Chicago, Illinois Escorts, Body Rubs & Sex Services

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  • January 19th, 2026
  • Jon Boy seeking Chicago Top Male to Pleasure Kink friendly bottom male Hey, thanks for checking my ad. I'm Jon Boy, looking for a hot gay man who's ready to play with me and let me explore all kinds of naughty fun as I pleasure you. Recently out gay male, age 21, seeking other gay, bisexual or bi-curious guys for some wild male-on-male action...
  • BLACK SHEMALE๐Ÿ’‹CHICAGO ๐Ÿ’ŽCHICAGO, ILEbony Shemale๐Ÿ’ŽESCORT SEXY AND HOOKUPS NOW ๐Ÿ‘€MY EBONY CHICAGO ESCORT PIX Beautiful face & Perfect Ebony Bodyโ˜… I Offer barebackโค๐Ÿ˜‹ Anal Sex...BDSM๐Ÿ‘๐Ÿ† Body to Body Nuru Let's get out and have some fun, meet up fora drink maybe? My favorite bar is The Closeton&nbsp...
  • Gay Kinky, Fun, BDSM Sex at Random Times, Must be Discrete!... S&M for Sissys in the Chicago Area I am a gay male, bit of a thugish/bear into all sorts of BDSM, Fetish, Kink and some role play. I host and am seeking sissibois, twinks and queens for some extra sensual and painful fun. Your welcome, my pleasure! I have all the tools necessary in my Chicago d...
  • Hottest ASIAN Ass on The Net! ๐Ÿ‘๐Ÿ‘๐Ÿ‘ HOT ASIAN LOOKING FOR PLAYMATE! wanna video chat and compare birthday suits? ๐Ÿ˜‰ HOTTEST WEBCAMS๐Ÿ’ฅ "OMG, the most mind-blowing cam session I've ever had!" Teens - Hot 18+ eager to tantalize and please.Black - Gorgeous ebony babes on cams.MILF - Bored moms showing they st...
  • Humpty Dumpty was pushed!!!....... By Me! I've been a naughty girl. I don't know why I did it, but I'd push Humpty again to have you spank me, whip me, torture me, tease me and please me. White female, brunette, blue eyes, medium breasts, 5'5 and 25 years old. Looking for a master in Chicago who knows how to treat a bad girl like me. To mes...
  • Exotic Foreign Delicacy Visiting Chicago Jasmine visiting Chicago My name is Jasmine, a foreign delicacy visiting Chicago. Poised and very classy with luscious and exotic curves. I seek to please a respectful gentleman who understands and values a high class girl.  Send your pics for mine. Swap messages and cell numbers. @JasmineDeli...
  • Male Escort, I'm a Small, Submissive Sissy For You๐Ÿ˜‰๐Ÿ’ฆ 5 foot 7 tiny BF for you to throw around and control๐ŸŒด๐Ÿ‘‘ I Model locally and do adult acting ๐ŸŽฅ๐Ÿ“ธ VIP Dancer available for private parties ๐Ÿ’ต๐Ÿ•บEscort avilable for dates, hosting in and out calls โœˆ๐ŸŒŽ Inquire within ๐Ÿ˜ˆ๐Ÿฅ‚ I'm a walking daydream that could make you scream and cr...
  • Wanna Watch Me Play With My Pu**y?! ๐Ÿ˜๐Ÿ˜๐Ÿ˜ Calling all pussy play fanatics! Wanna watch me do what I do best? I can make myself cum over and over again. I like to play with toys. I like to be called a good girl when I do what you tell me to.  Let me be your good girl ๐Ÿ’ฆ๐Ÿ’ฆ HOTTEST WEBCAMS๐Ÿ’ฅ "OMG, the most mind-blowing ca...
  • Mistress seeks submissive for weekend training Demanding Mistress Seeks submissive Are you available on weekends? I have a fixed schedule and am happy to accommodate you from Friday through Sunday afternoon. Our first few meetings will decide if we can work together and we will come to a written agreement after discussion our boundaries. You ma...
