Eastern Shore, VA Transgender Classifieds

Browse Eastern Shore, VA 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!

Home / Dating / Transgender

Show Ads In: Blacksburg | Charlottesville | Danville | Eastern Shore, VA | Fredericksburg | Hampton Roads | Harrisonburg | Lynchburg | Northern VA | Richmond | Roanoke

  • February 26th, 2026
  • Email Eastern Shore, VA Shemales Now! πŸ’Œ Want to Hookup and Find Eastern Shore, VA 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 πŸ˜‰.. Do you want to meet local shemales who want to fuck and have some sexy ...
  • Hi Guys!! 32 y/o Trans looking for someone fun! Lara 32 y/o Transexual in Eastern Shore, VA 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 ...
  • February 25th, 2026
  • Tantalizing Tina with a HUGE W33NAH! Eastern Shore, VA Trans Woman for Hookup! Hey gents I'm Tina a trans female hot for all you sexy Eastern Shore, VA men and wnat to show you a time you'll never forget! Do you like them thick, long and uncut? Then I'm the girl for you. Look no further for a passible and functional t girl - HERE I AM...
  • Black/Ebony Transsexual - Your New Addiction – One Taste and You’ll Beg for More πŸ‘πŸ’‹  Warning: I’m addictive 😘 View My Ebony TS Profile here - I possess more than attractive features. I am a complete  TS woman who enjoys teasing and pleasing while taking control of your dreams. My body features long legs and  thick thighs and soft lips and a hidden secret th...
  • Crystal, 27 New to the area Heyyy!. I'm Crystal and I am 27. I'm new to the Eastern Shore, VA 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: Eastern Shore...
  • 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 ...
  • Eastern Shore, VA's Transtastic Toni... I LIKE to do the Wild Thing! T-Girl Toni for NSA in Eastern Shore, VA Hi you sexy man! I'm Toni a trans woman from here in Eastern Shore, VA. 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, ...
  • Ebony TS Playmate for Men Who Know What They Want πŸ–€πŸ†  If you are the type of person who does not want to waste time with games or small  talk… we are already off to a good start 😘 I am a sexy, curvy TS  babe who loves attention, loves giving pleasure, and lives to be desired. I will come looking like  a dream and be read...
  • Trans Playmate Sex Kitten... Ebony trans woman in Eastern Shore, VA 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 gro...
  • British T-girl Seeking Classy Gentleman in Eastern Shore, VA... I am Lacy, a white, blonde haired, trans woman, 30 years old, 5'9, 160 pounds, from Manchester, England and need a man who is educated, refined and handsome. I have just relocated to Eastern Shore, VA and am financially independent and looking for a gentleman who is like-minded, equally solvent and ...
  • I’m a Sexy and Naughty T-Girl Here in Eastern Shore, VA. Eastern Shore, VA T-Girl 4 NSA Fabulous Fanny here boys! I'm a trans woman living in the Eastern Shore, VA 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&...
  • Well Endowed Shemale is beautiful Eastern Shore, VA 32 Well Endowed Shemale in Eastern Shore, VA 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 pictu...
  • Erotic exotic Asian queen in Eastern Shore, VA now (25) Asian Transexual in Eastern Shore, VA 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 nee...
  • 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 Trans Profiles  &...
  • Tainted Love - Beyond Compare! Kinky Trans Woman in Eastern Shore, VA Hi I'm tgirl Trisha to show you boys a different kind of kinky love in Eastern Shore, VA. 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. I need a hookup with an open minded man. The sort of man w...
  • Transgender🟒TINA TSπŸ˜‰πŸ’‹ Ready to play with a TGirl Tonight? Hi babe, I'm Tina πŸ’‹ I'm in Eastern Shore, VA and ready to meeup and hookup in LA tonight.. Let's hang out and have some super sexy fun!! I really need to get out and have some fun. Come check out MY PROFILE, browse my pix, videos and send me a messag...
  • Road Head Sally Drivin' Hard in Eastern Shore, VA Tonight! I'm Road Head Sally a horny t-girl for you busy guys on the go in Eastern Shore, VA. 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 dri...
  • !!!HOT - TRANS FUCKBOOK - HOT!!! Hookup With a Hot T-Girl in Eastern Shore, VA Meet sexy shemales ready to have some adult fun with their admirers. Over 1,240 t-girls in Eastern Shore, VA to heat up your love life tonight! Join free for instant access to their sexy profiles and chat. View: Explicit Shemale Photos Enjoy...
