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 3rd, 2025

Daniel 28, Plumber, recently new to area UK Man New to the Chicago Area For Dating 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 @PipeManLee....

Latina lovely looking for love Hello, my future love. I am waiting to meet you and have been looking all over. When can I see you? Are you out there? Please contact me.  ChicaLatina24 Hola, mi futuro amor. Estoy esperando conocerte y he estado mirando por todas partes. ¿Cuándo puedo verte? ¿Estás...

George, 31, long beard to tickle you with Bearded Man for Non-Bearded Lady in Chicago Hey ladies, I am George and I am 31. I have been growing my beard for 3 years and it is nice and long. If you like bearded dude let me know and send me a private message @BeardedGeorge. I'm fun loving, athletic, Alpha type guy but gentle and passionate in...

I'm Danish... Eat ME! Been dating most of my life and nothing too serious, but now I'm ready to settle down with the right person. I'm looking for a woman who will complement me. Where I have weaknesses she will have strengths. She must be local in or near Chicago, because I did a long distance relationship once and...

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...

Wanna play threesome in Chicago? Swinger Couple 4 Threesome Me and hubby have been together for fifteen years now and are happily married. We live here in Chicago and are adventurous as well as fetish friendly. We want to find a third man or woman to come play with us for some adult fun. Of course we will have to meet to make sure...

Single Mom wants to Date Funny Guy Single Mom in Chicago I'm a single mom. I am 31 and ready to mingle and have some fun. I want a guy I can be friends with and enjoy running and fitness with. Being funny is a must! Message me! @Mommykins I love being physically active and especially enjoy romance and sex. Send me a message to...

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...

Mature man wants to find love in Chicago When I say mature I mean 48. I may be mature in age but my attitude is defintely younger. I look 38 and I act 28. I'm fit and active and don't plan to slow down anytime soon! My name is Graham and I am established with a home and I work long hours. I am only available on weekends right now but hope...

Black/Ebony Transsexual - Your New Addiction – One Taste and You’ll Beg for More 🍑💋  Warning: I’m addictive 😘 View My Ebony TS Profile here - I possess more than attractive features. I am a complete  TS woman who enjoys teasing and pleasing while taking control of your dreams. My body features long legs and  thick thighs and soft lips and a hidden secret th...

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. ...

Fabulous Filipina woman wants wonderful man Filipina Woman Seeking Passionate Man Hey guys, my name is Amina and I am full Filipina, just moved here to Chicago. I want to meet a kind and passionate man so please only message me if you are serious and fun and want pleasure! I am open minded. Hit me up @Amina4Passion to chat online and ar...

Come Join US!!!! SWINGERS DOWN FOR ANYTHING AT ALL! 😘🔥 Chicago 💋 Hello babess... I'm Roxxxy and my Hubby's name is Johnny. We're from J. My hubby and I are a very sexy and adventuruous swinging couple who love to explore our  deepest and nastiest fantasies.. We MUST indulge in the thrill of wife swaps and threesomes. The swingers lifestyle has brought so muc...

Sports loving Female : Rare, grab me while you can! Hello! I am Colleen and I love baseball, soccer, football and pool. Yes, I am for real! I even play on a local team! You want to try and beat me at my own game, ha ha! I like to have fun and spend my weekends playing pool or watching sports. If you are into that go ahead and message me! Sporty_Coll...

Join Me in This Carnival of Doom... I'm Joann a goth white female living in Chicago and single. If you are alone like me then join me as the whole world continues to sink into the dark abyss. We will embrace it's negative energies together. If you live in Chicago then contact me here and let's connect before the hour grows too late. -...

Mature sexy nurse seeking to share fun times with Handsome fella Mature Nurse Seeks Fun Times in Chicago I am a nurse and work long hours but I need to relax and spend time with a sexy, fun playmate. I am looking for a guy who is available to date and has patience and is kind. SeXXXyNurse See my profile and send a PM. Any race Any age (18+) Clean and d...

Carmel skinned beauty waiting for you in Chicago Woman seeking woman in Chicago I am Brandi and I am busty and 5'6" and attractive. I am carmel colored from a mixed background and I am looking for the woman of my dreams. I am passionate and love sex. I'm seeking a fun-loving woman in the area who wants to enjoy the fun things in life. If you mee...

