Windsor Transgender Escorts Sex Classifieds

Browse Windsor 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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  • May 4th, 2025
  • 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 Windsor 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...
  • Road Head Sally DrivinRoad Head Sally Drivin' Hard in Windsor Tonight! I'm Road Head Sally a horny t-girl for you busy guys on the go in Windsor. 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...
  • PRE-OP HOTTIE READY TO PARTY AND PLAY!PRE-OP HOTTIE READY TO PARTY AND PLAY! Pre-Op Trans Hottie for Local Hookup Windsor PreOp Hottie. My name is Angela but you can call me Angie. I am pre-op, versatile, AVAILABLE NOW MESSAGE ME WHEN YOU ARE READY TO MEET PARTY FRIENDLY, NUDE SHOWER, KINKS!!SUGAR DADDY, GFE, LET ME SPOIL YOU!!! xoxo Live Chat and Contact @Angie...
  • Tainted Love - Beyond Compare!Tainted Love - Beyond Compare! Kinky Trans Escort in Windsor Hi I'm trans escort Trisha here to show you boys a different kind of kinky love in Windsor. 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...
  • Hey Windsor - IHey Windsor - I'm Nastina With the BIG Weena!... Windsor 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 Windsor area so don't even mess with the rest big boy. Discreet, top or bottom, incall, outcall, events ok, women ok. No h...
  • SHEMALE ESCORT in WindsorSHEMALE ESCORT in Windsor 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 W...
  • May 3rd, 2025
  • Shemale Escort🎀 🍭 IShemale 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...
  • Chat, Share & Meet Gorgeous Shemales in Windsor! 🍆❤️Chat, Share & Meet Gorgeous Shemales in Windsor! 🍆❤️ 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 offer and have some fun! Meet hot transsexuals right now, see who lives in yo...
  • Hot Shemale Maren in Windsor Ready to Fulfill Your Wildest Fantasies 💋🍆💦Hot Shemale Maren in Windsor Ready to Fulfill Your Wildest Fantasies 💋🍆💦 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. 💃🏻🔥 See my pics & contact info WANT TO...
  • 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 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...
  • NASTY. Put Me 2 The Test I CaNT Lie INASTY. 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...
  • Looking for THE hottest drag queen in Windsor?Looking for THE hottest drag queen in Windsor? Drag Queen Escort Ready to go to the real drag races sexy? Of course you are! Why else would you be scopin' out my Windsor 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 ...
  • 24 y/o Crossdresser 🍭 seeks Man for Dates in Windsor24 y/o Crossdresser 🍭 seeks Man for Dates in Windsor Crossdresser Escort in Windsor 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...
  • Hot Shemale Paula Ready to Fulfill Your Wildest Fantasies 💦ESCORT 🍆Windsor 👅Hot Shemale Paula Ready to Fulfill Your Wildest Fantasies 💦ESCORT 🍆Windsor 👅 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 Winds...
  • Hung Black Shemale Top or Bottom for Windsor Gentleman 🌟Hung Black Shemale Top or Bottom for Windsor Gentleman 🌟 Hung Black Shemale for Windsor 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...
  • 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 Windsor! 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...
  • Trans Hookups in Windsor, Ontario -- FREE PROFILE SEARCH -- Meet Local Trans Online!Trans Hookups in Windsor, Ontario -- FREE PROFILE SEARCH -- Meet Local Trans Online! Trans Hookups in Windsor, Ontario BonePage has a trans hookups partnership to provide a free membership with instant access to all Ontario trans sex profiles. Meeting Windsor transexuals isn’t quite as simple as meeting regular woman. Many transexuals feel uneasy about coming out publ...
  • LETLET'S MAKE YOUR TRANS ESCORT FANTASY COME TRUE 🍆🍩💦 Windsor Are you ready to explore your wildest fantasies with a sexy shemale in Windsor? 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 ...
  • 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? Windsor 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 Windsor tranny escort tonight. Save your appetite boy! Me: trans, 30yrs, 5...
  • WANT TO TITTY FUCK ME AND STROKE MY COCK?? 🍆🍩 Windsor WANT TO TITTY FUCK ME AND STROKE MY COCK?? 🍆🍩 Windsor 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 Windsor? 💄👅🍆 I enjoy al...
  • Hot Natural Tgirl in WindsorHot Natural Tgirl in Windsor 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.  ...
  • 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 Windsor? 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...
  • HI, SEMALE LOVERS❤️😉 WANT TO PLAY WITH A REAL TGIRL???HI, SEMALE LOVERS❤️😉 WANT TO PLAY WITH A REAL TGIRL??? View More of My Pix and Profile most amazing pleasure. Windsor ✅COCK SIZE -7.5INCH AND SILICON BOOBS 38 SIZE *SUPER SOFTMy Name is Liza TS,I will give you the  Age: 23 years oldName: Liza TS 💋Gender: Transsexual (Pre-op)Location:WindsorAvailability: Incall & Outca...
