Eastern Shore, Maryland Shemale Dating Classifieds

Eastern Shore, Maryland 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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  • April 14th, 2025
  • Tiffany Shelle - Your Eastern Shore Tranny Girlfriend! ๐Ÿ’žTiffany Shelle - Your Eastern Shore Tranny Girlfriend! ๐Ÿ’ž Tranny Escort - Top/Bottom/GFE in Eastern Shore Itโ€™s Tiffany Shelle your perfect tranny girlfriend ๐Ÿฅฐ ๐Ÿ’• SAFE๐Ÿ’• ๐Ÿ’ฏ LEGIT โœจ๐Ÿ’ž SKILLED, Exotic and Erotic ๐Ÿ’ฆ ๐Ÿฅฐ Iโ€™m available to explore your shemale fantasy and give you pleasures you've only dreamed of!  I'm 100% func...
  • ๐Ÿซ Dark Chocolate Delight Ready to Melt in Your Arms ๐Ÿ˜˜๐Ÿซ Dark Chocolate Delight Ready to Melt in Your Arms ๐Ÿ˜˜ ๐Ÿ’– Hey, Handsome! Iโ€™m a sultry, curvy ebony TS  here in Eastern Shore... I'm Pre Op, ready to play, with a body made for pleasure and a heart full of passion. Discreet, sensual, and looking for a man who knows how to handle me. Letโ€™s make tonight unforgettable! ๐Ÿ˜˜ I'm writing th...
  • ๐Ÿ’– Discreet, Naughty & Waiting for a Man Who Can Handle Me๐Ÿ’– Discreet, Naughty & Waiting for a Man Who Can Handle Me  ๐Ÿ”ฅ Iโ€™m an exotic ebony TS bombshell in Eastern Shore 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 youโ€™v...
  • TS Latina Dream Girl โ€“ Ride Me Like a Telenovela ๐Ÿ˜ˆ๐Ÿ“บTS Latina Dream Girl โ€“ Ride Me Like a Telenovela ๐Ÿ˜ˆ๐Ÿ“บ  Have you ever imagined a sensual Latina woman with large thighs and a narrow waist and a hidden sexual  secret? Thatโ€™s me, papi ๐Ÿ˜˜ Iโ€™m your spicy TS novela โ€” dramatic,  passionate, and unforgettable in the bedroom. Message me here babe - I want your hands on my h...
  • I LOVE DRESSING AS A SEXY WOMAN.. I want you to see me ( Eastern Shore )I LOVE DRESSING AS A SEXY WOMAN.. I want you to see me ( Eastern Shore ) Sexy Crossdresser Elissa Looking for Hot Fun in Eastern Shore๐Ÿ’‹    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 ...
  • Smoke me out baby!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...
  • Shy Transexual Escort in Eastern ShoreShy Transexual Escort in Eastern Shore Shy transexual Camille here to tease you with my long functioning lady stick. Age 24, slim, healthy and physically fit. I love sex! I do top or bottom, special attention to your needs. Kink friendly so let me know what you like. I love it all. Explore your passion for trans women discreetly with an ...
  • Shemale 4 Men ๐Ÿ†๐Ÿ’ฆ  Eastern Shore Ready Now!! Shemale 4 Men ๐Ÿ†๐Ÿ’ฆ Eastern Shore Ready Now!!  Come Closer, I Donโ€™t Bite, Unless You Do Enjoy It๐Ÿ˜‰   View My Private Pictures -  If youโ€™re looking  to mess aroundโ€ฆ I donโ€™t know, maybe in a way thatโ€™s a bit spicy for the  two of us? Iโ€™m a trans beauty with a dirty mind and I love...
  • ๐Ÿ’ฆ Thick, Juicy & Kinky โ€“ Come Experience the Best ๐Ÿ˜๐Ÿ’ฆ Thick, Juicy & Kinky โ€“ Come Experience the Best ๐Ÿ˜  ๐Ÿ”ฅ| 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 donโ€™t just know how to tease, please and  make you want ...
