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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May 2nd, 2025

Gay Lawyer seeks Male Soul Mate Hello, I am a 38 year old lawyer in Chicago looking for a handsome and intelligent man to share weekend fun and outings with. I am reasonably handsome, but that is all about perspective. I am tall and have short brown hair. I like to dress nicely. I enjoy coffee, great conversations, travel, sports ...

🌶️Male Seeking Male – “What Are You Into?” Everything. Now Come Over. 🍑🖤  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 ...

Half Asian female wanting affection in Chicago I am half Asian with a dark complexion. I am here studying and I am lonely. I would like to meet a nice lady I can be friends with and hang out for fun and hopefully sex. Send me a private message to MelodySingF...

I'm a Snobby Stuck Up BITCH! I'm AllyCat and I need a sexy AF man to give it to me rough and hard and pound me - use me AGAIN and AGAIN! Have your way with me and put me in my place! Teach me a lesson I won't soon forget baby! Make me tap out and then beg you for more. I'm always ready and you should contact me here if you live...

Ohhh Yeah! I'm PHAT AS HELL BABY!!! BBW Wants FWB in Chicago LustyPhatty (Susan) here livin' large in Chicago. I know you are cravin' my curves and big playful funbags, and I got a few cravin's of my own. I want you to play with and massage my huge titties all night. (heaven) I'm a BBW 34, 5'3, 42EE cup, and will tell you the re...

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...

Looking 4 a Man 4 Sex 🍆💦 & Fun😍🤩 I really need to get out and have some fun, maybe a drink, smoke.. Sex -  Message Me❤️ I've been really horny and just stuck at home. I have a few GF's who might want to join us and play too, if you're down Or I'm willing to go out and have fun just us. Will you help me get out and have so...

Fun Loving Couple in Chicago Seeks Male or Female for Threesomes... Swingers in Chicago Seeks Partner Hi, we are Jordan and Riley, a sort of a younger swinger couple in Chicago looking to explore threesomes with the right guy or girl who is open to sex with a man and a woman at the same time. We look forward to experimenting with some wild fantasies we have and wel...

31 Years Old in Chicago, Sugar Daddy Arrangement!! Seeks a Sugar Daddy Arrangment in Chicago I don't care so much about your age but you must be fit and healthy and able to swim and snorkel! I love anything in the water and usually maintain a tan! I am active, fun loving and they say I am attractive! My name is Phillip and I am 31 and I have a dema...

Lesbians in Chicago Message Me 😻💦👅 (W4W) Ladies whowant lesbian sex NO MEN Please.. Looking for a sexy lady to play with tonight, W4W Women only please, I'm strickly lesbian. I love pussy. i'm local and ready to play.. So if you're a lady who wants to play with another sexy lady, hit me up.  ...

Transgender Goddess for Late-Night Escapes & Filthy Fun 🌙💋  It’s late. You’re restless. And you’re craving something… different 😏 - View My Transsexual Dating Profile - As  your TS fantasy girl I offer sultry and smooth vibes while delivering experiences beyond what your ex could have  imagined. My secret between...

◥◣🟪🟦🟩🅽🅴🆆⬛️🅰🆂🅸🅰🅽 ⬛️◢◤I'M SEEKING A MAN FOR SEX!! Hey there, I'm Lisbeth from Chicago, and I'm looking for some no strings attached fun with a playful partner who's ready to explore all our fantasies together. 💫 I love to get down and dirty in the bedroom, trying out new positions like doggy style or reverse cowgirl. 🍑 And when it comes to ki...

LESBIAN LIZZY💋Chicago I'm Lizzy and I'm in Chicago, W4W Only!! Hey babe.. Do you want to feel the touch of another sexy woman? Do you want to makeout, suck, lick, scissor, finger each other and more? I want to make you moan and lick you down there. Let's get naughty babe. Message me!! Let's...

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 ...

The Trevor Project Saves Young LGBTQ+ Lives BonePage Supports The Trevor Project Proudly sponsored by Chicago Lesbian, Gay, Bisexual & Trans Dating Community The Trevor Project Donations, by Megan Morrison BonePage.com proudly supports The Trevor Project, an organization dedicated to suicide prevention among lesbian, gay, bisexual...

Short but fast runner likes to meet fitness partner in Chicago Hello. I am Justin and I am a fitness freak. 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 am 42 but look pretty young. I guess I need something fun to do besides working out. Let me work on you! Check my pictures and se...

