Post Ad My Account

Chicago, Illinois

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 /

>>>

<<<

June 15th, 2025

I WANT TO CHEAT-ONLINE NOW 🟢 I'm tired of my husband. He just doesn't make me happy anymore. I really want to get out and see what kind of sneaky fun I can have. Do youlike the idea of us getting out together and not telling anyone? I know I do, I'm wet right now even just writing this. I want us to have som...

Puss N Boots Sexy Puss N Boots Fetish Hi I'm Linda (PussNBoots) here in Chicago looking for a man who has a boot fetish like me. Boots are a symbol of power and that's why serious bikers and Armies wear them. If you love a woman in boots then maybe we should see about a FWB situation. I want you to take me boot...

Filipina Nurse Seeking Good Man for Fun and Romance... Hi I am Amihan just graduated from nursing school and now working in a major hospital here in Chicago. I am 23 years old, 5'3, 110 pounds, 36C, love people, love men and want to find a good man who wants a beautiful family someday. I don't think I want to date people in medicine. It's hard to explai...

FEELING H0RNY? I'm Your Dirty Little Secret 😈 CAM SEX BUDDY! 👁️‍🗨️💦 I'm horny and bored 😈 so I set up my sex cam 👁️‍🗨️💦 I specialize in kinky fetishes. Seriously, I like vanilla sex but I also like to taste all the flavors too! 😈 Join my cam (online now) and tell me your kinky secrets and deepest sexual desires and I'll share mine with you. T...

Do you know the difference between a dick and a bucket of popcorn? You don't know? Well then take me to the movies baby! Mmmm think of all that creamy, buttery, salty goodness! Talk about a double feature. lol Hope you have the munchies for this hot Chicago tranny tonight. Save your appetite boy! Me: trans, 30yrs, 5'10, functional, thick, uncut and longer than...

RATE MY PICS XXX Let's Swap Pics and Sext Online! Let's Swap X-Rated Pics Online I wanna play a game. Here it is: I really just wanna send you my dirty pics. I love it when men get off to me and all I want in return is a rate of my pics and how good your orgasm is. Wanna play Look me up: RateMyPicsX It's free and I do reply to fre...

Twisted Sister - Loves to Ride.... and be Ridden! So, you wanna ROCK?! Fully function and extra large (10inch) surprise for all my Chicago boos out there. I'm a sexy trans woman currently living in large and lovin' every second of it. Hit me up cause I Wanna ROCK too! I'll show you what a real woman can do and everything you don't know now. I'm sex...

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...

Henry your Puerto Rican Stud for Local Man Puerto Rican male for male in Chicago I am Henry, from Puerto Rico and I am living local and wish to meet you. I am friendly, sexy with a big dick that is sure to please. I'm easy going and like to have fun. I'm very much sexually adventurous so I can please you much. Check my profile @RicoHen...

I Need Booby Rubs! Hey all you boob fetish Chicago honey bears, I'm Barb looking for a man who knows how to handle extra large boobs. I need blissful massage leading up to more playful things like bondage, sucking, slapping, biting and torture to get my motor running. Get me wet and then hit it for me! Make me scream!...

Black Female Seeks Sexy Couple in Chicago for Friends with Benefits Situation... Hey fellas, I'm Sheena, 29 years old and I'm a professional in Chicago who works long hours. I need a couple to take care of my needs and sex fantasies. When it gets urgent, it gets urgent - what can I say? I am a little picky and will not settle for just anyone. I need a couple who is sexually exc...

6'2 Dark Chocolate in Chicago Hey! I'm Gary, age 27, tall, dark, chocolate, want to meet you. Super ready HIV Negative. Come and play in Chicago at Roscoe's Tavern or Dorothy. Message me @ChocolateRush for my pictures and #...

Chicago Wild Child Looking for a Thrill or Two... Let's Go Wild Baby! Hey boys looking for a party? I'm Jenna ready for life in the fast lane here in the Chicago area. About me - 21 years, 5'5, C cup, smoke, love to hang with the boys. If you are looking for a girly-girl then I'm NOT 4 U! Let's just take things as they come and don't get too hung ...

