Chicago Transgender Escorts Sex Classifieds
Browse Chicago transgender escorts listings for sex provider listings of TS escorts and trans sugar baby arrangements near you. Due to U.S. regulations, prostitution ads are illegal and thus are not allowed. All ads in BonePage trans escort ads are for legal escort services or adult companionship arrangements. Any sex that may occur is strictly by mutual consent between adults, and of their own free will.
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June 21st, 2025
Hung Black Shemale Top or Bottom for Chicago Gentleman 🌟 Hung Black Shemale for Chicago Gentleman
Hi there! My name is Lady Velvet. I am the perfect package to explore all your hidden shemale fantasies.✨🍭 I guarantee you’ll come back running for more! 💋 I am a real shemale with a full, thick 100% operational🍆 , can service you top or bot...June 20th, 2025
A monster in the sheets, but a lady in the streets... Hello men, I'm Lilith a 27 year old sexy femme, fully functional, passible, sexy and hot to trot trans escort in Chicago. I can be a bit racy and dirty when it's appropriate, but always maintain my poise in public. If you live in the Chicago area and are interested then drop me a line and introduce ...
Hot Shemale Paula Ready to Fulfill Your Wildest Fantasies 💦ESCORT 🍆Chicago 👅 Want to meet the Shemale and Transsexual of your dreams? Look no further, this website gives you instant access to real TGIRLS, SHEMALES and TRANSSEXUALS!! The best part is they are online and you get connected with local Trans right in your area! ❤️🔥Browse Chica...
Killer Queen! Chicago Trans Escort Playful as a Pussycat!
Insatiable in appitite. I am Chicago's favorite trans escort, Paris. I am THE Killer Queen, dynamite with a laser beam. And I'm guaranteed to blow your mind - anytime! I am a cosmopolitan trans woman who enjoys the finer things in life, but have found tha...
💋🍆 BIG DICK SHEMALE, Chicago💋🍆 Sexy Shemale Joy Looking for Hot Fun in Rockford 🔥🍆💦
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...
Shemale Escort🎀 🍭 I'll BE A GOOD GIRL😉..just for you 🌷CUM PLAY BABE. i will please💦 I do what I'm told. 😏 i'm local 😈NO LAW 😈NO SCAMS 😈CONTACT ME WHEN UR READY 😏 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?
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Black Shemale With HUGE COCK FOR YOU🍆 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 PLAN SOMETHING. EBONY/BLACK SHEMALE WITH NICE HUGE, HARD COCK 🍭
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Imma Spread Your Sexy Ass & Eat It Like Grandma's Stuffing 🍘👩🍳💅 Username: @Transbbydll1- Location: Chicago- Dating Profile: Yes- Trans Dating Pics: 29TEXT ME DIRECTLY!!- Video Chat: Yes- Messenger: YesMy Trans Dating Pics & Socials
I'm a fully functional pre-op trans woman looking for a strong bull who wants to have some fun. I give the best head in th...
Tiffany Shelle - Your Chicago Tranny Girlfriend! 💞 Tranny Escort - Top/Bottom/GFE in Chicago
It’s Tiffany Shelle your perfect tranny girlfriend 🥰 💕 SAFE💕 💯 LEGIT✨💞 SKILLED, Exotic and Erotic 💦 🥰 I’m available to explore your shemale fantasy and give you pleasures you've only dreamed of!
I'm 100% functioning shema...
TRANNY PORNSTAR, ELITE, Fun & Freaky down to earth transsexual. Im 100% Real (Guaranteed) Tranny Pornstar in Chicago
A Very ELITE, Fun & Freaky down to earth transsexual. Im 100% Real (Guaranteed) & I've been seen all over the NET. Im completely versatile Top or Bottom, Aggressive or Submissive! I have beautiful natural 36D breasts.
I am a trans woman of many interests, I love ...
Chicago TRANNY, needs❤️🍆 I'm a Transgender lady living in Chicago or somewhere near by... I'm Born male, however I always known I am a pretty girl. I love meeting guys for sex and having fun. View My Trans Chicago Dating Profile!!💋
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Chicago🍆Ebony🍆Crossdress
EBONY/BLACK CROSSDRESSER WITH NICE THICK COCK 😉😉
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I WANT TO DRESS UP SUPER SUPER CUTE FOR YOU AND MAKE YOUR FANTASIES COME TRUE. THEN I WANT US TO EXPLORE OUR WILDEST AND NAUGHTIEST FANTASIES - WHAT ARE YOUR ...
