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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- December 3rd, 2025
Elisabeth waiting to be your Queen TRANSEXUAL FOR MAN IN THE Chicago AREA
Hi baby! I am waiting to meet you. I can host or travel to you. Down to earth preop transexual woman seeking an understanding man who can appreciate my uniqueness. I am a great cook and great fun! Let your hair down and allow me to pamper you and show you what...
Quirky Fun Loving Lesbian Couple in Chicago... Lesbian Couple Seeks Equal Partner
Hi out there in Chicago we are Tori and Joni a lesbian couple looking for a third to join us for some sexy fun and antics. This is a proposal for a long term relationship with an open minded couple who can't resist the idea of bringing in another woman for extra f...
Minnie the Muff Diver... Chicago's Minnie Loves Oral
I'm Minnie a petite lesbian single girl living here in Chicago. Wanting to find a woman who is either lesbian, bisexual, or bi-curious for a steady hookup. Preferably a woman who loves oral since I love oral. (giving and recieving) I'm 21 years old, 4'11, 100 pounds wet;...
I'll Make You Feel Like a King Baby! Trans Queen Seeks King in Chicago
I'm queen Delilah a trans woman here in Chicago searching for her king. You'll get the royal treatment when you're with me honey! Just grab hold of my magic scepter and his majesty can have anything he desires. Imagine the intrigue and scandalous position...
I Need a Naughty Body Rub Baby! I'm Carla, and I love the feel of a man's hands massaging my sore aching muscles, but even better is the feel of a man's hands rubbing my titties and vajayjay. Those warm manly hands working me into a state of bliss and making me cum over and over. ahhhhhh (bad girl dream)
Make my naughty dre...
Smoke me out baby! I'm a trans woman 37 years old, 5'9 in Chicago who doesn't smoke, but has a thing for sexy men smoking cigarettes. Call it a fetish or a kink if you will, but I love it. If done right it is soo sexy and inviting to my senses and gets my motor running every time. Truth is that it's erotic all in it's...
Curvy Babe Needs a Naughty Massage in Chicago!... Can't afford a masseuse, and they don't exactly do what I really need anyways. I'm Brenda a 29 year old white female in Chicago w thick thighs and playful big tits that need a sexy man's touch. (sorry, only a man will do for this sort of thing) I work long hard hours, and at the end of my shift at t...
Looking for Mr. Goodbar... Just out, and just out of the Marines, now a college student and 22 years old gay male living in Chicago Looking for experienced well endowed older man to give it to me. I'm 5'11, 180 pounds, blue eyes, brown hair, 7in cut, and in great shape. This is a little awkward, I'm new so be patient with me....
Lonely Latina is New Here in Chicago Hola, soy nuevo en los Estados Unidos y estoy buscando el amor verdadero. Si estás solo como yo y quieres reunirte, por favor envíame un mensaje de texto y avísame. Maria28Chicago
Hello, I am new to the United States and I am looking for true love. If you are lonely like me and...
MALE STUD FOR HOT ACTION - Chicago Area 😈🔥👬 Get Ready for the Fuck of Your Life! 🍆
Hi there! I'm Mason and I'm ready to get down and dirty with you. I am only into top. I love it all - pounding your ass, playing with sex toys, kink play, and watching you gagging on my throbbing dick until my cum explodes in your mouth. 🍆💦
I'm a kin...
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 ...
Lusty Busty Lesbian Ready to chat in Chicago So, like I am 22 and I am new here since December. My name is Kandi and I am medium height and weight, and fit with more than ample breasts that love female attention! I like dancing and movies. I'm sexually adventurous and very much kink friendly. Party friendly but no hard drugs. You want to talk?...
Shiny blue eyes and 34 years old. Man for Woman Dating in Chicago
Hi, I am Brandon and I am 34. I am excited to meet a loyal and loving woman who can complete my world. If you would like to say hi, come and see my proflie and message m @BRANDON34M me for pics and contact info.
Username: @BRANDON34MLocation: Chicago, IllinoisAge: 3...
Crystal, 27 New to the area Heyyy!. I'm Crystal and I am 27. I'm new to the Chicago area and want to make some new friends! I am a masseuse, hot body, in great shape, and well hung. If you want to get together, Send me a private message Crystal27trans <3
Username: @Crystal27transLocation: Chicago, IllinoisAge: 2...
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...
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...
