Orlando, Florida Shemale Dating Classifieds

Orlando, Florida 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 10th, 2025
  • 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 Orlando area. Click here and come see me anytime!...
  • Sassy CD Looking for a Real Man ๐Ÿ˜˜๐Ÿ”ฅSassy CD Looking for a Real Man ๐Ÿ˜˜๐Ÿ”ฅ  A sweet, sexy and a little naughty crossdresser here, I like to play and  flirt, and I need a strong man who knows what he wants. I enjoy the process of dressing  up, teasing and bringing fantasies to life. If you are into sensual encounters and passionate fun then let me  and y...
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  • YOUR EBONY SHEMALE - big boobs and a BIG COCK! OrlandoYOUR EBONY SHEMALE - big boobs and a BIG COCK! Orlando Hot Hot Hot! Sinead, a black shemale in Orlando ready to make all of your  wildest fantasies come true! ๐Ÿ’‹๐Ÿ”ฅ My Pictures and Profile! -- You want to find a sexy ebony shemale in  Orlandoto fulfill all your dreams? Then stop searching because I am ready to make  all of your dream...
  • Orlando T-Girl Kitty is in a playful mood!Orlando T-Girl Kitty is in a playful mood! Hey there all you sexy guys in Orlando this is t-girl Kitty with more thrills than a theme park. No waiting for this ride and it won't cost you an arm and a leg. I'm a blonde haired, blue eyed, 5'9 tall trans woman with a big satisfying uncut surprise. The choice is easy either go to a frustrating b...
  • Orlando ๐Ÿ˜ˆ๐Ÿ†๐Ÿ’ฆ Latina Shemale is Seeking a Real Man!! Orlando 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...
  • ๐Ÿ‘‘ Chocolate Queen with Soft Curves & Naughty Desires ๐Ÿ”ฅ๐Ÿ‘‘ Chocolate Queen with Soft Curves & Naughty Desires ๐Ÿ”ฅ  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 don’t just know how to tease, please and  make you want ...
  • British T-girl Seeking Classy Gentleman in Orlando...British T-girl Seeking Classy Gentleman in Orlando... 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 Orlando and am financially independent and looking for a gentleman who is like-minded, equally solvent and has except...
  • Sexy hung and big bustedSexy hung and big busted Hung and Busty Shemale in Orlando 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....
  • I Need a Sexy Man to Tame Wild Willy!I Need a Sexy Man to Tame Wild Willy! Hung Orlando Trans Woman Are you a snake charmer? A willy whisperer? A swami of salami? I am Desi, a shemale in Orlando 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 Starbucks and see a ...
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  • 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...
  • Beautiful Krystale 25 Orlando visiting nowBeautiful Krystale 25 Orlando visiting now Beautiful Shemale Visiting Orlando 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: Orlando Sex: Shemale Seeking: Man ...
  • TS Bombshell Looking for a Man Who Can Keep Up! ๐Ÿ’‹ OrlandoTS Bombshell Looking for a Man Who Can Keep Up! ๐Ÿ’‹ Orlando  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? I’m the  trans beauty you’ve been dreaming of — sexy...
  • Tainted Love - Beyond Compare!Tainted Love - Beyond Compare! Kinky Trans Woman in Orlando Hi I'm tgirl Trisha to show you boys a different kind of kinky love in Orlando. 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 appreciates what ...
  • TS m/f switch 28 new hereTS m/f switch 28 new here TS m/f Switch in Orlando 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...
  • Iโ€™m a Sexy and Naughty T-Girl Here in Orlando.Iโ€™m a Sexy and Naughty T-Girl Here in Orlando. Orlando T-Girl 4 NSA Fabulous Fanny here boys! I'm a trans woman living in the Orlando 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  worries and st...
  • Orlando Addicted to shemales... Male Seeking TSOrlando 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 ...
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  • HOT SHEMALE GIA will Satisfy Your Tranny Fantasy \ Orlando!HOT SHEMALE GIA will Satisfy Your Tranny Fantasy Orlando! 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 Orlando!  No strings - just great times, so join my page free for instant access! Shemale Gia's Orlando Sexbook @ShemaleGia27 Photos: 42 V...
