Jizz

Happy holidays [f]rom Chicago!

treesgonewild

(F)ishing for another Chicago girl to join me maybe next week for some (ff)un, thought it'd be nice to get some PMs as well :)

gonewild

Just got a replacement pack for Crabs adjust humidity (original had dups)... It came just in time for the r/chicago CAH Meetup. Thanks Guys!

cardsagainsthumanity

I'm sure there are a lot more of these in NYC, but as a still-NYer-at-heart living in Chicago, I was happy to unexpectedly come across this reference to the (newest) Anthony Weiner scandal.

lolgrindr

Another Chicago fan

chicksinhockeyjerseys

Sometimes, Chicago has a legit football team. Bear down!

ladybonersgw

hey bears, who will I see this weekend in Chicago for bear pride? :)

gaybears

Denise in chicago

Denise_Milani

I like wearing my sisters underwear and im looking for other femboys and cd's to kik with. Be young and non-hairy (dont bother if ur not what i described) Chicago+

FemBoys, GoneWildCD

Got some new things! Anyone from the nw suburbs of Chicago here? (;

GoneWildCD

In progress Octo-ink. By Ashley Simone of Mario Ink, Chicago, IL.

tattoos

OP bet that if the Chicago Bears (NFL team) went 5-11, he'd stick a cheesestick with a little Rodgers jersey up his ass.

OpIsAFag

NSFW Dragon tattoo by Miles Maniaci at Deluxe Tattoo, Chicago.

tattoos

Delores Wells, Christa Speck / enjoying the sunroom at the Playboy Mansion in Chicago / photo for the pictorial “Playmate Holiday House Party" / Playboy, December 1961.

OldenPorn

Anyone else around Chicago staying in?

MassiveCock

I filmed the first ever blind hockey event in Chicago back in November

hockeycirclejerk

30y/o, First time poster from Chicago

ladybonersgw

Good night, Chicago

NSFW_Snapchat, slutsofsnapchat

At a local micro brew in chicago. I thought of you guys.

ABDL

Bursty Chicago polish girl

cleavage, amazingtits

Keep this Chicago guy company tonight ;)

ladybonersgw

Looking to share girlfriend, Chicago 23F

Cuckold

anyone in the chicago area ?

ChurchOfTheBBC

Good morning chicago (22f)

gonewild, WomenOfColor, BigBoobsGonewild, Afrodisiac

Looking for another pussy to fill in #Chicago [m+f]

gonewild

Hello from Chicago

GaybrosGoneWild

Jessica Delgado - Telemundo Chicago

pencilskirts

23 [M4F] 8"x6.5" looking for filthy girl outside of #Chicago or online!

MassiveCock

23 [M4F] Looking for a slut outside of #Chicago to fuck this weekend.

MassiveCock

Spring Awakening - Chicago

FestivalSluts

23 [M4F] Any girls still up? Online or #Chicago

MassiveCock

23 [M4F] Looking for a Fwb outside of #Chicago. Women only, please.

MassiveCock

23 [M4F] Wanna make a film for your ex? Pm me. #Chicago

MassiveCock

23 [M4F] I want a girl I can fuck right onto r/highmileageholes #Chicago

MassiveCock

Sweet Home Chicago

randomsexiness, LegalTeens, JizzedToThis, u_Eagles1205

23 [M4F] Can I spank you? #Chicago

MassiveCock

Anyone in Chicago wanna climb on my 6'5 frame?

MassiveCock

BF (28M) wants me (28F) to find a bull in the Chicago area who can fuck me properly - who can help me out?

Cuckold

21 Chicago sissy looking for kinky men to play with online or in person

sissypersonals, sissykik

Sorry it's been so long. We were enjoying the sights in Chicago. [F]

gonewild

Spectacular finish in Skye (chicago-x)

yugioh_nsfw

[31/28][MF4F/MF][Chicago] Couple seeking single female or another couple for same room or soft swap.

swingersr4r

[mf] This bed is too big for just the two of us in Chicago...

GWCouples, swingersr4r

[25/26][MF4MF/F/M][Chicago] - Younger couple looking for some fun when it's safe to meet again, and some online fun to be had until then.

swingersr4r

Born in Chicago, to Hong Kong parents.

lifeisabeach

[25/26][MF4MF/M/F][Chicago] Looking for some friends to make for some online fun but also close for once things are fun again.

swingersr4r

Sharing this Chicago slut, Christine, message or leave comment for kik

Cuckik