Winston-Salem Transgender Escorts Sex Classifieds

Browse Winston-Salem 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: Asheville | Boone | Charlotte | Eastern NC | Fayetteville | Greensboro | Hickory / Lenoir | Outer Banks | Raleigh / Durham / CH | Wilmington | Winston-Salem

  • November 9th, 2025
  • πŸ’‹ TGirl Treat, So Sweet & Discreet πŸ’¦ Hey babe… I’m the trans fantasy you’ve been dreaming about and now I’m right here, ready to play 😘 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...
  • Vietnamese Trans Escort Serving the Winston-Salem Area... kawaiiTranX is back on demand in Winston-Salem 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! Com...
  • 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 Winston-Salem! 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...
  • PRE-OP HOTTIE READY TO PARTY AND PLAY! Pre-Op Trans Hottie for Local Hookup Winston-Salem 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 ...
  • Imma Spread Your Sexy Ass & Eat It Like Grandma's Stuffing πŸ˜πŸ‘©β€πŸ³πŸ’… Username: @Transbbydll1- Location: Winston-Salem- 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...
  • Winston-Salem TRANNY, needsβ€οΈπŸ† I'm a Transgender lady living in Winston-Salem 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 Winston-Salem Dating Profile!!πŸ’‹ Sex in Winston-Salem TONIGHT!!  HOT Transgender Lady Wanting πŸ’‹ ...
  • Welcome to the Land of Neons and Nylons Baby! Big City Kitty here to share the glamour that is Winston-Salem 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! ...
  • BLACK Trans Super Fetish - Give Me That Hot Cock Right Off The Grill! πŸ’―πŸ₯°πŸ†πŸ’¦πŸ˜› BLACK Trans Super Fetish Freak in Winston-Salem 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...
  • Onebitchin' Babe in Winston-Salem Im a Funloving Person... You must live in the Winston-Salem 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, r...
  • Free North Carolina Transexuals Guide North Carolina Transexuals Guide The North Carolina 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 North Carolina Transexuals Guide online.  Where to Meet T...
  • Tainted Love - Beyond Compare! Kinky Trans Escort in Winston-Salem Hi I'm trans escort Trisha here to show you boys a different kind of kinky love in Winston-Salem. 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 a...
  • VIDEOβœ…VERIFYπŸ†Big Transgender CockπŸ’¦ SEXY SHEMALE IN Winston-Salem lOOKING FOR SOME ACTION AND PLAY TONIGHT.. are you down? I have a sexy body and an amazing cock for you. View My Trans Winston-Salem Dating Profile!!πŸ’‹ 5 STAR⭐️ EXPERIENCE  * NDA’s ACCEPTED  / A+LIST  clients - im a VERIFIED βœ… pornStarοΏ½...
  • Hung Black Shemale Top or Bottom for Winston-Salem Gentleman 🌟 Hung Black Shemale for Winston-Salem 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! πŸ’‹ I am a real shemale with a full, thick 100% operationalπŸ† , can service you top ...
  • Winston-Salem 😍 Yessica TS Escort πŸ† Use me TS Yessica ( Real Shemale Escort )  come have some fun 😍 I'm ready for watever ! Throat goat πŸ‘… 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 dont call playing with me Text or Message Here.. I'm the...
  • EMAILπŸ†SHEMALEπŸ’¦ESCORTS I'm in the Winston-Salem..  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 Wi...
  • Strict Shemale Dominatrix in Winston-Salem - @DesireeTransDomme Powerful African-Queen Dominatrix in Winston-Salem I am full-time professional Domme Desiree. My Winston-Salem 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 w...
  • Hot Shemale Paula Ready to Fulfill Your Wildest Fantasies πŸ’¦ESCORT πŸ†Winston-Salem πŸ‘… 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! β€οΈ‍πŸ”₯Browse Winst...
  • 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 Winston-Salem and you exist only to please me. Click here to enter my lair and worship the QueenDomme.     Keywords: BDSM...
  • LET'S MAKE YOUR TRANS ESCORT FANTASY COME TRUE πŸ†πŸ©πŸ’¦ Winston-Salem Are you ready to explore your wildest fantasies with a sexy shemale in Winston-Salem? 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...
  • Hot Chocolate Encounters of the Trans Kind Tonight in Winston-Salem Baby! Ebony Tgirl Escort in Winston-Salem Dark chocolate t-girl escort here to rock your world in Winston-Salem. 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 an...
  • The Trevor Project Saves Trans Lives BonePage Supports The Trevor Project Proudly sponsored by Winston-Salem 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, g...
  • Asian Trans-Escort into Cosplay at Your Service Tonight!... Need a versatile Japanese trans-escort for dress-up events or a good time in Winston-Salem? 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. Se...
  • Want to See πŸ‘€ BBC Shemale Cock?? πŸ† I'm in the Mood for some super sexy and naughty sex❀️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 πŸ†πŸ† πŸ’¦ Get in Touch With Me Now and Let's Plan a Hookup I want some naughty sex toni...
  • Black Bambi's Got a BIG Love Gun and it's Loaded Baby! Winston-Salem Trans Escort Black Bambi I shoot to thrill! Hey boys your gonna get more bang for your buck with BlackBambi in Winston-Salem! 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,...
  • November 8th, 2025
  • HI, SEMALE LOVERSβ€οΈπŸ˜‰ WANT TO PLAY WITH A REAL TGIRL??? View More of My Pix and Profile most amazing pleasure. Winston-Salem βœ…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 πŸ’‹Gender: Transsexual (Pre-op)Location:Winston-SalemAvailability: Incall...
  • Trashy Tranny Trisha... Trashy Winston-Salem Trans Escort Hey I'm Trisha here in Winston-Salem, 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 ...