  • Chicago ๐Ÿ’– Sweet, Playful Black Chick & Ready to Be Spoiled! ๐Ÿ’‹  Hey there handsome! ๐Ÿ˜˜ I am a fun sized, flirty, Black babe with a  big smile and a big heart and slim body!! I enjoy being spoiled, pampered and looked after by a generous  kind man who knows how to treat a lady. ๐Ÿ’Ž I am soft, sweet, and a  little bit naughty – just t...
  • BBC ๐Ÿ†HIRE THIS BIG DICK FOR THE NIGHT ;) ๐Ÿ†Chicago 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-curious guys. I enjoy giving and receiving blowjobs, getting my ass played with, and exploring all kinds of fetishes. From rid...
  • CRYPTO GIRL WILL FUCK YOU TO THE MOON! ๐Ÿค‘๐Ÿ’ฆ Crypto Girl for Crypto Guy in the Chicago Area  Hello crypto lover! ๐Ÿค‘ I'm Jeanette, an independent provider (not a prostitute). As adults, any agreement we make for sex is strictly by mutual agreement.  I'm good at sex and very creative. I'm into trying different positions and locatio...
  • Join Me on a Trans-Tastic Voyage in Chicago Baby! Upscale Trans Escort in Chicago Area Hey gents I'm Adriana a trans escort here in Chicago Area to tempt you into going on an adventure, a voyage into my sexual fantasy land. I'm upscale, professional, discreet, functional, fully passible, feminine, fabulous and will seduce you with my sexy flirtaci...
  • LELAINI - Come see me dance and let's play after ๐Ÿ˜‰๐Ÿ˜ I'm addictive, exotic, high class and most of all I stand out for being sexy. I'm has exotic European looks and a sexy Sex Kitten. With my cute small waist, shapely legs, round ass, and perfect-sized breasts which have the perfect shape; I have  a killer-toned hourglass that...
  • Join my fetish cam to make your fantasies come true! Wanna Get Kinky? Me Too! Don't Masturbate Alone... Get Off With Me! ๐Ÿ’ฆ True kink specialist - I enjoy all kinks and fetishes Join my live webcam [Online Now] 100% Safe Sex - I will satisfy your craving! <a href="https://imlive.com" _mce_href="htt...
  • Italian Stallion ready to give you a special evening Italian Man for Male Companionship in Chicago Area Long, hung Italian stallion with great tongue. You want pleasing? I can please! Message @Mario4malefun and have the night of your life. I'm young, virile and hung. I've got what you want! Sugar Daddy arrangement possible.  Clean, easy-go...
  • โค๏ธ๐Ÿ’‹ I'LL DO ANYTHING YOU WISH โค๏ธ๐Ÿ’‹ Chicago Hey there, I'm Maurise and I'm looking for a man in the Chicago  area who's up for some no strings attached fun. If you're into exploring your wildest fantasies and getting a little naughty, then I'm your girl. My Uncensored Pics / Contact Info  Seeking NSA Hookups and Kinky Play in Chica...
  • Ladies Let a Pro Flick the Bean For You!.... Stop buffin the muffin by yourself ladies! I am an experienced kinky sexpert in Chicago who offers women body rubs and knows what you want and how you want it. I am Iann, 30 years old, 6'1, 210 pounds, well endowed, black hair, blue eyes and am sure to get you at least 3 O's in our first session. Th...
  • SPEND TIME WITH ME๐Ÿ˜›HELP ME PAY FOR COLLEGE๐Ÿ˜…but seriously haha.. Chicago ๐ŸŒทCUM PLAY BABE. i will please๐Ÿ’ฆ i do what Daddy say๐Ÿ˜ i'm living Chicago I'm an aspiring media grad and I'm in college.. I don't want any hand outs, but I'm willing to work for my future and my dreams. So I am willing to make sure you have a very very good time ๐Ÿ’‹๐Ÿ˜˜ I will travel or you c...