Genuine, yoga loving woman looking for physically fit man Busty Vixen in Chicago Area
Busty vixen with a love for yoga and running. I am active and stay in good shape. Serious guys only please. Text now @BustyVixenCarole
Let's go out on the town, have some drinks, have dinner, whatever you like. I can have fun doing most anything. I like havin...
Looking for a 420 Friendly Girl Tonight... Come on over and smoke my blunt baby! This will be an NSA boobies for doobies exchange. If things go right we could be steady smoke buds. I got the weed if you got the need. I'm Mario a Latino man, 25 years old, great shape, love the bud and women. This works out for the both of us. If you're jonesi...
Genuine, yoga and jogging woman seeks limber man Woman Enjoys Yoga and Jogging, Seeks Man
I am Joy. I really am! It's my real name and I love meeting new people. I am currently single and looking for a real chill guy to hang with and have fun. Send me a Private Message! @ItsPureJoy31 Include your pics for mine. ...
Lesbian Biker Babe Seeking Female Travel Companion in Chicago... I'm Brit - Hi! If you are like me then you love to ride and travel and experience life to the max. You have passion for the things you love, and you love a lot. You are high on life and can't get enough. You see the positive and don't have time for the negative. If this is you then I REALLY want to ...
Young Female in Chicago is Curious... Chicago Bi-curious Babe
I'm Darlene, 26 living here in Chicago all my life and am finding myself bi-curious. I've always wondered what it must be like to be with a woman. I see women who are hot all the time and have certain sexual feelings for them, but I never acted on it. Except maybe a few time...
OLDER BABES for YOUNGER MEN!! Older Women for Younger Men
Sexy older babes show younger men how to truly please a woman!
Women Join Free | Men Join Free | View Photos
1. Join Free for instant access
2. Chat or sext with members
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Nascar fan looking for lady to have fun with Nascar Fan for Lady in Chicago
If you are looking for someone legit, hit me up for a date. I am a down to earth guy who likes to chill on weekends and do fun stuff. I enjoy dining out, concerts, live theater, strolls at the park, hiking, movies, sports and much more. I hope you have a good sense of...
Sexy Honey I am a totally real, down to earth, fun girl! I am looking for open-minded, playful, sweet, tender, fun guy to make me laugh!
SEXXXYHONEY Call or PM
Message me and send your recent pic for mine
Talk on phone required first before meeting in person
No strings...
Hung Black Male Chicago for male action Wants hot male for male sex in Chicago. All races welcome.
Want some hot male-on-male action? Well, look no further because DeAndre is here to satisfy all your dirty desires. Private message me @DeAndreXXX24. I love hot dates with hot guys, any race. Pretty much top because I prefer being in charge...
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...
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...
Blue Eyed BDE... Some say I should be in porn, but I have a profession that doesn't mesh with that, (EMT) plus I wouldn't want my future kids to ever see it. Hi ladies I'm Chad, 31 years old, not too serious, blonde hair, blue eyes, 6'0, 190 pounds, size 11" real uncut thick burrito type, I'm very oral both giving a...
Hey, fella: Not getting your needs met? Me neither. Let's get together. I want to date someone who is equal and wants to please and be pleased. Let's feel the passion again. Sorry, no strings at the moment because my situation is complicated. Within 10 miles of Chicago area please. I have a somewhat flexible schedule but an out-of-town hookup just isn't in the cards.&nb...
Hey guys, I am looking for someone exciting and funny! Is that you? Cassie seeks charming and manly guy!
I want someone sexy and fun. Clever and sweet seeking charming and manly guy. Please text me if you fit this description, or just hit me up me if you like my pics! Cassie89ooh
I enjoy dining out, movies, hiking, travel, other cultures and sports. Did I mention ...
BBW's - Heavy Hotties With Huge Sexual Appetites!... BBW's for Men in Chicago
There are thousands of local chubby cherubs looking for men just like you in the Chicago area. They want fun, romance and want to meet you. Come check out their naughty pics and profiles. Click Here for More!
Other Sites of Interest:
BBW's -...
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 ...
BBW Lesbian in Chicago Sucker for love BBW Lesbian in Chicago
Hey ladies, My name is Joanne and I suck at love! Ok, what I mean is, I love to suck. Definitely a 'boob' woman and if you got em I like em. Big, small or medium, it doesn't matter. I'm ready to spoil your body! Message me @JoanneBBWfem. Serious dates only please. Send y...
