Vermont Transgender Classifieds
Browse Vermont 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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Show Ads In: Vermont
- November 12th, 2026
💜 Cute TS Girl Looking for the Right Guy 😘 Just moved to Vermont😊 Gorgeous, very sweet and easy to get to know. I am a trans girl seeking to meet men that are confident and know what they are looking for, yet are also looking for some friendship with a new person. I enjoy going out for cocktails and having a good time, flirting with the g...
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...
Shy Crossdresser Seeks Friend Where I Can Discreetly Dress Up and Possible Dates. Crossdresser Seeks Friend in Vermont Area
Hi, my fem name is Gloria. I'm a married crossdresser in the Vermont area. I'm 28 years old, clean and disease free. I am passable in appearance and voice but my wife doesn't approve. I REALLY need to let my fem side out to play!
I'm seeking cross dressing...
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 Vermont tranny tonight. Save your appetite boy! Me: trans, 30yrs, 5'10, functional, thick, uncut and longer than...
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TS Temptress Ready to Ruin You (In the Best Way) 😈💦 Vermont Hey lover 😘 I’m a high-femme TS bombshell — curves for days, lips made for kissing (and more), and a hunger that doesn’t quit. After dinner I appear sweet but I transform into a woman who crawls to the bed naked while wearing only a mischievous expression...
Hot sexy shemale doll visiting Vermont now Shemale Visiting Vermont
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 long t...
Penny for your thoughts? Penny TS in Vermont
Hey, I am Penny! I am recently new here and I am non op switch with a pretty nice pair, both top and bottom! Send me a message online @PennyTSswitch!!
I'm a mixed race sweetheart, looking for a nice man who will enjoy being with me. Let's enjoy having some fun, hot dates and ex...
Cute TS Sugar Baby With a Sweet Personality 🌸💕 Hi I’m a trans girl, looking for a nice and confident guy. I like to look pretty and be the centre of attention, so you would need to be confident and also respect women. I love going out with friends and love to be social and have fun and laugh. I also love to be romantic and to be hugged, ki...- November 11th, 2026
SECRET CROSSDRESSER? - Meet with Me for Discreet Dressing in Vermont Secret Crossdressing Hookups in Vermont
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 private gar...
Hot trans chick with nice boobs Hot trans chick in Vermont. 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!! Want to...
Trans Man waiting for right date with hot beauty Handsome Trans Man for Dating in Vermont
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 hi!&nb...
Spicy and Hot T-Girl from Colombia Latina T-Girl in Vermont
Hey guys, I am Colleen and I am looking for a long term relationship. I am open to FWB but would like something more serious eventually. I am 33 and have not had surgery. Nice surpise waiting for you! Send me a private message! ColleenLatinaT...
Trans Playmate Sex Kitten... Ebony trans woman in Vermont wants to be your sex kitten and playmate so let's make a playdate! I love all men so any race or body type or political side is fine with me. I can get along with anyone and we're gonna have a great time. I do all men, gay, bisexual, bicurious, swingers and groups. I am ...
Don't Hate Me 'Cause I am Fabu-licious!... Fun and Fabulous T-Girl in Vermont
Look no further honey, I'm Franny an Ebony trans woman here in Vermont 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 don't have to ...
Dr Freakin'furter - Mine's Bigger Than Yours! White T-girl here 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 Vermont area come see if you measure up! Click here for explicit photos. Look f...
Superb Shemale in Vermont... T-Girl for NSA Encounters in Vermont
When you decide to take a walk on the wild side it's always best to take me, Nicky, a superb shemale in Vermont. I've got everything you need and then some. Fully functional, petite, passible and extra large for extra fun! I love to flirt, fondle, f#ck and ...
Crystal, 27 New to the area Heyyy!. I'm Crystal and I am 27. I'm new to the Vermont area and want to make some new friends! I am a masseuse, hot body, in great shape, and well hung. If you want to get together, Send me a private message Crystal27trans <3
Username: @Crystal27transLocation: VermontAge: 27Gender: M...
Sexy hung and big busted Hung and Busty Shemale in Vermont
Tammy, 39, big tits!! Well hung, everything works, clean and so cute!! What more could you want in a gurl?!! How about you message me @Tammy39T and we can talk and meet! Send your recent pic for mine.
Username: @Tammy39TLocation: VermontAge: 39Gender: Mt...- November 10th, 2026
Erotic exotic Asian queen in Vermont now (25) Asian Transexual in Vermont
Stunning TS - Talia 25. Asian mixed race, non op, loves sex. Nice build with long slender legs to wrap around you. Message me @TaliaAsianQueen for my photos and contact information. Classy in public but trashy in the bedroom. Versatile and attentive to your needs. Longte...
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 Vermont. A very sweet and very feminine trans-girl that loves to be your sugary little sugar-baby, accompanied by a man t...
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Well Endowed Shemale is beautiful Vermont 32 Well Endowed Shemale in Vermont
I am Blanca. I am ready to eat your manhood now. Top or bottom. Bareback if you're clean. Come say hello. I'm friendly, sexy as hell and always satisfy my partner. Give me a try. Message me @BlancaShemale32 with your recent pic or selfie for my latest pictures and pr...
Flawlessly gorgeous trans bombshell in Vermont Trans MtF for Man in Vermont
I transitioned 6 years ago at the age of 18. I'm still fully functional but live 24/7 as a female. I pass flawlessly so let's go out on the town! I am gorgeous, with long light brown hair, hour glass figure and long shapely legs. I am short and cute and I have bedroom e...