, 1958 [NSFW]

vgb

Carol Eden - Playboy’s Playmate of the Month, December 1960

vgb

Linda Forsythe Playboy Playmate of the Month for its February 1970 issue

VintageBabes

Irene Hoek is a Dutch adult model and Playboy Playmate of the Month for the January 2011 German edition. Filipino, Spanish, Chinese and Dutch blood flows through Irene Hoek veins.

THEGOLDSTANDARD, u_accurate_distance

Nicole, Erica and Jaclyn Dahm (Playboy Playmates of the month - December 1998)

BeautifulTitsAndAss

Ann Davis (b 17 June 1938) was Playboy’s Playmate of the Month for its September 1960 issue.

OldenPorn

Elsa Sørensen / Playboy’s Playmate of the Month, September 1956

VintageBabes

Adrienne Moreau, Playboy Playmate of the Month March 1963

VintageSmut

Sabrisse, Playboy Cybergirl of the Month Feb 2015, has lots of drinks on and off the menu

OnOff

Dorothy Stratten Playboy Playmate of the Month for August 1979

VintageBabes

Diane Webber - Playboy Magazine's Playmate of the Month in May 1955 and February 1956. The first model to show her pubic hair also the first to be shown in a full-frontal nude pose.

OldenPorn

Diane Webber - Playboy Magazine's Playmate of the Month in May 1955 and February 1956. The first model to show her pubic hair also the first to be shown in a full-frontal nude pose.

VintageBabes

Diane Webber - Playboy Magazine's Playmate of the Month in May 1955 and February 1956. The first model to show her pubic hair also the first to be shown in a full-frontal nude pose.

VintageSmut

Kayslee Collins, Playboy Playmate of the Month, February 2015

nsfw

Allison Parks: Playboy Playmate of the Month, October 1965. Playmate of the Year, 1966

vgb, OldSchoolCoolNSFW, SaffronSubmissions

Today r/gilf, next month the cover of Playboy

gilf, AsianHotties

Jean Jani was Playboy magazine’s Playmate of the Month for July 1957, exactly 60 years ago

vgb

Gay Collier, Playboy's Playmate of the Month, July 1965

redheads

Teddi Smith - Playboy Playmate of the Month, July 1960

Puffies

The first woman I ever crushed on in my life was Karen McDougal, from one of the first Playboy magazines I managed to get my hands on in the 90's. I was so disappointed recently after learning a few months ago she became Donald Trump's lover. So yeah, FUC

FuckYouKaren

Not really that into her now, but back when Kim Kardashian posed for Playboy I pretty much fapped exclusively to her for about a month straight

NostalgiaFapping

Retro Miss June Playboy Platemate of the Month - Rebecca Ferratti 1980s

OldSchoolCoolNSFW, nsfw, u_mesquite06

1978 Miss June Playboy Playmate of the Month Gail Stanton

torpedotits, u_omegamastermaiden, u_mesquite06

JENNIFER WILLIS ~ "Gamer Girl of the Month" (PLAYBOY December 2010) [Splatterhouse]

rule34

Miss Britt Linn - Playboy Playmate Of The Month

PornHailstorm

Angela Dorian, Playboy magazine's Playmate of the Month for its September 1967 issue

VintageBabes, OldSchoolCoolNSFW, u_NachosThrowaway

Susan Bernard, Dec 1966 Playboy Playmate of the Month (Gut yontiff to all now let's let's go get-i some spaghetti)

PornMuseum

Cindy Fuller Martino Playboy Playmate Of The Month May 1959

VintageBabes

Victoria Valentino, Playboy Playmate Of The Month September 1963

VintageBabes

Shannon James, Playboy Playmate of the Month for May 2007.

SchoolGirlSkirts

Dolores Donlon, Playboy Playmate Of The Month August 1957

VintageBabes

Deanna Greene Playboy Cybergirl Of The Month August 2016

wet

Pat Lawler Playboy Playmate Of The Month August 1955

vgb

Elan Carter, Playboy Playmate Of The Month June 1994

WomenOfColor

Francine Parks, Playboy Playmate Of The Month February 1974

ToplessInJeans

Francine Parks Playboy Playmate Of The Month February 1974

VintageBabes