How do I look? / M4W in Chicago Man for Woman in Chicago
Check out my profile and tell me how I look. I am Sam. I'm a model, age 32 and told I am darn hot looking. Hit me up and check out my profile @SamChicago. Send your pics for mine. I'm available evenings and weekends.
Sorry guys, no men or couples. I appreci...
INSTA ACCOUNT LOCKED 30 DAYS for TOS violations. Wanna Swap Pics Insta Account Locked for TOS Violations
I guess they don't like nude pics anymore or maybe my pics are just too hot for Instagram. Don't worry, the show and free pictures are still going on. What's wrong with nudity and sex anyway All I want is to hear whether you like what I post or not. It helps ...
Down to earth mamma with dirty sense of humor Ok, so this is my first time doing this. Yeah I know, everyone has to have a first time, so here goes: My name is Sue and I love movies, food from around the world and traveling. I have only be living here in the Chicago area for 3 months and have not had a chance to meet many people yet. I want to ...
Ken, 42, lonely for you Male for Female Chicago
Hi there! My name is Ken and I am 42 and looking for a real nice woman in the Chicago area. Send me a message and check my profile @Ken42seeksWoman for my recent pictures and contact info. Let me know about you. I enjoy skiing, hiking, boating, travel, gaming and reading. Ac...
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 love distressed property rehab and I'm always looking for rehab projects. 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 ...
OKAY I Admit It! I'm Feeling a Little Frisky in Chicago Where's My Boy Toy in Chicago
Ramona, 22 years old here in Chicago and in need of some male company. I have an itch that only you can scratch. Hmmm, what do I want cause you guys come in all kinds of flavors and sizes. It's like being a kid in a big candy store. I know, why don't you tell me what f...
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...
Ebony TS Playmate for Men Who Know What They Want 🖤🍆 If you are the type of person who does not want to waste time with games or small talk… we are already off to a good start 😘
I am a sexy, curvy TS babe who loves attention, loves giving pleasure, and lives to be desired. I will come looking like a dream and be read...
BBW -W4W 🍔 Burgers & Backseat Kisses? Count Me In BBW Lesbian ( w4w in Chicago ) seeking a cute, sweet and open minded woman 🧁 .. I hope you love a beautiful woman who has a lot more to give😉🍰 .. I love any kind of woman, I just want you to accept me for me and play naughty with me ( VIEW MY PIX - MESSAGE ME )
Not all dates ha...
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...
Dinner, Drinks… and You in the Driver’s Seat? 🍷💋🍑 Chicago Hey there, lovely ladies of Chicago! My name is Baily and I'm on the lookout for that special someone to light up my world. 💫Swap pics & contact info I may not be a prince charming, but I can promise you plenty of laughs, good times, and maybe even a little bit of romance along the way. ...
Sweet Guy, Dirty Mind, Zero Pressure 😇Chicago😈 Hi beautiful. At twenty-nine years old I maintain my fitness while being humorous and charming yet slightly mischievous. When I look at you my eyes show weakness while my laughter makes your stomach ache 😏 View My Dating Profile and Pictures -
My approach to romance includes p...
w4m - Windy City Romance & Naughty Fun 💋🌬️ The Chicago community welcomes me as a 26-year-old brunette who seeks deep laughter and strong arms and warm companionship during winter nights. A person who brings fun and confidence to the table while seeking genuine relationships should consider connecting with me right away.
We should meet at T...
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...
Sweet Guy with a Naughty Side 😇➡️😈 Searching for My Queen Chicago Hey there, lovely ladies of Chicago! My name is Romeo and I'm on the hunt for my very own Juliet. Are you ready to be swept off your feet by a modern-day romantic? Look no further because I'm right here waiting for you. Swap pics & contact info ChicagoI may not have a balcony to profess my ...
Male Seeking Male – Chicago, IL – Deep Dish & Deeper Desires 🍕💦 Chi-Town hunks! I’m a 33-year-old gym bunny with strong thighs, a wicked smile, and a thing for confident men who can take control. I want to meet a dominant top who is familiar with Boystown and the bedroom 😈 View My Gay Dating Profile and Pictures -
You can find me at ...
💪🍆 I'm All Tha Chocolate You Could Need 💪🍆 Hey I'm new to dating sites but I'm ready to give it a try and see who might message me. I'm wanting to get out and have some fun. Yes I'm black and yes I have a thick 🍆 but I'm so much more than that. Also I want you to know that I love all shapes and sizes of men, I just want someone I can conn...