Windsor, Ontario Shemale Sex Service Providers

Windsor, Ontario 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!

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  • July 5th, 2025
  • 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...
  • Let’s Get Wild Online First – Trans Beauty in Windsor 👠Let’s Get Wild Online First – Trans Beauty in Windsor 👠  As a trans girl I have a passion for cam sessions which I describe as naughty, raw and  real. I am located in Windsor 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...
  • 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 ...
  • Trans Goddess Seeking VIP Companion!💎💎Windsor💎💎 Hispanic Tranny Dancing TonightTrans Goddess Seeking VIP Companion!💎💎Windsor💎💎 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...
  • Black 🍆 CrossdresserBlack 🍆 Crossdresser  EBONY/BLACK CROSSDRESSER  WITH NICE HUGE, HARD COCK🍭 - VIEW MY CROSSDRESSER 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 NAUGHTIEST FANTASI...
  • 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...
  • 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...
  • Seductive Roselia is excited to make your wildest dreams 💦 true WindsorSeductive Roselia is excited to make your wildest dreams 💦 true Windsor SHEMALE BODY RUBS AND MASSAGE Located in Windsor - Stop on in! 👄😻    Looking for a Sexy and Sensual Massage from a TS/Shemale, in Windsor? 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...
  • 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...
  • 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...
  • Cam Now, Hookup Later? Trans Girl in Windsor 🖤Cam Now, Hookup Later? Trans Girl in Windsor 🖤  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 ...
  • Windsor 🥵 Erotic Heat Therapy With a Sexy ShemaleWindsor 🥵 Erotic Heat Therapy With a Sexy Shemale  Lay back, baby. I will ride on top of you to relieve your most tense areas  😏 I am a sensual TS masseuse who possesses magical hands and a body that knows how to  move. View My Sexy Profile - Each session provides absolute body contact pleasure during which I remain naked with o...
  • 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 Windsor.. 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...
  • 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...
  • 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. 420 friendly You will like what you see. Clean and safe play Visit me...
  • 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/...
  • Hot TS Girl Ready to Talk, Tease & Take Things Further 💋📲Hot TS Girl Ready to Talk, Tease & Take Things Further 💋📲  You should consider me as your new obsession 😘 I am a transitioning transsexual woman who brings  both warmth and wit and a wild personality to meet others especially when we connect through flirty messages and  hot webcam sessions. View My Profile and Message Me — let&rsquo...
  • Flirty, Dirty & Ready to Party! 👗🔥 Meet Me at the ClubFlirty, Dirty & Ready to Party! 👗🔥 Meet Me at the Club Windsor TS DANCER AT THE CLUB!!  ✅ By looks of things I am an innocent girl but oh baby don’t let that sweet face fool   you – there is no way I am innocent. There is nothing much I can’t do when  it comes to  playing the game. It is only a man who can have s...
  • Join Me on a Trans-Tastic Voyage Baby!Join Me on a Trans-Tastic Voyage Baby! Upscale Trans Escort in Windsor Hey gents I'm Adriana a trans escort here in Windsor 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...
  • 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...
  • July 4th, 2025
  • 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...
  • 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 Windsor Elegant and alluring I will bring your desires to life 💖🔥💫    Are you searching for an alluring Shemale Goddess to hookup with in Windsor? 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...
  • 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 Windsor and you exist only to please me. Click here to enter my lair and worship the QueenDomme.     Keywords: BDSM, sex,...
  • 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...
  • 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...
  • 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...
  • OnebitchinOnebitchin' Babe in Windsor Im a Funloving Person... You must live in the Windsor 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...
  • 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...
  • 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...
  • Your Trans Fantasy Starts Here – Let’s Cam First 💦Your Trans Fantasy Starts Here – Let’s Cam First 💦  Looking for a sexy, open-minded transgender woman in Windsor? 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...
  • Canada Transgender Nightclubs & Bars GuideCanada Transgender Nightclubs & Bars Guide Canada Transgender Clubs Directory Browse the Canada 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 refine y...
  • Your TS Dream Girl Is One Click Away – Sweet Talk & Dirty Fun 💦Your TS Dream Girl Is One Click Away – Sweet Talk & Dirty Fun 💦  Are you seeking a casual relationship with an attractive trans woman who might become your long-term partner?  You’ve just found her 😘 I embrace my transformation into a woman by using She/Her  pronouns while I live my life as a transsexual beauty who is currently in the pr...
  • 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 Windsor! I'm looking forward to seeing you and having a sexy time together... Perhaps you...
  • SHEMALE TOP LOOKING FOR BOTTOMS, VERSATILE WITH 8 INCHESSHEMALE TOP LOOKING FOR BOTTOMS, VERSATILE WITH 8 INCHES 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 Transsexual Body Rubs 💋 Kiss & Slide SessionWindsor 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...
  • 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...
  • 👀Transgender Escort Looking👀👀Transgender Escort Looking👀 Straight BOY'S or Gay discreet, and First timer Curious Guy Are All Welcome here💋Any Fantasy on your mind will surely make it into Reality. No any Judgement❤️ And Can Guaranteed..MY SEXY TRANSGENDER ESCORT PIX 📸💦COUPLES💦ACTIVE💦 PASSIVE💦BLOW JOB 💦KISSES Check o...
  • 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 you lik...
  • 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...
  • 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...
  • 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...
  • Vietnamese Trans Escort Serving the Windsor Area...Vietnamese Trans Escort Serving the Windsor Area... kawaiiTranX is back on demand in Windsor 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 ...
  • ❤️I❤️I'm Ts Love Bunny🐇Windsor❤️ Your SHEMALE MASSAGE THERAPIST DO YOU WANT A LOCAL SHEMALEMASSAGE/ NURU THERAPIST? 💦💦   Hey babe, I'm here in Windsor 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 ...
  • 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 Windsor boos out there. I'm an independent trans escort serving the Windsor 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...
  • She/Her TS Babe Wants Late Night Chats & Real Chemistry 😘She/Her TS Babe Wants Late Night Chats & Real Chemistry 😘  Do you want to experience genuine conversation together with a trans woman who understands how to maintain playful and  exciting relationships? 😘💋 Check out My Profile then Send Me a Message because I want to  ignite this connection. As a transsexual girl I possess both a larg...
  • 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...
  • VIDEO✅VERIFY🍆Big Transgender Cock💦VIDEO✅VERIFY🍆Big Transgender Cock💦 PARTY TRANSSEXUAL GIRL 🎱☘️🎉💨IM VISITING & VERIFIED 💥 SEXY SHEMALE IN Windsor 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 💫...
  • 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 Windsorcome 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...
  • Hot Chocolate Encounters of the Trans Kind Tonight in Windsor Baby!Hot Chocolate Encounters of the Trans Kind Tonight in Windsor Baby! Ebony Tgirl Escort in Windsor Dark chocolate t-girl escort here to rock your world in Windsor. 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...
  • Come Play with BRITx – a TS Beauty in Windsor 💃Come Play with BRITx – a TS Beauty in Windsor 💃 BackRoom with BRITX – TS Beauty in Windsor 💃 My Stripper Pix - Profile✅  Hello there! I'm Laryssa. I enjoy embracing fun and excitement in life while cherishing the moments of joy and fulfillment with others, around me too. Tonight you can find me at the club having a time dancing ...