HOT SHEMALE GIA will Satisfy Your Tranny Fantasy Chicago! LET'S TAKE CARE OF THAT TRANNY FANTASY! "Experience your secret tranny desires in real life!"  Hot shemale Gia wants to hook up with you in Chicago!  No strings - just great times, so join my page free for instant access! Shemale Gia's Chicago Sexbook @ShemaleGia27 Photos: 42 V...

🏩🏩🏩 Sexy Sluts Looking For Discreet NSA In Chicago 🏩🏩🏩 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...

Irresistible woman desiring to be wanted Hello, I am originally from Portugal and would love to meet a handsome, funny guy to do to movies and dinner with. I am new to this online dating scene but hopefully, you will be nice! Please message me!  IberianLady1 Olá, sou natural de Portugal e adoraria conhecer um tipo bonito e eng...

Hot slut wife in need....... 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...

No Boring Guys Allowed... Let’s Make This Exciting😉 The one with the purple hair 💜Hey you… yeah, you 😏. You better like your women confident, sexy, and  playful – and if you are, you might just be what I am looking for.  I am  fun, adventurous and surprise-packed – the kind of woman who can talk as much or as l...

Vibrant and Intense 26 year old wants to meet sexy dude Hi! My name is Angelina. My body is in great shape and I like to exercise and stay fit. I am fun-loving and down to earth. Would like to meet same in the perfect guy. I love swapping pictures and sext messages on mobile so don't be shy. I think swapping pics is the perfect way to set the tone for a ...

Debonair Trans dude, looks like Bond F2M Trans Dude in Chicago Looking for someone a little different from the average guy? Hey, I'm Barry, age 31, fit and healthy. I have a square jaw, sparkling eyes and short dark hair. I like to dress sharp. I am currently looking for a fun lady to spend time with. Possible longterm relationship.&n...

Chicago Cougars and Cubs Cougars and Cubs in Chicago Browse thousands of cougars profiles and join free! ...

I'm as Pure as The Driven Slush!... Carmine here in Chicago looking for a fem lesbian who needs it rough and dirty. Imma spank that gurly girl and make you quiver with pain and delight. You'll cum in ways you never imagined! I'll get you home and your ass is mine! Don't play games with ME! You said yes when you walked through my front...

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...

Widower seeking affection in Chicago Chicago Widower Seeking Affection Hello ladies, my name is Jonathan and I am seeking some female company for fun times and affectionate days. It has been a while and I have to face that I'm lonely. I am 52 and still look in my late thirties (I am told) and I am fit and healthy. I love riding horses...

💦Male for Male – NSFW Only: You Dom, I Submit. Period. 😈🖤  The advertisement is not intended for casual greetings. This is: You top. I bottom. You  take. I give. You tell me what to do. I do it. Simple. Dirty.  Hot. View My Gay Dating Profile Here - ❤️✨ I completely submit to all things kinky while being body-positive and ready to sur...

🌟 Handsome JOHN Seeking a Spark 🌟 LET'S PLAY SOME Hello there, lovely ladies of Chicago! My name is Johann and I am on the lookout for that special someone who can ignite a fire in my heart. 💖Swap pics & contact info I have a passion for exploring the great outdoors, whether it's hiking through the mountains or relaxing by the lake. �...

Maybe YOU could be teacher's pet?! Chicago Lesbian Seeking Life Companion Hi, I'm Jen, mixed race lesbian female 34-years-old, 5'7, 150 pounds, working in the Chicago School District and am looking for something more stable and long term. I love kids, (have 2 of my own three days a week) I teach 5th grade english and social stu...

Mature Retail Manager looking for Serious Relationship Retail manager seeks serious relationship in Chicago My lifestyle doesn't make it easy for me to meet people. I have recently moved here from Montana and I would love to meet someone who is light-hearted, fun, carefree but also responsible and intelligent. My name is Mandi. I'm 41 years old and I ...

Luscious Lesbian With Angel Arches and Princess Toes... I'm Nina 25 years old and my sweet feet really turn me on. (as they will you) I need a lesbian, bisexual or bi-curious woman living in Chicago to worship my feet at least as much as I do. (and that's a lot) Access to these sexy feet is a privilege to die for. To see them fully naked would make you s...

Sexy Honey I am a totally real, down to earth, fun girl! I am looking for openminded, playful, sweet, tender, fun guy to make me laugh! SEXXXYHONEY Call or PM     Message me for recent pics Talk on phone required first before meeting in person No strings...

SWINGERS SEX NETWORK Locals Join Free! LOCAL SWINGERS FORUM Swingers, Swaps, Threesomes, Groups & Sex Clubs! Local Swingers | Pic Exchange | Sext with Members  1. Signup Free for instant access2. Chat up hot locals & swap pics 3. Arrange local swing hookups!   KenNKat:&...

