Chicago, Illinois Free Sex Ads for Local Adult Hookups
Chicago, Illinois free sex ads. Meet locals looking for sex hookups near you. It's free to search these adult classifieds, or post your own ad!
Home / Free Sex Ads /
Show Ads In: Bloomington-Normal | Carbondale | Champaign-Urbana | Chicago | Decatur | Peoria | Quad Cities, IA/IL | Rockford | Springfield, IL
Let's Explore Chicago Together
Hey there, I'm Hale from Chicago! I love exploring the city by going for long walks along Lake Michigan or checking out the latest exhibits at the Art Institute. When I'm not out and about, you can find me sipping on a craft cocktail at The Violet Hour or grabbing a bite to eat at Girl & the Goat....
Wild Chicago Bitch Ready to Ride Your Cock
I'm a naughty girl from the Windy City looking for some hot and steamy fun. You can call me Katherina, and I love to get down and dirty in the bedroom. Whether you want me to suck your cock until you explode or ride you like a wild animal, I'm game for anything.
I'm not shy about my kinks either....
Passionate Lesbian Seeks Orgasms, Oral Sex, and Tight Ass Play
I'm Rayna from Chicago, and I'm looking for a local lesbian, bisexual or bi-curious woman who wants to have some hot and steamy fun with me. I love exploring all kinds of sexual acts and fetishes with another woman. From passionate kissing to intense orgasms, I want to experience it all with you....
Lindsey 💋💋💋 EARLY morning Sex Sessions 💋💋 SEXY MILF ❌❤ HOT MILF HOT MILF FOR EARLY MORNING SESSIONS 💋💋
Have you ever felt a sensation that makes your whole body shudder? Would you like to experience this feeling again and again? Me too!! Touch is the most incredible gift you can give or receive from someone. You need it, and I need it too, come and ...
Smokin' Hot and ready for a date! Hot Girl for Man in Chicago
Ok, so maybe Smokin' hot is something you need to decide, but hey, I have a sense of humor! Seriously though, I do think I am quite attractive and I have certainly been complimented often. My hair, especially, gets a lot of attention because it goes way down my back and ...
Tempting Tales with Forbes
Hey there! I'm Forbes, a fun-loving guy from Chicago who's looking to meet someone special for some exciting adventures. When I'm not working, you can find me exploring the city's vibrant art scene or catching a live show at one of our many theaters. I also enjoy trying out new restaurants and sip...
Elegantly Seductive Romy Looking for a Sweet Date
Hey there! I'm Romy from Chicago, Illinois. I may not be your typical girl next door, but I guarantee you won't be able to take your eyes off me. If you're into spontaneous adventures and deep conversations over a glass of wine, then we'll get along just fine. You can check out my pics at my perso...
Get Lost in the Windy City with Me
Hey there! I'm Maegan from Chicago, Illinois. I may not be a supermodel, but I've got curves in all the right places and a smile that will light up your day. If you're looking for someone to explore the city with, look no further!
I love trying new restaurants like Girl & The Goat or grabbing a d...
Unleash Your Desires with Marsiella
Hey there! I'm Marsiella from Chicago, Illinois. Looking for someone to explore the city with? Let's grab a deep dish pizza at Lou Malnati's or take a stroll along the Riverwalk. You can check out my pics at my personal bio page @marsiellach88920. Who knows where the night might take us 😉
I'm ...
Passionate Lesbian Seeks Orgasms, Oral Sex, and Tight Ass Play
Are you a lesbian or bisexual woman in Chicago looking for some hot and steamy fun? Look no further! I'm Daisey, and I'm ready to explore all your wildest fantasies with you. From passionate kissing to mind-blowing orgasms, I love it all.
I enjoy oral sex, anal play, role-playing, bondage, and e...
Looking for a Local Woman to Fuck, Suck, and Play with
I never thought I would be posting an ad like this, but here I am, looking for a local woman who is just as horny and adventurous as I am. My name is Judy and I'm a man seeking a woman for great sex, adventure, and fun. You can find me in the FreeSexAds.com dating profiles under username judyc3294...
