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!

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March 2nd, 2025

A monster in the sheets, but a lady in the streets... Hello men, I'm Lilith a 27 year old sexy femme, fully functional, passible, sexy and hot to trot trans. I can be a bit racy and dirty when it's appropriate, but always maintain my poise in public. If you live in the Chicago area and are interested then drop me a line and introduce yourself. You can ...

Fitness Freak has sporty body Hi, this is Teri! I love to work out. I run, I lift weights and I am fit and tanned. My height is 5'8" and I have brown eyes and blonde hair. I want a woman who is her own person and financially responsible. If you are a fun type who loves fitness, take a look at my online profile TeriFitF4F....

Smokin' Hot Lesbian in Chicago... I'm Kat, 27yrs old, 140 pounds, black hair, brown eyes, dirty minded, tatted, love to smoke and I don't care what they say about smoking here in Chicago or anywhere. If you are a single lesbian or bisexual OK with smoking or are a smoker yourself then maybe we should chat. I love sex and smoking, a ...

Wanna touch my amazing?... Hi, LadyV living here in Chicago and I have need for a hot woman who appreciates my particular anatomy. I have a large butterfly and a BIG button if you know what I mean. I would love to have someone play with them all night and bring me again and again. My record in one session is 21 full O's, I am...

SEPARATED MOM 🧸 Seeking NSA Hookups in Chicago Separated mom for sex hookup in the Chicago area This is my first time trying adult classifieds. I'm pretty shy at first but I open up quickly after getting to know someone. I have an active imagination and fantasy life. I'm a kinky, naughty girl 😈 looking for some hot fun to let off this sexual...

Kinky Couple Seeks Dominant Man, Or Couple For Good Girl 😘🥵 I'm Just A Good Girl Who Needs A Spanking Sometimes - Username: @BreadNButtaBB- Location: Omaha, Nebraska- Swingers Profile: Yes - Hotwife Pics: 32TEXT US DIRECTLY!!- Video Chat: Yes- Messenger: YesMy Hotwife Pics & Socials Farris: Hot blonde, skinny physique. I really love having on...

March 1st, 2025

Swinging Suburban Housewives of Chicago🔥🔥 Double Penetration And Double Creampies- Username: @GeraSwingersCouple- Location: Chicago, Illinois- Swingers Profile: Yes- Hotwife Pics: 11TEXT DIRECT FOR BOOKING INFORMATION- Video Chat: Yes- Messenger: YesMy Hotwife Pics & Socials I want two men to cum in my pussy and Ass at one time. C...

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...

🌟 Seeking my Whistler Wonderland 🌟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...

CRYPTO GIRL WILL FUCK YOU TO THE MOON! 🤑💦 Crypto Girl for Crypto Guy in the Chicago Area Hello crypto lover! 🤑 I am Jeanette. I'm good at sex and very creative. I'm into trying different positions and locations. Love exploring kinks of all types. Nothing is off limits! Some of my fav kinky stuff is BDSM, strap-ons, anal sex, role play, ...

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 Chicago 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, fit Butch... Butch for Femme in Chicago Not sure about how this is supposed to go, so here I am just saying I am looking for a date. I am romantic and thoughtful and I will bring you your favorite flowers and take you on picnics. I own my car and I have a good job. Message me: ButchTeri....

Spanish 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...

Shy 41 yr old guy Shy But Romantic 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...

MARRIED, ON THE PROWL 💍 Discreet Chicago Hookups 🔥 Married and neglected seeking Chicago sex hookups  Hi there! I'm Karlyn, a married woman seeking satisfaction and appreciation from a discreet man. No strings attached. Your generosity is appreciated but not required. I'm not shy about the fact that I need sex, and I'm not getting it now. My h...

Looking to be your slut all night long FREE Sex Finder Service! We get you LAID, gaurunteed. We do all the hard work for you. Getting laid has never been easier. This Is How It Works: 1. You enter your email. 2. You get a FREE list of women in Chicago who are "down to fuck" right now. 3. You contact these horny women and get laid to...

