Chicago Men Seeking Men Classifieds
Browse Chicago men seeking men classifieds to meet local gay, bisexual and bi-curious men for sex hookups. Contact any of these men to swap pics and contact info. Chat online or text and arrange real-time sex hookups if you feel a connection. It's free to search all men for men classifieds, or post your own adult ad!
Show Ads In: Bloomington-Normal | Carbondale | Champaign-Urbana | Chicago | Decatur | Peoria | Quad Cities, IA/IL | Rockford | Springfield, IL
Shy guy wants someone to bring him out of his shell Shy guy for male in Chicago
Hey, I am Scott and I am 27. I am not an extrovert but once I get comfortable with you I can be funny and a little out there. I am not the sort who like attention too much but I do love clubbing and sports. If you are into jetskiiing it's a plus, otherwise, anything wate...
Country Boy Male for Male Country Boy Male for Male in Chicago
I am a regular cowboy hat wearing, guitar playing dude who wants to meet a guy who is authentic and down to earth. I am into fishing and horse riding and I love baseball and beer. I'm a good ol' country boy who likes the company of a nice man.
Come and say hi a...
Mature man wants to find love in Chicago When I say mature I mean 48. I may be mature in age but my attitude is defintely younger. I look 38 and I act 28. I'm fit and active and don't plan to slow down anytime soon!
My name is Graham and I am established with a home and I work long hours. I am only available on weekends right now but hope...
Professional Wants to Settle down in Chicago... Gay Man for Commited Relationship
Hi, I'm Hal a nurse practitioner ultimately looking for gay marriage in Chicago. I'm not too particular about race, religion or political bent really. As long as you are a loving and caring person. If you have a hot temper do not contact. I'm over that crap! Willin...
Just turned 21 and new to the scene in Chicago I am Kyle and I just recently turned 21. Happy birthday to me! This is hard for me because I am new and don't know what to say. I guess I just want someone who can play video games and take me seriously.
I don't care about age or anything but anyone up to 40 is ok. You must be funny and educa...
Lonely young man just out in Chicago I just came out about 6 months ago and I am new to this kind of dating. I am 32 and I have a job. I love music of all kinds and enjoy singing. My name is Trace and if you want to chat you can click my profile @TraceChicago. ...
Sexy Sissy Twink Wants to Get Rekt by Power Top Man! Drive it home rough and real hard big boy! I'm Harris a 22 year old twink sissy, Aries, 5'7, 140 pounds, blue eyes dark hair, tight ass who loves alpa type gay men and bisexuals. Please have stamina, strong controlling hands to hold me and help thrust harder. Let me know if you live in Chicago, are ...
Blonde man age 29 wanting handsome boyfriend Hi guys!! I'm Marcus, age 29 looking for a handsome boyfriend in Chicago. I am kind and fun-loving, and I love dogs. I have three dogs in our family. 2 shepherds called Alfie and Sirius and a Westie called Scottie. I am totally out with friends and family and comfortable in my own skin. I am into bi...
KINKY KENNY FOR HOT MALE-ON-MALE 😈 Horny Man Wanted in Chicago 😈
I'm Kenny, a horny gay man from Chicago who is on the hunt for some wild and kinky adventures with a local area guy. I love getting down and dirty, exploring all kinds of sexual acts and fetishes. I enjoy giving and receiving blowjobs, rimming, playing with dildos, ...
Smoke and Leather! Smoke and leather go together. I'm Toby, 32yrs, 6'0, 200 pounds, extra large, living in the Chicago area, a hairy thug, def top gay man wanting to pound gay, bisexual and bi-curious men. Just be ready to pleasure me while I chain smoke. I don't care if you smoke or not just be damned grateful that y...
Massage genius ready with good hands Thanks for checking my ad. I'm looking for great sex first and foremost but maybe more for the right man. Do you want a nice massage? I am Nico and I can give an amazing massage. If you want to swap pictures and contact info just message me @NicoMassage. ...
I am a hot lil sissy living in Chicago - HMU!... Black Sissy Boi in Chicago
Checking this out online, never been at this before. I'm Charles a black male, 155, five foot 5, w long and skinny as you can see in my hot profile pics. Just looking for a little sexy adventure here in the Chicago vicinity. Click here for more of me......