Cuckhold Bull in Chicago Available for Couples... Hello, I'm Ryan and live in Chicago offering my unique service as a Cuckhold bull. I have the physical credentials and am attractive. I stand 6'0, good shape, 9"+ inches, thick and uncut, single, black hair, blue eyes and I am a very easy going guy. Respect and attentiveness are my watchwords...

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...

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...

Fit Swinging Couple in Chicago, New to the Swingers Lifestyle & Ready to Explore! Swinging Couple in the Chicago, Illinois Area Hello sexy people! We are a swinging couple in the Chicago area. We are new to the swingers lifestyle but eager to learn and experience the passion! We assure we can give passion as well as we receive it! About Jeff Jeff is former military, stocky, fi...

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...

Spicy and Hot T-Girl from Colombia Latina T-Girl in Chicago Hey guys, I am Colleen and I am looking for a long term relationship. I am open to FWB but would like something more serious eventually. I am 33 and have not had surgery. Nice surpise waiting for you! Send me a private message! ColleenLatinaT...

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...

Lookin for the big one? What a silly question. Of course you are! Well, I got the big one for all you size queens out there in Chicago. I'm Frank part Italian and part many other things. Here looking for the same thing you are really. If you want to find what you are looking for here I am hung like bull. Nothing small abou...

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...

Single White Trans Woman Wants FWB in the Windy City.. I'm Hora looking for love in all the wrong places and lovin' every second of it! So here I am single and on this site looking for a sexy man to take me to loveland on a regular basis. (NSA) I expect you to be: not afraid to party, not afraid to go top, not afraid to go bottom, not afraid to take me ...

New Body New Me M2F in Chicago Hi, I'm Natasha, newly transitioned, exploring this beautiful new chapter in my life, and ready to date. Gorgeous non-op with slender legs and curvy body. Want to come and join me for a drink? I love sex in my new gender!!! Seeking a local area man who will enjoy sex and passion with...

Naughty boys check me out... good thing I LOVE naughty boys! Kara here, I will make your fantasies come true in Chicago! I have a bubbly personality, enjoy intimate dinners, shopping, and I love as much as I receive. I dress to impress, love to snuggle, STD free, classy, and ready to satisfy the needs of my man anytime. People who know me would say that I hav...

Latina Beauty needs love in Chicago Hola señoras. Soy Juanita y soy local en esta zona. Tengo un trabajo y tengo mi propio auto. Puedo viajar para conocerte si quieres conocerte a mitad de camino. enviarme un mensaje @Juanita4love. Hello ladies. I am Juanita and I am local in this area. I have a job and I have my ow...

New to this place, Andrew, 36. Man Seeks Woman in Chicago Ok, what do guys say on these things? I want to meet a kind, friendly and fun lady to hang out with and have fun with, and maybe more. I am tall and somewhat muscular build with dark brown hair and brown eyes. I enjoy my work as a business analyst. Want to know more? I'll...

⭕❌⭕24 hour❌⭕❌new girl❌❌best massage❌⭕❌ Chicago 😘🔥 💯💯New🔄 sexy ,if no young , No pay🔄 New Feeling🔄💯💯 🏮🏮🏮Waiting For You, 🌊Let you enjoy different treatments🌊 and 🌊feelings🏮🏮🏮 🌸🌸🌸Four hand massage 💆🏻💆🏻💆🏻 👙👙👙You will never disappointed 👌👌👌 📣📣📣 table s...

SECRET CROSSDRESSER? - Meet with Me for Discreet Dressing in Chicago Secret Crossdressing Hookups in Chicago Hey there. I'm Sam (Samantha when dressed up). If you're reading this ad you may be a crossdresser who needs to let your feminine side out to play. Me too! If you're in the closet or married, it's no problem. I live alone, have a nice, home with a private gar...

🍑🍑🍑 Tight backdoor action 🍑 Deep Anal Sexiness 🍑🍑🍑 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...

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...