💋 TGirl Treat, So Sweet & Discreet 💦 Hey babe… I’m the trans fantasy you’ve been dreaming about and now I’m right here, ready to play 😘
I’m soft in all the right places, with a secret surprise that’ll leave you breathless. I love to tease, please, and take you somewhere you’ve never been b...
Free Illinois Transexuals Guide Illinois Transexuals Guide
The Illinois Transexuals Guide was prepared by our trans experts at AmericanTransexuals.com. We bring trans women and admirers together for friendship, dating and sex hookups. View our free Illinois Transexuals Guide online.
Where to Meet Transexuals in Illi...
Upscale Asian Trans Escort New in Chicago... I am Jang-Mi your trans escort from Seoul, Korea new in Chicago. I love American men and the way they treat a lady. I am classy, exotic and am for men of taste. You will find me warm, a little shy, submissive, sexy and a hot lover behind closed doors. I do incall, outcall, travel, parties, conventio...
Welcome to the Land of Neons and Nylons Baby! Big City Kitty here to share the glamour that is Chicago with a sexy man tonight. You can take me anywhere, I'm a fully passable t-girl, functional and always in the mood for some hot sexy fun. Incall, outcall, travel, events, parties or anything you have in mind. I like it flashy and trashy! If you...
Hot Natural Tgirl in Chicago Hot Natural TGirl Companion
I'm a 33 y.o shemale/trans girl looking to provide a great time for a fun, good man. I am versatile, very sensual and full of fun. I like to kiss as well...;) Feel free to inquire on further details. Party friendly. You will like what you see. Clean and safe play.
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HI, SEMALE LOVERS❤️😉 WANT TO PLAY WITH A REAL TGIRL??? View More of My Pix and Profile
most amazing pleasure. Chicago ✅COCK SIZE -7.5INCH AND SILICON BOOBS 38 SIZE *SUPER SOFTMy Name is Liza TS,I will give you the
Age: 23 years oldName: Liza TS 💋Gender: Transsexual (Pre-op)Location:ChicagoAvailability: Incall & Outca...
Vietnamese Trans Escort Serving the Chicago Area... kawaiiTranX is back on demand in Chicago for all loyal admirers. I a fully passible and functional trans female escort who can take care of you like no body else can. I make you wonder how you ever got along without kawaiiTranX before. Incall, outcall OK, no women, underage or police! Come see ...
🐐🍆💦 PROFESSIONAL THROAT GOAT Come Here Baby, Mama Needs Her Protein Shake 😉 Username: @TransFantasies4U- Location: Chicago- Dating Profile: Yes- Trans Dating Pics: 13TEXT ME DIRECTLY!!- Video Chat: Yes- Messenger: YesMy Trans Dating Pics & Socials
When I tell you that I'm looking for someone who can fulfill my desires like I can fulfil theirs, I mean full on THROA...
JOIN US TO DECRIMINALIZE SEX WORK Decriminalize Sex Work
Decriminalize Sex Work by Sienna Mitchell, BonePage.com Staff ReporterThis article sponsored by BonePage Chicago Trans Sex Profiles
BonePage supports the movement to decriminalize sex work around the world. The unfortunate reality is that transgender sex workers (especially ...
EBONY🍆TS - incall and outcall💦❤️❤️ VALENTINES DAY SPECIAL❤️❤️ My Personal Profile - View Here
Name: PARIS EBONY TS 🍆 Ethnicity: Black - Ebony Age: 23 years old Height: 5'5" Weight: 134lbs
Location: Local, Willing to travel
Op: Pre-Op 🐈 ( Still have my Cock)
Services: BDSM, GFE, Massage, Nuru, Sex
Available to: Men, W...
Illinois Transgender Nightclubs and Bars Illinois Transgender Clubs Directory
Browse the Illinois Transgender Clubs Directory online from our webmasters at TGGuide.com. The development team at TGGuide has hand-curated the most complete listing of transgender nightclubs and bars you will find anywhere. Browse the worldwide listings or refi...
Kinky Trans Domme Rules the Night... QueenDomme here... Me? I’m the sadistic controlling type, and I certainly don't take any BS. Get down on your wretched knees now and worship me. My domain is Chicago and you exist only to please me. Click here to enter my lair and worship the QueenDomme.