I'm Sexy And I'm Nona!... Hello girls I'm Nona a tatted, 24 year old, brunette, 5'8, 150 pound lesbian originally from right here in Chicago. What makes me sexy you might ask? Because - I'm NONA! - and you'll get the rest of the answer later when I show you. So, talk dirty to me and send me naughty private pics. If it makes ...

Hey Sexy I'm Gonna Add YOU to My Cart! Shopping Hard in Chicago Hi there I'm Roseanne about 22 years, about 5'5 and brunette with big brown eyes here in Chicago. You know girls love to shop online and I'm no different. I'll just add you to my cart and check you out. Now how long until delivery? Huh? I don't do snail mail, so make it qui...

Successful Sex Genius! Clever Lesbian in Chicago Inventor of the Hindlick Manuever, Jodi here in Chicago. I have impressive credentials such as a sexy vibe, perky tits, great complexion, 24 yrs old, blonde hair, blue eyes, 5'6, 120 pounds, dirty mind, love oral and toys, love kink and fetish, and open minded. You co...

Chivalry Isn’t Dead—But I Might Be After One Good Ride 😏🍑 an looking for a hot woman to be my eye candy and trophy woman. Let me pamper you and take you out. I love lots of foreplay, kissing , giving and receiving lots of orgasms. I am very into oral and eating that kitty. I'm a damn good lover and know how to use my cock! I want us both to use each o...

VirginAss88, Never Been With a Man... I like having fun. I'm very honest perosn, very brave and interilligent. Love it here in Chicago and all the possibilities it offers for a guy like me. don't like the idea of bar pickups and would rather ease into this thing. Must be descreet and honest. Message me here. VirginAss88...

ShopinRound38 outgoing, funny, and independent (Please only message me if you live within 50 miles of the Chicago area) . I am winding my career down and am wanting to traveling more and work less. Looking for someone to share intimacy and good times with. It’s getting harder and harder to find someone the old fashion way, so thought ...

Hungarian Beauty seeks fun and friendship and more Hungarian Woman for Fun and Friendship Új vagyok ebben a városban, és magányos vagyok. Szeretnék találkozni és randizni valakivel, aki szórakoztató. Küldj egy üzenetet, ha el tudod olvasni ezt. Beszélek angolul. I am n...

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'...

Tall & Peggable 😈💋 Looking for My Boss Babe Hi I am a Single 32 years old straight white male.I'm in Chicago and I would love to meet and amazing woman who wants to feel a real man! 😉 I love lots of foreplay, kissing , giving and receiving lots of orgasms. I am very oral i love to give as much as receive. I love to make her cum all ov...

Just Got a Delivery of Kinky New Toys! Young lesbian girl Robbie just got some kinky supplies with lots of batteries. If you are into some kinky fun and live in Chicago then HMU for a good time. I'm 21 years old, bit of a butch/tomboy type who is just now getting into fetish play. Got some bondage gear, pumps, whips, gags, electro stimul...

Partners in crime, or? Sexy, Slytherin, Aries, ISTP and more, if that gives you a hint about my personality traits. So, I’m a sexy, sensual, tender, animal loving, bookworm. I am a bit of a flirty whore, who loves mystical magical movies and stories, so let’s get that out in the open. If you live in the C...

Phat Booty Lesbian Soul Sister Shakin' it in Chicago Baby!... Hi I'm Lisa a Black BBW lesbian looking for a hot woman in Chicago. Hmm let's see do I want some chocolate, mocha or sweet vanilla tonight? I cant decide! Why don't you get hold of me and help me decide and show me what's up? I'm down for a hookup or maybe a girlfriend long term, we'll see. Please l...

I Need a Massage... I'm a Sucker For a Good Massage!... Hey any of you fellas in Chicagoland know how to give a girl a body rub? I need a slow long lasting massage by some stong sexy masculine hands. No quickies either! If things work out maybe we could have a mutual more long term thing? You know, a more steady get together? You scratch my back and rel...

Chill Dude Needs His BBW Queen... Hi ladies I'm Mike from here in Chicago, age 30, 6'0, 190 pounds, Italian, French, Norwegian mix, tatted, well endowed, muscular, journeyman plumber, who loves lots of curves and passion in his woman. I don't meet many women in my line of work and bar pickups are not usually the right way to find a ...

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...