  • Superb Shemale in Orlando...Superb Shemale in Orlando... T-Girl for NSA Encounters in Orlando When you decide to take a walk on the wild side it's always best to take me, Nicky, a superb shemale in Orlando. 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 ...
  • New Body New MeNew Body New Me M2F post-op in Orlando 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 Natasha...
  • Spicy ๐ŸŒถ  Latina Shemale in Orlando Ready to Fill You ๐Ÿ˜‰๐Ÿ˜‰ Spicy ๐ŸŒถ Latina Shemale in Orlando Ready to Fill You ๐Ÿ˜‰๐Ÿ˜‰ LATINA SHEMALE SEEKING ๐Ÿ”ฅ๐ŸŒถ  Are you looking for a spicy/hot HISPANIC TS.. absolutely KINKY and ready to do anything?? I'm from Orlando.  Don't look any further, because I'm here to make all your wet dreams come true. My name is MARIA TS and I am a pre-op transgender woman who loves t...
  • 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 don’t just know how to tease, please and  make you want ...
  • Shy Transexual Escort inย OrlandoShy Transexual Escort inย Orlando 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 ...
  • INTERACTIVE MAP: Transexual Tracker in the Orlando Area!INTERACTIVE MAP: Transexual Tracker in the Orlando Area! Local Transexual Hookups Meet local transexuals in the Orlando 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 Orlando Trans Hookups Map ...
  • Flirty, Dirty, and Ready for Some Fun โค๏ธ Orlando Shemale Seeking Male Flirty, Dirty, and Ready for Some Fun โค๏ธ Orlando Shemale Seeking Male Local Shemale Seeks Man For Adventure!  TS Vixen, are you ready to play? Sweet, sultry and a little bit  wild, I am a trans goddess and I do enjoy my men to be as much as a wild  as I am. ๐Ÿ˜˜I don’t want to talk – I want to try something a bit  more exciting. How ab...
  • ๐Ÿ‘„ Dark-Skinned TS Beauty Looking for Fun, Passion & Pleasure๐Ÿ‘„ Dark-Skinned TS Beauty Looking for Fun, Passion & Pleasure  ๐Ÿ‘‘ 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...
  • A monster in the sheets, but a lady in the streets...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 Orlando area and are interested then drop me a line and introduce yourself. You can ...
  • Smoke me out baby!Smoke me out baby! I'm a trans woman 37 years old, 5'9 in Orlando 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 in it's...
  • Letโ€™s Play a Gameโ€”Winner Gets Me ๐Ÿ˜‰ Orlando Seeking!!Letโ€™s Play a Gameโ€”Winner Gets Me ๐Ÿ˜‰ Orlando Seeking!! Seduction Starts with One Look…Once I have your attention, baby, I don’t let go. ๐Ÿ˜ I’m the trans woman you’ve been dreaming about—sexy, confident, and oh-so-willing to turn up the heat. Let’s start slow… a few drinks, a little teasing, some whispers abo...
  • ๐Ÿ๐ŸŒบOrlando Transgender Lover Here ๐Ÿ๐ŸŒบ๐Ÿ๐ŸŒบOrlando Transgender Lover Here ๐Ÿ๐ŸŒบ โค๏ธ My Trangender Sex Profile โค๏ธ I love in Orlando, Fl, I am willing to travel and meetup. Honestly I just want to get out, have some sexy fun, make some memories. Maybe take it even further?? I want to see how wild we can get and how much fun we can have!! I hope you like Florida Transsexua...
  • Shy Crossdresser Seeks Friend Where I Can Discreetly Dress Up and Possible Dates.Shy Crossdresser Seeks Friend Where I Can Discreetly Dress Up and Possible Dates. Crossdresser Seeks Friend in Orlando Area Hi, my fem name is Gloria. I'm a married crossdresser in the Orlando 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 seeking cross dressing fr...
