Chicago, Illinois Sex Ads and Adult Classifieds

Chicago, Illinois sex ads and adult classified listings. Select your location below to find adult dating hookups near you. Browse our listings of straight, gay and lesbian dating ads along with trans and swingers classifieds. Many advertisers desire no strings hookups. Others seek occasional or longer term dating arrangements. Search or post for free in BonePage sex classifieds!

Home / Dating /

Show Ads In: Bloomington-Normal | Carbondale | Champaign-Urbana | Chicago | Decatur | Peoria | Quad Cities, IA/IL | Rockford | Springfield, IL

July 13th, 2025

Exotic and Erotic Orlando From Tuscany Italy... For More Than Just a Hookup Ladies I am Orlando visiting in Chicago. Let me take you on an erotic journey of passion and delight tonight. I know how to treat a woman and bring out the sensual romantic in you. Just let yourself go and forget all about your cares for the evening. You will be in good ...

I am Caroline and I am lonely Caroline Seeks Female in Chicago  Hey ladies, I'm Caroline. I have only been living in the Chicago area a couple months and as you can imagine I have not had much chance to meet other women. If you are lesbian, bisexual or bi-curious and want to meet me please send me a message and see my...

Tall Dark handsome long hair and long everywhere 31 Black Male for M4M in Chicago 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 Chicago looking for men who want a hot, sexy date. I'm clean, disease free, no addictions, a...

Help! Single and Got That Tingle! Itchy in Chicago Hey there boys I'm Natalie here in Chicago looking for a handy man to take care of some of my feminine needs. Are you talented enough to scratch my itch? Must be skilled, but might take on the right apprentice who has potential. I'll have to keep you on call, because a girl never k...

Tired of Fakes and Game players? Want hot juicy and tight? Real Chicago Girl, Hot, Juicy & Tight 100% real Chicago girl and very skilled! My tantalizing curves and sexy eyes will have you mesmerized in seconds.  Enjoy my silky skin, luscious legs and sensual breasts.  I love to tend to your needs. I promise a safe, sexy and secure envir...

Ebony sister in need of bull Hot ass ebony chick looking for a big dick to fill me up. I'm a three-hole slut; I love dick. Contact my profile and get me off. I need your dick like yesterday. I haven't got off in weeks. Help me link up, and have a fun time. I'll let you do anything you want. I have not found anything that I don'...

🥵🍆SHEMALE COUPLE SEEKING SOMEONE FOR SEX🍆🥵 Hello men and women. We're a TRANS couple seeking someone or multiple sex partners to join us. We have cock and tits.. Does this turn you on? We're willing to let you hop in our bed, or we will come to your place. I really love sharing my partner and being fucked in front of her.. OMG I"M GETTING HA...

Any Irishmen Here in Chicago? Well, step right up then gentlemen I'm from Ireland and live here in Chicago for two years now. I am awaiting my naturalization papers to go through so I can become a US citizen. Currently I work in catering mostly for weddings. It's a good enough job, but I'm not here to tell you all about my life ...

Tranny Cock🍆Chicago Transgender HOOKUPSin Chicago, Illinois 🍆❤️😉  Check My Profile and and Dm MeI'm in the Chicago, Illinois.. area. I'm willing to travel. As longas you love TGirls and Shemales..I want to have some sexy hookups..I have some fun things in mind. I would loveto connect and see w...

Looking for a 420 Friendly Girl Tonight... Come on over and smoke my blunt baby! This will be an NSA boobies for doobies exchange. If things go right we could be steady smoke buds. I got the weed if you got the need. I'm Mario a Latino man, 25 years old, great shape, love the bud and women. This works out for the both of us. If you're jonesi...

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...

Let’s Flip the Script—You Lead, I’ll Moan 😍🎀Chicago Hey there, lovely ladies of Chicago, My name is Wells and I'm on the hunt for someone special to explore this beautiful town with. 💫Swap pics & contact info  I'm a thrill-seeker at heart, always on the lookout for my next adventure. Whether it's hitting the slopes together or enjoyi...

22F - Chicago 😈loves to get fucked 💋Tight Wet Pussy🧡💛💚💙 Hey there, I'm Yevette from Chicago. I'm a playful and adventurous woman who loves to explore all kinds of fantasies in the bedroom. When it comes to sex, I enjoy trying out different positions like doggy style and reverse cowgirl. I also have a kinky side and love experimenting with light bondage a...

Are You Uber Horny? I AM - Maybe We Can Work This Whole Thing Out Together!... Nympho Seeking NSA in Chicago I am Tory, a 24 year old, brunette living in the Chicago area, 5'5, medium build, told that I'm fun, easy to be around, a good conversationalist and have a sexy relaxed vibe. Do you live here locally, find me attractive and love big playful titties? Then I might b...

MASSAGE/BJ/NURU - VERIFIED✅ I'm JENNY LOVE ❤️, an exotic & rare bombshell that is the perfect mixture of sweet and sassy. I have stunning long legs, soft glowing skin & seductively mesmerizing eyes. You will love my petite body and nice smooth skin. Let me Massage you and make you cum! 👉If yo...