  • ๐Ÿ’‹๐Ÿ† BIG DICK SHEMALE, Chicago๐Ÿ’‹๐Ÿ† Sexy Shemale Joy Looking for Hot Fun in Rockford ๐Ÿ”ฅ๐Ÿ†๐Ÿ’ฆ Are you ready to explore your wildest fantasies with a sexy shemale in Rockford, Illinois? Look no further, because I'm here to fulfill all your desires. My name is Joy and I am a pre-op trans woman who loves to play and have a good time...
  • Chicago ๐Ÿ˜ Yessica TS Escort ๐Ÿ† Use me TS Yessica ( Real Shemale Escort )  come have some fun ๐Ÿ˜ I'm ready for watever ! Throat goat ๐Ÿ‘… foreal baby looking to have a good time and please you daddy so if your looking for a good time call me plz be serious when contacting me dont call playing with me Text or Message Here.. I'm the...
  • Tony, 39, Local, hung, tall and fit for woman Chicago Male Escort for Woman Hi ladies. I'm Tony, male escort for woman in the Chicago area. I ride a Harley and I can take you for a ride on it. Or we can enjoy an evening on the town. I enjoy a wide variety of activities from the opera to sports events. View my profile online @TonyHarleyRoa...
  • Ripped and Sexy Gay Male Escort in Chicago... Top dominant gay male escort muscle man in Chicagoland to fill every hole with my extra large member, and pound your ass into submission! I got the tools, skills, stamina and the drive to make you see stars baby! Book with me for a sexual encounter you'll NEVER forget! I am a professional independen...
  • I WILL SIT ON YOU WITH MY JUICY ASS ๐Ÿ˜ˆ Chicago ๐Ÿ‘… I'M HERE TO DOMINATE YOU! Are you ready to submit to a powerful and kinky Dominatrix? Look no further, for I am Mistress Tatum, a fierce Femdom from  Chicago . ๐Ÿ’ช๐Ÿ–ค My Fet Profile @EBONYbdsm I take pleasure in exploring a variety of kinks and fetishes, including strap-ons, pegging, whippings, spankings, crossdressin...
  • โ›“๏ธI am a POWER BITCH!โ›“๏ธ  ๐Ÿ’„ ๐Ÿ” ๐ŸŒ™Chicago's Queen of BDSM ๐Ÿ’„ ๐Ÿ” ๐ŸŒ™ Mistress Domina seeking sub male or female in Chicago to join me on my POWER TRIP! My authority is absolute and all rules must be strictly adhered to at all times for your own good. I govern with a stern forceful hand, I discipline with cru...
  • SIZZLIN' Hot Chicago LATINAS - Spice Things Up at NIGHT !... If you are looking for some latina (or latino) companionship and hookups we offer the best dating site by far for casual encounters of the spicy kind in the Chicago region. We have the hottest selection of Hispanic and Latino profiles on the planet waiting for you. Click here for instant access. &...
  • Gay Chicago Sugar Daddies Looking for Sexy Men... Meet Gay Sugar Daddies of Wealth and Taste Gay sugar daddies are generous, well-grounded, ambitious and have the balance you need. Once they set their mind on something there's hardly anything out there to stop them. To them you are an investment in love, as well as arm candy if we're being honest....
  • Hot Chocolate Encounters of the Trans Kind Tonight in Chicago Baby! Ebony Tgirl Escort in Chicago Dark chocolate t-girl escort here to rock your world in Chicago. I'll make you feel alright with my big goodbar tonight. I'm an animal baby just doin' what comes natural. I am discreet and welcome incalls and outcalls women, couples, gay men, groups and just about...
  • I'll be your sexy superhero tonight baby!... Yeah baby it's super tranny to the rescue in Chicago. Freaky as hell and I always rise while others fall. If you need a sexual superhero tonight then I'm your girl. I got 9 inches uncut that wants you to have your way. Oral, hand, anal or? Anything you want this ebony trans escort is good with. Goin...
