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  • June 15th, 2025
  • Jon Boy seeking Illinois Top Male to Pleasure πŸ‘…πŸ†πŸ’¦Jon Boy seeking Illinois Top Male to Pleasure πŸ‘…πŸ†πŸ’¦ 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...
  • Artzee Fartzee in Chicago Here for Men and Inspiration!...Artzee Fartzee in Chicago Here for Men and Inspiration!... I'm, Art, (or Arthur) 25 years old, 5'8, 160 pounds, black hair, hazel eyes don't get out much because I'm so into my art, but I'm here to maybe find some inspiration. You never know where it will come from. Could be mind blowing sex with a hot just out gay man. Mmmmm! Bring it on, and hit me like y...
  • Henry your Puerto Rican Stud for Local ManHenry your Puerto Rican Stud for Local Man Puerto Rican male for male in Illinois I am Henry, from Puerto Rico and I am living local and wish to meet you. I am friendly, sexy with a big dick that is sure to please. I'm easy going and like to have fun. I'm very much sexually adventurous so I can please you much. Check my profile @RicoHe...
  • 66'2 Dark Chocolate in Chicago Hey! I'm Gary, age 27, tall, dark, chocolate, want to meet you. Super ready HIV Negative. Come and play in Chicago at Roscoe's Tavern or Dorothy.  Message me @ChocolateRush for my pictures and #...
  • Irish eyes are smiling in IllinoisIrish eyes are smiling in Illinois Hey guys, I am Sean, 27, fit, fun, and freshly landed in town with a cheeky grin. I'm a fun fella, moved here to the Illinois area recently and looking for fun lifestyle and fit guys to hang out with. Go ahead and message me and check out my profile @IrishSean27.  I’m a laid-back gentlem...
  • James is My Name and F#cking Your Brains Out is My Game!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...
  • Need a Sex Buddy!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,...
  • KINKY KENNY FOR HOT MALE-ON-MALE 😈KINKY KENNY FOR HOT MALE-ON-MALE 😈 Horny Man Wanted in Illinois 😈 I'm Kenny, a horny gay man from Illinois 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...
  • Sexy Sissy Twink Wants to Get Rekt by Power Top Man!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 ...
  • πŸ’―REALπŸ’―HANDSOMEπŸ’―MANLYπŸ’―REALπŸ’―HANDSOMEπŸ’―MANLY You ready for some manly gay sex here in Illinois? I know I am, I made this ad to make a nice BF to fuck or fuck me.. We can even find some other sexy guys to have some sex with too.. I love partying✨ and having group sex. Do you like to take it or give it? I will give you something to suck on alr...
  • Illinois Musician wants to funk you up!Illinois Musician wants to funk you up! Gay Musician 4 Fun in Illinois! I'm Gig (real name) living and working here in Illinois. 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....
  • Professional Wants to Settle down in Illinois...Professional Wants to Settle down in Illinois... Gay Man for Commited Relationship Hi, I'm Hal a nurse practitioner ultimately looking for gay marriage in Illinois. 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! Willi...
  • June 14th, 2025
  • Mature Wealthy Man Looking for Twink Boy Toy...Mature Wealthy Man Looking for Twink Boy Toy... Hello boys I'm Tony 48 years old and been out for 10 years now and take good care of myself. I'm from Cleveland originally, but moved to Illinois to start over again after my divorce. I don't really have any baggage with the kids being grown up and off to college. I plan to retire very soon and want...
  • Tall Dark handsome long hair and long everywhere 31Tall Dark handsome long hair and long everywhere 31 Black Male for M4M in Illinois I am Dajuan, age 31 black male, and I am tall and long as in exceptionally well endowed. You may be shocked but you will not be disappointed. I am from Jamaica and I am here in Illinois looking for men who want a hot, sexy date. I'm clean, disease free, no addictions,...
  • THICK AND HARDπŸ†βœ…right nowTHICK AND HARDπŸ†βœ…right now Hi Guys πŸ˜‰ I'm Super Horny Tonight I'm in Illinois and willing to travel    My Pix and Profile    COCK SIZE -7INCHAge: 29 years oldName: LEXX πŸ˜ˆπŸ₯΅Gender: MALELocation: Illinois Availability: Incall & Outcall The Kind of Stuff I Want:...
  • King of your heart waiting for you in IllinoisKing of your heart waiting for you in Illinois Abe, 32, local in the Illinois 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, plz. Not all the time, but you need a good sense of humor. Life is too fun to be serious all the time. Message me...
  • F/M seeking love and funF/M seeking love and fun Female to Male Trans Man in Illinois My name is Karl and I am a F2M trans dude. I was born female but transitioned to male a few years ago. This feels right and I love my new body. I like dressing sharp with nice suits and taking good care of my hair and my beard. Sometimes it is just scruff and ot...
