Jizz

You know this subreddit has lost its meaning when Playmate of the Year gets upvoted. Here's something real.

RealGirls

Patti McGuire: 1977 Playboy Playmate of the Year and wife of Jimmy Connors (World-Famous Tennis Champion)

OldenPorn

[NSFW] Russian Krokodil drug addict | 2007 Playmate of the Year Sara Jean Underwood [NSFW]

FiftyFifty

Playboy Playmate of the year 2011 - Claire Sinclair.

BustyPetite

1980's Playmate of the Year and star of Galaxina, Dorothy Stratten

boobnostalgia, 80sbabes

Ida Ljungkvist. Tanzanian-Swedish model. She is the first African-born and second Swedish model to be named a Playmate of the Year.

WomenOfColor

Miss March(playmate of the year)

Ebony

1992 Playboy Playmate of the Year

ginger

Allison Parks, Playmate of the year, 1965

vgb

Raquel Pomplun - 2013 Playmate Of The Year

WtSSTaDaMiT

Marilyn Lange, 1975 Playmate of the Year (gallery in comments)

VintageBabes, RugsOnly, BossFoundMyAcctsStash

Victoria Vetri: American actress, model and would-be murderess, on TV and in B-movies from 1962 – 1975, Playboy’s Miss September 1967 and Playmate of the Year 1968 (as Angela Dorian), sentenced to 9 years in prison in 2011 for shooting her husband.

Playboy

Barbara Edwards Playmate of the Year 1984 More in Comments

Playboy, PlayboyBunnies

1977 Playmate of the year Patti McGuire and wife of Jimmy Connors.

OldSchoolCoolNSFW

Terri Welles 1981 Playmate of the Year

VintageBabes

Allison Parks (Playmate of the year 1966)

Playboy, PlayboyBunnies

Marilyn Lange, 1975 Playmate of the Year

OldSchoolCoolNSFW, u_GaanduRaj

Liv Lindeland, Playmate of the Year 1972

nsfw, NSFW_AwesomePornPics, JustTheTop

Marilyn Lange, Playmate of the Year 1975

OldSchoolCoolNSFW, NSFW_Faves, AreolasGW, AllAboutBoobs

Terri Welles, Playmate of the Year 1981

OldSchoolCoolNSFW

Connie Kreski (born Constance Kornacki) January 1968 and Playmate of the Year for 1969.

vgb, AltarOfVenus, u_greengiant87

Orsi by the window - Hungary's Playmate of the Year

ass

Hungarian Playmate of the Year - Orsi Kocsis by the window

bodyperfection, fortyfivefiftyfive, amazingtits

Donna Edmondson playmate of the year 1987

OldSchoolCoolNSFW

RARE Pussy shot of Hungarian Playmate Of The Year Kocsis Orsi

pussy, bodyperfection

Rare - Hungarian Playmate Of The Year Full Spread Including Pussy

BreedingMaterial

Marilyn Lange (Playboy's Playmate of the Year 1975)

JustHotWomen

Sara Underwood, 2007 Playmate of the Year.

NostalgiaFapping, u_deductions_irs, onceuponatimeinporn

Jenny Mccarthy (Playboy's Playmate of the Year 1994)

JustHotWomen, u_clarence91

Claudia Jennings, Playmate of the Year 1971, and B-Movie Queen

OldSchoolCoolNSFW

Ellen Stratton PLAYMATE OF THE YEAR 1960

OldSchoolCoolNSFW

Ellen Stratton - Playmate of the year 1960 ( Album in comments)

OldSchoolCoolNSFW

Allison Parks - Playmate of the Year for 1966( Album in Comments)

OldSchoolCoolNSFW

Karen McDougal - Playmate of the Year 1998

Playboy

Marilyn Lange - Playmate of the Year 1975

VintageBabes, NostalgiaFapping, Playboy, u_stilllostwithyou, iluvnakedchicks, AltarOfVenus

Ellen Stratton - Playmate of the year 1960

OldSchoolCoolNSFW, NSFW_Faves

Dorothy Stratten, Playmate of the Year 1980

OldSchoolCoolNSFW, AltarOfVenus

Rodilina "Lina" Sambrish is a Russian adult model. She was Playmate of the Year 2009 for the Russian edition of Playboy. (AIC)

Playboy

Babes of Baywatch Playmate of the Year 1994 Jenny McCarthy

Playboy

Donna Edmondson, Playmate of the Year 1987

OldSchoolCoolNSFW, VintageBabes, classysexy, u_ItsClyde96

pics like this of 21-y-o Sara made it very easy for the readers to vote her for Playmate of the Year

SaraUnderwood, SaraJUnderwood, u_nzrocket, Pantiesdown

Jodi Ann Paterson She is Playboy's Playmate for October 1999, and was named Playmate of the Year (PMOY) in 2000.

Playboy_Albums, PlayboyOnReddit

Stella Stegmann | Playmate of the Year 2020 Germany

Playboy, PlayboyOnReddit, u_belloo3, pronudes

Kathie Kern | Playmate of the Year Germany 2017

Playboy, PlayboyOnReddit, GayWoman

Heather Kozar, Playboy's Miss January 1998 and Playmate of the Year 1999.

NostalgiaFapping, blondebush

Stella Stegmann shows her sexy curves| Playmate of the Year 2020 Germany

Playboy, PlayboyOnReddit, u_waldforest2, GayWoman, u_jakay25, iluvnakedchicks

Marilyn Lange, 1975 Playmate of the Year

VintageBabes, OldSchoolCoolNSFW, AltarOfVenus, titsonastick

Kathie Kern | Playmate of the Year Germany 2017

Playboy, PlayboyOnReddit, SensualPhotography, u_el_vato_safado

Brande Roderick - Playmate of the Year 2001

Playboy, PlayboyOnReddit, iluvnakedchicks

Marilyn Lange. Playmate of the year 1975.

OldSchoolCoolNSFW

Lisa Matthews - 1991 Playmate of the Year

OldSchoolCoolNSFW

Lisa Matthews, Playmate of the Year 1991

OldSchoolCoolNSFW

In 1997 Titanic became the highest-grossing movie ever, South Park premiered, I was addicted to Goldeneye 007 on the Nintendo 64, and Victoria Silvstedt was Playmate of the Year.

NostalgiaFapping

Victoria Silvstedt, Playmate of the Year! (24 years later)

bikinis, u_princedevittbcog

Kathie Kern enjoying FKK | Playmate of the Year Germany 2015

Playboy, PlayboyOnReddit, PWsCollection2

Verena Stangl in Playboy Germany - Playmate of the Year 2014

Playboy_Albums, PlayboyOnReddit