Jizz

Happy Valentine's Day, Chicago 1929 [1600x1252]

HistoryPorn

went to chicago this weekend, took a pic after i got out of the shower

ladybonersgw

i'd two hand touch this chicago bears fan

RealGirls

Big ol' retro titties in Chicago.

hugeboobs

Lets make a deal GW, help me (f)ind another Chicago girl to play with, and I'll post the (ff) pics for you!

gonewild

Love (ff)eeling my (ff)riends. (Chicago)

dykesgonewild

Love (ff)eeling my (ff)riends. (Chicago)

gonewild

Love (ff)eeling my (ff)riends. (Chicago)

gonewildcurvy

This is Chicago.

cringepics

St. Valentine's Day Massacre. Where Al Capones gang murdered 7 members of Bug Morans gang. Lincoln Park, Chicago, February 14 1929 [1200x1022]

HistoryPorn

On my way home [f]rom Chicago! Leave me comments n PMs to read when I get home ;*

gonewild

Looking to share my wife in Chicago

Hotwife

SO the snow finally melted in Chicago today

funny

First time posting new here and to the Chicago burbs. PM boys.

GaybrosGoneWild

The weather is cool, but things are heating up in Chicago. 26M 5'11" 200lbs

ladybonersgw

Worldstar on Chicago

bestofworldstar

[NSFW] Updated Rapunzel by Jason Vaughn, Deluxe Tattoo, Chicago IL. 3rd session.

tattoos

Busty blonde Chicago Bears fan (x-post /r/SportsJerseyGirls)

RealGirls

[F]ucking right Chicago!!!

gonewild

Lauren German (Chicago Fire)

WtSSTaDaMiT

Good morning Chicago!

BigBoobsGW

Spotted in Chicago

bdsm

Showing a little Chicago love to r/MassiveCock

MassiveCock

21F Chicago, looking for a playmate ladies.

dykesgonewild

Rainy and bored in chicago. Never posted here before

GaybrosGoneWild

Someone put a dildo on the Bean in Chicago.

Unexpected

Nude model at Ox-Bow, the Art Institute of Chicago's summer school, Saugatuck, Michigan, July, 1949

OldSchoolCoolNSFW, NudeArtModels

Kari fingering Angewomon (chicago-x) [Digimon]

rule34, yuri

providing my friends on reddit with a hello from chicago! say hi val, "hi val"

traps

Linda Durst - A Chicago Playboy Bunny appearing in a Photoshoot in October 1974

vgb, mistyfront, BustyPetite, Stacked, nsfw_rising, LegalCollegeGirls, JustTheTop, bodyperfection, JizzedToThis, goddesses, LaBeauteFeminine, skirtnoshirt

After you defeat all the niggas in Chicago you gotta take out the final boss

ImGoingToHellForThis

im in chicago come find me :)

AsiansGoneWild, gonewild, GoneWildSmiles

On this day in 1969, Chicago police assassinated Black Panther leader Fred Hampton and fellow activist Mark Clark.

LateStageCapitalism

Kakei Sumire's erotic swimsuit (Chicago-X)[Boruto]

rule34, ecchi

Oops, I got a stiffy while in Chicago

FemBoys, genderqueergonewild, Bulges, tbulges, CockOutline

Some late night hotel fun in chicago!

wifesharing, WouldYouFuckMyWife, bestofwives

All alone in this Chicago hotel room...

WouldYouFuckMyWife, PetiteGoneWild

Dimples - Sweet Home Chicago

suicidegirls

[M4F] Chicago/DC - When I Claim to Be A "Huge Nerd," It's Not An Exaggeration ?

MassiveCock

Anyone in the Chicago area? Will put out for Taco Bell rn

ladybonersgw

23 / Chicago looking for passable traps or girls to play with ~ pm me :)

sissypersonals

Sup Chicago ✈️????

cold_girl_fever

[NSFW] Post-mastectomy areola and nipple tattoo done by me, Jeff Paetzold at NSPS/Northwestern Hospital in Chicago, IL

tattoos

Lin Lin riding hard (Chicago) [One-Punch Man]

rule34, hentai, HeartShapedHentai, u_Meditite34

Y’all, us, first weekend of August in Chicago?

couplesgonewild, gonewildcouples, GWCouples, AltIsAlt

Introducing u/Leeta_Latched: 20 year old trans/sissy from Chicago

SissyChastity

Stella Stone, freckled University of Chicago undergrad.

hertonguesout

Stella Stone, rich freckled University of Chicago undergrad.

smilers

Another hotel pool in Chicago, this time wearing my penis sleeve swimbrief and at full attention for all to see

BonersInPublic

Haven't posted in a while, where are my Chicago Market Days Bros at?!

GaybrosGoneWild

[NSFW] Unilateral mastectomy 3D nipple tattoo by Jeffrey Paetzold at Northwestern Specialists in Plastic Surgery in Chicago, IL

tattoos

The tree-dwelling rodents in Chicago need an intervention

fatsquirrelhate

Kohaku (Chicago)

DrBone, HeartShapedHentai

What's going on under that skirt, Tea?! (chicago-x)

yugioh_nsfw

Hikari fingering Angewomon (Chicago-X)

DigimonNSFW

Dark Magician Girl the Dragon Knight (chicago-x)

yugioh_nsfw

[NSFW] 3D Reconstructive Areola Tattoo done by Jeff Paetzold at NSPS in Chicago, IL

tattoos

Any love for Chicago beers?

showerbeer, gonewild

Sexy ass 18 year old Chicago bitch always bragging about her boyfriend! This time she takes it overboard and uploads a pic bragging about him popping off all over her face!

RuthlessHoes, CumOnBlackGirls, CumSelfie, Ebonycumfaces, FacialFun, thickloads

POPPY JACKSON, ‘Impossible’, Defibrillator Performance Art Gallery | Chicago 2014 | photo by Veronika Merklein

NakedOnStage