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Latest Chicago, Illinois Adult Service Provider Ads

310 active listings • Page 1 of 7
September 16th, 2026
Big, Black Cock.. Ready to Please πŸ˜ˆπŸ†

Big, Black Cock.. Ready to Please πŸ˜ˆπŸ†

JAMES here.. You have been desiring a BBC, haven’t you? That **thick dick, strong, and confident AF** that can tell what you need and give it to you. I am  **dominant, experienced, and willing to make you...

πŸ”’ Contact info available to members only. Membership is free!
πŸ”₯ Tall, Dark & Discreet – Your Private Gentleman Awaits

πŸ”₯ Tall, Dark & Discreet – Your Private Gentleman Awaits

Sexy Ebony in Chicago Seeking Hot M4M Fun πŸ’¦πŸ†πŸ‘… Hey there, I'm Dave and I'm looking for some sexy guys in Chicago who are up for some discreet and kinky fun. I'm a gay man who loves to play with other gay, bisexual, or bi-...

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Mistress Scarlett seeks Chicago submissive for weekend training

Mistress Scarlett seeks Chicago submissive for weekend training

Demanding Mistress Scarlett Seeks submissive Welcome to the profile for Mistress Scarlett. I have a fixed schedule and am happy to accommodate you from Friday through Sunday with occasional weekday or evening openings. O...

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Let's Make A Splash With Watersports Fun - In/Outcalls Available!

Let's Make A Splash With Watersports Fun - In/Outcalls Available!

I'm all about getting wet and wild, so if you're into watersports, I'm your guy. Whether you want to make a splash in my place or yours, I'm down for in calls or outcalls. Let's have some fun together and explore our wil...

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The Best HUNG versatile top TS in Illinois πŸ†πŸ’¦

The Best HUNG versatile top TS in Illinois πŸ†πŸ’¦

Fully functional trans companion, available for booking. Who’s gonna try all this hung WONDER & REAL! Sugar Daddy, VIP. UPSCALE Professional Gentlemen. Contact: Chat and contact @HungTransGrrlXXX I’m...

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Chicago Full Service Body Rubs with Allison - embrace your naughtiness! 🌟

Chicago Full Service Body Rubs with Allison - embrace your naughtiness! 🌟

Body Rubs with Allison - Booking in Chicago Five Star Service 🌟🌟🌟🌟🌟 Hi, I'm Allison, inviting you to enjoy my full service body rubs, guaranteed to end with your total pleasure. Incall with a nice & relaxing private ...

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Sexy Trans With A Surprise At My Private Gloryhole Awaits You.

Sexy Trans With A Surprise At My Private Gloryhole Awaits You.

Hey everyone, I'm a sexy trans escort who loves to please. I have a nice surprise waiting for you in my private gloryhole - my eager mouth ready to give you the best head of your life. Whether you're into in calls or out...

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Hung Man for Man in Chicago

Hung Man for Man in Chicago

Hung Man for Man in Chicago Nasty As u Want!  Clean and discreet. Always Wild, Fun, Fetish Friendly and Always Erotic. I'll be waiting to please! Single guys or male couples. Cucks and fetish always welcome. I love ...

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Lady Lavender - Chicago Dom/sub Sessions

Lady Lavender - Chicago Dom/sub Sessions

Chicago Mistress for sub You may call me Lady Lavender. I am a Chicago area Mistress with experience in BDSM, femdom, and fetishes of all types. I trained under Mistress Monique and have 3 years experience. During that t...

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Chicago Male Escort, Hot Body to please you (men or couples)

Chicago Male Escort, Hot Body to please you (men or couples)

Male Escort for Men or Couples in Chicago Experience passion and ultimate sexual pleasure! Hello guys. I am Gregory and I am 28, handsome, buff and I specialize in pleasing you. I welcome gay, bisexual and bi-curious men...

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Destroy My Ass And Fulfill Your Wildest Fantasies With Me.

Destroy My Ass And Fulfill Your Wildest Fantasies With Me.

I'm a naughty girl who's willing to get my ass destroyed. I offer both in calls and outcalls, so you can come over or I can come to you. I'm down for some wild fun like doggy style, reverse cowgirl, and even a little ana...

πŸ”’ Contact info available to members only. Membership is free!
🍫 Chocolate Temptation in Chicago πŸ˜ˆπŸ’‹

🍫 Chocolate Temptation in Chicago πŸ˜ˆπŸ’‹

Hey baby 😘 I’m that smooth, sweet kind of trouble you won’t forget — all curves, confidence, and attitude to match. I was born to flirt and I was made to tease and I am always ready to vibe with someone...

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Explore Your Wildest Fantasies With Me - Multiple Guys Welcome!