Let's Get Lost in the Windy City Together
Hey there! I'm Adelle, a fun-loving gal from Chicago, Illinois. I may not be your typical girl next door, but I guarantee you won't be able to resist my charm. Whether we're grabbing deep dish pizza at Lou Malnati's or sipping on craft cocktails at The Aviary, I know we'll have a great time togeth...
Passionate Lesbian Seeking Orgasms, Oral Sex, and Tight Ass Play
Are you a lesbian or bisexual woman looking for some hot and steamy fun in Chicago? Well, look no further because I'm Dianna and I'm ready to make all your wildest fantasies come true. I love exploring all kinds of sexual acts with another woman, from passionate kissing to intense orgasms.
When ...
Eager to Meet You
Hey there! I'm Meggan from Chicago, Illinois. I may not know you yet, but I'm excited to change that 😉. I'm a fun-loving gal who enjoys trying new things and exploring the city. Whether it's grabbing a slice of deep-dish pizza at Lou Malnati's or taking a stroll along the Riverwalk, I'm always ...
Passionate Lesbian Seeks Orgasmic Encounters
Are you a woman who loves exploring every inch of another woman's body? Do you crave the taste of sweet, wet pussy on your lips? Well, look no further because I'm Gwennie from Chicago, Illinois, and I'm here to fulfill all your wildest fantasies.
I'm looking for a local lesbian, bisexual, or bi-c...
Your Seductive Little Secret in Chicago Hotness69XXX - I'll be Your Seductive Little Secret in Chicago
@HOTNESS69XXX Message me for my private pics
Hi, I'm Monica, age 24. I'm ready when you are! I'm told I am fun-loving and have a beautiful smile that will brighten your day. If that doesn't work -- I give good head!
I am sexy and...
James Bond Double wants to take you on a hot date Male for Male Escort in Chicago
Hey, I'm Martin. You may call me Marty. I have brown hair, stunning brown eyes, 6' 4" hung and ripped. I want U to be my date. Message or text MartyHungM
Kink friendly - Unrushed attention - Top or bottom - Friendly and Fun!!...
Baby Face Hot Dude waiting for the ladies Male Escort in Chicago
I am Howie and I am waiting for you. I am 37, hung and it. I focus entirely on your pleasure and will do what you want. Your satisfaction is my top priority and guaranteed! Message or call @BabyFaceHowie...
Cum Play with Hannah from Chicago
I'm a naughty girl from Chicago who loves to get down and dirty. My name is Hannah, and I'm always up for some hot and steamy fun. I love giving sloppy blowjobs and riding a big cock until I squirt all over.
If you're into anal play, I'm your girl. I love it when you pound my tight asshole while ...
Tempting Jacquie from Chicago
Hey there! I'm Jacquie, a fun-loving gal from the Windy City looking for someone special to share some good times with. I may not be your typical girl next door, but I guarantee you won't be disappointed when you meet me. 😉
I love exploring all the amazing restaurants in Chicago like Giordano'...
Fuck Me Hard and Deep in Chicago
I'm a horny gay man looking for some hot male-on-male action. My name is Shawn and I want to find guys who are into all things dirty and kinky. I love getting my cock sucked and my ass played with. I enjoy rimming, anal, role play, bondage, and using toys like dildos. I'm also open to trying new ...
Fuck Me Hard and Make Me Squirt All Over Your Cock
I'm a naughty girl from Chicago who loves to get down and dirty in the bedroom. My name is Selle, and I'm always looking for someone to satisfy my insatiable sexual appetite. Whether you want to give me a sloppy blowjob or make me scream with pleasure as you pound my tight pussy, I'm game for anyt...
Looking for the bride of my dreams Chicago Contractor Seeks Wife
This is Erik and I am a local resident and own a contracting business. I am looking for a bright intelligent woman who can make me smile. When not working, I love the outdoors and I am an avid hiker and biker. Send me a message @ErikBachman. ...
Fuck Me Hard and Make Me Squirt All Over Your Cock
I love getting down and dirty in the bedroom, exploring all kinds of naughty fantasies. My name is Roanne and I'm a wild one from Chicago, Illinois. When it comes to sex, I'm not afraid to get a little kinky.
