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

  • February 6th, 2025
  • The Trevor Project Saves Trans LivesThe Trevor Project Saves Trans Lives BonePage Supports The Trevor Project 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, bisexual, transgender, queer, and questioning youth.  This organization provide...
  • 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...
  • Madison TRANNY, needs❤️🍆Madison TRANNY, needs❤️🍆 HOT Transgender Lady Wanting 💋 Sex in Madison TONIGHT!!  Want TransSex? Transgender Messanger  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. Vi...
  • 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...
  • 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...
  • 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...
  • Sexy Shemale in Madison 👅🍆 Ready to Fulfill Your Wildest Fantasies Sexy Shemale in Madison 👅🍆 Ready to Fulfill Your Wildest Fantasies Ready to play with a SHEMALE ESCORT Tonight? I love being both a top and a bottom, so whether you want me to ride you or bend over for you, I'm game. My tight ass is always hungry for a hard cock, and I give the best blowjobs that will leave you begging for more. Let's explore each other's bodies a...
  • 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...
  • all the chocolate youall the chocolate you'll ever need!! 🍆💦 Well Hung Shemale!!! BLACK SHEMALE FOR SEXY FUN - YOUR ESCORT View my Escort Profile & Pix You'll love my big cock and nice sexy boobies.. Brown beauty looking to play with the perfect generous Gentlemen! 🌹🌹 Slim, petite treat with Pretty with nice big boobies and cock💦 Get your cock ready to cum 😘 loc...
  • 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 ...
  • 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 HAVE NICE TITTIES AND A NICE BIG COCK Madison!💃🔥👠I HAVE NICE TITTIES AND A NICE BIG COCK Madison!💃🔥👠 Hot Shemale Selena in Madison Looking for Some Naughty Fun 😈💦🍆 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 ...
  • Trashy Tranny Trisha...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...
  • Black Shemale With HUGE COCK FOR YOU🍆 Black Shemale With HUGE COCK FOR YOU🍆  EBONY/BLACK SHEMALE WITH NICE HUGE, HARD COCK 🍭 - VIEW MY EBONY TRANSSEXUAL PROFILE HERE - ❤️BLACK CROSSDRESSER❤️WILLING TO TRAVEL❤️SEX AND BLOWJOB👅 I WANT TO DRESS UP SUPER CUTE AND SEXY THEN I WANT US TO EXPLORE OUR WILDEST AND NAUGHTIE...
  • Welcome to the Land of Neons and Nylons Baby!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...
  • SHEMALE TOP LOOKING FOR BOTTOMS, VERSATILE, FUNCTIONALSHEMALE 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...
  • 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...
  • 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...
  • 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...
  • 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...
  • Gloria Madison trans escort has a secret in her panties!! 🍭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 ...
  • 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 ...
  • Asian Trans-Escort into Cosplay at Your Service Tonight!...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...
  • 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,...
  • Naughty boys check me out - Good thing I love naughty boys - Your wildest fantasies will come trueNaughty 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...
  • 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...
  • LETLET'S MAKE YOUR TRANS ESCORT FANTASY COME TRUE 🍆🍩💦 Madison 💋 Shemale Halley in Madison looking for a hot time 💦 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...
  • your big cock shemale escort awaits you.. Madison, Wisconsinyour big cock shemale escort awaits you.. Madison, Wisconsin Sexy Shemale Terrie Ready to Fulfill Your Wildest Fantasies 😈💦 Are you looking for a hot and kinky shemale to play with in Madison, Wisconsin? Look no further, because I'm here to satisfy all your desires. My name is Terrie and I am a pre-op transgender woman who loves to have fun with men wh...
  • SHEMALE ESCORT in MadisonSHEMALE ESCORT in Madison Shemale Escort Kelcie Ready to Fulfill Your Fantasies 💋 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, ...
  • 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...
  • 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...
  • TRANNY PORNSTAR, ELITE, Fun & Freaky down to earth transsexual. Im 100% Real (Guaranteed)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 ...
  • 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...
  • 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...
  • 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...
  • Join Me on a Trans-Tastic Voyage Baby!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...
  • Madison 😍 Yessica TS Escort 🍆 Use meMadison 😍 Yessica TS Escort 🍆 Use me TS Escort Ready and Available - Do Whatever You Want! TS Yessica ( Real Shemale Escort )  come have some fun 😍 I'm ready for watever ! Throat goat 👅 foreal baby looking to have a good time and please you daddy so if your looking for a good time call me plz be serious when contacting me d...
  • 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!"  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...
  • 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...
  • Strict Shemale Dominatrix in Madison - @DesireeTransDommeStrict 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...
  • February 5th, 2025
  • Do you know the difference between a dick and a bucket of popcorn?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...
  • Join Me on a Trans-Tastic Voyage in Madison Baby!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...
  • 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. I am curvy in all the right spots, a lusciously large and fully fu...
  • VIDEO✅VERIFY🍆Big Transgender Cock💦VIDEO✅VERIFY🍆Big Transgender Cock💦 PARTY TRANSSEXUALVISITING & VERIFIED  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  c...
  • 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 ...
  • EXOTIC LOVELY BEAUTY TRANSEXUAL - HOT SEXY TSEXOTIC 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...
  • HI, SEMALE LOVERS❤️😉 WANT TO PLAY WITH A REAL TGIRL???HI, SEMALE LOVERS❤️😉 WANT TO PLAY WITH A REAL TGIRL??? 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 & Ou...
  • 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...
  • TULA TGIRL 🍆❤️  TS EscortsTULA TGIRL 🍆❤️ TS Escorts Tula sexy top Ts ready for good time! Sexy Trans I love love sub bottoms and top! 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 o...
  • 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 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 ...