  • Sexy Gay Male Seeking Hot Guys for Discreet Fun in ๐Ÿ’ช๐Ÿ† Chicago Hey there, I'm Lawton and I'm on the hunt for some sexy guys who are up for some naughty fun ๐Ÿ˜‰. I'm a gay man who loves to explore all kinds of kinky fetishes and sexual acts. From deepthroating a throbbing cock to riding a huge dildo, I'm down for it all. Whether you're into being a top or botto...
  • Asian Stripper in Chicago for Limited Time Only... Chicago Erotic Asian Dancer Hi, I'm Raven an Asian exotic stripper visiting Chicago from Hong Kong and I am ready to show you how it's done in the far east. No matter what the ocassion or place I will take over the room and set it on sexual fire! To see more pics and to book with me click here&nbsp...
  • Date a Sexy Cosplayer in Chicago... Meet Sexy Singles Who Share Your Fandom If you're a fan of fiction, whether it's movies, books, games or comics, then Dating Hot Cosplayers is right where you need to be.  Cosplay in Chicago is a fun and rewarding lifestyle! Logon and Hookup with a Fellow Fan!     Other ...
  • How about a girl-girl-YOU threesome tonight with two hot babes!... You get two hot female escorts (one blonde and one brunette) who are professional and descrete and always ready to get down and get freaky with a man. We serve local Chicago and do incalls, outcalls, travel and just about anything you can imagine. We want to fulfill your fantasies so don't ever be s...
  • 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...
  • College Student Age 22 in Chicago Need to Pay My Bills! College Student in Chicago Seeking Gentleman Hey, thanks for looking at my ad. I'm Chelsea, age 22. I'm a college student with a heavy class load so I don't have time to work a full-time job.  I need to pay my bills and fix my car. I'm willing to do anything with a generous gentleman. (Sorry ...
  • I'm YOUR Sunshine! ๐ŸŒž๐ŸŒž Be my nighttime secret! Secrets can be so much fun!  let me know when you wanna get this train rolling! <a href="https://imlive.com" _mce_href="https://imlive.com">Amateur Sex</a> HOTTEST WEBCAMS๐Ÿ’ฅ "OMG, the most mind-blowing cam session I've ever had!" Teens - Hot 18+ eager to ...
  • Triple Temptationโค๏ธโค๏ธโค๏ธ Let Our Skilled Hands Take You Away๐Ÿ’ฆ Chicago 3 best friends who grew up together working together to make you feel amazing! We have known each other forever and finally decided last year to start our own Massage Spa.. We are all bi and like to have fun together. In this day and age, life can be so stressful and aggravating. So we think pleasur...
  • Huge Boobs Swing Their Bling for You Live! Ahhh boobs, no two sets are alike and we never grow tired of them. The bigger the better if you ask most admirers in Chicago or anywhere else. Titties are universally adored by boob men of every walk of life and these hotties ain't afraid to flaunt them. HOTTEST WEBCAMS: LESBIAN - EXPLICIT HOT ...
  • Naughty Coeds Get Freaky on LIVE Dorm Cam in Chicago!.. Fetish: <a href="https://imlive.com" _mce_href="https://imlive.com">Fetish</a>   BBW: <a href="https://imlive.com" _mce_href="https://imlive.com">BBW</a&a...
  • Hot Gay Masseuse Bringin' Sexy Body Rubs Chicago Style!... I'm Trey and I serve gay, bisexual and bi-curious men in Chicago with fabuluous tension relieving body rubs. My motto is, "the happier the better" if you know what I mean! I'm Greek and the pampered sexy epicurian lifestyle is in my blood. There is no better massage artist in the city or the state o...
  • Erotic and Relaxing Body Rubs in Chicago with a CLIMACTIC EDGE - I ALWAYS Aim to Please ;) Climax With Kinky Tessa! I am Tessa here in Chicago skilled at edging, prostate and ball massage, anal stimulation, electro and much more. The menu is open to whatever you want or might want to try. My body rubs are not run of the mill by any means. I live and practice here so If you are interested...