  • TS Asian lady ready for upscale action (28)TS Asian lady ready for upscale action (28) Asian Transexual Lady for Man in Eastern Shore Hot and sexy Asian transexual, fully functional and wants to play with you! Message RubyTS4male...
  • Eastern Shore ๐Ÿ˜ˆ๐Ÿ†๐Ÿ’ฆ Latina Shemale is Seeking a Real Man!! Eastern Shore ๐Ÿ˜ˆ๐Ÿ†๐Ÿ’ฆ Latina Shemale is Seeking a Real Man!! Real Latina TS Seeking ๐Ÿ”ฅReady 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...
  • Seeking a Stunning TS for Passion & Pleasure ๐Ÿ˜˜๐Ÿ”ฅSeeking a Stunning TS for Passion & Pleasure ๐Ÿ˜˜๐Ÿ”ฅ  I am a confident, strong and open minded man, who knows what I want from a woman  โ€“ a sexy, elegant and fun loving TS woman to share unforgettable moments with. I am here to  explore and enjoy every second of it, whether it is a casual hookup, a fun date or a  deep connect...
  • TS Beautiesโ€”Letโ€™s Have Some REAL Fun! ๐Ÿ˜๐Ÿ”ฅTS Beautiesโ€”Letโ€™s Have Some REAL Fun! ๐Ÿ˜๐Ÿ”ฅ  I am a tall, fit, and successful man and I have a taste for gorgeous TS women  who love to be adored, desired and pleasured. Whether you are looking for a wild  night, a passionate escape or something ongoing, I know how to treat a woman right. ๐Ÿ’‹ Must  have confidence, charm...
  • MALE SEEKING SHEMALE ๐Ÿ†Eastern Shore Ready to Play and Fuck ๐Ÿ’ฆMALE SEEKING SHEMALE ๐Ÿ†Eastern Shore Ready to Play and Fuck ๐Ÿ’ฆ I have a secret.. ๐Ÿคซ I've always want to see what it's like to play with a shemale!!  Hi I'm John, I'm in Eastern Shore  and I love to be free and have fun.. Are you looking for a man who really knows how to treat you?? I really want to show you what I got sweetie. I have a good he...
  • Well Endowed Shemale is beautiful Eastern Shore 32Well 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...
  • Tantalizing Tina with a HUGE W33NAH!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!  ...
  • Local Crossdresser ๐Ÿ˜‰๐Ÿ˜‡  LET ME PLAY DRESSUP FOR YOULocal Crossdresser ๐Ÿ˜‰๐Ÿ˜‡ LET ME PLAY DRESSUP FOR YOU Your Sexy Crossdresser in Eastern Shore View My Personal Pix - ๐Ÿคซ  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...
  • SHEMALE HOOKUPS! Wanna Have a Great Time? Join Free Now!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 Shemale Profiles  ...
  • II'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...
  • TS Latina Seductress โ€“ Thick, Wet & Ready to Be Used ๐Ÿ’‹๐Ÿ‘TS Latina Seductress โ€“ Thick, Wet & Ready to Be Used ๐Ÿ’‹๐Ÿ‘  Papiโ€ฆ Iโ€™ve been thinking about you ๐Ÿ˜˜ View More Sexy TS PIX - My curvy figure and thick TS  Latina body has caramel skin while my filthy mind and mouth were made for you ๐Ÿ˜ˆ. I become  submissive only when you want me to submit while I transform into a dominant forc...
  • Transgender๐ŸŸขTINA TS๐Ÿ˜‰๐Ÿ’‹ Transgender๐ŸŸขTINA TS๐Ÿ˜‰๐Ÿ’‹ Ready to play with a TGirl Tonight? Hi babe, I'm Tina ๐Ÿ’‹ I'm in Eastern Shore 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 message no...
