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 27th, 2025
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 ...
Spanish Speaking Handsome Guy Hola a mis chicos. Estoy buscando a un hombre que esté en forma y musculoso que le guste jugar y comer. Me encanta cocinar. ¿Quieres que te prepare la cena? ¡Lo haré! Golpéame. @ChicoGuapo32 Hello my guys. I am looking for a man who is fit and muscular who likes to...
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Your Ultimate Erotic Experience!! Don't Miss Out!! I am very honest, sweet, and loving young woman, I am a Christian, that is my background, religious and I believe in real love, I am here looking for real love and a man that I believe I deserve, I love cooking, dancing, cleaning, watching movies, I am down to earth outgoing woman. I have been in an...
Handsome, tall and tanned guy wants to meet shy woman Shy Guy for Shy Gal in Chicago Male, 34 looking for gal, 26+ age. I'm a bit on the shy side so if you are also, that's a plus. I warm up once I start to feel comfortable. I have many interests and like new experiences. I want to meet a mature woman for fun, laughter and more. Check out my profile f...
💪🍆 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...
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...
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...
Stop! Look no further for the girl of your Dreams! Hello guys in the Chicago area. Here I am!! My name is Brandi but you can call me sweetheart lol. I am bubbly and charming with a great (I think!) sense of humor! I am bored being alone, so please contact me me for a date or a drink! @DreamGirlChicago...
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...
🧁 🍰 Thick BBW: Naughty, & Ready to Please 🍭 🍬 Let’s Make This Fun! Heya babe do you seek the embrace of a bbw goddess in Chicago? Look no further! With my irresistible curves and insatiable appetite for pleasure, I'll fulfill your deepest desires. Picture running your hands along my soft, chubby frame, reveling in the warmth and sensuality. Let's escape reality tog...
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...
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 ...
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...
🔥Gay Hookups – Bedroom Eyes & No Bullsh*t Vibes 💋🍆  Your mama warned you about me yet your dad would secretly appreciate my nature 😈 34,  toned, tattooed, and nasty in the best way possible. I seek a genuine male partner who  understands my body type through strong hand usage and dominant presence and filthy sexual thoughts. Your ...
Don't Worry I Bite! Feisty redhead trans in Chicago full of fun and loves it rough on the bottom. I'm 5'9, 170 pounds, 32 years old, well endowed, fully functional, passible and hot to trot. You can take me anywhere, but I can't promise to always behave. I have a dirty mind and when the urge hits it's hard to control m...
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...
Discreet meet only in the Chicago area!!! I am Jamali here in Chicago for a while doing some work for a tech company so I can't get too involved with anyone. I'd like to get out and experience this town, the party vibe and the men in it. I'll be going home in a few months. If you are iinterested in an Asian-Indian man then come check me out...
Grandma Wants to Explore Her Bisexual Side... Hi, I'm Gloria, 5'7, 140 pounds, strawberry blonde hair, blue eyes, love to travel and do my hobbies. I'm looking for a lesbian who is patient since I don't really know what I'm doing and how far I want to go. I want it to be fun for both of us even though I'll probably be nervous my first time or e...
💯real gfe service🎀kiss🎀bbbj🎀squirting🎀rim🎀cim🎀b2b💎 Chicago 💎 Hey there, I'm Cher from Chicago, and I am looking for a sexy and adventurous playmate to explore all of our kinks together. I love nothing more than getting down and dirty in the bedroom, trying out new positions and pushing boundaries. If you want to see more of me before our encounter, check out ...
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 Español and love to travel when possible! I work from home and my schedule is flexible. ...
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:...
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...
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...
Femme looking for Femme Femme for Femme in Chicago Hi, thanks for looking at my ad. My name is Kari. I'm femme, looking for femme. I love make-up and dresses and I want to share my world with a hot chick who likes the same. I recently upgraded my car, so let's go for a ride! I am currently studying dentistry and work two...
Leather, BDSM and Bondage Lovers Wanted. Looking to host a BDSM & Bondage sex party. All shapes, sizes, ages and positions needed. I have a house out in the country with a private yard that we can do this in. Looking to arrange an all night sex fetish fest. Contact me if you are interested. FREE Gay Sex Finder Service! We get you LAI...
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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! ...
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December 26th, 2025
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!...
Lesbian Bombshell - Open Minded in Chicago W4W in Chicago My name is Brooke, age 21 and I am lesbian, open minded and loving. Please message @Brooke4FemXXX with your recent photos for mine. Let's exchange info and meet up to see how things go.  Username: @Brooke4FemXXXLocation: Chicago, IllinoisAge: 21Gender: FemalePhotos: 36Vide...
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...
Single Female Wants to Explore Fetishes... I'm Dani, a sexually adventurous woman who is looking for a fetish playmate in Chicago who is able and willing to go with me on this kinky journey. In past non-kinky relationships I have always played a more dominant role (for some reason) however I have changed my mind and I am keen to switch to mo...
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...
WE CAN HOST OR COME OVER 💥Chicago🌟😉 Hey there, I'm Shari from Chicago, and my husband and I are a fun-loving swinging couple looking to connect with like-minded individuals who share our passion for the swing lifestyle. We love the thrill of meeting new people, exploring new experiences, and indulging in our deepest desires together.&...
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Fuck Me Like Your Bitch Won't Let You. (Ass Up/ Face Down/ Anon) I'm not looking for small talk. I'll be ass up, face down, and ready for you to fuck my brains out. Looking for someone that knows how to destroy an asshole. 100% anonymous, I don't care to see your face. All I want is a deep hard fucking until you blow your load all over my guts. The deeper and har...
29, Swimmers Build, Looking To Fuck Tonight - Host or Travel Title says it all, looking to host or travel. Looking to fuck all night. I am hung with a 9 inch uncut dick. Verse, but more of a top. But if you have a nice cock, I'd be riding you in a heart beat. More into the vibe of the guy than worried about age or looks. Hit me up and see if we are a match. ...
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Can I be your secret... Can you keep a secret? I need dick. My husband is out of town for three weeks of the month every month. I want you to gang-bang me, or we can do this with us. Will you fuck me all night, or do you want to run a gang bang on me? Please use me and put me away, wet  Username on Get An Escort: @IN...
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