DoobieSisters Looking for Smoke Buds... DoobieSisters we are hot, sexy and are here seeking generous gentlemen with weed for girls in need. You won't need anyone else to smoke your blunt from now on ;) Come check out our new improved Chicago profile and lets cut out the middleman if you know what we mean! Click here to introduce yourself ...

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 ...

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...

Tantalizing Tina with a HUGE W33NAH! Chicago Trans Woman for Hookup! Hey gents I'm Tina a trans female hot for all you sexy Chicago men and wnat to show you a time you'll never forget! Do you like them thick, long and uncut? Then I'm the girl for you. Look no further for a passible and functional t girl - HERE I AM!  About me: 2...

Well Endowed Shemale is beautiful Chicago 32 Well Endowed Shemale in Chicago I am Blanca. I am ready to eat your manhood now. Top or bottom. Bareback if you're clean. Come say hello. I'm friendly, sexy as hell and always satisfy my partner. Give me a try. Message me at BlancaShemale32 for my latest pictures and proof of my size!&nbs...

🔥🔥🔥 WANT TO JOIN US IN SOME SWINGING SEX??? 🔥🔥🔥 Hey there, I'm Heidi from the beautiful Chicago. My husband and I are a fun-loving swinging couple who love exploring our fantasies with like-minded individuals. Swap Pics & Contact Info There's something so exhilarating about the swing lifestyle - the thrill of meeting new people, the exci...

💖 Sweet, Seductive & Craving Her – Ebony Babe Looking for a Good Time 😘 Chicago Ebony Lesbian Lover Seeking Woman!!😉 I am a thick, chocolate colour 🎂🤎  , in my mid-20s, with soft curves and  smooth skin, and a wicked little smile. I am playful, affectionate and very into women,  especially if they know how to tease and please.  It should be ...

T-Girl Wants No Strings Fun in Chicagoland! Hi I'm Mavin, and verybody says I look like Marlo Thomas an actress from the 1960's and 70's. I'm passible, functional, Ive been described as easy to talk to, comfortable to be around, and sweet in demeanor. I'm a good girl with needs though and want some NSA action in Chicago tonight. You...

PENTHOUSE PARTY For Insane Swingers Fun - Cum With Us! GOING FAST - BOOK NOW! 💋🔥😈 Party Favors & All Night Sex Drives- Username: @SwingersBalls2004- Location: Chicago, Illinois- Swingers Profiles: Yes- Party Pics: 27TEXT DIRECT FOR BOOKING INFORMATION- Video Chat: Yes- Messenger: YesPics & Socials We're looking for more swinging couples to join us in a swingers part...

Angelic and single with big tits that love attention! Hi guys, my name is Trisha and I am 24 and wanting to meet a cool guy who likes live music and hiking. My breasts are one of my best features so I hope you like them! I'm pretty cute to look at too. You must have a good sense of fun and be intelligent and responsible. My measurements are 38-26-36! ...

27 Yr Old Columbian needs affection 27 Year Old Columbian Hottie Have you got what it takes to please me? I have what it takes to please you, and I know it! If you are serious about being serious and you want love and affection I am the girl for you. View my pics and contact info @Alejandra27...

Short and Sweet and New to the Area Hey guys! I will keep it short just like me! I am new in the Chicago area and I am single and looking for some dating fun! Send me a message @ShortnSweetKellie if you want to know more! ...

Sophisticated Black/White mixed Lady wanting Gentleman friend in Chicago My name is Janette and I am 32. Some men have been intimidated by my 36D breasts, with big sensitive nipples, but I am hoping there is a man out there who can cope with them! I am passionate and responsive and give pleasure just as freely as I receive. Don't be afraid, I don't bite... too hard! Mes...

TS Sugar Baby💎 Your Perfect Trans Fantasy – Let’s Make It a Reality 💋  📍 Location: Chicago 💖 Seeking: Fun, Exciting, &  Discreet Connections Some about me.. Trans SugarBaby: Hey there! I belive I'm a stunning, sweet, and playful trans beauty who loves good  vibes, great chemistry, and unforgettable nights.. I'm in my early 20's and I'm...

Need a Dirty Sexting Buddy in Chicago... Hi guys I'm Cathy in Chicago and My fantasy is to sext NSFW naughty pics and short videos to a kinky man while I'm at work. Upblouse when I'm braless, upskirt w/o panties, toy play etc. I get really horny in my office and need you to send dirty comments back. After a while you send me nasty pics of ...