  • ๐Ÿ‘ Your Secret Ebony Fantasy Is Just One Message Away ๐Ÿ˜œ๐Ÿ‘ Your Secret Ebony Fantasy Is Just One Message Away ๐Ÿ˜œ  ๐Ÿ‘„ I am going to make your wildest dreams come true. I am a classy  yet freaky ebony trans beauty that loves to explore deep desires and steamy fantasies. If you are  a man that appreciates soft skin, full lips and a body made for pleasure then we need to  talk. If you are loo...
  • HOT SHEMALE GIA will Satisfy Your Tranny Fantasy \ Eastern Shore!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...
  • ๐Ÿ‘  Classy on the Streets, Naughty in the Sheets โ€“ Letโ€™s Play ๐Ÿ’‹๐Ÿ‘  Classy on the Streets, Naughty in the Sheets โ€“ Letโ€™s Play ๐Ÿ’‹  ๐Ÿ’– Just one taste and youโ€™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...
  • I want to be a whoreI 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!...
  • April 13th, 2025
  • I Need a Sexy Man to Tame Wild Willy!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...
  • Dr FreakinDr 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. ...
  • I Need a STEAM ROLLER Baby!!!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 ...
  • Iโ€™m a Sexy and Naughty T-Girl Here in Eastern Shore.Iโ€™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...
  • Flawlessly gorgeous trans bombshell in Eastern ShoreFlawlessly 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 ...
  • TS m/f switch 28 new hereTS 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...
  • Selena Trans girl cute looking for loveSelena 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....
  • BIG BOOBS, BIG LIPS, THICK THIGHS... BIG COCK ๐Ÿ†๐Ÿ˜‰BIG BOOBS, BIG LIPS, THICK THIGHS... BIG COCK ๐Ÿ†๐Ÿ˜‰ BBC SHEMALE - BLACK TRANS๐Ÿ’Ž let's play with each others cocks! Hey there boo thang, I know you're going to like what you see. Shiit, I have something for you baby. I love being feminine and sexy. I do still have my penis and I love to use it. I want to see your mouth on it infact.. Would you...
  • Hi Guys!! I am looking for someone fun!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! ...
  • Latina TS Playmate โ€“ Sweet Accent, Dirty Thoughts ๐Ÿ’ƒ๐Ÿ’‹Latina TS Playmate โ€“ Sweet Accent, Dirty Thoughts ๐Ÿ’ƒ๐Ÿ’‹  You want flavor? Spice? A woman who can dance for you, then ride you like she  owns you? Thatโ€™s me, papi ๐Ÿ˜˜ Iโ€™m a curvy, high-femme  TS Latina with a pretty face, wild hips, and a very naughty surprise underneath. View My Latina TS Pictures - I love to  tease, fl...
  • Looking for a TS Woman Who Loves to Be Desired ๐Ÿ’ฆ๐Ÿ”ฅ Eastern ShoreLooking for a TS Woman Who Loves to Be Desired ๐Ÿ’ฆ๐Ÿ”ฅ Eastern Shore  Male Seeking Transsexual for fun and whatever else!! I am a charming, confident and masculine guy and I have a special interest in beautiful TS  women. I would be happy to meet anyone who wants to have fun, enjoy and indulge in the  process. ๐Ÿ’‹ I would love to meet a shemale or tra...
  • Having fun and Staying YoungHaving 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....
  • Trans Man waiting for right date with hot beautyTrans Man waiting for right date with hot beauty Handsome Trans Man for Dating in Eastern Shore 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 ...
  • TS Latina Goddess โ€“ For Men Who Crave Passion, Fire & Pleasure ๐Ÿ”ฅ๐Ÿ’‹TS Latina Goddess โ€“ For Men Who Crave Passion, Fire & Pleasure ๐Ÿ”ฅ๐Ÿ’‹  Hello sweetheart ๐Ÿ˜˜ 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...
