r/ChicagoSwingers

Image 1 — Tonight’s the night. Here for 2 days. Looking for another couple or select singles. We are staying at the Stay pineapple hotel in downtown Chicago.
Image 2 — Tonight’s the night. Here for 2 days. Looking for another couple or select singles. We are staying at the Stay pineapple hotel in downtown Chicago.
Image 3 — Tonight’s the night. Here for 2 days. Looking for another couple or select singles. We are staying at the Stay pineapple hotel in downtown Chicago.
Image 4 — Tonight’s the night. Here for 2 days. Looking for another couple or select singles. We are staying at the Stay pineapple hotel in downtown Chicago.

Tonight’s the night. Here for 2 days. Looking for another couple or select singles. We are staying at the Stay pineapple hotel in downtown Chicago.

u/Eastern_Ad_581 — 1 hour ago
▲ 31 r/ChicagoSwingers+3 crossposts

I love to take care of ALL bodies around me. So bring a friend. I’m drawn to confident, dominant, well-endowed men who bring strong energy.

u/Midwestqueenb3014 — 11 hours ago

26 year old submissive girl looking to get shared by multiple guys tn

Submissive girl who wants to get used by multiple guys tn, you and your friends hanging out and need a toy? Message me your stats please more than one guy is definitely okay love getting my throat used.
Would love to get shared by a group of dominant guys please.

reddit.com
u/hourly-kiss — 9 hours ago
▲ 16 r/ChicagoSwingers+12 crossposts

M4FM M4F 7inches and girthy. Tall fit hung bull read below

6’2 Hung fit handsome in Chicago suburbs ready to please your wife. Fine with cuck threesome gangbangs. Can send photos and verify upon request.

u/GreenMonth2970 — 10 hours ago
▲ 18 r/ChicagoSwingers+2 crossposts

M30F29 (Addison) MF4F/MF

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Latino couple M5'8 F5'0

looking for this evening/tonight or tomorrow?

Can't host,

let's chat 420

Full/soft swap

Wife wants to explore her bi side

We're chill and easy going and looking for the same ;)

u/BitchedABart — 20 hours ago
▲ 28 r/ChicagoSwingers+2 crossposts

[28F][Pilsen] - come fill me up while my boyfriend is away for work🤤

im 28, latina and white, and live by UIC. i have a bf and want to explore on the side, nothing more😈 he’s out of the city for work right now. he doesn’t know about any of this and i want it to stay that way 🤤 i’m searching for a decent man around my age, clean and disease free, and able to come to me. if you have a girlfriend or wife, that’s hot 🥵 let’s be each others secret? 🤫 please send a pic for my response

u/Liz_773 — 1 day ago

[29/34] [MF4M or F] [Bridgeport-Chicago] — Latino couple looking for tonight

That's a picture of my girl with a friend that came to visit a couple weeks ago. We’re looking for someone new. We're very laid back and looking for the same. Male must be 18-27, above 7 inches, and can go for rounds, ok with recording (no face) no exceptions. I want to see her worked. Looking to make this a frequent thing with the right fit. If this sounds like you, reach out. Recent clean tests preferred.

u/ChiFlyGuy400 — 1 day ago

COUPLES or M(Select)

Attractive couples in their late 20s, looking for a soft swap same room watching, possible full swap.
Select single males must be 8 inches plus and proof of clean STD test. Hispanic and white males preferred ages 21-40
Looking for Tn.

u/Sensitive-Corgi-83 — 1 day ago

42/40 [NW Burbs] What do you think of my wife?

Hit me up if you wanna see more.

u/forshow365 — 24 hours ago

[39/38] [MF4M] [Northside City] — couple looking for bi bull for this weekend

Please don’t be creepy.
***HSV2 - gen herpes)***

u/Awkward_Canary_24 — 1 day ago
▲ 22 r/ChicagoSwingers+1 crossposts

36F, 32M chicago area, looking for some fun

Chicago area, looking for a BWC for tonight.

u/Kitten13_31 — 1 day ago

28f30m looking for public/exhibitionist guy or guys. Aurora

Show up
Go to back yard
Sit down and jerk till u cum or piss
Be great if u leave evidence or cummy underwear

We will watch from inside

If you are dating, do it in front of the camera

Will send pics of yard and verification so u know legit and that it’s welcome

Pretty private backyard

u/vplfan2025 — 1 day ago