Eastern Shore Trans and Crossdressers Classifieds

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February 3rd, 2026

I Need a STEAM ROLLER Baby!!! I want you to inject my soul with that sweet lover's pole till there ain't much of me left behind. I'm your whore so just F my brains out tonight. I'm a naughty trans looking for a top big boy to have his way with me. So it's heels and ass up and earth moving sex the hard way. That's the way I like ...

Trans Playmate Sex Kitten... Ebony trans woman in Eastern Shore 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....

Brandi 27 tall slim hot trans chick 8.5 inch Pre-op TS, fully functional in Eastern Shore Beautiful Brandi. If you're attracted to the female form then you will want to message me @ BrandiTS27.  I'm pre-op, tall, slim and beautiful with 8.5 inches for top or bottom. I love oral sex!! Kink friendly, have toys to explore all your...

Local Crossdresser 😉😇 LET ME PLAY DRESSUP FOR YOU Your Sexy Crossdresser in Eastern Shore View My Personal Pix - 🤫  A sexy Crossdresser from Eastern Shore, here, and her name is  KaralynnCD. I am pre-op but that has not stopped me from enjoying all the benefits that come with being  a Crossdressing Trans woman. If you like d...

!!!HOT - TRANS FUCKBOOK - HOT!!! Hookup With a Hot T-Girl in Eastern Shore Meet sexy shemales ready to have some adult fun with their admirers. Over 1,240 t-girls in Eastern Shore 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...

She-male looking for hot date to please. Asian Shemale in the Eastern Shore Area Hot Asian shemale wants to date and please you in the art of erotic passion. I'm non op, fully functional, lovely and funny. Please to contact me @CarmelShemaleXXX. My name is Carmel. I'm 33 years old. I like to explore your sexual fantasies! Let's make them...

Smoke me out baby! I'm a trans woman 37 years old, 5'9 in Eastern Shore 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...

Hi Guys!! I am looking for someone fun! This is Lara and I am 41 and transitioned when I was 24. I pass exceptionally well and you will be surprised at my hidden skills. Call me! ...

Hot sexy shemale doll visiting Eastern Shore now Shemale Visiting Eastern Shore Very hot sevy and curvy shemale chick with 8 inch lady stick. Message me on my profile page @TaylaShemale1. Seeking kind gentleman for romance and fun. Possible long term with the right man. ...

Tainted Love - Beyond Compare! Kinky Trans Woman in Eastern Shore Hi I'm tgirl Trisha to show you boys a different kind of kinky love in Eastern Shore. 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 who appre...

I'll Make You Feel Like a King Baby! Trans Queen Seeks King in Eastern Shore I'm queen Delilah a trans woman here in Eastern Shore 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 scandal...

Spicy and Hot T-Girl from Colombia Latina T-Girl in Eastern Shore 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...

I'm a Horny Shemale 😈💋 Looking For Sex Tonight!! Sexy Shemale💎 Ready to Rock Your World! Local Transsexual - TGIRL Sext App 📲 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...

HOT SHEMALE GIA will Satisfy Your Tranny Fantasy Eastern Shore! 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!  No strings - just great times, so join my page free for instant access! Shemale Gia's Eastern Shore Sexbook @ShemaleGia27 P...

Eastern Shore's Transtastic Toni... I LIKE to do the Wild Thing! T-Girl Toni for NSA in Eastern Shore Hi you sexy man! I'm Toni a trans woman from here in Eastern Shore. 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...

Elisabeth waiting to be your Queen TRANSEXUAL FOR MAN IN THE Eastern Shore AREA Hi baby! I am waiting to meet you. I can host or travel to you. Down to earth preop transexual woman seeking an understanding man who can appreciate my uniqueness. I am a great cook and great fun! Let your hair down and allow me to pamper you! Private Me...

TS m/f switch 28 new here TS m/f Switch in Eastern Shore Sandi wants to meet hot guy for fun and hot sex. Age 28, nice build, 7.5". Non op functional. Love oral sex, anal sex and kinks of all sorts. View my profile and message me here @SandiSwitchTS...

