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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/Chicagohotwives by Latinocouplex
1 minute ago
Preview thumbnail for Latina wife (38) image
Latina wife (38)
in Chicago, IL
to r/BDSMpersonals by oksoletschat
7 minutes ago
45 [M4f] #Chicago - I need a three hole whore
M4F M4F
in Chicago, IL
to r/ChicagoMale4Male by Altaccont85
13 minutes ago
38m near Joliet looking for fun this weekend.
in Chicago, IL
to r/ChiBurbsr4r by Altaccont85
7 minutes ago
38m4a near Joliet looking for fun this weekend.
M4A
in Chicago, IL
to r/ChicagoHotwife by Ok_Highway7609
11 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
19 minutes ago
28 [M4F] #Chicago - Anyone want to warm each other up?
M4F
in Chicago, IL
to r/chicagor4r by showoff1497
17 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
16 minutes ago
28 [M4F] #Chicago - Anyone want to warm each other up?
M4F male
in Chicago, IL
to r/ChicagoMale4Male by no-drama-g
13 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
25 minutes ago
23M looking to help any girl fulfill her fantasies or fetishes
in Chicago, IL
to r/ChicagoMale4Male by Physical_Act_2635
31 minutes ago
Looking for married JO bud
in Chicago, IL
to r/ChicagoMale4Male by Emotional_Dish3156
31 minutes ago
26 norridge looking for a goon buddy
in Chicago, IL
to r/dirtyr4r by Magnumx035777
34 minutes 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
25 minutes ago
38 [M4M] looking for married JO bud
M4M
in Chicago, IL
to r/ChicagoSlutClub by 13izlucky
40 minutes ago
Preview thumbnail for I’m poppin out image
I’m poppin out
Nudes (M)
in Chicago, IL
to r/ChicagoMale4Male by EnvironmentalCrow364
49 minutes ago
Midway bottom hmu dads
in Chicago, IL
to r/ChicagoMale4Male by Content7282910
49 minutes ago
Anyone hosting near rogers park
in Chicago, IL
to r/ChicagoMale4Male by QuietPuzzled1592
1 hour ago
Preview thumbnail for Who’s hosting hmu image
Who’s hosting hmu
in Chicago, IL
to r/ChicagoMale4Male by Plenty_Fishing5436
1 hour ago
Preview thumbnail for 26 south burbs looking for bottoms to suck and fuck my cock image
26 south burbs looking for bottoms to suck and fuck my cock
in Chicago, IL
to r/ChiBurbsr4r by Plenty_Fishing5436
1 hour ago
26 m south suburbs looking to get my dick sucked
in Chicago, IL
to r/dirtyr4r by bichicagoguy
1 hour ago
39 [M4M] #Chicago - any straight / curious college guys looking for a blowjob (or handjob) ?
M4M male
in Chicago, IL
to r/ChiBurbsr4r by Due_Country_9933
1 hour ago
Need a JO Bud, we can meet up at forest preserve look at my gf pics
in Chicago, IL
to r/ChicagoAnonGloryhole by Famous_Let_3719
1 hour ago
Preview thumbnail for [20] [r4r] am looking for a fun time with CD/TS/fem/dommy. image
[20] [r4r] am looking for a fun time with CD/TS/fem/dommy.
R4R
in Chicago, IL
to r/AgeGapPersonals by virginphile
1 hour ago
45 [M4F] #Chicago, IL - Do you want to lose your virginity?
M4F M4F
in Chicago, IL
to r/ChicagoMale4Male by jaychicago2023
2 hours ago
Preview thumbnail for Straight curious Jo buddies image
Straight curious Jo buddies
in Chicago, IL