Latina Chica New in town New in Chicago age 28 Latina Chica just moved here. Wants to meet sexy chick for dating and fun. I've never done this before but new location, new me!! I would love some experienced woman to teach me how things work with lesbian and bisexual women. Don't worry, I am a fast learner and I already have...

New in Chicago. Lesbian Bondage Anyone? My name is Michelle and I am ready to meet the girl of my dreams to explore the world of bondage and light BDSM in a safe and erotic setting. Send me a private message if you would like to swap pictures, chat and meet up. Attractive, fun, slim build, light hair. Let's see where this leads us!! Us...

Amazing kisser looking for lips to practice on Lipstick Lesbian Loves Kissing Do you love kissing? I do! I love it!! It is such a turn on! My favorite parts to kiss are my neck and my face and my lips and my whole body! I am Kimberley, 22 and a part time waitress. I'm eager to meet you!! Send me a private message to @LipstickLesbianKim User...

Inviting eyes and seductive thighs wanting to find loving guy in Chicago I advertised here in the past and thought I found my true love. Well, I guess not so here I am again.  I recently moved, so I am new in Chicago and have no local friends to hang out with. I would love to meet fun, down to earth guy to explore passion and hot sex. I just need to have some fun an...

Where's My Sexy Marlboro Man?!... To me a sexy man who smokes is hot AF. Hi, I'm Hannah living in the Chicago area wanting to meet a single male smoker. I'm 24 years old, Auburn hair, 5'7, curvy with 36C boobs, blue eyes, smoker and want to smoke when you are eating me. You may have figured out that I have a fetish for smoking, beca...

Young, Dutch, sexy and cute would like to meet you Hallo, ik ben nieuw in de Verenigde Staten uit Nederland en ik ben op zoek naar liefde. Als je eenzaam bent en wilt samenkomen, stuur me dan een sms en laat het me weten.  @KiesMij27 Hello, I am new to the United States from Holland and I am looking for love. If you are lonely and want to get ...

Love to Make Love! Grab hold of my big titties baby, spank me, and just do me already! I am here in Chicago scoping out this site looking to meet new people and have some NSA fun. Some of my interests include music, sports, and fashion. If you are interested and want to talk don't be afraid to approach me. Click ...

DESPERATE SEEKING A REVENGE FUCK! 🥒🥯💦 Newly single Chicago 22 y/o female needs a good fuck 💦 Hey there, I'm Trish from Chicago. Let's get right down to it. My husband left me and I need to fuck to make me forget about his sorry ass. I'm tired of being neglected so I'm looking for a nice, attentive man to keep me warm tonight. I'm cl...

Road Head Sally Drivin' Hard in Chicago Tonight! I'm Road Head Sally a horny t-girl for you busy guys on the go in Chicago. Hey, what's the best time for road head? When there's gas in the tank baby! Let's go for a wild ride your car or mine and let me treat you to Sally's specialty. I drive or you drive which ever you prefer. We can drive or park...

Down to earth mamma with dirty sense of humor Ok, so this is my first time doing this. Yeah I know, everyone has to have a first time, so here goes: My name is Sue and I love movies, food from around the world and traveling. I have only be living here in the Chicago area for 3 months and have not had a chance to meet many people yet. I want to ...

I've Been Naughty and Need a Spanking!... If you are a sexy disciplinarian man in the Chicago area and have a strong hand I NEED a spanking to get my juices flowing. (oops! I meant to say to pay for the bad things I've done!)  I'm an Italian/French girl 22 years old w medium build, and an appetite for punishment and erotic NSA encounte...

Anyone Here Interested in a Long Term Relationship? Hello, I'm Nora a lesbian living in Chicago my whole life. I'm 23 years old, 5'7, 130 pounds, athletic build, butch, dominant, love to party, loyal and don't really want hookups. Sex is important, but it's not my whole life. I want adventures and experiences and memories with the right woman of my c...

Hot and horny 4 Threesome in Chicago... Woman For Swinger FWB Hi boys I'm Sarah here in Chicago seeking the right couple for a threesome. It feels like I'm wasting away and not getting MY share. I'm looking for a sexy older couple with experience to show me true passion and skill. Someone who will teach me and attend to all my primal sex...

I want to be a whore I am a transexual very hot. Good with my mouth and my ass. Comment on my photos. I would appreciate it if you downloaded my photos and share me with other men in the Chicago area. Click here and come see me anytime!...

LOCAL LESBIAN NEEDS❤️ Women 4 Women only ( NO MEN ) I want to meet a lesbian tonight! 👅 Looking for a sexy lady to play with tonight, W4W Women Locally in Chicago only or near by... I'm strickly lesbian. I love pussy, I love boobies. I'm living in Chicago in. I'm willing to travel or I c...

European Lady seeks sensual gentleman European Lady in Chicago My name is Karena and would like to meet a kind gentleman for dinner and dating. I am mature and I originate from Europe and moved here recently. Serious callers only and I am willing to please you.  Check my website pics and contact info KarenaXX86...

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...