Superb Shemale in Eastern Shore... T-Girl for NSA Encounters in Eastern Shore 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. I've got everything you need and then some. Fully functional, petite, passible and extra large for extra fun! I love to flirt, fondl...

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I Need a Sexy Man to Tame Wild Willy! Hung Eastern Shore Trans Woman Are you a snake charmer? A willy whisperer? A swami of salami? I am Desi, a shemale in Eastern Shore 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...

Beautiful Krystale 25 Eastern Shore visiting now Beautiful Shemale Visiting Eastern Shore 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 Sex: Shemale Seeking: Man ...

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 area come see if you measure up! Click here for explicit photos. ...

Jasmin T-girl Ready to make friends Want to Meet a T-Girl in Eastern Shore? 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....

Twisted Sister - Loves to Ride.... and be Ridden! So, you wanna ROCK?! Fully function and extra large (10inch) surprise for all my Eastern Shore 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 now. I...

Hot trans chick with nice boobs Hot trans chick in Eastern Shore. 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 @HotTransChick...

Free Maryland Transexuals Guide Maryland Transexuals Guide The Maryland 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 Maryland Transexuals Guide online.  Where to Meet Transexuals in Mary...

Erotic exotic Asian queen in Eastern Shore now (25) Asian Transexual in Eastern Shore 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 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 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...

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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 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 Trans Woman for Hookup! Hey gents I'm Tina a trans female hot for all you sexy Eastern Shore 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 ) Sexy Crossdresser Elissa Looking for Hot Fun in Eastern Shore💋    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 and I ...

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....

Tiffany Shelle - Your Eastern Shore Tranny Girlfriend! 💞 Tranny Escort - Top/Bottom/GFE in Eastern Shore 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% func...

Flawlessly gorgeous trans bombshell in Eastern Shore Trans MtF for Man in Eastern Shore 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! Send ...

New Body New Me M2F post-op in Eastern Shore Hi, I'm Natasha, newly transitioned and ready to date. Gorgeous red head 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 passion with me. Message me online N...

February 2nd, 2026

FtM seeking Princess Bride in Eastern Shore FtM seeking Woman in Eastern Shore Hi, I'm Andy, age 33, FtM transgender man living in Eastern Shore. 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 message&nbs...

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

INTERACTIVE MAP: Transexual Tracker in the Eastern Shore Area! Local Transexual Hookups Meet local transexuals in the Eastern Shore 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 Trans Hookups Map ...

British T-girl Seeking Classy Gentleman in Eastern Shore... 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 and am financially independent and looking for a gentleman who is like-minded, equally solvent and has ...

Don't Worry I Bite! Feisty redhead trans in Eastern Shore 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 con...

Superior Massage by gorgeous T-Girl T-Girl for Dating in Eastern Shore I will help you unwind and create a cozy environment for you! I am 36DD, 7" and can give you so much pleasure. View my Transgender World profile and message me for my pics! @GayleTGirl Gayle <3    Transgender World Profile Username: Ga...

I want to be a whore I am a transexual very hot. Good with my mouth and my ass. Comment on my photos. I would appreciate it if you downloaded my photos and share me with other men in the Eastern Shore area. Click here and come see me anytime!...

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 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 who li...

F/M seeking love and fun Female to Male Trans Man in Eastern Shore 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 let ...

Well Endowed Shemale is beautiful Eastern Shore 32 Well Endowed Shemale in Eastern Shore 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 at BlancaShemale32 for my latest pictures and proof of my siz...

I’m a Sexy and Naughty T-Girl Here in Eastern Shore. Eastern Shore T-Girl 4 NSA Fabulous Fanny here boys! I'm a trans woman living in the Eastern Shore 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 Eastern Shore tranny tonight. Save your appetite boy! Me: trans, 30yrs, 5'10, functional, thick, uncut and longe...