Madison, Wisconsin Shemale Sex Service Providers

Madison, Wisconsin shemale sex service providers. Find local crossdressers, transexuals and shemale sex providers including shemale escorts, body rubs, strippers, dom & fetish and more. Select your location below to find shemale sex providers near you. It's free to search or post your own ad!

Home / Shemale Sex Services /

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

  • December 13th, 2025
  • Hot Chocolate Encounters of the Trans Kind Tonight in Madison Baby!Hot Chocolate Encounters of the Trans Kind Tonight in Madison Baby! Ebony Tgirl Escort in Madison Dark chocolate t-girl escort here to rock your world in Madison. 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...
  • First timer, or simply curious, youFirst 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. My measurements are 36D-29-34. I have a 9.5 inch thick, 100% fully...
  • TS Temptress Online – Let’s Flirt, Cam & Maybe Fall in Lust 😈💋TS Temptress Online – Let’s Flirt, Cam & Maybe Fall in Lust 😈💋  As a sensual trans woman I seek someone to connect with through flirting to discover potential deep connections.  My pronouns are She/Her and I am currently in the process of transitioning while fully embracing all  the changes my body experiences  💋 Check out My Profile then...
  • TULA TGIRL - TS EscortsTULA TGIRL - TS Escorts Tula sexy top Ts ready for good time I love love sub bottoms and I love tops! kinky passionate discreet fun loving hot tranny wants to have some fun today so if you're looking for a hottie let this tranny have some fun with you and fulfill your fantasies I'm Ashley Merree call or text me.. Vie...
  • Cam-2-Cam Fun w/ a Trans Vixen in Madison 💕Cam-2-Cam Fun w/ a Trans Vixen in Madison 💕  I am online and ready to chat, flirt, and maybe even meet someone who knows how to  treat a trans goddess. 😇 I am She/Her, currently transitioning, and love naughty cam  sessions. Want to see where this could go? I’m good for a hookup if the vibe is  right. Come say hi ...
  • TS Girl Seeking Vibes, Cam Fun & Maybe Something Real 💖📲TS Girl Seeking Vibes, Cam Fun & Maybe Something Real 💖📲  Do you find attractive confident curvy trans girls who display a naughty smile and soft voice? You  already have my full attention 😘 The process of transitioning brings me great joy as I experience all  its wonderful aspects. She/Her stands as my preferred pronouns while I seek g...
  • Email Shemales💎MadisonEmail Shemales💎Madison Message Local Shemales and Transsexuals RADE PIX - MESSAGE - BROWSE PROFILES Meet Shemales, Transsexuals and TGirls for sex 😍 Hookups and fun tonight!! this app connects you locally with sexy SHEMALES who are online and party to play now ☑️ Check out what this site has to offe...
  • 24 y/o Crossdresser 🍭 seeks Man for Dates in Madison24 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...
  • S Beauty for Cam, Chemistry & Midnight Conversations 🌙📱S Beauty for Cam, Chemistry & Midnight Conversations 🌙📱  Hey handsome 😘 You will find me attractive because I am a trans woman who combines sweetness with  sensuality and playful nature. During my transition I use She/Her pronouns because I seek authentic  connections between two people. View My Profile and Message  Me – I&rs...
  • Road Head Sally DrivinRoad Head Sally Drivin' Hard in Madison Tonight! I'm Road Head Sally a horny t-girl for you busy guys on the go in Madison. 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...
  • Vietnamese Trans Escort Serving the Madison Area...Vietnamese Trans Escort Serving the Madison Area... kawaiiTranX is back on demand in Madison 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 ...
  • INTERACTIVE MAP: Transexual Tracker in the Madison Area!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 ...
  • T-Girl with a big surprise - Your gonna fucking love every inch of it!T-Girl with a big surprise - Your gonna fucking love every inch of it! Madison's Fabulous Trans Escort Hi boys I'm Mona a trans escort here in the Madison 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...
  • Tiffany Shelle - Your Madison Tranny Girlfriend! 💞Tiffany Shelle - Your Madison Tranny Girlfriend! 💞 Tranny Escort - Top/Bottom/GFE in Madison 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...
  • Black BambiBlack 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...
  • make you dreams come true with a 1000% real beauty. hot ts kinky nasty just for youmake 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 5'9, 36DD, 160 lbs and a 9’ff toy that always raises for every occasion. My long natural hair, smooth silky skin and beauty to die for that will have you asking for more. I have included my video...
  • LetLet's Meet on Cam Then Meet up Madison📱🎥 Let's Chat ONLINE 🟢  and Then Meet Exciting Transsexual, in Madison  wanting to get to know each other and then possibly meet up.. See what we can make of things😇💫✨ Are you, in search of a transgender woman who can fulfill all your wishes and needs? No need to loo...
  • Dr FreakinDr 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 ...
  • Best big surprise you ever had baby!Best big surprise you ever had baby! Madison Ebony Tgirl Escort! I am a very sensual and sexual black transexual escort here in Madison. 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...
