Winston-Salem Transgender Classifieds

Browse Winston-Salem transgender classifieds to meet local transexuals, crossdressers and shemales for sex, dating or friendship. Contact any of these trans advertisers to swap pics and contact info. Chat online or text and arrange real-time sex hookups if you feel a connection. It's free to search all trans classifieds, or post your own adult ad!

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April 7th, 2026
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. Hey, 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 o...
Hot trans chick with nice boobs Hot trans chick in Winston-Salem. Sheila wants to meet you. Hey guys, I am Sheila and I am ready for a date! Blonde hair, nice boobs, good curves and very kissable lips. I'm pre-op, well endowed and functional, top or bottom. I love oral sex giving, receiving or 69. Want to explore kinks? Me too!! W...
I Need a Sexy Man to Tame Wild Willy! Hung Winston-Salem Trans Woman Are you a snake charmer? A willy whisperer? A swami of salami? I am Desi, a shemale in Winston-Salem with a big wild willy that always seems act out in inappropriate ways at the worst times. For instance I'll be relaxed, minding my own business at my favorite Starbuck...
Luxury Ebony TS Sugar Baby With Style 👠💎 Hello handsome… I am a ebony trans sugar baby, a beautiful, classy and elegant young lady. I look for confident men that are also very kind to women and who like to spoil a gorgeous lady. Fashion, food and especially great chemistry are my top priorities. let's plan our play date. I love peo...
Beautiful Krystale 25 Winston-Salem visiting now Beautiful Preop Shemale Visiting Winston-Salem Come and join me for a drink. I am lonely here in this new place. Dark olive skin, really beauty. Message me @Krystale25shemale.  Krystale25shemale Username: @Krystale25shemale Age: 25 Location: Winston-Salem, North Carolina Sex: MtF Trans ...
I’m a Sexy and Naughty T-Girl Here in Winston-Salem. Winston-Salem T-Girl 4 NSA Fabulous Fanny here boys! I'm a trans woman living in the Winston-Salem area. Sweet, sexy, friendly and outgoing. I will definitely make you feel happy/sexy vibes and relaxed. I have an amazing body boys. I'm a pretty t-girl with a big present! So forget all your  wo...
Do you know the difference between a dick and a bucket of popcorn? You don't know? 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 Winston-Salem tranny tonight. Save your appetite boy! Me: trans, 30yrs, 5'10, functional, thick, uncut and longe...
Superb Shemale in Winston-Salem... T-Girl for NSA Encounters in Winston-Salem When you decide to take a walk on the wild side it's always best to take me, Nicky, a superb shemale in Winston-Salem. I've got everything you need and then some. Fully functional, petite, passible and extra large for extra fun! I love to flirt, fondl...
Winston-Salem💋 TS Tina – Your Naughty Escape, Anytime, Anywhere 🌎🔥 Hey sexy… Your sweet seductive fully loaded TS dream girl Tina is here to fulfill your deepest desires from anywhere in the world 😘 I possess the right amount of softness while maintaining the perfect playful demeanor and I always welcome men who understand how to treat a genuine wild wom...
Winston-Salem's Transtastic Toni... I LIKE to do the Wild Thing! T-Girl Toni for NSA in Winston-Salem Hi you sexy man! I'm Toni a trans woman from here in Winston-Salem. Looking forward to a fun, sexy evening with you tonight. Let's make some memories that we'll never forget! I'm a 28 year old redhead tgirl who's passionate, warm, funny, hung, function...
Don't Hate Me 'Cause I am Fabu-licious!... Fun and Fabulous T-Girl in Winston-Salem Look no further honey, I'm Franny an Ebony trans woman here in Winston-Salem to fulfill your wildest fantasies. Dreams really do come true when you are with Fabulous Franny. I'm all about the frills and the thrills baby! We can freak it and they do...
Winston, NC🍆TRANSGENDER Sexy Transgender Lady Wantingsex in Raleigh, North Carolina! 💋 WINSTON-SALEM, NC - Trans Messanger  I'm a Transgender lady living in Winston -Salem, North Carolina. I was born a male..however I always known I am a pretty girl.I love meeting for sex in North Carolina Winston - Sa...