I enjoy trying out different positions like doggy style, reverse cowgirl, and 69. I lov...
Seeking Local Woman for Wild and Kinky Fun
I'm Tristan, a guy from Chicago looking for a woman who's up for some hot and steamy action. I love everything from passionate kissing to rough sex and everything in between. I enjoy giving and receiving blowjobs, eating pussy until you cum all over my face, and fucking in every position imaginabl...
Wanting slightly older gentleman Hello. My name is Sylvia, age 24 and I am pretty done with young guys who mess around. I want a guy who is mature and kind and likes to travel.
Please contact me so I can learn more about you!
xoxo
SylviaM24Chicago...
Mark, 33 Love country music and driving my truck Hey, the name is Mark and I am a country boy now living in Chicago, age 33, a mechanic and I love to drive my Dodge ram 1500 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 Chicago area. I am self sufficient and I am want...
Looking for the world's best playmate! Need: One good looking guy who can make me laugh
Also: has to like music and movies and be a gamer, not a player.
What you get: Me! My name is Patrice and I am 25, 5'6", curvy with darkish brown hair with a blue streak straight down the back of my head, which I love! I am also a pretty good cook, ...
Fuck Me Hard in Chicago, Illinois
I'm Marlie, and I love getting down and dirty in the bedroom. I can't get enough of a good pussy pounding or a sloppy blowjob. I'm always up for trying new things, whether it's riding cock or playing with toys.
If you're into kinky fun, I'm your girl. I love being gagged and spanked, and my tig...
Hot and Horny Guy Seeking Local Woman for Wild Fun
Are you a naughty girl who loves to get down and dirty in the bedroom? Do you enjoy exploring your wildest fantasies with a man who knows how to please you in every way possible? Well, look no further because I am here to fulfill all your desires and more. My name is Garwin, and I am a man seeking...
Get Lost in Love with Murial from Chicago!
Hey there! I'm Murial, a fun-loving gal from the Windy City looking to meet someone special. I may not be a supermodel, but my curves will definitely catch your eye. I'm a mix of Italian and Irish, so you know I've got that fiery passion and luck of the Irish on my side 😉
I love exploring new ...
Looking for a Woman to Fulfill My Wildest Fantasies
I'm Torre, a man seeking a local woman in Chicago, Illinois for some mind-blowing sex, adventure, and fun. I love exploring all kinds of sexual acts and fetishes with the right partner. From passionate kissing to rough fucking, I enjoy it all. I love giving and receiving blowjobs, eating pussy unt...
🌷 Absolutely A Doll 🌷 Your Perfect Asian Princess 🌷🌷🌷 Sexy Asian Girl Available in Chicago
I am Choko @ChokoSexyBusty (my profile and pics), age 21. I am Asian girl Sexy Busty girl with 36D-25-35, 108 lbs, amazing body with silk smooth skin, absolutely charming stunning... Time to relax ..... Time to unwind ..... Let me pamper you let me spoil yo...
Discover the Spark with Morgan in the Windy City 🌈
Hey there! I'm Morgan, a down-to-earth guy from Chicago who's ready to dive into the exciting world of dating. If you're looking for someone genuine, adventurous, and full of laughter, then look no further!
When I'm not busy working as a graphic designer, you can find me exploring all that this a...
Passionate Lesbian Seeking Orgasms, Oral Sex, and Ass Play Hey ladies! I'm Della, a wild and adventurous lesbian from Chicago looking for some hot and steamy fun with another woman. I love exploring all kinds of sexual acts and fetishes with other lesbian and bisexual women who are just as eager to play as I am. From passionate kissing to mind-blowing orgas...
Lee 28, Plumber, from UK, new to Chicago UK Man New to the Chicago Area For Dating
My name is Lee. I am from the UK and I am plumber by trade. I am looking for new people to meet in the Chicago area and I would love to meet a nice lady I can talk to and listen to and maybe more.
If you would like to say hello send me a message...
Let's Explore Chicago Together
Hey there, I'm Enya from Chicago! I may not be your typical girl-next-door, but I guarantee you won't be bored on our date. 😘 Whether we grab a deep-dish pizza at Lou Malnati's or stroll through Millennium Park, I'll keep you entertained with my witty humor and charming personality. 💃
If yo...