Explore Your Wildest Fantasies With Me - Multiple Guys Welcome!

I'm open to having some fun with multiple guys at once, whether you want to come to my place for an in call or have me visit you for an outcall. I offer a variety of massages including nuru, body to body, lingam, prostat...

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Independent Shemale Escort MayaGrace in Chicago

Independent Shemale Escort MayaGrace in Chicago

MayaGrace here... I am a sexy and naughty shemale companion available in the Chicago area. Travel possible upon agreement. I'm a total flirt and a tease. I will make you feel proud to be out with me and will leave you ha...

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Kinky Male Escort Ready To Fulfill Your Wildest Fantasies Now

Kinky Male Escort Ready To Fulfill Your Wildest Fantasies Now

I'm a discreet male escort who's always down to anonymously fuck. Whether you want me to come to you for an outcall or you prefer to visit me for an in-call, I'm here to satisfy your needs. I love exploring new kinks and...

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My ASS Needs To Be Fucked Deep. - Anal Play

My ASS Needs To Be Fucked Deep. - Anal Play

When it comes to a good time, I know exactly what I want. My name is Josephina and I love getting down and dirty in the bedroom. From a sensual blowjob to a wild ride, I'm all about exploring every inch of pleasure. I en...

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Powerful African-Queen Shemale Dominatrix in Chicago

Powerful African-Queen Shemale Dominatrix in Chicago

Hello subs. I am Domme Desiree, your full-time, professional Shemale Dominatrix. My Chicago area dungeon is equipped to satisfy almost all BDSM and kinks. I am a strong-willed and stern shemale who will take charge and m...

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Experience Pure Ecstasy With My Variety Of Tantalizing Massages Today!

Experience Pure Ecstasy With My Variety Of Tantalizing Massages Today!

Ready to have a wild time with me? I offer a variety of tantalizing massages like nuru, body to body, lingam, and prostate massages. I'm open to exploring your deepest desires and fantasies during our session. Whether yo...

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Ebony TSπŸŒ™ Late Night Fantasy with a Stunning πŸ†

Ebony TSπŸŒ™ Late Night Fantasy with a Stunning πŸ†

TS ESCORT WITH NICE HUGE, HARD COCK 🍭 I WANT TO DRESS UP SUPER CUTE AND SEXY THEN I WANT US TO EXPLORE OUR WILDEST AND NAUGHTIEST FANTASIES - WHAT ARE YOUR BIGGEST TURN ONs AND FANTASIES?? 😈😈 MESSAGE ME HERE AND LET'S PL...

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😈 FIRST RULE: I’M THE BOSS 😈

😈 FIRST RULE: I’M THE BOSS 😈

Femme Mommy. Bimbo Trainer. Enthusiastic Sadist. Humiliation connoisseur. Leather lover. Sharp thinking comes easy, yet it's my quick wit that often lands the real blow - no holding back here πŸ˜‰ Boldness marks my steps, t...

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Ultimate Erotic Bodyrub & Anal Massage Experience - In/Outcalls Available

Ultimate Erotic Bodyrub & Anal Massage Experience - In/Outcalls Available

I'm open to anal sex and ready to provide you with the ultimate bodyrub & erotic massage experience. Whether you're looking for a nuru, body to body, lingam, penis massage, tantric massage, prostate massage, soapy ma...

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Destroy My Ass With Your Expertise In Femdom And Female Domination.

Destroy My Ass With Your Expertise In Femdom And Female Domination.

I'm looking to get my ass destroyed by a man who knows how to handle a woman like me. I crave Femdom and Female Domination, and I want to explore all of my kinks with you. From strap-ons and pegging to whippings and span...

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πŸ”₯ Bad Boy Looks, Gentleman Energy – Best of Both Worlds

πŸ”₯ Bad Boy Looks, Gentleman Energy – Best of Both Worlds

5 foot 7 tiny BF for you to throw around and controlπŸŒ΄πŸ‘‘ I Model locally and do adult acting πŸŽ₯πŸ“Έ VIP Dancer available for private parties πŸ’΅πŸ•ΊEscort avilable for dates, hosting in and out calls ✈🌎 Inquire within 😈πŸ₯‚ I'm a...

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😈 Smooth Talker, Strong Hands – Let’s Make It Unforgettable

😈 Smooth Talker, Strong Hands – Let’s Make It Unforgettable

My photos are REAL, RECENT, & ACCURATE! ⭐️I'm into all kinds of kinky fetishes like using dildos, playing with balls, and exploring new ways to make each other cum. Whether you're a top, bottom, or somewhere in betwe...

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Explore New Heights Of Ecstasy With A Kinky Transgender Experience.

Explore New Heights Of Ecstasy With A Kinky Transgender Experience.

