Madison Transgender Escorts Sex Classifieds

Browse Madison 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.

Home / Adult / Transgender Escorts

Show Ads In: Appleton / Oshkosh | Duluth / Superior | Eau Claire | Green Bay | Janesville | Kenosha-Racine | La Crosse | Madison | Milwaukee | Sheboygan | Wausau

June 4th, 2025

Gloria Madison trans escort has a secret in her panties!! 🍭 Gloria, Trans Escort in Madison 💋 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 ...

EMAIL🍆SHEMALE💦ESCORTS I'm in the Madison..  area. I'm willing to travel. As long as you love TRANSSEXUALS and want to have some fun and sexy sex. I want sex now, let's play! View My Pictures We need to have some fun and get naughty, you want some of this Shemale cock! SHEMALE HOOKUPS in Madison ...

Black Bambi's Got a BIG Love Gun and it's Loaded Baby! Madison Trans Escort Black Bambi I shoot to thrill! Hey boys your gonna get more bang for your buck with BlackBambi in Madison! Don't go off half-cocked with those other trans escorts out there and be left wanting for more. I'm smokin' hot top or bottom incall, outcall, parties, events, discreet, p...

NASTY. Put Me 2 The Test I CaNT Lie I'm The Best HUNG vers top TS Top TS HUNG in & out Contact: Chat with me @HungTransGrrlXXX Available. Who’s gonna try all this hung, functional, WONDER REAL! GFE, Sugar Daddy, VIP. UPSCALE Professional Gentlemen. I’m a High maintenance woman, stylish, smell good, look good, and Fuck great. I Will have U open &a...

❤️I'm Ts Love Bunny🐇Madison❤️ I Live in Madison,I tend to be a bit shy over the phone (so be discrete!) , but very easy to connect with in person :)Real/Verified pics,  Great reviews. P411 Verified ✅ & OF=TsPrincessLoveBunny -My Pics are authentic, and I am verified on multiple platforms.If you want to learn...

Welcome to the Land of Neons and Nylons Baby! Big City Kitty here to share the glamour that is Madison 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...

Onebitchin' Babe in Madison Im a Funloving Person... You must live in the Madison 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...

First timer, or simply curious, you'll feel completely comfortable with me. I'm very discrete I am 25 year old fully-functional TS girl.  Let's get the physical stuff out the way first - I'm completely passable transexual (and then some). I have an amazingly sensuous model's body - toned and smooth, educated and classy. I am curvy in all the right spots, a lusciously large and fully fu...

TS ESCORT in Madison..😏 Curious? Let me be your first. 😏 If you are looking for a  TS who is a passionate, seductive high class companion then look no further. I am offering you a combination of  elegance, charm and pure excitement that will leave you wanting more.Straight BOY'S or Gay discreet, and First timer Curious Guy Are All Welcome here�...

SHEMALE ESCORT in Madison Hey All Gentlemen 💝👑 I'M TS Gina Your Sexy REAL SHEMALE ESCORT.. gonna make you happy and relax Real Pic 1000000000% Pretty, Tall and feminine ladyboy  and those with impeccable taste.  that are clean and safe, My schedule Monday and Thursday, Wednesday and Saturday, Friday on M...

LET'S MAKE YOUR TRANS ESCORT FANTASY COME TRUE 🍆🍩💦 Madison Are you ready to explore your wildest fantasies with a sexy shemale in Madison? Look no further, because I'm here to fulfill all your desires. My name is Halley and I am a pre-op transgender woman who loves to play and have fun with men who know how to please me. MY SEXY TRANSGENDER ESCORT PIX ...

SHEMALE TOP LOOKING FOR BOTTOMS, VERSATILE, FUNCTIONAL Shemale Top for Bottom in Madison Hello Gentlemen!!!  I'm the girl your momma warned you about.  I am Ginger, mixed race, age 28. I am a stunning temptress w/ lovely personality very friendly confident & discreet... Have your very best experience with me.. TOP & BOTTOM!! Don...

Dr Freakin'Furter - Mine's Bigger Than Yours! White, 32 year old T-girl escort Freakin'Furter here in Madison, 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 Madison area come see if you measure ...

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 🍭 VIEW MY EBONY TRANSSEXUAL PROFILE ...

Free Wisconsin Transexuals Guide Wisconsin Transexuals Guide The Wisconsin 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 Wisconsin Transexuals Guide online.  Where to Meet Transexuals in W...

