Gay Chicago, Illinois Chat Rooms
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Gay Chatters in Chicago, Illinois
hardboi
Chicago, Illinois, US
Colombian boy now in Chicago
Have lived in LA and Mexico City
New account after leaving for couple of years
volps30
Chicago, Illinois, US
I am 47yrs old, 6'2", 190lbs., brown hair and eyes, 100% Italian, 33waist, moderately hairy, and 8 inch cut cock!
athleticbadboy2
Chicago, Illinois, US
Love to chat about spankings, physical exams, underpants/jockstraps. Triathlete here and very into sports-gear and speedos.
Minmai
Chicago, Illinois, US
I'm a masculine light skin blkm vers btm with dreads. Feel free to shoot me a chat. Enjoy hot chat. No phone.
I'm trying to find that one cool, insane, spontaneous, caring, supportive, sexy, smart, challenging, fun, partner through the magic of social networking. It would be nice if the payoff was half the promise. So who am I...I'm a typical Leo. I crave attention. What guy doesn't? I like movies, but really prefer the sci-fi blockbusters. I'll go to a comedy or art house piece, but I prefer to rent those. (I'm all about THX sound) I enjoy my nerdentity. Love video games, lifting weights, writing, Star Trek (TOS, TNG, DSN, VOY, ENT is ehh, critical of Discovery and love Lower Decks)
chiblondmike
Chicago, Illinois, US
I'm open to most anything. Vers, dom/sub, role, kinks a plenty. I tend to like seductions and role play best, but anything creative usually get me hard. But I am NOT into scat, blood, puke or getting punched or beaten. To each his own, but that is not my thing.
goonstrokebro
Chicago, Illinois, US
hey i’m a gooner kid lol. definitely into being controlled, love edging, teasing, name-calling, all that dumb brain stuff. kinda just built to obey tbh
i’m looking for a master or owner type who knows how to mess with me—turn me into a good drooly toy and keep me there. but i’m also down to chill and chat too, i’m not like always in goon mode (just… a lot)
hmu if you wanna play or just be weird together
also im into trans if ur f2m not sure if thats weird to say but just throwing i tout there
don't know if this is weird either but if ur 'fat' or 'chubby' i dont care, i might even like you more especially if your into some of my kinks like brainwashing and gooning.
hit me up im very extroverted.
kinks: gooning, edging, sneakers, armpits, musk, hypno, JOI, chastity, name-calling, brain drain, dumb sub stuff, i also have a thing for masks, gags, or things that go over my head like helmets or even a bag oddly enough.
someone asked me what role plays i might be into and heres some that i came up with:
1. “Coach’s Toy”
I'm the team’s favorite dumb goon, and Coach keeps you after practice to make sure you “focus.” Lots of jockstraps, sneakers, armpits, and obedience training.
2. “Brainwashed Roommate”
I thought I was just moving in with a chill guy, but now I find myself edging constantly, drooling over his socks, and forgetting what you were doing. Again.
3. “Obedience App”
I downloaded a weird app as a joke, but now it sends me JOI instructions all day and zaps my brain when i don’t obey. Bonus: I love it.
4. “Musk Worship Ritual”
Ive been chosen for a sacred task—serving and worshipping my Master’s scent. Armpits, underwear, feet, all-day edging… enlightenment through musk.
5. “Dumb Puppy Training”
I'm the new pup in training. I get walked, teased, and praised when you behave. Lots of petplay, brain-off obedience, and “good boy” conditioning.
if you made it this far i also have some normal interests too like photography and video games so just hit me up im not mean :)
Boothound
Chicago, Illinois, US
sub/btm into gear, leather, boots, roles, b/d, s/m, submission, sucking cock, Fed up with the unreliability of this service with the new chat. So feel free to try me on Skype: boothound1; recon: boothound2
shackles
Chicago, Illinois, US
Pics tell you a lot. If you don't think you can maintain a chat, then don't message me.
cjinlakeview
Chicago, Illinois, US
In Chicago (boystown)... Dominant / aggressive TOP - (Yes I will go from mild to kinky with no notice) -- CJ likes to have fun, watch movies old and new, read, do daily workouts and travel in and out of the country. CJ has been to over 20 countries and 45 states.
If you were to describe CJ... He's an honest and trustworthy man who is full of vigor but can act like an adolescent at times. He is very blunt and has this "in your face" honesty. That is the New Yorker in him (he grew up in New York - Long Island). If he doesn't like something he will tell you but also be prepared to take criticism but he also takes criticism well. CJ also loves humor... dirty, intelligent, fun, nasty humor (long time listener of Howard Stern). A good vomit or shit joke will always make him laugh. CJ will be sarcastic and can be down right mean with his humor and conversations but it is always in jest. If you are offended well he just doesn't give a shit, UNLESS... he knows he's wrong. He will ALWAYS apologize if he knows he is wrong. CJ has that maturity to him. CJ is very well educated and has a Masters degree, he tries to learn languages, and likes to be relevant with social cultures, politics, and other interests.
MusclePapi
Chicago, Illinois, US
Hey I’m Puerto Rican and the names Luis.
Tbh this is all kinda new to me. I was married to a woman for a bit but we got divorced. I got 3 kids who are my whole world, so you gotta be cool with that. Just lookin to finally explore this side of me and see whats up.
I’m a big dude, love hiting the gym and playing hoops with the boys on weekends. Also like being outside, hiking and camping and stuff. I also really like fixing up old cars and watching wrestling on TV.
I aint the smartest guy or nothing, I dont like reading books or school stuff. Just a simple guy looking for a good time. Hit me up if you wanna chat!
footballjock
Chicago, Illinois, US
built beefy athletic guy. Smarts mixed with brawn.. Hung.. great arms. chest. blue eyes
verymasculine.. professional, Ivy league grad.. ask me for any more info
lthrmeup
Chicago, Illinois, US
If you don't have a picture in your profile, move the fuck on. This is 2026 so go buy a fucking camera. There is no job or life that will care THAT much if you are here. Your mom is not going to be checking this site, and if you're in the military it's a non-issue anymore. I mainly put this here because I am tired of getting IM's and friend requests from those of you without pics. No you cant email them to me. Have them on here. It's easy and quick. And don't post a pic that's been circling around the internet for years. We all know the pic belongs to someone else and you're not being clever nor are you outsmarting anyone. Be smart people, use your brains a little. I know we are all here because we're horny but still... not every person on here is as dumb as a str8 girl. Also, I will not accept your friend request if we have not chatted. Period. Another thing, don't get pissy with me if I don't answer you. Last time I checked, I don't OWE you a conversation. Don't message me then not respond for 15 minutes. It's called a "refresh" button for a reason. And don't IM me and just sit there and ask me questions about my sexual encounters. It's a conversation not an interrogation. Know the difference.
And lastly...NO PEDO!!!
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