  • Sexy and TS Hottie Ready to Tease You! 😘✨ Join me in the clubSexy and TS Hottie Ready to Tease You! 😘✨ Join me in the club Sassy Shemale Stripper in Madisoncome get a dance babe!! 🔥❤️  I’m tall, tan, and totally tempting… 😍 I’m into giving you a show  and leaving you spellbound by the things I do. My curves are deadly, my smile is  contagious, and my lap dances?! You won&rsqu...
  • SO PASSABLE YOU CAN TAKE ME HOME TO MOM AND DAD😇SO PASSABLE YOU CAN TAKE ME HOME TO MOM AND DAD😇 Shemale Escort in Madison Elegant and alluring I will bring your desires to life 💖🔥💫    Are you searching for an alluring Shemale Goddess to hookup with in Madison? That's right!! I'm a sexy escort and I'm here to please you DADDY.  You've come to the place as I'm read...
  • Independent Shemale Escort Top or Bottom in MadisonIndependent Shemale Escort Top or Bottom in Madison Top or Bottom Shemale Escort in Madison Hey guys. I'm Maya Grace (@MayaGrace31). I am a sexy and sweet, but also naughty shemale in the Madison area. I'm friendly and outgoing, a total flirt and a tease. I will definitely make you feel proud to be with me. I will leave you happy & relaxed every...
  • Hey Madison - IHey 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...
  • Tainted Love - Beyond Compare!Tainted Love - Beyond Compare! Kinky Trans Escort in Madison Hi I'm trans escort Trisha here to show you boys a different kind of kinky love in Madison. What kind of kink? You'll have to contact me to find out. I'm open to all sorts of fetish play if you are. This is for a kinky open minded man sort of man who appreciates w...
  • SHEMALE INTO KINK 🔥 I WILL DOMINATE YOUSHEMALE INTO KINK 🔥 I WILL DOMINATE YOU Sexy Shemale DOMINATRIX Maryjo let's explore our kinks together!😈 My Name in Maryjo and I'm located in Madison.. I'm a very Kinky and horny shemale to play with your body and mind!💦  I want to own you and make you cry out in pleasure and pain. I will do unspeakable things to you and...
  • 🖤 Touch Me, Tease Me, Take Me Madison Shemale Rubs🖤 Touch Me, Tease Me, Take Me Madison Shemale Rubs  Are you aching for real connection? Come touch me. Our bodies will merge as I position  myself above you to share my fantasies while our skin dissolves into each other. View My Profile and Pictures - I’m a TS  goddess who loves kissing, sucking, licking, teasing, and intense ...
  • Free Wisconsin Transexuals GuideFree 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...
  • ❤️I❤️I'm Ts Love Bunny🐇Madison❤️ Your SHEMALE MASSAGE THERAPIST DO YOU WANT A LOCAL SHEMALEMASSAGE/ NURU THERAPIST? 💦💦   Hey babe, I'm here in Madison and I'm a college student. I'm really good with my hands and body so I'm doing this MASSAGE stuff as a way to make money on the side. Honestly I love it so much, I think I will always want to do this ...
  • OnebitchinOnebitchin' 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...
  • SHEMALE TOP LOOKING FOR BOTTOMS, VERSATILE WITH 8 INCHESSHEMALE TOP LOOKING FOR BOTTOMS, VERSATILE WITH 8 INCHES 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...
  • Killer Queen!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...
  • Madison Come See a Local Ebony Tranny Dance on The PholeMadison Come See a Local Ebony Tranny Dance on The Phole  Ebony TS Goddess Seeks a VIP Date! 💵💰💎  Hey boys, I'm an Ebony Transsexual in Madison and I'm dancing tonight. Come hang out.. Let's have a few shows and maybe a dance. If you say you found me from this ad, I'll give you a SPECIAL DANCE!!! 👸💦 You like curves, confiden...
  • Trans Beauty Craving Connection – Let’s Get Intimate on Cam 🔥Trans Beauty Craving Connection – Let’s Get Intimate on Cam 🔥  Hey you 😘 I’m a transsexual woman who’s sweet, sexy, and ready to  build something exciting — whether it’s playful chatting, hot cam sessions, or something more meaningful. View My Profile and Message Me — I’m  waiting. I  identify as She/...
  • Let’s Cam, Flirt & Maybe Fall Into Each Other 😈💬Let’s Cam, Flirt & Maybe Fall Into Each Other 😈💬  Hi baby 😘 As a trans woman I present myself as sweet and sultry while being open  to the direction of our encounter. My availability includes late-night conversations as well as hot cam interactions and  I will take whatever relationship you seek. View My Profile and  Message...