Fit black dude looking for cream of the crop I am Steve, 34 in Chicago. I don't care what color, size or age you are as long as you are legal. No heavy drugs or heavy drinking. Some drinking and 420 is cool with me though. I am just looking for a stand up guy who is kind and thoughtful and likes sex. I am into fitness and riding. Hit me up&nbs...
James is My Name and F#cking Your Brains Out is My Game! Don't underestimate this Italian/Lebanese twink from Queens. Well endowed top boy (and bottom) will make you tap out and take you to the limit tonight or any other night! I got the endurance to back up my claim and a whole lot of tricks up my sleeve for the right guy. I prefer older bears, but if yo...
Gay Lawyer seeks Male Soul Mate Hello, I am a 38 year old lawyer in Chicago looking for a handsome and intelligent man to share weekend fun and outings with. I am reasonably handsome, but that is all about perspective. I am 6'2'' and have short brown hair. I like to dress nicely. I enjoy coffee, great conversations, travel, sports...
Bi-curious and Want to Try it Out... Hi, I'm Gary, 42 years old, divorced, curious but cautious, well endowed, (I'm told) medium build, 5'10, 180 pounds, ex Navy and need to keep this discreet for now. If you live in Chicago, are patient and know the in's and out's so to speak then I'd like to hear from you.
I don't know why I'v...
King of your heart waiting for you in Chicago Abe, 32, local in the Chicago area, own my own business. I work hard and play hard. I am looking for a gentle guy who is understanding and kind. I love to laugh so you have to be funny. Not all the time, but you need a good sense of humor. Life is too fun to be serious all the time. Message me ...
Looking for Mr. Goodbar... Just out, and just out of the Marines, now a college student and 22 years old gay male living in Chicago Looking for experienced well endowed older man to give it to me. I'm 5'11, 180 pounds, blue eyes, brown hair, 7in cut, and in great shape. This is a little awkward, I'm new so be patient with me....
Caramel Sexophonist Playing your tune Hey guys, my name is Milan. I play the sax and I am mixed background. I probably have a tune you like. You wanna hear me play? View my pics and message me @MellowCaramel.
Within 10 miles: Chicago
Male for male only...
💪🍆 I'm All Tha Chocolate You Could Need 💪🍆 Yo, I'm All You Will Need, I'll be Your Black LoverI'm Confident and well hung - ready to please.🍆
Hey I'm new to dating sites but I'm ready to give it a try and see who might message me. I'm wanting to get out and have some fun. Yes I'm black and yes I have a thick 🍆 but I'm so much mo...
Hung Black Male Chicago for male action Wants hot male for male sex in Chicago. All races welcome.
Want some hot male-on-male action? Well, look no further because DeAndre is here to satisfy all your dirty desires. Private message me @DeAndreXXX24. I love hot dates with hot guys, any race. Pretty much top because I prefer being in charge...
Bryan for Hot Male-on-Male Action in Chicago Bryan M4M in Chicago
Hey guys! I'm Bryan, looking for some hot male-on-male action. I want to meet a guy in the Chicago area who is ready to get down and dirty with me. See my pics and contact info @Bryan24m4mX.I'm primarily top but can switch for the right guy. I love getting my big thick cock suc...
RuPaul Step Aside! Fashionista looking for my model boyfriend! Drag Queen Extraordinaire Silvia
My name is Silvino but on weekends my name is Silvia! I love dressing up and I do drag shows. I am not totally flamboyant but I do like being noticed. I love classical music but I also love, love love dancing the night away at clubs!
How about you? Check my pr...
Black man, 41 needs good boyfriend Black Daddy
Man, I don't know what I am supposed to say here lol....I am Frank and I am 41 and I am just recently out of a long term relationship with my ex boyfriend. I won't go into detail but we just drifted apart. Anyway, I'm ready to mingle!
I need some fun and some light hearted dating with ...