Stop Buffin Your Muffin Without ME! Latina lesbian 28 years old, 5'7, 140 pounds, 38C, tatted, pierced and always ready for some hot action in Chicago. I don't want to miss out on anything so let me flick the bean for you for twice the fun! I'm good with my hands and tongue ladies. I'm Lena and I'm just here for the sexy gurls, I cann...

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, ...

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,...

Help - I'm a Nymphomaniac AND an Insomniac - There is Only One Cure! I'm sort of a reverse Sleeping Beauty story. lol I need lovin to put me to sleep and give me those feel good endorfins. I want to find a sexy man to hookup with when the need strikes me. Of course you can let me know when the need hits you too. This isn't a one way street after all. I'm 29 years old...

I'm Your Sexy Guy... ALSO BI 🍆💦 Chicago Gay M4M - Deep Rub, Profound Release💦  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 Chicago but I am happy t...

Looking for someone fun & exciting! Angela26Chicago 💋 Looking for a very exciting man in the Chicago area who can make me laugh and who enjoys long walks and romantic dinners. I know it sounds cliche but I do love long walks in the park!  💋 Send me a message and if you want to go for a walk with me, let me know. (Angela26Chicago)...

Smokin' Hot and ready for a date! Ok, so maybe Smokin' hot is something you need to decide, buy 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 I sit on it! It is long and s...

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 ...

Calling all Swingers and Boobsters in Chicago Cali Needs Threesome in Chicago Hi I'm Cali a single girl 24 years old with extra large boobs here in Chicago looking for the right kinky couple who will love'em. You might be boobsters if you know what motorboating is. You might be boobsters if you know more that 7 words for breasts. You might be ...

Independent Woman in early 40's seeking independent guy Independent Woman 40's for Man in Chicago I am in my early 40's and I am looking for a cheeky, intelligent man who can make me laugh. He should be in reasonably good physical condition and have a job. Contact me @LizzieBethK if you think you fit this description and we can arrange a date. Chic...

😈😈 WANT TO HAVE GROUP SEX???? 😈😈 Sexy and Playful Chicago Wife Swapping Couple Seeking Fun Times! 😘🔥 Howdy y'all! My name is LINDA, and my husband and I are a swinging couple based in Chicago.. We love the thrill and excitement of the swinging lifestyle - meeting new friends, exploring our fantasies, and indulging in all kin...

Tom, 42, wants single minded woman Hello ladies, I am Tom, age 42 in Chicago. I have a good job, decent car and own my house. Life is pretty good and I'm ready to take the next step toward finding love. I am not looking for someone who is going to give up stuff for me. I want a woman who is already established. If you are that woman...

Hungry for Explosive Sex, Fun and Adventure?... Yeah, me too honey! I'm Hope, a black trans woman living in Chicago with all the skills to thrill. Vers top or bottom and love hot sex anyway you can get at it. Im curious, smart, free spirited, and funny. I love to travel, eat good food, watch movies and spend intimate time with my man, and no...

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...

Send Me Sext Messages... I'll show you mine if you show me yours! If you like the show maybe we can get together for some real adult fun. I'm Nina, a trans lady looking for a man for NSA, 28 years old, Italian, bottom, functional and always extra horny. Please be in Chicago, clean, polite, fun and ready for some action. If ...

I just want to enjoy life and practice safe sex Hot Woman for Great Sex @KaycieMaine Check my profile KaycieMaine I am a very good woman and I just want a man who can hold down a good conversation and make me laugh. I have integrity and I am looking for true, real love, passion, transparency and honesty. Please respond only if you are look...

So Easy A Cave Man Could Do It! Must Have NSA In Chicago! Hi I'm Lynn (CaveGurl) here in the Chicago area looking for her sexy cave man. Simply click the blue link thing down below and take a look at my naughty profile pics and let your primitive instincts take over. No need to re-invent the wheel in your quest for fire. I ...

