Jizz

Chicago Bear's fan

Girlsinjerseys

Hey Chicago bears/daddies

gaybears

i'd two hand touch this chicago bears fan

RealGirls

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

ladybonersgw

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

gaybears

My first post! Hello to all from a bear in Chicago.

gaybears

Tiny Bear in Chicago

tinydick

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

RealGirls

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

Any Chicago Bears out there? Just moved here and looking for bear friends :)

gaybears

Hope all you dancing bears are having fun in Chicago! Gratefully Deadicated

pics

Hope you dancing bears are having a blast in Chicago! Gratefully Deadicated

gratefuldead

[SHITPOST]I'm stressed about Sitton and need a laugh, so here's an artist's rendering of the Chicago Bears' practices

GreenBayPackers, CHIBears

On Their Tip-Toes

Manhandled, u_Jewish_Gurl_Chicago, u_bear_chief_

Happy Pride Chicago! Will I see any of you bears in the Windy City this weekend?

gaybears

Any Chicago bears need head?

gaybears

Chicago Bears Kicker Cody Parkey (on the right)

HotSportsmen

Chicago Bear Kicker Cody Parkey (on the right)

HotSportsmen

My friend Ana even looks sexy in a Chicago Bears hoodie

BestTeensNSFW

Hubby and a bear bull from Chicago tickling his pussy last year. So much pre-COVID pics on our phones.

gaycuckold