Keywords: BDSM, sex,...
JACKIE🍩BBW SHEMALE EXPERIENCE SOME EXTRA LOVINGCHICAGO, ILLINOIS - BBW TGIRL😉
Hey Guy’s I’m JACKIE I am an sexy Plus Size TGirlwho will make you cum tonight in Chicago, Il, bbw❤️ ❤Anal Sex...Blow Job🍩🍆❤Body to Body Nuru Massage❤Shower and Bathe together❤Kissing Cuddling & tou...
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...
💎 Spoil Me & Let’s Create Something Special Together 😉 📌My Location: Chicago💎 Want I'm Seeking: A generous and discreet Daddy! 🔥 About Me: Hey, I am a stunning, sweet and playful trans beauty who loves the finer things in life. Now if you are looking for an elegant, charming and affectionate companion, I would be more tha...
I want to be your whore tonight!... I am Paula, an ebony transexual escort in Chicago, very hot. Good with my mouth and my ass. Comment on my photos. I would appreciate it if you downloaded my photos and share me with other men in the Chicago area. To book a naught night out just Click here and come see me anytime! - Paula69...
Road Head Sally Drivin' Hard in Chicago Tonight! I'm Road Head Sally a horny t-girl for you busy guys on the go in Chicago. What's the best time for road head? When there's gas in the tank baby! Let's go for a wild ride your car or mine and let me treat you to Sally's specialty. I drive or you drive which ever you prefer. We can drive or park at s...
Trashy Tranny Trisha... Trashy Chicago Trans Escort
Hey I'm Trisha here in Chicago, and one man's trash is another man's treasure! Sure I'm nasty, I'm dirty minded, I'm horny AF and a little wild but that's a win-win for the both of us baby! I'm 5'8, medium build with a big hard uncut package, 160 pounds, top or bottom an...
T-girl Escort Chastity at Your Service Tonight... Fully functional top or bottom trans escort serving up some steamy nights for my fabulous Chicago boos. Don't hate me because I'm beautiful. Come get some of this! Chastity has enough to please any man and your gonna stay satisfied after I'm done with you. I'm also fully passible and can do anything...
Naughty boys check me out - Good thing I love naughty boys - Your wildest fantasies will come true Tara here, I live to make your fantasies come true in Chicago! I have a bubbly personality, enjoy intimate dinners, shopping, and I love as much as I receive. Fully passable, I dress to impress, STD free, classy, and ready to satisfy your needs and fetishes on short notice. I’m known for my se...
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 ...
Best big surprise you ever had baby! Chicago Ebony Tgirl Escort!
I am a very sensual and sexual black transexual escort here in Chicago. Love both bottom and top. Comment on and like my pics. I want you to share my pics and share me like you mean it with other men. Gay men, straight men, couples welcome, cis women welcome, curious wel...
T-Girl with a big surprise - Your gonna fucking love every inch of it! Chicago's Fabulous Trans Escort
Hi boys I'm Mona a trans escort here in the Chicago area with a special treat. I'm fully functional, passible and extra large (10 thick inches uncut) Top or bottom and very kinky for all you sexy pervs out there who want to get the most out of Mona tonight. Tell me y...June 19th, 2025
Dr Freakin'Furter - Mine's Bigger Than Yours! White, 32 year old T-girl escort Freakin'Furter here in Chicago, and I'd bet mine is bigger than yours. We'll just let it be our little intimate surprise when the time comes. No one needs to know our business, Let's just keep it discreet. If you live in the Chicago area come see if you measure ...
Onebitchin' Babe in Chicago Im a Funloving Person... You must live in the Chicago area I am a Trans escort and will sex you up hard because I'm ALL the woman you need tonight baby! Tell me how you want it, you must be honest 100% No Bullsh#t. No games. No cops, no minors or lowballers PLEASE!! Sex isn't mandatory but, you must please be clean, respect...
💋👅🍆Hot Shemale Renell Ready to Fulfill Your Wildest Fantasies💋👅🍆 My tight ass is always ready for some intense pounding, and I love nothing more than feeling your cock deep inside of me. Let's play together and experience the ultimate pleasure that only a shemale like me can provide. Don't be shy about sharing your wildest fantasies with me – I am always op...