DON'T MASTURBATE ALONE! Let Me Get You Off! LET'S GO CAM-TO-CAM! Don't Masturbate Alone... Get Off With Me! Want to chat live cam to cam before you hook up? Talk about anything. Share your wildest fantasy! Ask me anything. Me and my girlfriends are home alone and we enjoy getting naughty on cam. Join My Cam Free! Avai...

Small, smooth body big heart Smooth 19 years old in Chicago Hey guys, I am Jon and I am 19 years old, smooth, about 120lbs but fit. I like to do karaoke, dance and travel. I love the male body and enjoy sex anytime, anywhere! I'm a passionate and attentive bottom only plus a cook a great meal! Check out my profile and send a m...

Can I be your secret... Can you keep a secret? I need dick. My husband is out of town for three weeks of the month every month. I want you to gang-bang me, or we can do this with us. Will you fuck me all night, or do you want to run a gang bang on me? Please use me and put me away, wet  Username on Get An Escort: @IN...

The One and Only - Chi-town's Own - Chocolate Delight Tonight! Get Some Ebony Sweetness C'mon now every lesbian woman loves Chocolate Delight! I'm decadent, sweet, petite and good enough to eat baby! I'm an English/Social Studies teacher here in Chicago and love what I do, but need my batteries recharged from time to time if you know what I mean.  I don'...

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...

Here For The Hot Chicago Girls, No Games, Just Fun! Chicago Lesbian for FWB I'm Kelsey a tatted lesbian female 33 years old, living in Chicago seeking a woman for some FWB fun and no games. They say I have a bit of a hard edge on me, but I am kind until I'm not. Just like anyone I don't like to be pushed and abused, so what more can I say about that...

Hello guys, looking for a boy friend So, my name is Talia from the Chicago area and I am completely new to this online hookup stuff. I have never put an ad in a website before so I hope I am doing this right! If you would like to speak with me or arrange a date you can check out my profile @Talia4bf here and let's swap some sexy p...

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...

Chicago's Transtastic Toni... I LIKE to do the Wild Thing! T-Girl Toni for NSA in Chicago Hi you sexy man! I'm Toni a trans woman from here in Chicago. Looking forward to a fun, sexy evening with you tonight. Let's make some memories that we'll never forget! I'm a 28 year old redhead tgirl who's passionate, warm, funny, hung, functional and loves...

Where Are All The Party Guys? FREE Sex Finder Service! We get you LAID, gaurunteed. We do all the hard work for you. Getting laid has never been easier. This Is How It Works: 1. You enter your email. 2. You get a FREE list of women in Chicago who are "down to fuck" right now. 3. You contact these horny women and get laid to...

Vivacious Redhead Bi-curious in Chicago... Hey ladies, I'm Bi-curious Lisa and new to this. I am excited and nervous at the same time. I want a hot encounter with another female to see what it's all about. Might have to take it slow at first, so please be patient with me. I am thinking a woman knows what a woman wants better than a man. I co...

I Need a Body Rub Followed by a Naughty Rub! Hey gents I'm Lauren, 24, hard worker, large boobs, brown hair, blue eyes and 5'5, and I want a full body massage if you live in the Chicago area. About me: Sucker for a good long massage, a major turn on! About you: sensual stong hands, stamina, know the female anatomy and be a quick learner of toy...

Sexy Asian Girl Sayo for American Guy in Chicago Hello. I am Sayo. I am a hot and sexy Asian girl. I would like to meet an American guy for relationship and dating. I am a great cook so why not get your appetite up and come for dinner? I give good massages and like romance. Send me your pictures for mine also. Message me @SayoYung to chat or for a...

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...

Divorced College Lecturer Looking for Excitement! College professor and divorcee, age 42, looking for someone loving, intelligent and fun. I live in the Chicago area and I am happy to meet at a neutral place or entertain at my place. I own my own home and I am not expecting you to pay for everything. Looking for someone who loves history and books,...

I wanna be your friend and lover Mature black man in Chicago Howdy, the name is Samuel and I am a mature gentleman looking for a lady who is smart, funny and outgoing. I am 52, divorced, no kids and I am into riding my bike and fishing on weekends. There is just one thing missing - maybe it's you! How about you message me and...

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...