  • SHEMALE HOOKUPS! Wanna Have a Great Time? Join Free Now!SHEMALE HOOKUPS! Wanna Have a Great Time? Join Free Now! HOT!  SHEMALE HOOKUPS "The girl with a naughty little secret in her panties!" SIGNUP FREE: INSTANT ACCESS! Shemale Profiles Uncensored Photos Swap Your Pics Live Web Cams Private Messages Sext & Hook Up! Join free for Instant Access to the Shemale Profiles Black Sh...
  • EBONY🍆TS - incall and outcall💦EBONY🍆TS - incall and outcall💦 Ebony Shemale With BBC🍭do you like pretty black TS? 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: B...
  • II'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...
  • ON STAGE TONIGHT!!  Shemale Laryssa 💋 Madison ON STAGE TONIGHT!! Shemale Laryssa 💋 Madison Sexy Shemale Laryssa Ready to Fulfill Your Wildest Fantasies 💋 Hey there, handsome! I'll be at the club tonight.. I will treat you extra special in the back room, if you know what I mean 💦👄 Are you looking for a sexy shemale in Madison  who knows how to have a good time? Look no furth...
  • Trans Goddess Seeking VIP Companion!💎💎Madison💎💎 Hispanic Tranny Dancing TonightTrans Goddess Seeking VIP Companion!💎💎Madison💎💎 Hispanic Tranny Dancing Tonight Spicy, Sultry & Down to Mingle!Hispanic and Spicy Latina TS 👗🔥 I don’t just dance, I seduce. 😏 If you love an exotic, trans beauty who knows how to tease, I’m waiting at the club and I'm bored.. Ughh, please come save me and let's have some fun. I want to take a few shots w...
  • Trans Hookups in Madison, Wisconsin -- FREE PROFILE SEARCH -- Meet Local Trans Online!Trans Hookups in Madison, Wisconsin -- FREE PROFILE SEARCH -- Meet Local Trans Online! Trans Hookups in Madison, Wisconsin LocalTransHookups.com has teamed with TSDates to provide a free membership with instant access to all Wisconsin trans dating profiles. Meeting Madison transexuals isn’t quite as simple as meeting regular woman. Many transexuals feel uneasy about coming o...
  • VIDEO✅VERIFY🍆Big Transgender Cock💦VIDEO✅VERIFY🍆Big Transgender Cock💦 PARTY TRANSSEXUAL GIRL 🎱☘️🎉💨IM VISITING & VERIFIED 💥 SEXY SHEMALE IN Madison lOOKING FOR SOMEACTION AND PLAY TONIGHT.. are you down? I have a sexy body and an amazing cock for you. 5 STAR⭐️ EXPERIENCE  * NDA’s ACCEPTED  / A+LIST  clients 💫...
  • NURU MASSAGE WITH SHEMALE - 🌺 Slow, Wet, & IntimateNURU MASSAGE WITH SHEMALE - 🌺 Slow, Wet, & Intimate  You deserve intimacy. You deserve indulgence. You should lie down so I can explore your entire  body with erotic purpose. View My Profile - My nuru body rubs are wet, slow, and wildly erotic. I  will move my body against yours while sharing dirty dreams through whispers and allowing...
  • Kinky Trans Domme Rules the Night...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 Madison and you exist only to please me. Click here to enter my lair and worship the QueenDomme.     Keywords: BDSM, sex,...
  • MadisonMadison'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...
  • ❤️😍 TS Tease Ready to Please—Meet Me Tonight!😍❤️ ❤️😍 TS Tease Ready to Please—Meet Me Tonight!😍❤️  Sassy & Classy in MadisonCome Play with Me!  😍  Hey there sexy! 💋 I am your favorite trans bombshell dancing your fantasies of your  dreams. Get a private show for free at the club here in Madison, I’ll be there turning up the  heat. Of course, drinks and l...
  • HI, SEMALE LOVERS❤️😉HI, SEMALE LOVERS❤️😉 My Name is Liza TS, I will give you the most amazing pleasure. Madison ✅ View More of My Pix and ProfileCOCK SIZE -7.5INCH AND SILICON BOOBS 38 SIZE *SUPER SOFTAge: 23 years oldName: Liza TS 💋Gender: Transsexual (Pre-op)Location:MadisonAvailability: Incall & O...
  • Horny Trans Cutie Online in Madison – Let’s Chat First 🟢Horny Trans Cutie Online in Madison – Let’s Chat First 🟢  Looking to meet someone real? I am a flirty, wild trans girl who is ready to  chat and see where things go. I get off on naughty cam convos and love to tease before  we take it further. Let’s heat things up and maybe plan a hot little meetup. Message  me, view my profile, ...
  • Looking for THE hottest drag queen in Madison?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 want you to come get a dance from me ;)i want you to come get a dance from me ;) Exotic Shemale SheelaWaiting for You Tonight 💦 Looking forward to seeing you tonight! 💧  Hey there handsome. Would you like to enjoy an fun dance, from a transgender stripper tonight at the club in Madison! I'm looking forward to seeing you and having a sexy time together... Perhaps you...
  • Twisted Sister - Loves to Ride.... and be Ridden!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...