  • Letha Aims to Fill YOU With Her Love Gun!!!Letha Aims to Fill YOU With Her Love Gun!!! Trans Woman Needs U 4 Target Practice! Hey boys, my name is LethaWeapon here in Orlando 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 insertion,...
  • ๐Ÿ–ค Ebony TS Playmate with a Curvy Body & a Wild Side ๐Ÿ˜˜ Orlando๐Ÿ–ค Ebony TS Playmate with a Curvy Body & a Wild Side ๐Ÿ˜˜ Orlando ๐Ÿ‘ 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,...
  • Well Endowed Shemale is beautiful Orlando 32Well Endowed Shemale is beautiful Orlando 32 Well Endowed Shemale in Orlando 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 size!&nbs...
  • Do you know the difference between a dick and a bucket of popcorn?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 Orlando tranny tonight. Save your appetite boy! Me: trans, 30yrs, 5'10, functional, thick, uncut and longer than...
  • Debonair Trans dude, looks like BondDebonair Trans dude, looks like Bond F2M Trans Dude in Orlando 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 relationship.&n...
  • She-male looking for hot date to please. She-male looking for hot date to please. Asian Shemale in the Orlando 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 come ...
  • TS Latina Bombshell Craving a Real Man to Handle Her ๐Ÿ‘๐Ÿ”ฅTS Latina Bombshell Craving a Real Man to Handle Her ๐Ÿ‘๐Ÿ”ฅ  Hola, papi ๐Ÿ˜˜ You are my TS Latina fantasy because I carry your weight in all  the right places and your softness in all the other places and my body is made for late nights  and louder moans. My skin is golden, my tongue is bilingual, and my hips don’t  lie... especiall...
  • Jasmin T-girl Ready to make friendsJasmin T-girl Ready to make friends Want to Meet a T-Girl in Orlando? 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...
  • Penny for your thoughts?Penny for your thoughts? Penny TS in Orlando 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 interesting hit ...
  • Tiffany Shelle - Your Orlando Tranny Girlfriend! ๐Ÿ’žTiffany Shelle - Your Orlando Tranny Girlfriend! ๐Ÿ’ž Tranny Escort - Top/Bottom/GFE in Orlando It’s Tiffany Shelle your perfect tranny girlfriend ๐Ÿฅฐ ๐Ÿ’• SAFE๐Ÿ’• ๐Ÿ’ฏ LEGIT โœจ๐Ÿ’ž SKILLED, Exotic and Erotic ๐Ÿ’ฆ ๐Ÿฅฐ I’m available to explore your shemale fantasy and give you pleasures you've only dreamed of!  I'm 100% functionin...
  • 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 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...
  • Ebony Shemale in Orlando โค๏ธ๐Ÿ˜˜ Seeking Male for Naughty Fun!Ebony Shemale in Orlando 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 Orlando? 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 to pla...
  • 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? That’s me, papi ๐Ÿ˜˜ I’m your spicy TS novela — dramatic,  passionate, and unforgettable in the bedroom. Message me here babe - I want your hands on my h...
  • 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...  OrlandoShemale 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. We sho...
  • Marina TS ๐Ÿ† Visiting and ReadyMarina TS ๐Ÿ† Visiting and Ready Visitng Houston, Texas - Your TGirl Escort Hi guys Marina TS visiting your city …. We can start a sexy friendship, but if you are generous, it would not be bad. Please call me and text me when you are ready....MESSAGE ME HERE. Sexy, latina, femenine and beatiful TS woman here. English/e...
  • FtM seeking Princess Bride in OrlandoFtM seeking Princess Bride in Orlando FtM seeking Woman in Orlando Hi, I'm Andy, age 33, FtM transgender man living in Orlando. 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 @AndyFtM4P...
  • One Night, No Rules, Just Pleasureโ€ฆ One Night, No Rules, Just Pleasureโ€ฆ Orlando 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, that’s  what I like.  We should begin with eye contact, a slow touch, and perhaps truth or  dare while drinking cocktails. ...