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.

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  • August 15th, 2025
  • 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...
  • 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...
  • 24 y/o Crossdresser ๐Ÿญ 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...
  • 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...
  • LET'S MAKE YOUR TRANS ESCORT FANTASY COME TRUE ๐Ÿ†๐Ÿฉ๐Ÿ’ฆ 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 ...
  • ๐Ÿ๐Ÿ†๐Ÿ’ฆ PROFESSIONAL THROAT GOAT Come Here Baby, Mama Needs Her Protein Shake ๐Ÿ˜‰ Username: @TransFantasies4U- Location: Madison- 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...
  • Kinky, Confident, and in Charge ๐Ÿ†โค๏ธ Your TS Fantasy Come to Life I'm a very Dominant and secure Shemale/Transsexual... I'm a bit 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..  View My Tran...
  • Trans Hookups in Madison, Wisconsin -- FREE PROFILE SEARCH -- Meet Local Trans Online! Trans Hookups in Madison, Wisconsin BonePage has a trans hookups partnership to provide a free membership with instant access to all Wisconsin trans sex profiles. Meeting Madison transexuals isn’t quite as simple as meeting regular woman. Many transexuals feel uneasy about coming out ...
  • 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...
  • I HAVE NICE TITTIES AND A NICE BIG COCK Madison!๐Ÿ’ƒ๐Ÿ”ฅ๐Ÿ‘  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. ๐Ÿ’‹๐Ÿ”ฅSee my pics &a...
  • 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..๐Ÿ˜ Curious? Let me be your first. ๐Ÿ˜ 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๏ฟฝ...
  • 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...
  • 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...
  • 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...
  • August 14th, 2025
  • ๐Ÿ’Ž Spoil Me & Letโ€™s Create Something Special Together ๐Ÿ˜‰  ๐Ÿ“ŒMy Location: Madison๐Ÿ’Ž Want I'm Seeking: A generous and discreet Daddy! ๐Ÿ”ฅ 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...
  • EBONY๐Ÿ†TS - incall and outcall๐Ÿ’ฆโค๏ธโค๏ธ VALENTINES DAY SPECIALโค๏ธโค๏ธ My Personal Profile - View Here Name: PARIS EBONY TS ๐Ÿ† Ethnicity: Black - Ebony Age: 23 years old Height: 5'5"  Weight: 134lbs Location: Local, Willing to travel Op: Pre-Op ๐Ÿˆ ( Still have my Cock) Services: BDSM, GFE, Massage, Nuru, Sex Available to: Men, W...
  • 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. &nbsp...
  • ๐Ÿ’‹๐Ÿ‘…๐Ÿ†Hot Shemale Renell Ready to Fulfill Your Wildest Fantasies๐Ÿ’‹๐Ÿ‘…๐Ÿ† 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...
  • Hot Shemale Paula Ready to Fulfill Your Wildest Fantasies ๐Ÿ’ฆESCORT ๐Ÿ†Madison ๐Ÿ‘… 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! โค๏ธ‍๐Ÿ”ฅBrowse Madis...
  • Madison TRANNY, needsโค๏ธ๐Ÿ† 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!!๐Ÿ’‹ Sex in Madison TONIGHT!!  HOT Transgender Lady Wanting ๐Ÿ’‹ Want TransSex? Tr...
  • WANT TO TITTY FUCK ME AND STROKE MY COCK?? ๐Ÿ†๐Ÿฉ 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 ๐Ÿ˜ˆ WANT A SHEMALE HOOKUPTONIGHT in Madison? ๐Ÿ’„๐Ÿ‘…๐Ÿ† I enjoy al...
  • Wisconsin Transgender Nightclubs and Bars Wisconsin Transgender Clubs Directory Browse the Wisconsin 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 re...
  • Chat, Share & Meet Gorgeous Shemales in Madison! ๐Ÿ†โค๏ธ Meet Shemales, Transsexuals and TGirls for sex ๐Ÿ˜ Hookups and fun tonight!! this app connects you locally with sexy SHEMALES who are online and party to play now โ˜‘๏ธ Check out what this site has to offer and have some fun! Meet hot transsexuals right now, see who lives in yo...
  • 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...
  • 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...
  • ๐Ÿ’‹๐Ÿ’ BUSTY SHEMALE WITH HUGE BOOBIES ๐Ÿ’‹๐Ÿ’ 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 โ˜˜โ˜˜๐Ÿ’Š๐Ÿ’Š๐Ÿ’‰ WE CAN BOTH SUCK ON EACH OTHER.  ๐Ÿ‘€View My Profile BUSTY SHEMALE  - ๐Ÿ†SUCK MINE๐Ÿ†  FULLY FUNCTIONAL ...
  • 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...
  • 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 ...