  • Join Me for an Episode of The Hung and The Restless!Join Me for an Episode of The Hung and The Restless! Endowed Illinois Gay Man Seeks Hookup I'm a gay man living in the Illinois 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 a...
  • πŸ³οΈβ€πŸŒˆMale for Male – Let’s Skip the Small Talk & Get to the Moaning πŸ˜ˆπŸ›οΈπŸ³οΈβ€πŸŒˆMale for Male – Let’s Skip the Small Talk & Get to the Moaning πŸ˜ˆπŸ›οΈ  We should avoid pretending about our friendship intentions because I am looking for something more. As a  30-year-old man with a fit body I understand my desires which include a dominant confident partner who takes  control without hesitation. View My Sexy Gay Profile - We will hav...
  • Holy Capped Crusaders! - WeHoly 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...
  • πŸ’ͺπŸ† IπŸ’ͺπŸ† I'm All Tha Chocolate You Could Need πŸ’ͺπŸ† 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 πŸ† but I'm so much more than that. Also I want you to know that I love all shapes and sizes of men, I just want someone I can conn...
  • Smoke and Leather!Smoke and Leather! Smoke and leather go together. I'm Toby, 32yrs, 6'0, 200 pounds, extra large, living in the Illinois 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 ...
  • II'm Troy in Illinois - Bi-Curious Looking to Experiment... Bi-curious in Illinois Hi guys, I'm Troy here in Illinois 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, bu...
  • Macho, Macho Man... Macho, Macho Man... Are you one of the Village People? I'm a 40 year old macho man looking for bottom man in Illinois. Be ready to be rode hard and deep. I'm 6'2, muscular, hairy, blue eyes, black hair, full 8in, and full of fire. I'm gonna make you tap out boy! I'll pick you up on my Harley and take you for a ride you...
  • Small, smooth body big heartSmall, smooth body big heart Smooth 19 years old in Illinois Hey guys, I am Jon and I am 19 years old, smooth, slight build but fit. I like to do karaoke, dance and travel. I love to explore the male body and enjoy sex anytime, anywhere! I'm a passionate and attentive bottom only plus I can cook a great meal! Check out my prof...
  • II'm Your Sexy Guy... ALSO BI πŸ†πŸ’¦ Illinois I am here to rub you down to a state of complete relaxation and release from all your stress. I am a student of somatic massage and would love to use my techniques all over you. I only do out-call at the moment. I am located in Illinois but I am happy to travel anywhere,,,   Gay M4M - Deep Ru...
  • LetLet's Play Cock, Paper, Scissors!... Gay Man Looking for Fun in Illinois Now that I got your attention. Hi I'm Graham, a gay man here in Illinois 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...
  • πŸ”₯Gay Hookups – Bedroom Eyes & No Bullsh*t Vibes πŸ’‹πŸ†πŸ”₯Gay Hookups – Bedroom Eyes & No Bullsh*t Vibes πŸ’‹πŸ†  Your mama warned you about me yet your dad would secretly appreciate my nature 😈 34,  toned, tattooed, and nasty in the best way possible. I seek a genuine male partner who  understands my body type through strong hand usage and dominant presence and filthy sexual thoughts. Your ...
  • Bryan for Hot Male-on-Male Action in IllinoisBryan for Hot Male-on-Male Action in Illinois Bryan M4M in Illinois Hey guys! I'm Bryan, looking for some hot male-on-male action. I want to meet a guy in the Illinois 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 s...
  • June 13th, 2025
  • Gay Body Rubs - Need Sexual Relief? - Yeah, You Need SAL!...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...
  • Male Seeking Male – Chicago, IL – Deep Dish & Deeper Desires πŸ•πŸ’¦Male Seeking Male – Chicago, IL – Deep Dish & Deeper Desires πŸ•πŸ’¦  Chi-Town hunks! I’m a 33-year-old gym bunny with strong thighs,  a wicked smile, and a thing for confident men who can take control. I want to meet a  dominant top who is familiar with Boystown and the bedroom 😈 View My Gay Dating Profile and Pictures - You can find me at ...
  • Gay Russian Bear New to Illinois...Gay Russian Bear New to Illinois... My English is not so good yet. I am Vlad from Moscow, Russia and want to find gay young man for sex in Illinois. 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 ar...
  • Latin Monster Cock For Servicing.Latin Monster Cock For Servicing. Latin dude here with a nice big 8.5 inch cock that needs to shoot it's 5 day load. No small talk, I walk in, fuck your face (maybe your asshole too), shoot my load, leave you a tasty treat, and leave. Wouldn't mind a regular thing with the right guy that enjoys being a cum dump. Hit me up so we can ...
