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US > Illinois

Chicago, IL

Find dating, hookups, and events in Chicago, IL

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If you're looking to find swingers, dating listings, hookups or related venues and events in or near Chicago, IL, you've come to the right place. Browse through the latest posts from Reddit users around Chicago, IL to find the what you're looking for or for or browse through the 33 subreddits that are specific to Chicago, IL.

Subreddits in Chicago, IL

r/chicagor4r

Welcome to Chicago R4R--where Redditors in Chicago can meet other local Redditors! Please read the r...

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r/ChicagoSwingers

We are a group of couples and single women that meet up at local Chicago nightclubs. We usually hav...

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r/Chicagohotwives

For those who enjoy the Hotwife/Cuckold lifestyle in the Chicagoland area! Connecting couples and...

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71 de-listed subreddits are not listed above.
View All Chicago, IL Subreddits

Posts in Chicago, IL

Below are the posts from Reddit users in any subreddit that we're tracking that are tagged with Chicago, IL. So if someone posted in r/swingersr4r looking to meet someone in Chicago, IL, it'll show up here. If someone posted in chicagor4r, it'll show up here as well.
Orientation Filters
M4F F4M MF4MF MF4F MF4M M4MF F4MF F4F M4M M4A F4A MF4A T4M T4F T4A T4T MF4T
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to r/ChicagoMale4Male by Bigdickhect
14 minutes ago
Top hosting in portage park rn hmu
in Chicago, IL
to r/ChicagoMale4Male by Beneficial-Arm-5314
14 minutes ago
18m looking for head in Des plaines. First time with a guy
in Chicago, IL
to r/ChicagoSwingers by Quirky-Fail-3362
6 minutes ago
Preview thumbnail for who next [m20][chi] image
who next [m20][chi]
Just Showing Off
in Chicago, IL
to r/ChicagoMale4Male by lildevil64
14 minutes ago
26M Hispanic looking for a younger black chub to Jo with or possibly eat me out in a public restroom , +if you have glasses
in Chicago, IL
to r/ChicagoHotwife by Quirky-Fail-3362
12 minutes ago
Preview thumbnail for whose next image
whose next
Bull For Couple
in Chicago, IL
to r/ChiBurbsr4r by treybrighton
9 minutes ago
Any girls want their tits sucked or wanna breastfeed me
in Chicago, IL
to r/ChicagoMale4Male by Substantial_List_223
33 minutes ago
Blowing small dick in Des Plaines now
in Chicago, IL
to r/ChicagoSuburbsMeet by TrashAccount6262
27 minutes ago
25 m looking for fun Naperville to Oakbrooke
in Chicago, IL
to r/ChiBurbsr4r by TrashAccount6262
27 minutes ago
25 m looking for fun Naperville to Oakbrooke
in Chicago, IL
to r/Chicagohotwives by Infamous_Hourz
21 minutes ago
Preview thumbnail for M28F26/DP/DVP image
M28F26/DP/DVP
M Couple4M
in Chicago, IL
to r/ChicagoMale4Male by FunRepresentative179
33 minutes ago
Preview thumbnail for def a grower… who’s free today in the city..? image
def a grower… who’s free today in the city..?
in Chicago, IL
to r/Chicagohotwives by Latinocouplex
39 minutes ago
Preview thumbnail for Latina wife (38) image
Latina wife (38)
in Chicago, IL
to r/BDSMpersonals by oksoletschat
45 minutes ago
45 [M4f] #Chicago - I need a three hole whore
M4F M4F
in Chicago, IL
to r/ChicagoMale4Male by Altaccont85
50 minutes ago
38m near Joliet looking for fun this weekend.
in Chicago, IL
to r/ChiBurbsr4r by Altaccont85
45 minutes ago
38m4a near Joliet looking for fun this weekend.
M4A
in Chicago, IL
to r/ChicagoHotwife by Ok_Highway7609
48 minutes ago
Preview thumbnail for Flashing you these titties so you’ll breed me! image
Flashing you these titties so you’ll breed me!
Just Showing Off
in Chicago, IL
to r/RandomActsOfMuffDive by harpy146
57 minutes ago
28 [M4F] #Chicago - Anyone want to warm each other up?
M4F
in Chicago, IL
to r/chicagor4r by showoff1497
54 minutes ago
30 [M4F] #wickerpark - woke up a little stiff and lonely in the hotel room
M4F M4F
in Chicago, IL
to r/dirtyr4r by harpy146
54 minutes ago
28 [M4F] #Chicago - Anyone want to warm each other up?
M4F male
in Chicago, IL
to r/ChicagoMale4Male by no-drama-g
50 minutes ago
Preview thumbnail for 32M straight guy looking for younger dude to be on their knees sucking my dick, worship my ball until I cum deep down your throat… image
32M straight guy looking for younger dude to be on their knees sucking my dick, worship my ball until I cum deep down your throat…
in Chicago, IL
to r/ChiBurbsr4r by treybrighton
1 hour ago
23M looking to help any girl fulfill her fantasies or fetishes
in Chicago, IL
to r/ChicagoMale4Male by Physical_Act_2635
1 hour ago
Looking for married JO bud
in Chicago, IL
to r/ChicagoMale4Male by Emotional_Dish3156
1 hour ago
26 norridge looking for a goon buddy
in Chicago, IL
to r/dirtyr4r by Magnumx035777
1 hour ago
42 [M4F] #Chicago - What are you doing right now? We should chat…
M4F male
in Chicago, IL
to r/ChiBurbsr4r by Physical_Act_2635
1 hour ago
38 [M4M] looking for married JO bud
M4M
in Chicago, IL