  • ๐Ÿ”ฅSHEMALE DOM๐Ÿ”ฅ You Were Made to Serve ๐Ÿ˜ˆ Now Letโ€™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 ) ๐ŸŽ€ Orgasm Denial, you wait till I tell you to cum๐Ÿ’ฆWorship & fac...
  • August 13th, 2025
  • 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...
  • I'm A โœจHOTโœจ Trans Sugar Baby - I Need A Sugar Daddy For These Rent Prices ๐Ÿ˜๐Ÿ‘…๐Ÿ†๐Ÿ’ฆ 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...
  • 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...
  • 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 Madison! 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...
  • ๐Ÿ’‹๐Ÿ† always available! what you see is what you get in person! ๐Ÿ’ฆSHEMALE ESCORT๐Ÿ‘… About Me: โœ”๏ธ9” off hormones โœ”๏ธ100% real and recents pictures โœ”๏ธFIRST TIMER ARE WELCOME! โœ”๏ธfitness body โœ”๏ธFantasy's - fetish's. ๐ŸŒŸ๐ŸŒŸVISITING ๐ŸŒŸ๐ŸŒŸ -INCALL REGULAR SESSION -FULL SERVICE VIP GFE -INCALL๐ŸŒŸ TS MISSY 100% REAL โœ… FaceTime verify ๐Ÿ˜‰ Latina 24 year ol...
  • 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...
  • Young, Sexy, Funny, friendly and exotic ๐Ÿ’‹๐Ÿ’‹๐Ÿ’‹ โœ…LATINA SHEMALE ESCORTโœ… ๐Ÿ’–๐Ÿ’–๐Ÿ’– SEXY SHEMALE COCK!!๐Ÿ’–๐Ÿ’–๐Ÿ’– ๐Ÿ’–๐Ÿ’– You choose Who you Like๐Ÿ’–๐Ÿ’– ๐Ÿ’–๐Ÿ’– 4 Hands Available ๐Ÿ’–๐Ÿ’– ๐Ÿ’–๐Ÿ’– VIEW MY PROFILE AND PIX๐Ÿ’–๐Ÿ’– ๐ŸŒถ๏ธ MANY CHOICES FOR YOU ๐ŸŒถ๏ธ โœ… Sexy Shemale โœ… Adorable TS โœ… Handsome and Beautiful  FRIENDLY PROFESSIONAL T...
  • 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...
  • Want to See ๐Ÿ‘€ BBC Shemale Cock?? ๐Ÿ† I'm in the Mood for some super sexy and naughty sexโค๏ธ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 ๐Ÿ†๐Ÿ† ๐Ÿ’ฆ Get in Touch With Me Now and Let's Plan a Hookup I want some naughty sex toni...
  • 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,...
  • Imma Spread Your Sexy Ass & Eat It Like Grandma's Stuffing ๐Ÿ˜๐Ÿ‘ฉโ€๐Ÿณ๐Ÿ’… 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...
  • Hot Shemale Maren in Madison Ready to Fulfill Your Wildest Fantasies ๐Ÿ’‹๐Ÿ†๐Ÿ’ฆ 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. ๐Ÿ’ƒ๐Ÿป๐Ÿ”ฅ See my pics & contact info WANT TO...
  • Hung Black Shemale Top or Bottom for Madison Gentleman ๐ŸŒŸ 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.โœจ๐Ÿญ I guarantee you’ll come back running for more! ๐Ÿ’‹ I am a real shemale with a full, thick 100% operational๐Ÿ† , can service you top or bot...
  • 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 ...
  • ๐Ÿ’‹ TGirl Treat, So Sweet & Discreet ๐Ÿ’ฆ Hey babe… I’m the trans fantasy you’ve been dreaming about and now I’m right here, ready to play ๐Ÿ˜˜ 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...
  • VIDEOโœ…VERIFY๐Ÿ†Big Transgender Cock๐Ÿ’ฆ 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!!๐Ÿ’‹ 5 STARโญ๏ธ EXPERIENCE  * NDA’s ACCEPTED  / A+LIST  clients - im a VERIFIED โœ… pornStarโญ๏ธ I lov...
  • 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...
  • Tiffany Shelle - Your Madison Tranny Girlfriend! ๐Ÿ’ž Tranny Escort - Top/Bottom/GFE in Madison It’s Tiffany Shelle your perfect tranny girlfriend ๐Ÿฅฐ ๐Ÿ’• SAFE๐Ÿ’• ๐Ÿ’ฏ LEGITโœจ๐Ÿ’ž SKILLED, Exotic and Erotic ๐Ÿ’ฆ ๐Ÿฅฐ I’m available to explore your shemale fantasy and give you pleasures you've only dreamed of! I'm 100% functioning shema...
  • BLACK Trans Super Fetish - Give Me That Hot Cock Right Off The Grill! ๐Ÿ’ฏ๐Ÿฅฐ๐Ÿ†๐Ÿ’ฆ๐Ÿ˜› 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...