  • TS Latina Bombshell โ€“ Your Secret Addiction, Your Midnight Obsession ๐Ÿ˜ˆ๐Ÿ‘TS Latina Bombshell โ€“ Your Secret Addiction, Your Midnight Obsession ๐Ÿ˜ˆ๐Ÿ‘  Hola, mi amor ๐Ÿ˜˜ 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...
  • I love a confident, seductive TS womanโ€”could you be the one? ๐Ÿ’‹I love a confident, seductive TS womanโ€”could you be the one? ๐Ÿ’‹  A handsome, intelligent and adventurous man, here looking to meet a gorgeous TS woman to have  excitement, chemistry and wild nights. I just love confident women who know what they want and Iโ€™m more  than ready to spoil, explore and indulge in pleasure together.  Handsome,...
  • Eastern Shore Addicted to shemales... Male Seeking TSEastern Shore Addicted to shemales... Male Seeking TS  A handsome, fit and confident man, seeking a stunning TS girl to spend exciting nights and incredible  moments with. I have a thing for flirty conversations, passionate chemistry and playful antics- if you  are looking for a casual meet or if we can make this a more regular thing, I ...
  • Jasmin T-girl Ready to make friendsJasmin 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...
  • Letโ€™s Get a Drinkโ€ฆ and See Where It Leads ๐Ÿ˜˜Letโ€™s Get a Drinkโ€ฆ and See Where It Leads ๐Ÿ˜˜  One Night, No Limits...  Eastern ShoreShemale Seeking Man for sex๐Ÿ’ฆ View More of My Pix - โœ… Some nights are for breaking rules, for letting go, and  for indulging in pure pleasure.  I am a trans goddess with a wild side, and I  am looking for a man who wants to play. ...
  • Seeking All TS Beauties in Eastern ShoreSeeking All TS Beauties in Eastern Shore  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...
  • April 12th, 2025
  • TS Bombshell Looking for a Man Who Can Keep Up! ๐Ÿ’‹ Eastern ShoreTS Bombshell Looking for a Man Who Can Keep Up! ๐Ÿ’‹ Eastern Shore  Naughty, Nice and Looking for a Thrill!Transsexual Seeking Man for Sexy Fun! View More of My Pictures ๐Ÿ“ธ Are you the sort of man who enjoys  just a touch of danger, a touch of excitement, and a lot of passion? Iโ€™m the  trans beauty youโ€™ve been dreaming of โ€” sexy...
  • Ebony Shemale in Eastern Shore โค๏ธ๐Ÿ˜˜ Seeking Male for Naughty Fun!Ebony Shemale in Eastern Shore โค๏ธ๐Ÿ˜˜ Seeking Male for Naughty Fun! Ebony Shemale Stefanie Ready to Fulfill Your Wildest Fantasies ๐Ÿ’‹ Are you looking for a hot and kinky black shemale in Eastern Shore? Look no further because I am here to satisfy all your desires. My name is StefanieBBC and I'm an Ebony Shemale..  I am a stunning transgender woman who loves ...
  • ๐Ÿ–ค Ebony TS Playmate with a Curvy Body & a Wild Side ๐Ÿ˜˜ Eastern Shore๐Ÿ–ค Ebony TS Playmate with a Curvy Body & a Wild Side ๐Ÿ˜˜ Eastern Shore ๐Ÿ‘ Thick thighs, soft lips, and a wild sideโ€”what more could you want? Iโ€™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,...
  • Penny for your thoughts?Penny for your thoughts? Penny TS in Eastern Shore 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 interestin...
  • One Night, No Rules, Just Pleasureโ€ฆ One Night, No Rules, Just Pleasureโ€ฆ Eastern Shore I'm Having a Night to Myself No Strings, just fun.. TS Seeking...๐Ÿคซ  A man who knows what he wants, but also a man who can be tempted, thatโ€™s  what I like.  We should begin with eye contact, a slow touch, and perhaps truth or  dare while drinking cockt...