  • I'm a Horny Shemale πŸ˜ˆπŸ’‹ Looking For Sex Tonight!! Sexy ShemaleπŸ’Ž Ready to Rock Your World! Local Transsexual - TGIRL Sext App πŸ“² I'm a Transgender and I'm looking for a naughty man with a nice cock here in near me.. Who is wanting to share some sexy fun with me. I've been really horny and hard!! I love taking cock and giving it, what are...
  • ❀️😻TRANNY IN VA❀️😻 Virginia TRANSSEXUALYour cock or mine?πŸ†β€οΈ  Virginia - TGIRL Sexting App  I'm a Transgender and I'm looking for a fun and Sexy man here in VA who is wanting toshare some sexy adventures with me. I've been really horny lately and wanting to getsuper naughty. I just ne...
  • Eastern Shore, VAπŸ’‹ TS Tina – Your Naughty Escape, Anytime, Anywhere 🌎πŸ”₯ 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...
  • πŸ”₯ TS Yessica – Verified & Ready in Eastern Shore, VA πŸ”₯ TS Yessica shows her confident and playful personality when she meets new people because she shows them her authentic self. 😘 You have discovered your perfect trans escort who will create unforgettable experiences while providing an outstanding encounter. I dedicate my free time to people who gen...
  • Don't Hate Me 'Cause I am Fabu-licious!... Fun and Fabulous T-Girl in Eastern Shore, VA Look no further honey, I'm Franny an Ebony trans woman here in Eastern Shore, VA 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...
  • Twisted Sister - Loves to Ride.... and be Ridden! So, you wanna ROCK?! Fully function and extra large (10inch) surprise for all my Eastern Shore, VA boos out there. I'm a sexy trans woman currently living in large and lovin' every second of it. Hit me up cause I Wanna ROCK too! I'll show you what a real woman can do and everything you don't know no...
  • I'll Make You Feel Like a King Baby! Trans Queen Seeks King in Eastern Shore, VA I'm queen Delilah a trans woman here in Eastern Shore, VA searching for her king. You'll get the royal treatment when you're with me honey! Just grab hold of my magic scepter and his majesty can have anything he desires. Imagine the intrigue and...
  • Jasmin T-girl Ready to make friends Want to Meet a T-Girl in Eastern Shore, VA? Hey, I am Jasmin, with a great body and busty. Hit me up @SweetJasminT. I love tatts and I'm 420 friendly, down to party! Lets swap some pics and then meet up for a fun date and see where it goes! I'm preop and functional, very sex positive and love ...
  • Beautiful Krystale 25 Eastern Shore, VA visiting now Beautiful Preop Shemale Visiting Eastern Shore, VA 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: Eastern Shore, VA, Virginia Sex: MtF Tran...
  • 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...
  • TS Temptress Ready to Ruin You (In the Best Way) πŸ˜ˆπŸ’¦ Eastern Shore, VA  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...
  • I Need a Sexy Man to Tame Wild Willy! Hung Eastern Shore, VA Trans Woman Are you a snake charmer? A willy whisperer? A swami of salami? I am Desi, a shemale in Eastern Shore, VA 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 ...
  • πŸ’Ž Confident TS Sugar Baby in Eastern Shore, VA πŸ’Ž I enter any space with my confident trans woman presence which immediately makes me the center of attention. I find great happiness when people express their admiration and appreciation for me while they actively provide me with care. I find complete happiness when someone else handles everything be...
  • February 24th, 2026
  • TS Tina – Your Seductive Fantasy in Eastern Shore, VA πŸ”₯ Your dream TS girl Tina has arrived to create a hot experience while she will help you discover your most intense sexual fantasies. I create a perfect combination of wild and warm sensations through my soft touch and my playful nature. I find men who understand how to handle a woman with confidence ...
  • Don't Worry I Bite! Feisty redhead trans in Eastern Shore, VA full of fun and loves it rough on the bottom. I'm 5'9, 170 pounds, 32 years old, well endowed, fully functional, passible and hot to trot. You can take me anywhere, but I can't promise to always behave. I have a dirty mind and when the urge hits it's hard to...
  • HOT SHEMALE GIA will Satisfy Your Tranny Fantasy Eastern Shore, VA! LET'S TAKE CARE OF THAT TRANNY FANTASY! "Experience your secret tranny desires in real life!"  Hot shemale Gia wants to hook up with you in Eastern Shore, VA!  No strings - just great times, so join my page free for instant access! Shemale Gia's Eastern Shore, VA Sexbook @Shemale...