Hey sexy, I'm a transgender escort who's ready to get fucked like never before. Whether you're into a naughty in call session or a wild outcall adventure, I'm here to fulfill all your desires. My juicy ? is always eager ...

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Hi DADDY… I’m NIKKI πŸ˜‡

Hi DADDY… I’m NIKKI πŸ˜‡

Do you want to train your perfect good girl?Submissive Cutie Seeking Her Dominant Man to Own & Mold HerTrust me… I am a good girl 😍Hit Me Up – View My Pictures πŸ“ΈI’d love to share naughty pics too 😘...

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😈 Miss Elsa β€” Discreet Training for a Devoted Good Boy 😈

😈 Miss Elsa β€” Discreet Training for a Devoted Good Boy 😈

Hi baby, I go by Elsa. I’m a confident Mistress looking to train the right good boy into my loyal little submissive. Obedience, attention, and following my instructions come naturally when you’re with me 😈😈 I...

πŸ”’ Contact info available to members only. Membership is free!
Italian Stallion For Male Companionship in Chicago

Italian Stallion For Male Companionship in Chicago

Hey Guys! I'm a tall, long hung Italian stallion with great tongue that loves to explore. You want pleasing? I can please! Message @Mario4malefun and have the night of your life. I'm young, virile and well hung. I've got...

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πŸ’Ž Luxury Vibes Only – Refined Male Escort at Your Service

πŸ’Ž Luxury Vibes Only – Refined Male Escort at Your Service

Hey, I am cute and slim, I have blonde hair and a friendly personality, I also  have a mischievous nature. I'm a bit younger in my 20's and I'm totally finding an older daddy! There is nothing like being spoiled and...

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Anonymous Pounding - In Call Or Outcall, Your Wildest Desires Fulfilled

Anonymous Pounding - In Call Or Outcall, Your Wildest Desires Fulfilled

Ready to get pounded anonymously? I'm your guy. Whether you're looking for a quick in call session or want me to come to you for an outcall, I'm here to fulfill your deepest desires. Let's make all your wildest fantasies...

πŸ”’ Contact info available to members only. Membership is free!
Candie Ready to Be Plowed In Chicago

Candie Ready to Be Plowed In Chicago

Want to fuck a hot and horny escort? Look no further, because I'm here to fulfill all your dirty desires. My name is Candie and I love to fuck, suck, and play with my tight pussy and ass. I enjoy getting down on my knees...

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Tall Amazonian Dominatrix in Chicago

Tall Amazonian Dominatrix in Chicago

Tall Amazonian Dominatrix - Mistress Ashe I am Mistress Ashe. I require strict adherence to disciplinary rules. My tall Amazonian physique and striking features will bring you to your knees as you completely let go and s...

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Kinky BDSM Play Available For In Calls And Outcalls Near You.

Kinky BDSM Play Available For In Calls And Outcalls Near You.

I'm down for some BDSM play, whether you're into being dominant or submissive. I offer both in calls and outcalls, so we can fuck wherever you feel most comfortable. I'm open to trying different sex acts like anal, oral,...

πŸ”’ Contact info available to members only. Membership is free!
Seeking Submissive Man For Femdom And BDSM Play With Mistress.

Seeking Submissive Man For Femdom And BDSM Play With Mistress.

Looking to anonymously fuck with a man who craves Femdom and BDSM play. I am a Mistress who enjoys exploring kinks, fetishes, and all things kinky. From whippings to wax play, I know how to push your boundaries and make ...

πŸ”’ Contact info available to members only. Membership is free!
?Sexy?Exclusive?Affordable Upscale Provider? Host Or Travel

?Sexy?Exclusive?Affordable Upscale Provider? Host Or Travel

My name is Lucy and I am a professional masseuse. I offer a professional experience at an affordable rate. NURU is my specialty. I offer hot oil deep tissue, NURU, and tantric massages. I also offer nude massages as well...

πŸ”’ Contact info available to members only. Membership is free!
Wild And Willing Escort Ready To Fulfill All Your Kinky Desires

Wild And Willing Escort Ready To Fulfill All Your Kinky Desires

I'm a wild and willing escort who's ready to get fucked in every way imaginable. Whether you're looking for in calls or outcalls, I'm your girl. I love to suck cock, ride cowgirl, and get pounded doggy style. I'm open to...

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Kinky Trans Ready To Pound Your Ass All Night Long.

Kinky Trans Ready To Pound Your Ass All Night Long.

Hey sexy, I'm a trans escort ready to fulfill your deepest desires. I'm down to pound your ass like there's no tomorrow. Whether you're into transgender, shemale, ladyboy, or crossdresser action, I've got you covered. I ...

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???Massages By A Throat Goat - I Drain You While You Relax ???