  • Sexy Shemale in Windsor 👅🍆 Ready to Fulfill Your Wildest Fantasies Sexy Shemale in Windsor 👅🍆 Ready to Fulfill Your Wildest Fantasies 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 and reach mind-blowing orgasms together. ✅ Se...
  • VIDEO✅VERIFY🍆Big Transgender Cock💦VIDEO✅VERIFY🍆Big Transgender Cock💦 SEXY SHEMALE IN Windsor lOOKING FOR SOME ACTION AND PLAY TONIGHT.. are you down? I have a sexy body and an amazing cock for you. View My Trans Windsor Dating Profile!!💋 5 STAR⭐️ EXPERIENCE  * NDA’s ACCEPTED  / A+LIST  clients - im a VERIFIED ✅ pornStar⭐️ I lov...
  • Killer Queen!Killer Queen! Windsor Trans Escort Playful as a Pussycat! Insatiable in appitite. I am Windsor'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...
  • EMAIL🍆SHEMALE💦ESCORTSEMAIL🍆SHEMALE💦ESCORTS I'm in the Windsor..  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 Windsor ...
  • INTERACTIVE MAP: Transexual Tracker in the Windsor Area!INTERACTIVE MAP: Transexual Tracker in the Windsor Area! Local Trans Hookups Meet local transexuals in the Windsor 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 Windsor Trans Hookups Map ...
  • Independent Shemale Escort Top or Bottom in WindsorIndependent Shemale Escort Top or Bottom in Windsor Top or Bottom Shemale Escort in Windsor Hey guys. I'm Maya Grace (@MayaGrace31). I am a sexy and sweet, but also naughty shemale in the Windsor 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...
  • WhoWho'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 Windsor area. I do incall, outcall, travel and all events. I'm passible, fully functional, and in the sheets I'm wild as t...
  • ❤️I❤️I'm Ts Love Bunny🐇Windsor❤️ I Live in Windsor,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...
  • Black Shemale With HUGE COCK FOR YOU🍆 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 ...
  • May 2nd, 2025
  • 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 Windsor 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 ...
  • 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! Windsor's Fabulous Trans Escort Hi boys I'm Mona a trans escort here in the Windsor 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...
  • 🔥SHEMALE DOM🔥 You Were Made to Serve 😈 Now Let’s Make It Official🔥SHEMALE DOM🔥 You Were Made to Serve 😈 Now Let’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 ) 🎀 Orgasm Denial, you wait till I tell you to cum💦Worship & fac...
  • Dr FreakinDr Freakin'Furter - Mine's Bigger Than Yours! White, 32 year old T-girl escort Freakin'Furter here in Windsor, 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 Windsor 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 Windsor? 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...
  • 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...
  • 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...
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  • JOIN US TO DECRIMINALIZE SEX WORKJOIN US TO DECRIMINALIZE SEX WORK Decriminalize Sex Work Decriminalize Sex Work by Sienna Mitchell, BonePage.com Staff ReporterThis article sponsored by BonePage Windsor Trans Sex Profiles BonePage supports the movement to decriminalize sex work around the world. The unfortunate reality is that transgender sex workers (especially ...
  • Trashy Tranny Trisha...Trashy Tranny Trisha... Trashy Windsor Trans Escort Hey I'm Trisha here in Windsor, 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...
  • SHEMALE TOP LOOKING FOR BOTTOMS, VERSATILE, FUNCTIONALSHEMALE TOP LOOKING FOR BOTTOMS, VERSATILE, FUNCTIONAL Shemale Top for Bottom in Windsor 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...
  • Windsor TRANNY, needs❤️🍆Windsor TRANNY, needs❤️🍆 I'm a Transgender lady living in Windsor 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 Windsor Dating Profile!!💋 Sex in Windsor TONIGHT!!  HOT Transgender Lady Wanting 💋 Want TransSex? Tr...
  • Best big surprise you ever had baby!Best big surprise you ever had baby! Windsor Ebony Tgirl Escort! I am a very sensual and sexual black transexual escort here in Windsor. 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...
  • Kinky, Confident, and in Charge 🍆❤️ Your TS Fantasy Come to LifeKinky, Confident, and in Charge 🍆❤️ 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...
  • EBONY🍆TS - incall and outcall💦❤️❤️ VALENTINES DAY SPECIAL❤️❤️ EBONY🍆TS - incall and outcall💦❤️❤️ VALENTINES DAY SPECIAL❤️❤️ 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: BDSM, GFE, Massage, Nuru, Sex Available to: Men, W...
  • Black BambiBlack Bambi's Got a BIG Love Gun and it's Loaded Baby! Windsor Trans Escort Black Bambi I shoot to thrill! Hey boys your gonna get more bang for your buck with BlackBambi in Windsor! 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...
  • TS ESCORT in Windsor..😏 Curious? Let me be your first. 😏TS ESCORT in Windsor..😏 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...
  • May 1st, 2025
  • Strict Shemale Dominatrix in Windsor - @DesireeTransDommeStrict Shemale Dominatrix in Windsor - @DesireeTransDomme Powerful African-Queen Dominatrix in Windsor I am full-time professional Domme Desiree. My Windsor 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...