I'm Troy in Chicago - Bi-Curious Looking to Experiment... Bi-curious in Chicago
Hi guys, I'm Troy here in Chicago divorced after 10 years and am entertaining the idea that I might like the gay lifestyle. So, here I am on this site looking for a special kind of man who isn't going to go too fast with me. (is patient) Woman say I'm well hung, but ...
Not exactly out yet. Need discreet NSA... Mixed mexican/white male 29yrs, professional divorced with two kids. I am looking to explore my bi-sexual curiousity in the Chicago area with the right man and see if there is anything there. If you can be discreet and are interested then please come see me by clicking here....
I BREAK TWINKS and turn them into MY SEX PUPPETS! Big top bone thug gonna wreck you and make you twinks tap out! Looking for sissie boi to use and abuse here in the Chicago area. All is fair and shit as they say. Needless to say I'm the dominant and controlling type in any situation. Your gonna get the big one rough and deep honey! No screamers ple...
Jon Boy seeking Chicago Top Male to Pleasure 👅🍆💦 Kink friendly bottom male
Hey, thanks for checking my ad. I'm Jon Boy, looking for a hot gay man who's ready to play with me and let me explore all kinds of naughty fun as I pleasure you. Recently out gay male, age 21, seeking other gay, bisexual or bi-curious guys for some wild male-on-male action...
SUGAR DADDY 🍭👨🦰 💦Looking 4 Play Boy M4M Are You Ready to be Spoiled Rotten?😉 I'm in Chicago!My Pix and Profile
Hey there babe, I'm a 45 year old male who is searching for another guy to play with and spoil. I'm strong and muscular, I drive a beautiful car, I can take you to do things you've always desired 🤑 It turns me...
Discreet meet only in the Chicago area!!! I am Jamali here in Chicago for a while doing some work for a tech company so I can't get too involved with anyone. I'd like to get out and experience this town, the party vibe and the men in it. I'll be going home in a few months. If you are iinterested in an Asian-Indian man then come check me out...
Long and hung Wants night of fun and more Long and hung... Now that I have your attention, my name is Luke! I am a 28 year old Barista and I moved to this area 3 months ago. It's a weird time and I want to meet people I can hang with. I want a guy who will listen, make me laugh and generally be an all round good dude. Not fussy on appearanc...
Looking for Kinky, Fun, BDSM Sex at Random Times, Must be Discrete!... S&M for Sissys in Chicago
I am a gay male, bit of a thugish/bear into all sorts of BDSM, Fetish, Kink and some role play. I host and am seeking sissibois, twinks and queens for some extra sensual and painful fun. Your welcome, my pleasure! I have all the tools necessary in my Chicago dungeon to...
31 Years Old in Chicago, Sugar Daddy Arrangement!! Seeks a Sugar Daddy Arrangment in Chicago
I don't care so much about your age but you must be fit and healthy and able to swim and snorkel! I love anything in the water and usually maintain a tan! I am active, fun loving and they say I am attractive! My name is Phillip and I am 31 and I have a dema...
Captain America lookalike in Chicago Man for Man in Chicago
I even have the shield. I just don't jump from planes right now. Hey, guys, I am Kris and I am muscular and 5' 10". I like messing with my cars and playing a little b-ball. I am 27 and just want a cool guy to hang with. Message me at CaptAmericaKris....
Gay Russian Bear New to Chicago... My English is not so good yet. I am Vlad from Moscow, Russia and want to find gay young man for sex in Chicago. I am 34 years old, 6'2, 210 lbs, blue eyes, big size penis, not cut, stay in good shape and love good party.
I am here for 3 years, engineer and single, but still no car. If you are...
Let's Play Cock, Paper, Scissors!... Gay Man Looking for Fun in Chicago
Now that I got your attention. Hi I'm Graham, a gay man here in Chicago and I'm looking for a man who likes to play sexually charged games. I'm 28 years old, black hair, brown eyes, 6'0, well endowed, (8+inches) hispanic, single, love to party, no pets, ...
Gay Biker in Chicago. Genuine man looking for male life partner Gay Biker in Chicago Seeking M4M Life Partner
Or at least a dating partner for now. No one knows where anything will go but I am into football and sports. I play golf, so if you like golf that is an absolute bonus! I am a proud doggie daddy, love dogs! I also own a motorcycle and love to go out rid...