Imma Spread Your Sexy Ass & Eat It Like Grandma's Stuffing 🍘👩‍🍳💅 Username: @Transbbydll1- Location: Madison- 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...

INTERACTIVE MAP: Transexual Tracker in the Madison Area! Local Trans Hookups Meet local transexuals in the Madison area for friendship or sex hookups. View our interactive map below to meet local trans members who want to meet local transexuals or admirers. Click a thumbnail to get started now! Interactive Madison Trans Hookups Map ...

Madison's Own Trans Escort FABULOUS FRANCIS - I'm a Born Diva Honey!... T-Girl Escort in Madison I'm Fabulous Francis a trans escort here in Madison 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...

The Trevor Project Saves Trans Lives BonePage Supports The Trevor Project Proudly sponsored by Madison Lesbian, Gay, Bisexual & Trans Dating Community The Trevor Project Donations, by Megan Morrison BonePage.com is proud to support The Trevor Project, an organization dedicated to suicide prevention efforts among lesbian, gay, bi...

TRANNY PORNSTAR, ELITE, Fun & Freaky down to earth transsexual. Im 100% Real (Guaranteed) Tranny Pornstar in Madison 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 ...

Hot Natural Tgirl in Madison 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.  ...

Do you know the difference between a dick and a bucket of popcorn? Madison T-Girl Escort You don't know the difference? Well then take me to the movies baby! Mmmm think of all that creamy, buttery, salty goodness! Talk about a double feature. lol Hope you have the munchies for this hot Madison tranny escort tonight. Save your appetite boy! Me: trans, 30yrs, 5...

Hey Madison - I'm Nastina With the BIG Weena!... Madison 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 Madison area so don't even mess with the rest big boy. Discreet, top or bottom, incall, outcall, events ok, women ok. No h...

June 3rd, 2025

Join Me on a Trans-Tastic Voyage in Madison Baby! Upscale Trans Escort in Madison Area Hey gents I'm Adriana a trans escort here in Madison 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...

💋🍒 BUSTY SHEMALE WITH HUGE BOOBIES 💋🍒 I'm a BIG BOOBIE TGIRL ESCORT in Madison Call me up for the Best Experience Ever... Give me the chance to make your fantasy a reality Full Clean,420 Friendly ☘☘💊💊💉 WE CAN BOTH SUCK ON EACH OTHER.  👀View My Profile BUSTY SHEMALE  - 🍆SUCK MINE🍆  FULLY FUNCTIONAL ...

Hung Black Shemale Top or Bottom for Madison Gentleman 🌟 Hung Black Shemale for Madison 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...

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...

Looking for THE hottest drag queen in Madison? Drag Queen Escort Ready to go to the real drag races sexy? Of course you are! Why else would you be scopin' out my Madison 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 ...

I HAVE NICE TITTIES AND A NICE BIG COCK Madison!💃🔥👠 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...

Trashy Tranny Trisha... Trashy Madison Trans Escort Hey I'm Trisha here in Madison, 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...

24 y/o Crossdresser 🍭 seeks Man for Dates in Madison Crossdresser Escort in Madison 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...

I'm A ✨HOT✨ Trans Sugar Baby - I Need A Sugar Daddy For These Rent Prices 😝👅🍆💦 Are you my Sugar Daddy? I Wanna be your Sugar Baby Here's a little about me:  I'm sweet, cute, and no one will ever be able to tell that I have a sweet surprise waiting, dripping between my legs just for you. We can keep that our little secret.  My voice is feminine and my physique is sm...

VIDEO✅VERIFY🍆Big Transgender Cock💦 SEXY SHEMALE IN Madison lOOKING FOR SOME ACTION AND PLAY TONIGHT.. are you down? I have a sexy body and an amazing cock for you. View My Trans Madison Dating Profile!!💋 5 STAR⭐️ EXPERIENCE  * NDA’s ACCEPTED  / A+LIST  clients - im a VERIFIED ✅ pornStar⭐️ I lov...

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...

SHEMALE HOOKUPS! Wanna Have a Great Time? Join Free Now! HOT!  SHEMALE HOOKUPS "The girl with a naughty little secret in her panties!"  Meet shemales looking for no strings hookups, sugar daddy arrangements and potential GFE!  SIGNUP FREE: INSTANT ACCESS! Shemale Profiles Uncensored Photos Swap Your Pics Live Web Cams P...