Lonnie from Chicago: Let's Explore the Windy City Together! 🌆
Hey there, fellow Chicagoans! My name is Lonnie, and I'm on the lookout for someone special to join me on exciting adventures in this beautiful city. So, let me give you a sneak peek into who I am and what makes me tick!
First things first, I'm a straight guy who loves exploring new places and tr...
Shy 41 yr old guy in Chicago, Illinois Shy Romantic Guy in Chicago
Hey ladies, I am Bryan, 41 and I am a little shy when it comes to meeting women. I am romantic and thoughtful and looking for a kind hearted woman. If you would like to swap photos and contact info just message me @ShyRomanticBryan and I will respond as soon as...
34 years old Man seeking Woman in Chicago Man seeking Woman in Chicago, Illinois
Hi there ladies, I'm Brandon, age 34, 6' tall, 220 lbs,. I am excited to meet a sexy woman who would like to explore greater depths of passion. If you would like to say hi, come and see my profile @Brandon34M and message me for pics and contact info.
xo...
Get to Know Bernie from Chicago!
Hey there! I'm Bernie, a straight guy from the Windy City looking for someone special to hang out with. I love trying new restaurants in Wicker Park, catching a game at Wrigley Field, or grabbing coffee at one of the cute cafes in Lincoln Park. If you're into exploring the city and having fun, the...
Evoke Passion with Sofia from Chicago
Hey there! I'm Sofia, a fun-loving gal from the Windy City looking for someone special to explore all the amazing things this city has to offer. Whether it's grabbing a deep dish pizza at Lou Malnati's, strolling along the Riverwalk, or catching a show at Second City, I'm always up for an adventur...
Erotic Adventures Await with Lianne79578
Hey there! I'm Lianne from Chicago, Illinois. I have long brown hair, piercing blue eyes, and a smile that can light up a room. What I love most about being lesbian is the deep connection and understanding that comes with dating another woman.
I'm looking to meet a lovely lady for some fun and ex...
Fuck Me Hard and Deep in Chicago
I'm a horny gay man looking for some hot male-on-male action. My name is Bryan and I want to find guys who are into all kinds of kinky stuff. I love sucking cock, getting my tight ass pounded, and playing with toys. If you're into rimming, gagging, or sloppy blowjobs, I'm your guy. Let's explore e...
Looking for a Connection in the Windy City 💨
Hey there, fellow Chicagoans! My name is Tymothy, and I'm on the lookout for someone special to share some amazing moments with. 🌈❤️
So, let me tell you a bit about myself. I'm an easygoing guy who loves to laugh and have a good time. I may not have six-pack abs or be super tall, but my wa...
Unleash Your Inner Fire with Julianna from Chicago
Hey there, potential flame! My name is Julianna, and I'm on the hunt for someone who can handle my sizzling personality. 🔥 Living in the heart of Chicago, Illinois, I bring a unique blend of passion and excitement to every date.
Now, let's get one thing straight: I'm not your average girl-next...
Looking for a Local Woman to Ride My Huge Cock and Gag on My Throbbing Dick
I love getting down and dirty with a sexy lady who knows how to please a man. I'm Paul from Chicago, Illinois, and I'm looking for a local woman who can handle all the kinky fun I have in store. You can find me in the FreeSexAds.com dating profiles under username paulchic43163.
I enjoy everything...
Handsome, tall and tanned guy wants to meet shy woman in Chicago Handsome Guy for Shy Gal in Chicago
Male, 34 looking for gal, 26+ age. I'm a bit on the shy side so if you are also that's a plus. I warm up once I start to feel comfortable. Want a mature woman for fun, laughter and more. Message @TallEric34m in Chicago....
Italian/American Gigolo to make you feel good Italian Stud for Woman in Chicago
Hi, I'm Alex, an Italian man, age 34, in Chicago. Italians really are the best lovers and we know what to do to please our ladies. I am an independent escort who can serenade you, cook you a beautiful meal in your own kitchen and spend the evening with you until yo...