BLAZED HOOKUPS - Party Friendly in Chicago Where's the Party in Chicago? I'm Marijane @MarijaneBlazed26 and I'm looking for a smoking hot encounter here in the Chicago area. I love getting lit up and then down and dirty with a generous man - nothing turns me on more than a good old-fashioned fuck when I'm high. Whether you want to explore a...

Breast Obsessed Little Booby Boy... Need Mezmerizing Mammaries in Chicago Controlled by Cleavage, nipples, areolas, breasts, boobies, tits, hypno, highly suggestible, kinks, fetishes all types. I'm Lenny a 5'9, about 160 pounds, 22 year old single male in Chicago here for magic milk bag fantasies. If you have boobies I'm interested! ...

I’m willing to lie about how we meet... I am a 32yr old half Hawaiian, Samoan, and half German. Born and raised right here in Chicago. I'm 5'11" 190 pounds and have brown hair and hazel eyes. I’m a Disney obsessed, official Netflix movie rater. I’m also a cereal connoisseur and to top it all off I'm an 80’s pop music Lov...

Beauty Queen from India looking for love My name is Manju and I came from India in 2002. I am a college graduate and I work in retail. I am looking for someone who is exciting and fun, but honest and trustworthy. If that is you please message me Manju in Chicago so we can get together. I look forward to meeting you!...

Flirty thirty-something Lesbian wants party goer Flirty Feminine Lesbian to Party in Chicago Ok, maybe not always partying but I do love dancing so much. I can dance for you if you like! My name is Selina and I am half Spanish. I speak both English and Espanol and love to travel when possible! I work from home, even at the moment and I love the p...

Bouncy chick looking for..... Dick or John, whatever your name is, are you my Mr. Perfect?? If you are out there, and I am sure you are, please send me a message @BouncyFunXXX so we can finally meet up! I have been waiting for you! Must have sense of humor!...

Totally new to this kind of thing! I use a couple of apps to do dating but I am never tried this site before. I am hoping I came to the right place. Are you my Mr. Right? I hope you are not my Mr. Wrong! My name is Lisette and I am 26 and single and I love to go to the beach and the movies. Check out my profile page and send me a mes...

YOUNGER COUPLE ( 18+) LOOKING 4 SOME EXTRA FUN 🔥🥵😉 Hey there, I'm CONNIE from Chicago. My hubby and I are a swinging couple who love to explore our sickest fantasies.. Do you want to hear more about what we're down to do? I want to make love with like minded individuals and fuck hard!! The thrill of wife swaps, threesomes, and the swing lifestyle tu...

Good girls don't, but I DO! Tania Needs Hot Man in Chicago You can call me a good girl all you want... but that won't change my horny ways. I need more! I need to be touched, I need to be filled, I need to be spanked! Any men in Chicago who feel me on this? Let's get together and see about some NSA tonight and if it works out...

Jasmin T-girl Ready to make friends Want to Meet a T-Girl in Chicago? Hey, I am Jasmin, with a great body and busty. I love tatts and I'm 420 friendly, down to party! Lets swap some pics and then meet up for hot dates and see where it goes!  Hit me up @SweetJasminT...

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...

Say BootyJuice Three Times and I'll Be There for a Threesome! Ebony Babe Wants Threesome in Chicago Sataay here in Chicago lookin to freak it with a white swinging couple who need some hot chocolate. I will make an exception for mixed couples as long as one is white. It's a fantasy thing. I got big boobs, big booty and a big ol dirty mind! So come on by and s...

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...

Princess Mai Rules Chicago! Cruel to be Kind in Chicago Come bow down before Princess Mai of Chicago and I will rule over you. I will control your life, your comings and goings, and who you can or can't talk to you sneaky little bitch! When I text you better answer and be at my service. It is your duty and pleasure to appease...

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...

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...

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...

Hot sexy shemale doll visiting Chicago now Shemale Visiting Chicago Very hot sevy and curvy shemale chick with big delicious lady stick. Message me on my profile page @TaylaShemale1. Seeking kind gentleman for romance and fun. Possible long term with the right man. ...

Super hot guy waiting for girl of my dreams Black Man for Romantic Woman in Chicago Dark chocolate man with romantic nature. My name is Dwayne and am 6 feet 3 and well built. I am into sports and I love watching football. Life is good and all but I want to meet a beautiful woman for passion and adventure. Check out my profile @DwayneSeekingR...