???Massages By A Throat Goat - I Drain You While You Relax ???

Body rub expert who loves to satisfy her clients. I drain you while I also rub and explore every inch of your body. You will be balls-deep into relaxation when I'm done with you. Looking for an incredible, toe-curling bl...

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Local Black BBW available for in call or out call

Local Black BBW available for in call or out call

Guarantee what you see is what you get. My massage will relax your whole body, I will tease your body and remind you of what it feels like to be a man. I am thick, athletic, high energy, and love intimacy, my curves will...

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Asian Princess. This Rice Queen Needs To Be Tough A Lesson

Asian Princess. This Rice Queen Needs To Be Tough A Lesson

Feeling a little lonely and in need of some naughty fun? Well, look no further because I'm here to fulfill all your wildest fantasies. My name is Dinah and I love to fuck, suck, and play until we both can't take it anymo...

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πŸŽ€ Feminized & Controlled β€” You Exist to Please Me πŸŽ€

πŸŽ€ Feminized & Controlled β€” You Exist to Please Me πŸŽ€

Feminization pulls me in, full force. You’d step into the role of my sissy, built through my direction and what I expect. Reaching climax happens only after I say it's time - πŸ’¦ that rule isn’t flexible. My hu...

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Sensual Bodyrub Provider Offering Nuru, Lingam, And Happy Ending Massages.

Sensual Bodyrub Provider Offering Nuru, Lingam, And Happy Ending Massages.

I'm a bodyrub and erotic massage provider who is down for some NSA fun. I offer nuru, body to body massage, lingam, prostate massage, and happy ending massage. Whether you're looking for a sensual rubdown or something a ...

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Trans First Timer, or Simply Curious, You'll Feel Comfortable With Me. I'm Gorgeous & Discrete! 😘

Trans First Timer, or Simply Curious, You'll Feel Comfortable With Me. I'm Gorgeous & Discrete! 😘

Fully-functional 25 y/o Trans girl at your service! 😘 Let's get the physical stuff out the way first, so nobody is uncomfortable. I'm completely passable trans girl so feel free to take me out dancing or to a business di...

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Kinky Mistress Seeking Submissive Man For BDSM Pleasure And Pain.

Kinky Mistress Seeking Submissive Man For BDSM Pleasure And Pain.

I am a kinky woman looking to have my pussy fucked by a man who knows how to satisfy my desires. I enjoy Femdom, submission, and all kinds of BDSM activities. From whippings to spankings, pegging to wax play, I love expl...

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πŸ’Ž Classy, Confident & Irresistible – Elite TS Companion Awaits

πŸ’Ž Classy, Confident & Irresistible – Elite TS Companion Awaits

 πŸ“Œ Location: ChicagoπŸ’Ž Want I'm Seeking: a male or Trans who want's to play naughty!!πŸ”₯ About Me: Hey, I am a stunning, sweet and playful trans beauty who loves to have a good time.. sometimes the naughtier the better...

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Kinky Trans Babe Ready To Give Anonymous Head, Satisfaction Guaranteed!

Kinky Trans Babe Ready To Give Anonymous Head, Satisfaction Guaranteed!

I'm a trans escort who's down for some anonymous head. Whether you're into a quickie in my incall spot or want me to come to your place for an outcall, I'm ready to make your fantasies come true. Let's skip the small tal...

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😈 Chicago Dominatrix β€” Kneel, Obey, Belong 😈

😈 Chicago Dominatrix β€” Kneel, Obey, Belong 😈

Right now, I am in Chicago, living as an actual Dominatrix. When spoken to, submission is expected - no exceptions. Training a sissy who will follow without question is what draws me here. Guidance turns into possession,...

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Experience Ultimate Pleasure With A Kinky Watersports Specialist ?? Let's Play!

Experience Ultimate Pleasure With A Kinky Watersports Specialist ?? Let's Play!

I'm open to watersports and ready to make all your wildest fantasies come true. Whether you're looking for a sensual nuru massage, a steamy body to body experience, or an intense lingam massage, I've got you covered. I o...

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πŸ“ Sweet Trouble in Chicago πŸ’‹

πŸ“ Sweet Trouble in Chicago πŸ’‹

Hey handsome 😘 I’m your favorite kind of distraction — soft lips, wild thoughts, and a habit of staying up too late texting naughty things 😈 I am currently located in Chicago and I seek someone who can mainta...

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Kinky Woman Seeks Man For Femdom, BDSM, And Submission Fun.

Kinky Woman Seeks Man For Femdom, BDSM, And Submission Fun.

I'm a kinky woman looking to get fucked by a man who's into Femdom, submission, and all sorts of BDSM fun. I love whippings, spankings, and pegging with strap-ons. Let's explore our kinks together and indulge in some hot...

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