Eastern Shore, VA, Virginia Shemale Dating Classifieds

Eastern Shore, VA, Virginia shemale dating classifieds. Meet local crossdressers, transexuals and shemales for romance, sex or just make new transgender friends. escorts, body rubs & sex service listings. Select your location below to find shemales near you. It's free to search or post your own ad!

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February 3rd, 2026

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 ...

F/M seeking love and fun Female to Male Trans Man in Eastern Shore, VA My name is Karl and I am a F2M trans dude. I was born female but transitioned to male a few years ago. I love my new body. I like dressing sharp with nice suits and taking good care of my hair and my beard. Sometimes it is just scruff and other times I ...

Beautiful Krystale 25 Eastern Shore, VA visiting now Beautiful 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 Age: 25 Location: Eastern Shore, VA Sex: Shemale Seeking: Man ...

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...

TS Beauties—Let’s Make Some Memories 💖✨  I am a dominant, attractive, and confident man looking for a beautiful transgender woman who enjoys being  admired, spoiled, and pleasured.  I am down for mutual attraction, passionate flames and unforgettable  moments. Whether it is a one time or if it is something on going I a...

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...

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...

TS Latina Goddess – For Men Who Crave Passion, Fire & Pleasure 🔥💋  Hello sweetheart 😘 The TS Latina bombshell body type defines me through my soft lips and thick  thighs and my hidden surprise under red lace. Your pleasure stands as my life purpose because I want to  satisfy your desires and make your body experience intense pleasure through my s...

Eastern Shore, VA 😈🍆💦 Latina Shemale is Seeking a Real Man!! Real Latina TS Seeking 🔥Ready to Fulfill Your Wildest Fantasies  My Spicy Latina Shemale Pix! -Are you looking for a sexy shemale to play with? I'm a bit of a drama queen. I love dressing pretty and getting my nails done. I will also dress sexy in lingerie for you. Do you want to have a hoo...

Jasmin T-girl Ready to make friends Want to Meet a T-Girl in Eastern Shore, VA? Hey, I am Jasmin, 8" with a great body and busty. I love tatts and I'm 420 friendly, down to party! Lets swap some pics and then meet up for hot dates and see where it goes!  Hit me up @SweetJasminT...

Having fun and Staying Young Young 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 and message me xoxo, Sherry....

🖤 Ebony TS Playmate with a Curvy Body & a Wild Side 😘 Eastern Shore, VA 🍑 Thick thighs, soft lips, and a wild side—what more could you want? I’m a sensual, passionate ebony TS beauty who knows how to make a man feel special, desired, and completely satisfied. Whether we take it slow and intimate or dive into a steamy, no-strings-attached night of passion,...

TS Latina Fantasy Girl – Let Me Rock Your World 💋🔥  Mira, papi… I’m not just sexy — I’m dangerous 😘 ( View My Dating Pictures Here ) My  TS Latina body features silky skin and long hair and full lips and a tight and juicy physique. I  dress to kill. My moans produce musical sounds. My movements flow throug...

I'm the Girl Mother Never Warned You About!... But then, how could your mother have known? I'm Dirty Diana corrupting good decent honest men like yourself here in Eastern Shore, VA for many moons. I got a big secret and it's show and tell time baby! It's easier to show you than to tell you. I'm fully functional and passible. I need a sexy man wh...

❤️😻TRANNY IN VA❤️😻 Virginia TRANSSEXUALYour cock or mine?🍆❤️  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...

👑 Chocolate Queen with Soft Curves & Naughty Desires 🔥  🔥| Do you feel that you want something new and exciting and that you want to  remember for a long time? I am a hot, all natural ebony TS with all the right amount  of curves and a naughty and adventurous spirit. I don’t just know how to tease, please and  make you want ...

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...

Hot trans chick with nice boobs Hot trans chick in Eastern Shore, VA. Sheila wants to meet you. Hey all, I am Sheila and I am ready for a date! Blonde hair, nice boobs, good curves and very kissable lips. I'm pre-op, top or bottom, love oral sex. Want to explore kinks? Me too!! Want to meet me? Send me a message @HotTransChic...