The Trevor Project Saves Young LGBTQ+ 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 proudly supports The Trevor Project, an organization dedicated to suicide prevention among lesbian, gay, bi...
!!!HOT - TRANS FUCKBOOK - HOT!!! Hookup With a Hot T-Girl in Winston-Salem Meet sexy shemales ready to have some adult fun with their admirers. Over 1,240 t-girls in Winston-Salem to heat up your love life tonight! Join free for instant access to their sexy profiles and chat. View: Explicit Shemale Photos Enjoy 24/7 On...
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 Black Shemales | Asian Shemales | Crossdressing Friends...
Hi Guys!! 32 y/o Trans looking for someone fun! Lara 32 y/o Transexual in Winston-Salem for Man Hello, thanks for looking at my ad! I'm Lara. I am 32 years old and transitioned when I was 24 but no surgery other than breast augmentation and some minor body touchups. I pass exceptionally well, fully functional. I'm feminine and classy so you will...
Having fun and Staying Young Young-ish trans fem looking for nice date with lady. I am kind and thoughtful and you will have a very good evening if I take you out. Let me know what you want to do or where you want to go. View profile @SherryTransFem33 and message me. Send your pics for mine. I'm hoping to find real chemistry an...
April 6th, 2026
Smoke me out baby! I'm a trans woman 37 years old, 5'9 in Winston-Salem who doesn't smoke, but has a thing for sexy men smoking cigarettes. Call it a fetish or a kink if you will, but I love it. If done right it is soo sexy and inviting to my senses and gets my motor running every time. Truth is that it's erotic all i...
Trans Man waiting for right date with hot beauty Handsome Trans Man for Dating in Winston-Salem Hey! Thanks for looking at my ad. This is the first time I've done this so bear with me plz. I am Jared, FtM trans man. I transitioned at age 25 and I just turned 30. Come and meet me!  Check my personal profile @FtMJared29 and say ...
Selena Trans girl cute looking for love Hello boys. I am looking for love. You want meet me? I want meet you too! See my pictures @SelenaIsTrans and send me a message to set up a date. I like going out for food or drinks, having a great time and I especially like great sex! I am preop and can do top or bottom though I kind of prefer top ...
Letha Aims to Fill YOU With Her Love Gun!!! Trans Woman Needs U 4 Target Practice! Hey boys, my name is LethaWeapon here in Winston-Salem and I got a BIG love gun to whip and pound you with until you scream! I'm def top and alpha and don't take no shit! Imma make you suck me first just for foreplay then I'll throw you back for some hard inse...
Hot sexy shemale doll visiting Winston-Salem now Shemale Visiting Winston-Salem Very hot sevy and curvy shemale chick with big delicious lady stick, fully functions for top or bottom. Message me on my profile page @TaylaShemale1. Seeking a kind gentleman for romance and fun. I adore introducing men who are new to shemale sex. HMU! Possible ...
Cute TS Sugar Baby Seeking Male💎Aria Username: @AriaSweet Trans Friendly: Yes Private Meetups: Yes Phone Chat: Yes Pics Available: 18 Message me if you like feminine Transsexual 💬 Hello, I am AriaTS here in Winston-Salem. A very sweet and very feminine trans-girl that loves to be your sugary little sugar-baby, accompanied by a...
April 5th, 2026
Hookup With Winston-Salem TS Sugar Baby Now! 💌 Want to Hookup and Find Winston-Salem Shemales? RADE PIX - MESSAGE - BROWSE PROFILES This Website Helps you find local shemales and TGirls meet local men. It's the perfect place to find what you're interested in 😉.. Do you want to meet local shemales who want to fuck and have some sexy fun?...
SECRET CROSSDRESSER? - Meet with Me for Discreet Dressing in Winston-Salem Secret Crossdressing Hookups in Winston-Salem Hey there. I'm Sam (Samantha when dressed up). If you're reading this ad you may be a crossdresser who needs to let your feminine side out to play. Me too! If you're in the closet or married, it's no problem. I live alone, have a nice, home with a priva...

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