THICK AND HARD🍆✅right now Hi Guys 😉 I'm Super Horny Tonight I'm in Chicago and willing to travel My Pix and Profile
COCK SIZE -7INCHAge: 29 years oldName: LEXX 😈🥵Gender: MALELocation: Chicago Availability: Incall & Outcall
The Kind of Stuff I Want:
...
Chocolate skin man in search of partner Hey guys. I am Frank and I stand about 6'3" but I'm very shy. I've only had a few male dates so if you want to get to know me a little let's chat online @FrankChicago to swap pics and arrange a hookup.
Member Name: @FrankChicago
Age: 34
Location: Chicago
Photos: 12
Verified: Y...
Hot Muscle dude movie fan Hey, it's Jeff. I am tall and I real fit. I do weights. I am nuts about movies so you gotta be into watching anything. give me a shout. "JeffBuff9"...
Want to touch my amazing... Wookie? Me, black gay male seeking local men to date, hang with and have some good times. Up for pretty much anything. (love body rubs) 5'10, green/blue eyes, 30 yrs old, well endowed and always ready if you know what I mean. lived in Chicago for most of my life. I am a city worker so a l...
Join Me for an Episode of The Hung and The Restless! Endowed Chicago Gay Man Seeks Hookup
I'm a gay man living in the Chicago area with 10+ thick inches of uncut restless pleasure. I'm Matt 28 years old, 6'0, 200 pounds, muscular, black hair, brown eyes and take care of myself. I'm top, but can be versatile depending on you. You will find me warm and...
New in Town- Male Masseur NSA Gay Masseur New in Chicago
Hi guys! I give amazing massages. Want to date? I am Tommy and I am 29, 6'2" and long and thick, clean and HIV neg. Message me for my photos and contact info. Let's make this happen!
@GayMasseurChicago...
Chicago Musician wants to funk you up! Gay Musician 4 Fun in Chicago!
I'm Gig (real name) living and working here in Chicago. I'm a cross between Little Richard and Prince baby! Not the serious type and love to party. (music, sex, 420 and drinks) I'm always down for some music playin and singing. But, I'm really here for the men. L...
VirginAss88, Never Been With a Man... I like having fun. I'm very honest perosn, very brave and interilligent. Love it here in Chicago and all the possibilities it offers for a guy like me. don't like the idea of bar pickups and would rather ease into this thing. Must be descreet and honest. Message me here. VirginAss88...
Holy Capped Crusaders! - We'd Make a Hot Dynamic Duo! Bottom Boy Wonder searching for his BAT-man. Twink 24 years old, 5'9, 160 pounds in Chicago seeks cosplay leading man to form a dynamic duo. We may not exactly fight crime, but we will have lots of sexy roleplay fun. Let's travel and go to conventions and events and contests! We'll take the world by...
Need a Sex Buddy! After a long relationship I just want a sex buddy who is good with hooking up and being friends. I'm picky since I don't want to just hookup with any Tom, Dick or Harry.
About me: Gay male, attractive, 31 years old, clothing purchaser, 5'10, blue eyes, well endowed, laid back, not much of a temper,...
Local guy looking for country music fan This feels a little Brokeback, but I am a country music fan and I love to listen to all types of country music. Looking for a dude I can be comfortable with and who likes that music too. Call or text Jason.
Username: @JasonMuzik9Location: Chicago, IllinoisAge: 24Instagram: YesFacebook: YesText...
Irish eyes are smiling in Chicago hey guys, I am Sean, 27, an Irish fella moved over here recently and looking for fun lifestyle and fit guys to hang out with. Go and message me and check out my profile @IrishSean27. ...
Gay Body Rubs - Need Sexual Relief? - Yeah, You Need SAL!... Sal here in Chicago to melt your stress away and relieve that pent up sexual tension like no other. I host and offer full amenities and services to my gay clients. All men are welcome as well as couples who need to unwind and spice up the day the right way. I serve gay, bixsexual and bi-cu...