Jizz

Playmate of the year: Eugena Washington

WomenOfColor, nsfw

Playmates of the 50’s - Marilyn Monroe

Playboy

Playmate of the Month September 1994 - Kelly Gallagher

Playboy, u_mesquite06, OldSchoolCoolNSFW, SexyWomanOfTheDay

Playmate of the Month May 1965 - Maria McBane

TheHangingBoobs

Playmate of the Year 1979 Monique St. Pierre (Miss November 1978)

VintageBabes, AltarOfVenus

Playmate of the Month May 1996 - Shauna Sand

TheHangingBoobs

Playmate of the Month March 1983 - Alana Soares

Playboy, u_Hellyeslikedat, iluvnakedchicks, OldSchoolCoolNSFW, u_Jaseyjase07, VintageBabes, Lovelyboobs, Bustys, Busty_Girls

Playmate of the Month August 1980 - Victoria Cooke

OldSchoolCoolNSFW, u_gushgooly

Playmate of the Month March 1977 - Nicki Thomas

OldSchoolCoolNSFW, AltarOfVenus, vgb, PervertsPlace, VintageBabes, u_NachosThrowaway

Playmate of the Month December 1977 - Ashley Cox

OldSchoolCoolNSFW, iluvnakedchicks, vgb

Playmate of the Month March 2009 - Jennifer Pershing

Playboy, iluvnakedchicks

Playmate of the Month December 1966 - Susan Bernard

vgb, u_gushgooly, OldSchoolCoolNSFW

Playmate of the Month December 1963 - Donna Michelle

vgb, Ribcage

Playmate of the Month January 1978 - Debra Jensen

vgb, RetrousseTits, GoBoobs, PervertsPlace, u_gushgooly, peachfuzz

Playmate of the Month April 2019 - Fo Porter

SexyFrex

Playmate of the Month May 1972 - Deanna Baker

vgb, u_gushgooly

Playmate of the Month October 2013 - Carly Lauren

Playboy, PlayboyOnReddit

Playmate of the Month June 1979 - Louann Fernald

vgb, BOUS, tanlines

Playmate of the Month March 1968 - Michelle Hamilton

vgb, BOUS, u_gushgooly, OldSchoolCoolNSFW

Playmate of the Month August 1987 - Sharry Konopski

OldSchoolCoolNSFW, Playboy, PlayboyOnReddit, u_HawthornesMistress

Playmate of the Year 1977 - Patti McGuire

vgb, AltarOfVenus, u_gushgooly

Playmate of the Month May 1978 - Kathryn Morrison (AIC)

Playboy_Albums, PlayboyOnReddit, OldSchoolCoolNSFW, vgb

Playmate of the Month June 1972 - Debbie Davis (AIC)

Playboy_Albums, PlayboyOnReddit

Playmate of the Month June 1972 - Debbie Davis

vgb

Playmate of the Month August 1977 - Julia Lyndon

vgb

Playmate of the Month January 1984 - Penny Baker (AIC)

Playboy_Albums, PlayboyOnReddit, u_ChiefCountingPills

Playmate of the Month November 1977 - Rita Lee (AIC)

Playboy_Albums, PlayboyOnReddit, vgb

Playmate of the Month February 1970 - Linda Forsythe

OldSchoolCoolNSFW

Playmate of the Month February 1970 - Linda Forsythe

vgb

Playmate of the Month August 1974 - Jean Manson (AIC)

Playboy_Albums, PlayboyOnReddit, SaffronSubmissions

Playmate of the Month April 1976 - Denise Michele

vgb

Playmate of the Month September 1967 - Angela Dorian

vgb, iluvnakedchicks, u_gushgooly

Playmate of the Month September 1974 - Kristine Hanson

vgb, iluvnakedchicks, BusinessSocks

Playmate of the Month February 1975 - Laura Misch (AIC)

Playboy_Albums, PlayboyOnReddit, vgb

Playmate of the Month October 1975 - Jill de Vries

vgb, iluvnakedchicks

Playmate of the Month May 1990 - Tina Bockrath Collection (AIC)

Playboy_Albums, PlayboyOnReddit

Playmate of the Month November 1972 - Lenna Sjööblom

vgb

Playmate of the Month April 1973 - Julie Woodson

OldSchoolCoolNSFW

Playmate of the Month October 1996 - Nadine Chanz

OldSchoolCoolNSFW

Playmate of the Month July 1978 - Karen Morton

vgb, OldSchoolCoolNSFW

Playmate of the Month March 1993 - Kimberly Donley

OldSchoolCoolNSFW

Playmate of the Month February 1990 - Pamela Anderson

NostalgiaFapping, Playboy, u_SeymourButts_69, PlayboyOnReddit, SeriousSapphic

Playmate of the Month December 1966 - Susan Bernard

vgb

Playmate of the Month February 1973 - Cyndi Wood

vgb, u_gushgooly, NostalgiaFapping

Playmate of the Month August 1969 - Debbie Hooper

vgb

Playmate of the Month January 1973 - Miki Garcia

vgb, iluvnakedchicks

Playmate of the Month December 1975 - Nancie Li Brandi

vgb, iluvnakedchicks, OldSchoolCoolNSFW, u_DarthArcher

Playmate of the Month August 1978 - Vicki Witt

vgb

Playmate of the Month November 2007 - Lindsay Wagner

NostalgiaFapping

Playmate of the Month April 1971 - Chris Cranston

vgb

Playmate of the Month September 1970 - Debbie Ellison (AIC)

Playboy_Albums, PlayboyOnReddit

Playmate of the Month June 1982 - Lourdes Ann Kananimanu Estores (AIC)

Playboy_Albums, PlayboyOnReddit

Playmate of the Month December 1994 - Elisa Bridges

VintageBabes

Playmate of the Month August 1985 - Cher Butler

VintageBabes

Playmate of the Month August 1984 - Suzi Schott (AIC)

Playboy_Albums, PlayboyOnReddit, RoughnReadyPlayGround

Playmate of the Month March 1962 - Pamela Anne Gordon (AIC)

Playboy_Albums, u_abdulrahim23, PlayboyOnReddit, RoughnReadyPlayGround

Playmate of the Month March 1962 - Pamela Anne Gordon

vgb, RoughnReadyPlayGround

Playmate of the Month June 1989 - Tawnni Cable (AIC)

Playboy_Albums, PlayboyOnReddit, TrianglePoilu

Playmate of the Month June 1989 - Tawnni Cable

VintageBabes

Playmate of the Month February 1993 - Jennifer LeRoy (AIC)

Playboy_Albums, SaffronSubmissions, PlayboyOnReddit, RoughnReadyPlayGround