Italian single girl looking for love Ciao amore mio! Sono nel mercato per trovare un bell'uomo muscoloso e carino. Se sei carino e in forma mandami un testo per una data! (AngelicaXOXO) Hello, my love! I am in the market for finding a handsome man who is muscular and cute. If you are cute and fit send me a text for a date! (Angel...

Submissive and Need a Dominant Sir in Chicago Our Little Kinky Secret in Chicago Allow me to introduce myself, I am Chelsea here in Chicago looking for a Master to give me what a real woman needs. I am into domination, humiliation, bondage, roleplay, gags, whips, toys and am still exploring my fetishes. I'm a professional woman working in the ...

Ken, 42, lonely for you Male for Female Chicago Hi there! My name is Ken and I am 42 and looking for a real nice woman in the Chicago area. Send me a message and check my profile @Ken42seeksWoman for my recent pictures and contact info. Let me know about you. I enjoy skiing, hiking, boating, travel, gaming and reading. Ac...

Bored and lonely blonde barbie doll Bored Blonde Swap Pics and Numbers I am bored and lonely and I want to meet someone who is funny and kind and really clever. I am no dumb blonde so I will give you a run for your money. Come and meet me (BlondeBarbieDoll) on my personal profile page with pics and my contact info. Let's have s...

Here I am! Hookup with a smoking hot grandma in Chicago! You might not think so but older women still love having sex. Come check me out and see why women get better with age! I'm gonna show you what you don't know now. I'm Sherri a retired teacher and school administrator in Chicago. My friends are all settled down and traveling in their RV's, but NOT ME...

I'm a Chubby Chaser in Search of My BBW Queen... I'm Charles a black man about 6'0, 200 pounds, in good shape, 26 years old, in college and am an admirer of large women. I'm open to any race and any size be it BBW or SSBBW. I love a phat booty and big boobs. If you live in Chicago and have large assets then I'm your man! Hoping for more than a ho...

Cheating on my BF🤫Discreet I'm Here to Have a Discreet/Cheating Profiles 🤫 My bf and I fight so much, It sucks. I want out of therelationship but first I thought I would try to play thefield and see what's out there. I want to cheat and have some wild sex tonight. Are you man enough?Going out an...

GangBang Island - Only It's Your Ottoman and I'm On My Knees Begging For Cum 😘🔥🔥🔥🔥 Let's Make Each Other Cum Over And Over And Over... - Username: @AsiaMay8364- Location: Chicago- Swingers Profile: Yes- Hotwife Pics: 29TEXT US DIRECTLY!!- Video Chat: Yes- Messenger: YesMy Hotwife Pics & Socials I wanna be your sex slave and bf will stand to the side and watch the games....

Chunky Monkey looking for Hunky Tomboy Chunky Monkey Fem for Hunky Tomboy I am nice and curvy but not heavily overweight. I am looking for a chick who is handsome and butch but with some feminine qualities. Like it's ok if you cry at a movie! lol. I am 21, work full time and drive my own vehicle. I am looking for the right gal to make m...

Lets Go Playah! Chicago Boys Come Out and Play! Mindy here in Chicago ready to play with a man who has skills. This game ain't for sissies or mommas boys. I know what I want and you know what you want so this whole thing should be uncomplicated and simple. You know the game, it's straight forward and goes as follo...

Need My Big Phat Booty Princess... I love big butts and I cannot lie! I'm a red blooded black man, 29 years, 6'0, stays in shape, lives in Chicago and who loves him some bubble butts. More cushion for the pushin baby! If you are a woman living in Chicagoland with an exceptional sexy ass then don't hesitate to get hold of me and show ...

FtM seeking Princess Bride in Chicago FtM seeking Woman in Chicago Hi, I'm Andy, age 33, FtM mixed-race transgender man living in Chicago. Also, you must love that movie! If you don't get the reference you can still message me anyway! I love that movie and I will watch it with you over and again. View my pics and send me a message...

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-curious clie...

Playful Cub Searching for Cougar in Chicago... I love mature women and appreciate the skills they've developed over the years. I'm Dana 22 years old, have my own car and apartment and good job, so I'm not looking for a sugar momma situation. I just want a sexy cougar to play with and get to know even if it's for a short time. I would be so grate...

My Husband and I are Into Cuckhold and Need a Bull in Chicago... We are professionals here in Chicago and are looking for a man who can rise to the occasion and fill me up while hubby watches from another adjoining room. We are easy-going and discreet and need you to be also. We should necessarily meet first to discuss some things and get to know each other first...

Macho, Macho Man... Are you one of the Village People? I'm a 40 year old macho man looking for bottom man in Chicago. 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'...

Chubby Chick looking for guy who can handle me! So, I am a little heavy but more just curvy. I have 44DD boobs and I love, love, love to laugh! You gotta be funny if you are going to date me. Why not text me your favorite joke and we can see how we get along!  Lisa44DDChicago...

Shy femme needs love from butch woman in Chicago Femme for Butch in Chicago Hello. I am Jemma and I am 24 and very shy. I work Tuesday through Saturday and so my weekends might not be the same as yours. I hope you can accommodate me. I would like to meet a butch lady who looks so handsome, has short hair and long fingers. Please send me a messag...