  • Hey Winston-Salem - I'm Nastina With the BIG Weena!... Winston-Salem 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 Winston-Salem area so don't even mess with the rest big boy. Discreet, top or bottom, incall, outcall, events ok, wo...
  • Join Me on a Trans-Tastic Voyage Baby! Upscale Trans Escort in Winston-Salem Hey gents I'm Adriana a trans escort here in Winston-Salem 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 fl...
  • Gloria Winston-Salem trans escort has a secret in her panties!! 🍭 Gloria, Trans Escort in Winston-Salem πŸ’‹ 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 await...
  • Young, Sexy, Funny, friendly and exotic πŸ’‹πŸ’‹πŸ’‹ βœ…LATINA SHEMALE ESCORTβœ… πŸ’–πŸ’–πŸ’– SEXY SHEMALE COCK!!πŸ’–πŸ’–πŸ’– πŸ’–πŸ’– You choose Who you LikeπŸ’–πŸ’– πŸ’–πŸ’– 4 Hands Available πŸ’–πŸ’– πŸ’–πŸ’– VIEW MY PROFILE AND PIXπŸ’–πŸ’– πŸŒΆοΈ MANY CHOICES FOR YOU 🌢️ βœ… Sexy Shemale βœ… Adorable TS βœ… Handsome and Beautiful  FRIENDLY PROFESSIONAL T...
  • Killer Queen! Winston-Salem Trans Escort Playful as a Pussycat! Insatiable in appitite. I am Winston-Salem'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 ha...
  • I'll be your sexy superhero tonight baby!... Yeah baby it's super tranny to the rescue in Winston-Salem. 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...
  • Best big surprise you ever had baby! Winston-Salem Ebony Tgirl Escort! I am a very sensual and sexual black transexual escort here in Winston-Salem. 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,...
  • Join Me on a Trans-Tastic Voyage in Winston-Salem Baby! Upscale Trans Escort in Winston-Salem Area Hey gents I'm Adriana a trans escort here in Winston-Salem 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 s...
  • πŸ’‹πŸ‘…πŸ†Hot Shemale Renell Ready to Fulfill Your Wildest FantasiesπŸ’‹πŸ‘…πŸ† 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...
  • Tiffany Shelle - Your Winston-Salem Tranny Girlfriend! πŸ’ž Tranny Escort - Top/Bottom/GFE in Winston-Salem It’s Tiffany Shelle your perfect tranny girlfriend πŸ₯° πŸ’• SAFEπŸ’• πŸ’― LEGITβœ¨πŸ’ž SKILLED, Exotic and Erotic πŸ’¦ πŸ₯° I’m available to explore your shemale fantasy and give you pleasures you've only dreamed of! I'm 100% functioning...
  • TRANNY PORNSTAR, ELITE, Fun & Freaky down to earth transsexual. Im 100% Real (Guaranteed) Tranny Pornstar in Winston-Salem 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...
  • Black Shemale With HUGE COCK FOR YOUπŸ† 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 ...
  • EXOTIC LOVELY BEAUTY TRANSEXUAL - HOT SEXY TS Want to Meet a Pre-Op TS in Winston-Salem? 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 &nbs...
  • πŸ’‹πŸ’ BUSTY SHEMALE WITH HUGE BOOBIES πŸ’‹πŸ’ I'm a BIG BOOBIE TGIRL ESCORT in Winston-Salem Call me up for the Best Experience Ever... Give me the chance to make your fantasy a reality Full Clean,420 Friendly β˜˜β˜˜πŸ’ŠπŸ’ŠπŸ’‰ WE CAN BOTH SUCK ON EACH OTHER.  πŸ‘€View My Profile BUSTY SHEMALE  - πŸ†SUCK MINEπŸ†  FULLY FUNCT...
  • Chat, Share & Meet Gorgeous Shemales in Winston-Salem! πŸ†β€οΈ 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 β˜‘️ Check out what this site has to offer and have some fun! Meet hot transsexuals right now, see who lives in yo...
  • TS ESCORT in Winston-Salem..😏 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 hereοΏ½...
  • Independent Shemale Escort Top or Bottom in Winston-Salem Top or Bottom Shemale Escort in Winston-Salem Hey guys. I'm Maya Grace (@MayaGrace31). I am a sexy and sweet, but also naughty shemale in the Winston-Salem 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 & r...
  • November 7th, 2025
  • 24 y/o Crossdresser 🍭 seeks Man for Dates in Winston-Salem Crossdresser Escort in Winston-Salem Girly crossdresser Ashley here 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 ...
  • I HAVE NICE TITTIES AND A NICE BIG COCK Winston-Salem!πŸ’ƒπŸ”₯πŸ‘  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. πŸ’‹πŸ”₯See my pics &a...
  • Road Head Sally Drivin' Hard in Winston-Salem Tonight! I'm Road Head Sally a horny t-girl for you busy guys on the go in Winston-Salem. 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 par...
  • Twisted Sister - Loves to Ride.... and be Ridden! So, you wanna ROCK?! Fully function and extra large (10inch) surprise for all my Winston-Salem boos out there. I'm an independent trans escort serving the Winston-Salem 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 an...
  • Hot Natural Tgirl in Winston-Salem 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...
  • I'm A ✨HOT✨ Trans Sugar Baby - I Need A Sugar Daddy For These Rent Prices πŸ˜πŸ‘…πŸ†πŸ’¦ 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...
  • πŸπŸ†πŸ’¦ PROFESSIONAL THROAT GOAT Come Here Baby, Mama Needs Her Protein Shake πŸ˜‰ Username: @TransFantasies4U- Location: Winston-Salem- 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...