Shemale 4 Men 🍆💦 Eastern Shore, VA Ready Now!!  Come Closer, I Don’t Bite, Unless You Do Enjoy It😉   View My Private Pictures -  If you’re looking  to mess around… I don’t know, maybe in a way that’s a bit spicy for the  two of us? I’m a trans beauty with a dirty mind and I love...

Erotic exotic Asian queen in Eastern Shore, VA now (25) Asian Transexual in Eastern Shore, VA Stunning TS - Talia 25. 5' 8" 140lbs, non op, loves sex. Long slender legs to wrap around you. Message me @TaliaAsianQueen for my photos and contact information....

Your Flirty CD Sweetheart Awaits 💕😘 Eastern Shore, VA I am a  hot, cool and confident crossdresser who enjoys the feeling of being wanted, loved and taken care  of like a lady. Whether you are looking for some hot action, a nice relationship or even a  friend with benefits, I am here to make it unforgettable. 💋 👠 Feminine, fun and ...

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 ...

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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 masseur, hot body and hung. If you want to get together, Send me a private message Crystal27trans <3 ...

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...

I LOVE DRESSING AS A SEXY WOMAN.. I want you to see me ( Eastern Shore, VA ) Sexy Crossdresser Elissa Looking for Hot Fun in Eastern Shore, VA💋    Do you like knowing I'm a man in womens clothes.. do I look sexy??    - VEW MY CD PICTURES Are you wanting to satisfy your innermost desires with a sexy shemale such  as myself? My name is Elissa an...

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...

💖 Discreet, Naughty & Waiting for a Man Who Can Handle Me  🔥 I’m an exotic ebony TS bombshell in Eastern Shore, VA with a love for steamy nights,  deep connections and uninhibited pleasure, keep it hot and wild and unforgettable! Whether you are looking for  an exciting adventure, a sensual night of passion or just something you&rsq...

INTERACTIVE MAP: Transexual Tracker in the Eastern Shore, VA Area! Local Transexual Hookups Meet local transexuals in the Eastern Shore, VA area. View our interactive map below to meet local trans hookup members who are seeking dating or sex hook ups. Click any thumbnail below to begin your search. Interactive Eastern Shore, VA Trans Hookups Map ...

Sexy hung and big busted Hung and Busty Shemale in Eastern Shore, VA Tammy, 39, 38DD, 9" and so cute!! What more could you want in a gurl?!! How about you message me @Tammy38DD and we can talk and meet! Send your recent pic for mine....

YOUR EBONY SHEMALE - big boobs and a BIG COCK! Eastern Shore, VA Hot Hot Hot! Sinead, a black shemale in Eastern Shore, VA ready to make all of your  wildest fantasies come true! 💋🔥 My Pictures and Profile! -- You want to find a sexy ebony shemale in  Eastern Shore, VAto fulfill all your dreams? Then stop searching because I am ready to make &nb...

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 and send message for date....

SECRET CROSSDRESSER? - Meet with Me for Discreet Dressing in Eastern Shore, VA Secret Crossdressing Hookups in Eastern Shore, VA 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 p...

Sexy Shemale Eastern Shore, VA I know You Want to Play FEMININE AND SECURE SHEMALE  Hot and kinky shemale seeking a hot and fun guy who isn't scared of a beautiful and secure Trans Woman.. I'm located in Eastern Shore, VA; I am AlaneTS and  I am here to fulfill all your desires. If you are in the area or planning to be. and  looking for ...

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...

Tiffany Shelle - Your Eastern Shore, VA Tranny Girlfriend! 💞 Tranny Escort - Top/Bottom/GFE in Eastern Shore, VA It’s Tiffany Shelle your perfect tranny girlfriend 🥰 💕 SAFE💕 💯 LEGIT ✨💞 SKILLED, Exotic and Erotic 💦 🥰 I’m available to explore your shemale fantasy and give you pleasures you've only dreamed of!  I'm 100% ...

