Madison, Wisconsin Shemale Sex Service Providers

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October 17th, 2025

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...

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...

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 ...

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...

TATTOOED TRANSSEXUAL 🔥💥 HERE FOR SEX AND FUN!! LOCAL SHEMALE ESCORT LISTINGI reside in {City} and I'm always ready! I have photos, with feedback from satisfied customers .. I will always satisfy and make you feel like the AMAZING MAN you are!! I also have been verified through P411 ✅💍 and you can also find me on OF, Want to see more pictur...

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...

Your Trans Fantasy Starts Here – Let’s Cam First 💦  Looking for a sexy, open-minded transgender woman in Madison? That’s me! I  love connecting on cam—it’s the perfect way to get to know each other before possibly meeting up.  She/Her, sensual, spontaneous, and ready to play. Click the link, view my  profile, an...

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...

Your TS Cam Crush is Ready to Connect – Come Play 💦💋  Seeking a smart trans girl who can turn you on with her smile and voice? Look no  further 😘 I’m a TS woman with soft curves, a curious heart, and a dirty  little secret. I use She/Her pronouns and I love sharing raw, real moments on cam  — the kind that make your...

Madison 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...

Road 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...

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 ...

Seductive Roselia is excited to make your wildest dreams 💦 true Madison SHEMALE BODY RUBS AND MASSAGE Located in Madison - Stop on in! 👄😻    Looking for a Sexy and Sensual Massage from a TS/Shemale, in Madison? Well search more! I'm Roselia ( SHE/HER ). I'm here to make sure you have a time with me ✨  As a transgender woman I love what I do...

Madison Transsexual Body Rubs 💋 Kiss & Slide Session  Do you crave closeness? I’m the TS goddess who gives more than just a massage—I  give connection, fantasy, and deep release. I will touch you with warm oil and soft skin while  my body is pressed against yours from chest to chest with our mouths together and our hips and...

Independent 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...

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Cam Now, Hookup Later? Trans Girl in Madison 🖤  Let’s have some real fun. I’m a naughty trans girl who’s up for cam play  and possibly more. Let’s chat, get each other going, and see if we vibe enough to  meet. I’m flirty, freaky, and love being watched. Hit me up, view  my page, and let’s ...

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Let’s Get Wild Online First – Trans Beauty in Madison 👠  As a trans girl I have a passion for cam sessions which I describe as naughty, raw and  real. I am located in Madison and I am open to meetups if the vibe  is hot. I identify as She/Her, enjoy exploring and I am willing to try anything that  feels good. I want to flirt, tease an...

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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...

SHEMALE 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...

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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...

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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. 420 friendly You will like what you see. Clean and safe play Visit me...

Online Now 🟢 Ready to Play and Possibly Meet IRL  A transsexual woman from Madison seeks someone to chat and flirt with potentially leading to  relationship formation. Your search for a passionate trans encounter ends here. I am currently transitioning and use  She/Her pronouns while enjoying hot moments especially when I am on came...

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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 ...

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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. My measurements are 36D-29-34. I have a 9.5 inch thick, 100% fully...

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