Email Chicago Shemales Now! 💌 Want to Hookup and Find Chicago Shemales? RADE PIX - MESSAGE - BROWSE PROFILES This Website Helps you find local shemales and TGirls meet local men. It's the perfect place to find what you're interested in 😉.. Do you want to meet local shemales who want to fuck and have some sexy fun? I dar...

Hello! My name is Alexis in Chicago Sex Hookup in Chicago If you are looking for someone to entertain you and be your ultimate fantasy girl, that is me. I am hot and sexy and want to hook up with someone with warm feelings and a bright personality. Send your pic for mine. AlexisXoXoXo If this ad is online then I'm availa...

Sugar Magnet Looking for His Sugarbaby in Chicago... Hi, I'm Matthew a semi-retired Real estate developer recently divorced seeking my sugarbaby for sexy good times and companionship. I have a yacht, penthouse and nice cars, but still something BIG is missing... YOU! I admit, I'm not the best looking guy, but you could do worse. Do you like to travel?...

Trans Flight Attendant Seeks Man for NSA... Hi I'm Annie, a 32 yr old t-girl, a Chicago trans flight attendant looking for someone who can understand my wild lifestyle and sometimes erratic hours. I work hard and I play hard. Let's wing it tonight baby! I love men, passion and exploring new things sexually. To say that I'm fetish friendly wou...

Bosnian Beauty wants a date I am new here in town and I would like to meet a cute man to go to dinner with. If you are interested please send a message to me. @BosnianBarbie Bosanska ljepotica želi spoj Ja sam nov u gradu i želeo bih da upoznam slatkog muškarca sa kojim ću da idem na večeru. Ako ste zain...

Fitness Freak has sporty body Hi, this is Teri! I love to work out. I run, I lift weights and I am fit. I am medium height and weight, toned and tan. 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 an athletic female partner, take a look at my o...

Roses are Red, Violets are BOOBS! Woman Seeking Boob Man in Chicago I'm Violet! Just a girl living here in Chicago all my life except for a short time in Tucson, AZ. I'm 23 years old, big natural titties, redish hair, blue eyes, big sexual appetite and love to have a man treat me to a long blissful booby rub. That gets me hot ...

Big Tits, Looking for Real Fun in Chicago Big Tits, Seeks Fun Guy in the Chicago Area I can entertain you and make you laugh! I have a bubbly personality, big tits that love to be touched and I like to show off. I just like to kick back and have fun. I am light hearted and fun, intelligent and also street smart. Would like to meet similar...

Superb Shemale in Chicago... T-Girl for NSA Encounters in Chicago When you decide to take a walk on the wild side it's always best to take me, Nicky, a superb shemale in Chicago. I've got everything you need and then some. Fully functional, petite, passible and extra large for extra fun! I love to flirt, fondle, f#ck and ...

Take Me to a Strip Club!.... Female for NSA in Chicago I'm Diana, and I want to go to a strip club with you here in Chicago. It's sort of a kinky fantasy I have going on right now. I have other dirty fantasies, but this is one of those I've never tried before. I'll even buy you a lap dance! I love to see a man get turned ...

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 ...

Czech Beauty new in Chicago Ahoj, lásko. Rád bych se s vámi setkal a hledal jsem vás. Kdy se s tebou m?žu setkat? Jsi tam venku? Kontaktujte m?. Hello, my love. I know you are out there somewhere. I would like to meet you and have been looking for you. I like texting and sharing sexy thought...

Great kisser, looking for same Did I get your attention? If you are reading this, I must have! So, there is more to me that just great kissing, but I wanted a hook! Here goes...I am 32, a manager in a store and I just relocated to Chicago because of my job. I don't really know many people yet, except my roommates and I am kind of...

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...

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...

Simple Fun 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...

Trans Playmate Sex Kitten... Ebony trans woman in Chicago wants to be your sex kitten and playmate so let's make a playdate! I love all men so any race or body type or political side is fine with me. I can get along with anyone and we're gonna have a great time. I do all men, gay, bisexual, bicurious, swingers and groups. I am ...

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'...

>>>

<<<