TS Latina Bombshell – Your Secret Addiction, Your Midnight Obsession 😈🍑  Hola, mi amor 😘 The fiery, curvaceous TS Latina body I possess was  made for lust while my soul demands intense passionate nights. Your dream woman has arrived because I possess caramel  skin and thick thighs and long hair and soft lips and a throbbing surprise between my legs th...

Flawlessly gorgeous trans bombshell in Eastern Shore, VA Trans MtF for Man in Eastern Shore, VA I transitioned 6 years ago at the age of 18. I am gorgeous, with long light brown hair, hour glass figure and long shapely legs. I am 5 feet 7 and have deep blue eyes and luscious lips. Check my profile pics @TransFaye24 pics and prepare to be stunned! S...

Hot Shemale in Eastern Shore, VA Ready to Fulfill Your Wildest Fantasies 👄💦🍆 I'm TS and Looking to Date in Eastern Shore, VA My name is Shelly and I'm full TS.. Are you looking for a sexy shemale in Eastern Shore, VA who knows how to have a good time? Look no further, because I'm here to make all your dreams come true. I'm really excited about possibly meeting some like min...

TS Latina Snack – Sweet Like Sugar, Dirty Like Tequila 😘🍹  You can find me at the bar where I serve drinks and flirt with customers while enjoying the  atmosphere. I’m your sexy little TS Latina snack — soft lips, juicy thighs, and a tongue that  doesn’t stop until you beg me to 💋 I’ll start off sweet, flirty, &nbs...

February 2nd, 2026

FtM seeking Princess Bride in Eastern Shore, VA FtM seeking Woman in Eastern Shore, VA Hi, I'm Andy, age 33, FtM transgender man living in Eastern Shore, VA. Also, you must love that movie! If you don't get the reference you can still message me anyway! I love that movie and I will watch it with you over and again. View my pics and send me a mes...

👄 Dark-Skinned TS Beauty Looking for Fun, Passion & Pleasure  👑 I am the Queen of Your Fantasies – Come Worship Me! I am  a gorgeous, confident, ebony TS, with a body built for pleasure and a mind full of naughty  ideas. If you are looking for high class experience, filled with deep pleasure, seductive touches and  sensual moments...

Seeking All TS Beauties in Eastern Shore, VA  I am a masculine, dominant, and very passionate man, and I am looking for a sensual  and seductive TS woman to explore our deepest desires together. No matter whether you like to be the  boss or to be taken care of, I am all about creating electric chemistry and unforgettable moments...

👠 Classy on the Streets, Naughty in the Sheets – Let’s Play 💋  💖 Just one taste and you’ll be addicted! I am a beautiful, funny TS,  a queen of color with a nice curvy body, beautiful eyes, and a touch that will drive  you crazy. I know what a man needs and how to make him satisfied and craving for more.  I am looking for a confide...

TS Asian lady ready for upscale action (28) Asian Transexual Lady for Man in Eastern Shore, VA Hot and sexy Asian transexual, fully functional and wants to play with you! Message RubyTS4male...

M-F trans woman wants a date I want someone understanding and kind. Please check out my profile and rate me. I am 36, 5 feet 6 and elegant! My name is Lyssa....

Shy Crossdresser Seeks Friend Where I Can Discreetly Dress Up and Possible Dates. Crossdresser Seeks Friend in Eastern Shore, VA Area Hi, my fem name is Gloria. I'm a married crossdresser in the Eastern Shore, VA area. I'm 28 years old, clean and disease free. I am passable in appearance and voice but wife doesn't approve. I really need to let my fem side out to play! I'm seeki...

Penny for your thoughts? Penny TS in Eastern Shore, VA 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!! I'm looking for a nice man who will enjoy being with me. Let's enjoy hot dates and explore sexuality together. If that sounds intere...

Debonair Trans dude, looks like Bond F2M Trans Dude in Eastern Shore, VA Looking for someone a little different from the average guy? Hey, I'm Barry, age 31, fit and healthy. I have a square jaw, sparkling eyes and short dark hair. I like to dress sharp. I am currently looking for a fun lady to spend time with. Possible longterm relat...

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 ...