  • Black man, 31 needs good boyfriendBlack man, 31 needs good boyfriend Black Daddy in Illinois area Man, I don't know what I am supposed to say here lol....I am Frank and I am 31, clean, fit and single. 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! Locals only in ...
  • Fit black dude looking for cream of the cropFit black dude looking for cream of the crop I am Steve, 34 in Illinois. 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 @S...
  • Hung Black Male Illinois for male actionHung Black Male Illinois for male action Wants hot male for male sex in Illinois. 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 charg...
  • I BREAK TWINKS and turn them into MY SEX PUPPETS!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 Illinois 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 pl...
  • Mark, 33 Love country music and driving my truckMark, 33 Love country music and driving my truck Hey, the name is Mark and I am a country boy now living in Illinois, age 33, a mechanic and I love to drive my truck out on the open roads. Sometimes I take a blanket and a beer and hang out at my favorite lake a few miles from my house in the Illinois area. I am self sufficient and I am wanting to ...
  • June 12th, 2025
  • Gay Body Rubs - Need Sexual Relief? - Yeah, You Need SAL!...Gay Body Rubs - Need Sexual Relief? - Yeah, You Need SAL!... Sal here in Illinois 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-c...
  • VirginAss88, Never Been With a Man...VirginAss88, Never Been With a Man... I like having fun. I'm very honest perosn, very brave and interilligent. Love it here in Illinois 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...
  • Spanish Speaking Handsome GuySpanish Speaking Handsome Guy Hola a mis chicos. Estoy buscando a un hombre que esté en forma y musculoso que le guste jugar y comer. Me encanta cocinar. ¿Quieres que te prepare la cena? ¡Lo haré! Golpéame. @ChicoGuapo32 Hello my guys. I am looking for a man who is fit and muscular who likes to...
  • Nature Boy Seeks Hot Natural Man...Nature Boy Seeks Hot Natural Man... I am Ira and love being out in nature when weather permits. I'm looking for a natural gay man (such as a bear or thug) who by his nature will take me and have his way without restraint. I'm a gay twink 22 years old and love to be ravished by force by a strong man. If you live in Chicago and fit this...
  • I am a hot lil sissy living in Illinois - HMU!...I am a hot lil sissy living in Illinois - HMU!... Black Sissy Boi in Illinois 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 Illinois vicinity. Click here for more of me......
  • Short but fast runner likes to meet fitness partner in IllinoisShort but fast runner likes to meet fitness partner in Illinois Hello. I am Justin and I am a fitness freak. I'm not tall, a little shorter than average height, but I'm fit! I love all gym workouts and I pump iron almost every day. I have to work from home right now and my outlet is my home gym. I love a good run at least 3 times per week. I am 42 but look prett...
  • Want to touch my amazing...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 Illinois for most of my life. I am a city worker so a ...
  • 🌢️Male Seeking Male – β€œWhat Are You Into?” Everything. Now Come Over. πŸ‘πŸ–€πŸŒΆοΈMale Seeking Male – β€œWhat Are You Into?” Everything. Now Come Over. πŸ‘πŸ–€  You have me as your hidden secret while I am your deepest sexual desire which will cause you to  have morning soreness and a pleased expression 😘 I enjoy oral fixation while practicing roleplay and light  dom/sub games with an interest in power dynamics and extended filthy nights ...
  • Spanish Gay Man Needs New Owner...Spanish Gay Man Needs New Owner... Hi, I'm Shaggy a sub from Madrid, Spain originally and just moved to Chicago about 5 years ago. My English is good, I'm 32 years old, 5'9, 170 pounds, very skilled in bed and very passionate. I need someone to own me, take me, use me and protect me if only for a short time. What do you say amigos? I...
  • Looking for Kinky, Fun, BDSM Sex at Random Times, Must be Discrete!...Looking for Kinky, Fun, BDSM Sex at Random Times, Must be Discrete!... S&M for Sissys in Illinois 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 Illinois dungeon ...
  • πŸ’¦Male for Male – NSFW Only: You Dom, I Submit. Period. πŸ˜ˆπŸ–€πŸ’¦Male for Male – NSFW Only: You Dom, I Submit. Period. πŸ˜ˆπŸ–€  The advertisement is not intended for casual greetings. This is: You top. I bottom. You  take. I give. You tell me what to do. I do it. Simple. Dirty.  Hot. View My Gay Dating Profile Here - ❀️✨ I completely submit to all things kinky while being body-positive and ready to sur...
  • I Need an Interesting Man in Chicago...I Need an Interesting Man in Chicago... An active imaginative and educated mind stimulates me. I'm Howie, 37 yrs, 5'11, 180 pounds, shaved head, not so attractive, keep to myself a lot, accountant and lover of all things novel and interesting. The world is full of so many fascinating things that I want to soak it all up. If you feel this ...