Gloria Chicago trans escort has a secret in her panties!! 🍭 Gloria, Trans Escort in Chicago 💋
NO BLOCKED NUMBERS - Please message me @GloriaTransXual. I'm Gloria and I have a big secret hiding in my panties. I'm completely passable so you can take me out to a business dinner or a fancy restaurant. Only you and I will know the secret that awaits you ...
Hot Shemale Maren in Chicago Ready to Fulfill Your Wildest Fantasies 💋🍆💦 Are you looking for a sexy shemale to fulfill all your deepest desires? Look no further, because I am here to make all your fantasies come true. My name is Maren and I am a pre-op transgender woman who loves to play with men in every way possible. 💃🏻🔥 See my pics & contact info
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Trans Hookups in Chicago, Illinois -- FREE PROFILE SEARCH -- Meet Local Trans Online! Trans Hookups in Chicago, Illinois
BonePage has a trans hookups partnership to provide a free membership with instant access to all Illinois trans sex profiles.
Meeting Chicago transexuals isn’t quite as simple as meeting regular woman. Many transexuals feel uneasy about coming out pu...
I HAVE NICE TITTIES AND A NICE BIG COCK Chicago!💃🔥👠 Are you looking for a sexy shemale to fulfill all your wildest fantasies? Look no further, because I am here to make all your dreams come true. My name is Selena and I am a pre-op transgender woman who loves to play and have a good time with men who know how to treat me right. 💋🔥See my pics &a...
24 y/o Crossdresser 🍭 seeks Man for Dates in Chicago Crossdresser Escort in Chicago
Girly crossdresser Ashley here for to service a men and I do know what you like! I'm always fun and flirty and clean and very feminine. No drama or rudeness ever. Incall/outcalls available. Contact me for same day appointment. I have a clean, safe place or you name th...
🔥SHEMALE DOM🔥 You Were Made to Serve 😈 Now Let’s Make It Official My name is Shelly and I'm Trans.. You will love me like the QUEEN I am! I hope you're into melting away into immense fantasy. I will own your mind forever after we're done!! I'm into feminization ( You'll Be My SISSY BOY ) 🎀 Orgasm Denial, you wait till I tell you to cum💦Worship & fac...
make you dreams come true with a 1000% real beauty. hot ts kinky nasty just for you Hot, Kinky, Nasty TS Beauty!
Hey guys. Am 25 years old, hot preop ts. My measurements are curvy, hot and big in all the right places!!! My fully functional toy always rises for every occasion. Sugardaddy arrangement, GFE possibilities.
My long natural hair, smooth silky skin and beauty to di...
You Spin Me Right Round! Like a record baby, right round, round round! I'm Olivia a trans escort in Chicago and you look like your lots of fun. I want some! Common honey don't be shy just jump my bones and do me hard and fill me. I'm a petite spinner tgirl dirty as it gets, and up for anything you might have in mind. I...
Let Cherry Make Your Fantasies Come True Tonight!... Hello I'm Cherry a hot trans escort in Chicago. Thanks for checking out my ad. First of all here is a little more about myself. Im a horny sexy Latina trans girl with a very charming polite lovely personality yet kinky and fun to play with. I'm always trying to make you have a great experience and s...
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About Me: ✔️9” off hormones ✔️100% real and recents pictures ✔️FIRST TIMER ARE WELCOME! ✔️fitness body ✔️Fantasy's - fetish's. 🌟🌟VISITING 🌟🌟 -INCALL REGULAR SESSION -FULL SERVICE VIP GFE -INCALL🌟 TS MISSY 100% REAL ✅ FaceTime verify 😉 Latina 24 year ol...
Want to See 👀 BBC Shemale Cock?? 🍆 I'm in the Mood for some super sexy and naughty sex❤️I'm available now and ready for you.. I am a sexy black Shemale with a nice big cock for you to play with..Let's take turns making each other cum 🍆🍆 💦 Get in Touch With Me Now and Let's Plan a Hookup I want some naughty sex toni...
Hey Chicago - I'm Nastina With the BIG Weena!... Chicago Trans Escort 4 Hire
Nastina here a fully passable in social situations, fully functional in bed and packin' a BIG surprise for ya! I'm the best trans escort in the Chicago area so don't even mess with the rest big boy. Discreet, top or bottom, incall, outcall, events ok, women ok. No h...