Twisted Sister - Loves to Ride.... and be Ridden! So, you wanna ROCK?! Fully function and extra large (10inch) surprise for all my Madison boos out there. I'm an independent trans escort serving the Madison area. Hit me up cause I Wanna ROCK too! I'll show you what a real woman can do and everything you don't know now. I'm sexy, hung and fun. You c...

Madison TRANNY, needs❤️🍆 I'm a Transgender lady living in Madison 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 Madison Dating Profile!!💋 Sex in Madison TONIGHT!!  HOT Transgender Lady Wanting 💋 Want TransSex? Tr...

I'll be your sexy superhero tonight baby!... Yeah baby it's super tranny to the rescue in Madison. 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...

Strict Shemale Dominatrix in Madison - @DesireeTransDomme Powerful African-Queen Dominatrix in Madison I am full-time professional Domme Desiree. My Madison area dungeon is well equipped. This is My life, not a hobby. I am a strong-willed shemale who will take charge and maintain total control. Your obedience is required at all times and you will learn to...

Asian Trans-Escort into Cosplay at Your Service Tonight!... Need a versatile Japanese trans-escort for dress-up events or a good time in Madison? I have an extensive collection of costumes for most any occasion. Anything from period, erotic, to sci-fi, to BDSM, to fantasy, to super hero and beyond. I can be what ever you desire. Click here for more. Search f...

BLACK Trans Super Fetish - Give Me That Hot Cock Right Off The Grill! 💯🥰🍆💦😛 BLACK Trans Super Fetish Freak in Madison That black girl magic is SO real though! You KNOW that's right! I got all the right things in all the right places to give you everything you've ever wanted all in the same night. So let's get comfy with some drinks and then take this shit to my satin sheet...

Join Me on a Trans-Tastic Voyage Baby! Upscale Trans Escort in Madison Hey gents I'm Adriana a trans escort here in Madison to temp 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 flirtacious wa...

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? N...

June 2nd, 2025

Killer Queen! Madison Trans Escort Playful as a Pussycat! Insatiable in appitite. I am Madison'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...

EXOTIC LOVELY BEAUTY TRANSEXUAL - HOT SEXY TS Want to Meet a Pre-Op TS in Madison? I'm fully functional transexual, top or bottom. Kink and fetish friendly. Chat about anything with me. I am a sexy and extremely wild Shemale who will not say 'no' to anything. I have a lot of offer!  SEE MY PICS & CONTACT INFO: @TSMonica27   If...

WANT TO TITTY FUCK ME AND STROKE MY COCK?? 🍆🍩 Madison Check My Profile and and Dm MeAre you looking for a hot and horny shemale to play with? Look no further, because I am here to satisfy all your desires. My name is Glory and I am a pre-op trans woman who loves to have a good time 😈 WANT A SHEMALE HOOKUPTONIGHT in Madison? 💄👅🍆 I enjoy al...

Hot Shemale Paula Ready to Fulfill Your Wildest Fantasies 💦ESCORT 🍆Madison 👅 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 Madis...

Young, Sexy, Funny, friendly and exotic 💋💋💋 ✅LATINA SHEMALE ESCORT✅ 💖💖💖 SEXY SHEMALE COCK!!💖💖💖 💖💖 You choose Who you Like💖💖 💖💖 4 Hands Available 💖💖 💖💖 VIEW MY PROFILE AND PIX💖💖 🌶️ MANY CHOICES FOR YOU 🌶️ ✅ Sexy Shemale ✅ Adorable TS ✅ Handsome and Beautiful  FRIENDLY PROFESSIONAL T...

Who's Your Tranny!!! Damn right I am! I know how to treat a man and please him, and I also know what I bring to the game. I give more than I recieve so don't be shy and message me if you live in the Madison area. I do incall, outcall, travel and all events. I'm passible, fully functional, and in the sheets I'm wild as t...

JOIN US TO DECRIMINALIZE SEX WORK Decriminalize Sex Work Decriminalize Sex Work by Sienna Mitchell, BonePage.com Staff ReporterThis article sponsored by BonePage Madison Trans Sex Profiles BonePage supports the movement to decriminalize sex work around the world. The unfortunate reality is that transgender sex workers (especially ...