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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January 20th, 2026
Sofia es Nueva en Chicago y sola Nueva en Chicago y sola Nuevo en la ciudad y solo. Me gustaría conocer y salir con alguien que me plazca. Envíame un mensaje @SofíaSexy28  Mujeres solo por diversión o relación a largo plazo. Username: @SofíaSexy28Location: Chicago, IllinoisAge:...
BANNED ON FACEBOOK... Wanna see the pics that got me kicked out? BANNED ON FACEBOOK. WANNA SEE MY PICS? Hey there. I'm Kimberly, my profile is in Facebook jail for posting my hot pictures.  WTF?! So here I am. Want to see the pics that got me kicked out? Look me up: KimberlyX69 My pics and videos are free. No need to pay for anything. Just ...
Beautiful Krystale 25 Chicago visiting now Beautiful Preop Shemale Visiting Chicago Come and join me for a drink. I am lonely here in this new place. Dark olive skin, really beauty. Message me @Krystale25shemale.  Krystale25shemale Username: @Krystale25shemale Age: 25 Location: Chicago, Illinois Sex: MtF Trans Seeking: Man ...
I’m a Sexy and Naughty T-Girl Here in Chicago. Chicago T-Girl 4 NSA Fabulous Fanny here boys! I'm a trans woman living in the Chicago area. Sweet, sexy, friendly and outgoing. I will definitely make you feel happy/sexy vibes and relaxed. I have an amazing body boys. I'm a pretty t-girl with a big present! So forget all your  worries and st...
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...
Lookin' for a Playmate? Let's Make a Playdate!... Sexy Chicago Hottie For NSA Busy student wants a hot and sexy man (preferably a little older and mature) to spend some quality time with in Chicago. I'm a 22 year old white female college student studying hospitality management and love to get out and find a release once in a while with more mature...
Single Mom 👗 With One Free Night a Week Being a Mother takes up most of my hours.Yet on one evening each week, it belongs to her. ( MESSAGE ME NOW✉️_) What draws me isn’t noise or mess. A quiet kind of power does - effortless banter, sparks that grow without effort, calm excitement that simply happens What counts is judgment. W...
Small, smooth body big heart Smooth 19 years old in Chicago 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 profi...
I'm Your Sexy Guy... ALSO BI 🍆💦 Chicago 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 to travel anywhere,,,   Gay M4M - Deep Rub...
Black beauty with a big round booty!... Hot Chocolate in Chicago Hey all my sexy Chicago boos! Sheena here and Imma give you the juicy juice and work it and twerk it tonight! Just give me a holla and lets see what's good baby. Come over and bring your little friend for me to ride all night. I got big ol tiddies and want me some NSA hooku...
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I Need a STEAM ROLLER Baby!!! I want you to inject my soul with that sweet lover's pole till there ain't much of me left behind. I'm your whore so just F my brains out tonight. I'm a naughty trans looking for a top big boy to have his way with me. So it's heels and ass up and earth moving sex the hard way. That's the way I like ...
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...
Wild and Crazy Girls Looking for Some Man Meat in Chicago Bi Girls Want Threesome in Chicago Hello boys we are two bi girls (Linda and Emmy) looking for a sexy man in Chicago to join us in some hot fun. We tend to be a little kinky so you'll have to get to know us a bit first. You check us out, and we check you out sort of thing. Come on, it'll ...
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...
My body yearns to be the center of your attention... Hi all you sexy men out there in Chi-town! I'm a horny White female looking for NSA sexual encounters of the lingering and passionate kind. I don't want just wham-bam thank you m'am type hookups. I want you to worship my body like you mean it and pamper me. Fix your studying gaze upon me when I'm na...
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)...
Italian hot woman looking for love Adriana Hot Italian Woman i guys!  my name is Adriana and I am from originally from Italy. I moved here recently and want to meet a nice friendly, fun guy. I own my own private cozy place. I am friendly and a fun girl. Message me. See you soon! ~ Adriana in Chicago...
A Hot Fucking Game Of Four-Some Roulette. What Kink Will We Choose? HotWife? GangBang? WifeSwap? - Username: @JNDSwingingCouple- Location: Miami, Florida- Ages: 23 & 26- Swingers Profile: Yes- Hotwife Pics: 57TEXT DIRECT FOR BOOKING INFORMATION- Video Chat: Yes- Messenger: YesMy Hotwife Pics & Socials We are Julia and Derik - I'm a Hotwife and He likes to watch and join in at the ...
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 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 Chicago area. I am self sufficient and I am wanting to me...
Lithuanian Lady Likes Lady Love Seeking a beautiful woman to be with. You must be kind and funny and like any kind of music. Tatts and piercings are a turn-on! I love to sit and watch movies and I love music, exploring the Chicago area and eating out. Messsage or text @Natalia4LadyLove xoxo, Natalia Username: @Natalia4LadyL...
Cunning Linguist... Oral Expert Seeks Woman in Chicago Hi, I'm Calvin a single male in Chicago looking for a single woman who is funloving and passionate. I am orally gifted and speak fluent English and have an accent. My greatest oral talent however is in my long tongue - my whiskers are soft and tickly, but not...
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...
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...
Attractive 48 yr old seeking younger man in Chicago for fun and excitement Older Woman (age 48) for Younger Man in Chicago Area Thanks for looking at my ad. I am willing to travel for the right guy but I prefer within 25-50 miles of the Chicago area. I am blonde (Yes, natural!) and I am cute, with a small frame and long legs. I love music and dancing and sex! Hit me up wi...
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EXPLORE YOUR KINKS WITH THE STRAP-ON QUEEN!!! Chicago Boys Deeply Love My Strap On Fetish Your gonna meet BigBen my favorite strap on! (shown in the pic attached) I'm Sandra a bi-sexual fetish friendly hot bitch who definitely wants to do it freaky and rough to men, women and couples in Chicago tonight. I specialize in strap on, pegging, Bonda...
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...
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Transgender🟢TINA TS😉💋 Ready to play with a TGirl Tonight? Hi babe, I'm Tina 💋 I'm in Chicago and ready to meeup and hookup in LA tonight.. Let's hang out and have some super sexy fun!! I really need to get out and have some fun. Come check out MY PROFILE, browse my pix, videos and send me a message now.. Le...
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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: ...
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Tatted Dad Looking For His Boy Around Chicago 35, hairy, brown hair, brown eyes, 5 ft 10, about 7.5 inches cut. Hippie type guy looking for his "boy" to smoke with. Prefer younger guys but can go older for the right guy. Hey, a hot guy is a hot guy, regardless of age. Mostly top here, but very oral and loves to eat a hot ass. Send me a message ...
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