Jizz

Blue hair from back in October. :)

GirlswithNeonHair

January/October

birdswithhumanpenises, NotTimAndEric

Colleen Farrington (October, 1957)

vgb

Sasha Grey Playboy Magazine October 2010

Sashagrey

Miss October

AnaCheri

Pet Of The Month October 2016

MiaMalkova

Kathy Douglas, October 1960

OldSchoolCoolNSFW

Linda Moon - October, 1966

vgb, NostalgiaFapping

150 upvotes and I’ll stay locked all of October.

gaychastity, GayKink, chastity, keyholdercaptions

Pic of the day for October 01, 2018

hentaibondage

Pic of the day for October 02, 2018

hentaibondage

Happy October Everyone! <3

altgonewild, JizzedToThis

Pic of the day for October 17, 2018

hentaibondage

Perky peekers wanna press into your heater, feel your squeeze and warm demeanor on this chill October day. ?

onmww

Pic of the day for October 26, 2018

hentaibondage

Kathy Douglas | Playboy October 1960

OldSchoolCoolNSFW, nsfw

Janet Brown, Club International, October, 1974

OldSchoolCoolNSFW

Happy October!

ass, nsfw, u_ggyyuuee, u_Hausluvfeet, HolidaysNSFW

Emblem October is Out Now!

EmilyBloom

I’ll be with FreshieJuice and SugarBooty the last week of October! Email me if you’d like to commission a custom g/g or g/g/g clip!

AllysonBettie, u_JuneAndCash

Come meet me at Exxxotica NJ Saturday October 26th

AllysonBettie

Join me at the beach? It’s not THAT cold here in the UK in October, honest ??

Gumdrops

Susanne Saxon PH October 1976

OldSchoolCoolNSFW, VintageBabes, AltarOfVenus

Cynthia Brimhall October 1985

OldSchoolCoolNSFW, VintageBabes, handinpanties

Patron Monthly Pinup October [MTF/TGTF; Teacher Milf Age Progression/Milfication] by Grumpy-TG

transformation, gendertransformation, tgtfbot

Playboy Calendar 1968, October

OldSchoolCoolNSFW

Stacy Moran, Penthouse Pet October 1993 and an icon of 1990s nude magazines.

NostalgiaFapping

Bristol [2020] October food society

NakedUniCalendar

Leah de Wavrin | Hussein Chalayan Spring-Summer 2007 show | Paris, October/4/2006

fashionextramile, NSFWfashion, With_Or_Without

Birth of Venus, here is 20-y-o Sara Jean's first appearance in PLAYBOY October 2005 over pages 140 & 141 as one of the Girls of the PAC 10 {Oregon State Beaver - of course} Hef's impressed. So much so Sara becomes issue cover model in body paint as OS

SaraUnderwood, SaraJUnderwood

Cyber Girl of the Month October 2004 - Danielle Gamba Collection (AIC)

Playboy_Albums, PlayboyOnReddit, u_Trinni2thaBone, u_nyjahritchelsdick

Playmate of the Month October 2008 - Kelly Carrington

playboy_playmates, u_Maxstatss

Julia Prokopy is waiting in the Shower | Playboy Germany 2018 October

Playboy, PlayboyOnReddit, u_waldforest2, iluvnakedchicks

Elaine Reynolds, October 1959

VintageBabes, AltarOfVenus, OldSchoolCoolNSFW, torpedotits, u_waldforest2, BusinessSocks, u_el_vato_safado

Reagan Wilson, Playboy Playmate of the Month for its October 1967 issue

VintageBabes, OldSchoolCoolNSFW

Hope Olsen, October 1976

OldSchoolCoolNSFW, VintageBabes, NostalgiaFapping

Mackenzie Jones Rear pussy: october onlyfans leaks 2020

TiktokNaked

Playmate of the Month October 1990 - Brittany York (AIC)

Playboy_Albums, PlayboyOnReddit

Rosemarie Hillcrest, Playboy Playmate for October 1964

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Jenny McCarthy - October 1993

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Playmate of the Month October 1988 - Shannon Long

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Mardi Jacquet, October 1980

OldSchoolCoolNSFW, VintageBabes, NostalgiaFapping, u_peacock4u

Cynthia Brimhall, Miss October 1985

playboy_playmates

Linda Moon - October 1966 : 4336x8056

OldSchoolCoolNSFW, VintageBabes

Playmate of the Month October 2006 - Jordan Monroe

playboy_playmates

Playmate of teh Month October 2060 - Jordan Monroe

Playboy, PlayboyOnReddit

All natural Denise Cotte | Playboy Germany October 2014

Playboy, PlayboyOnReddit

Emily Agnes - Playboy Portugal October 2019

Playboy, PlayboyOnReddit