  • ๐Ÿ“ท ๐Ÿ“ท HOT ASIAN CAM GIRL WANTS YOU๐Ÿ“ท ๐Ÿ“ท HOT ASIAN CAM GIRL WANTS YOU๐Ÿ“ท ๐Ÿ“ท  Wanna see what all the fuss is about? Come watch my live cam! HOTTEST WEBCAMS๐Ÿ’ฅ "OMG, the most mind-blowing cam session I've ever had!" Teens - Hot 18+ eager to tantalize and please.Black - Gorgeous ebony babes on cams.MILF - Bo...
  • January 18th, 2026
  • Surrogate Father Services - Need a Fertile Male, or Just a Night You'll Never Forget? I am a male escort serving the Chicago area. My forte is surrogate impregnation of women who need my services. I have great genetic credentials (see more on that later) and I will see the process of impregnation through to completion. Discretion is my upmost concern. Most of my clients are lesbian ...
  • LET'S PARTY๐ŸŽ‰๐ŸบOpen Minded hey babe, i'm 23 today and I want to go out and party.. I'm in Chicago but I will travel! I haven't been to a strip club.. Nothing. So I really need someone to take me out and show me the ropes. I do want to have some fun and let loose. Will you help me celebrate? ๐Ÿ“ธ My Pictures&nbs...
  • DISABILITY PRIDE MONTH AT BONEPAGE! BonePage Celebrates Different Abilities & Diversity! Dating Profiles for Chicago Disabled Community Members Disabled Sex Dating | Disabled Hub | Mentally Disabled | Gay Disabled BonePage.com is proud to support our disabled and differently-abled friends and adv...
  • Shemale Escort๐ŸŽ€ ๐Ÿญ I'll BE A GOOD GIRL๐Ÿ˜‰..just for you ๐ŸŒทCUM PLAY BABE. i will please๐Ÿ’ฆ I do what I'm told. ๐Ÿ˜ i'm local ๐Ÿ˜ˆNO LAW ๐Ÿ˜ˆNO SCAMS ๐Ÿ˜ˆCONTACT ME WHEN UR READY ๐Ÿ˜ Check out my pictures and my profile  - NOW ...Waiting to please you now daddy. Want to have some fun and get naughty with a real SHEMALE/TGIRL tonight? N...
  • Full-Body Temptation โœ‹๐Ÿ‘… Nuru Massage That Will Leave You Breathless Want total NURU RELAXATION! ๐Ÿ’ฆ๐Ÿ’ฆ๐Ÿ’ฆThis is what you should do, to slip into something warm, wet and very naughty. My  body will be soft and glistening as it will slide against yours, stroking every part of your  body and sending you to paradise.  View Profile - Browse Pix Nuru g...
  • Chicago's Own Trans Escort FABULOUS FRANCIS - I'm a Born Diva Honey!... T-Girl Escort in Chicago I'm Fabulous Francis a trans escort here in Chicago serving all you sexy guys with my sexy womanly wiles. I'm all the F-words baby! Fabulous, fun, fantastic, functional, friendly, flambouyant and very f#ckable! I do top or bottom and am extra large=well equipped. Let's make...
  • Looking for THE hottest drag queen in Chicago? Drag Queen Escort Ready to go to the real drag races sexy? Of course you are! Why else would you be scopin' out my Chicago trans escort listing? I'll take you to the races tonight and we'll run a few laps and get you to the finishing line for the BIG WIN BABY!!! The checkered flags are up and ...
  • YOU CAN PUT YOUR HANDS ON ME IN THE DANCE!!! Chicago Hey there, looking for a little extra spice in your life? Well, look no further because I'm your girl! My name is Isabel and I am a personal stripper based right here in Chicago. ๐Ÿ’‹My Bio & Arrangements Sexy Lap Dancer Ready to Heat Up Your Night! ๐Ÿ”ฅ๐Ÿ’ƒ๐Ÿป I specialize in erotic dancing,...