  • TS Sugar Baby πŸ’Ž Femme, Flirty & Looking for the Right Man in Eastern Shore, VA I’m a transgender sugar baby who loves femininity, attention, and being appreciated by a confident man who knows exactly what he wants.. Confidence speaks louder than words. Gentle touches matter more than grand gestures ever could. Let's Link Up Babe - Fond of the sugar dynamic. Getting pamp...
  • Tiffany Shelle - Your Eastern Shore, VA Tranny Girlfriend! πŸ’ž Tranny Escort - Top/Bottom/GFE in Eastern Shore, VA It’s Tiffany Shelle your perfect tranny girlfriend πŸ₯° πŸ’• SAFEπŸ’• πŸ’― LEGIT βœ¨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% ...
  • Superb Shemale in Eastern Shore, VA... T-Girl for NSA Encounters in Eastern Shore, VA When you decide to take a walk on the wild side it's always best to take me, Nicky, a superb shemale in Eastern Shore, VA. I've got everything you need and then some. Fully functional, petite, passible and extra large for extra fun! I love to flir...
  • Latina TS Dirty Girl Looking for a Gentleman's Dark Side πŸ”₯πŸ‘   Sweet on the surface. Filthy underneath. View My Trassexual Dating Profile Here - As a TS darling I present like a dream while  playing like a fantasy. Stockings. Heels. A tight dress. Soft skin. And a  throbbing surprise you’ll love exploring 😘 I need you to undress me gr...
  • Trans Man waiting for right date with hot beauty Handsome Trans Man for Dating in Eastern Shore, VA 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 ...
  • Partners in crime, or? Sexy, Slytherin, Aries, ISTP and more, if that gives you a hint about my personality traits. So, I’m a sexy, sensual, tender, animal loving, bookworm. I am a bit of a flirty whore, who loves mystical magical movies and stories, so let’s get that out in the open. If you live in the E...
  • Trans Sugar Baby Energy in Eastern Shore, VA - I'm ready for a night out! Hey there… I’m a sweet, confident, and playful trans beauty in my early 20s who loves good vibes, strong chemistry, and nights that turn into stories you replay later 😘 I enjoy being admired, feeling cared for, and bringing a little sparkle wherever I go. Yes, I can be your “ba...
  • Letha Aims to Fill YOU With Her Love Gun!!! Trans Woman Needs U 4 Target Practice! Hey boys, my name is LethaWeapon here in Eastern Shore, VA 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 ...
  • Low-Key TS Sugar Baby πŸŒ™ Soft Vibes, Selective Energy in Eastern Shore, VA I’m a TS sugar baby who keeps things calm, classy, and intentional. Evenings without noise, talks that flow naturally - these mean something to me. Confidence shows in stillness, not noise. Soft in manner, sharp in choices. Comfortable standing out, never trying too hard. πŸ˜ŒπŸ’„Let's Link Up...
  • TS Sugar BabyπŸ’Ž Your Perfect Trans Fantasy – Let’s Make It a Reality πŸ’‹  πŸ“ Location: Eastern Shore, VA πŸ’– Seeking: Fun, Exciting, &  Discreet Connections Some about me.. Trans SugarBaby: Hey there! I belive I'm a stunning, sweet, and playful trans beauty who loves good  vibes, great chemistry, and unforgettable nights.. I'm in my early 20...
  • Free Virginia Transexuals Guide Virginia Transexuals Guide The Virginia 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 Virginia Transexuals Guide online.  Where to Meet Transexuals in Virg...
  • Hot trans chick with nice boobs Hot trans chick in Eastern Shore, VA. 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...
  • 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 Eastern Shore, VA area come see if you measure up! Click here for explicit photos.&n...
  • New Body New Me M2F in Eastern Shore, VA Hi, I'm Natasha, newly transitioned, exploring this beautiful new chapter in my life, and ready to date. Gorgeous non-op with slender legs and curvy body. Want to come and join me for a drink? I love sex in my new gender!!! Seeking a local area man who will enjoy sex and pa...
  • A monster in the sheets, but a lady in the streets... Hello men, I'm Lilith a 27 year old sexy femme, fully functional, passible, sexy and hot to trot trans. I can be a bit racy and dirty when it's appropriate, but always maintain my poise in public. If you live in the Eastern Shore, VA area and are interested then drop me a line and introduce yourself...
  • πŸ”₯ Sexy Trans Beauty in Eastern Shore, VA – Let’s Play 😘 πŸ”₯ I’m a confident, flirty trans woman looking for a naughty, open-minded man who knows how to have a good time. I require someone who lives near me to establish genuine emotional bonds through playful games while they disclose their sexual interests to me 😈. waiting for your message babe!! I...