Sarasota / Bradenton Transgender Classifieds

Browse Sarasota / Bradenton 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

>>>

May 6th, 2026
Well Endowed Shemale is beautiful Sarasota / Bradenton 32 Well Endowed Shemale in Sarasota / Bradenton 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 pi...
✨😍💦 Shemales in Sarasota, Fl.. Looking for some sexy fun right now!! ✨😍💦 Hi babe, I'm fully Transitioned and I'm wanting sex in Sarasota Florida Tonight!! I identify as a Transgender or Shemale and I'm well hung.. I want to give you this nice cock 🍆. Let's hang out and have some super sexy fun!! I really need to get out and have some fun. Come check out MY PROFIL...
May 5th, 2026
Exotic TS Beauty Seeking a Generous Gentleman 🔥💎 Hello lovely, I’m a beautiful trans girl with lots of curves. I’m a confident woman with a beautiful personality. Here I want to meet with the more successful men. Men who can understand that the beauty is also of the feminine kind. Intelligent men, that can realize that we trans girls a...
TS Tina – Your Seductive Fantasy in Sarasota / Bradenton 🔥 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 ...
Tiffany Shelle - Your Sarasota / Bradenton Tranny Girlfriend! 💞 Tranny Escort - Top/Bottom/GFE in Sarasota / Bradenton 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 10...
🔥 TS Yessica – Verified & Ready in Sarasota / Bradenton 🔥 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...
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 Sarasota / Bradenton tranny tonight. Save your appetite boy! Me: trans, 30yrs, 5'10, functional, thick, uncut an...
Beautiful Krystale 25 Sarasota / Bradenton visiting now Beautiful Preop Shemale Visiting Sarasota / Bradenton 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: Sarasota / Bradenton, Florida Sex: MtF...
Trans Man waiting for right date with hot beauty Handsome Trans Man for Dating in Sarasota / Bradenton 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 a...
Sarasota / Bradenton's Transtastic Toni... I LIKE to do the Wild Thing! T-Girl Toni for NSA in Sarasota / Bradenton Hi you sexy man! I'm Toni a trans woman from here in Sarasota / Bradenton. 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, ...
Sexy hung and big busted Hung and Busty Shemale in Sarasota / Bradenton Tammy, 39, big tits!! Well hung, everything works, clean and so cute!! What more could you want in a gurl?!! How about you message me @Tammy39T and we can talk and meet! Send your recent pic for mine. Username: @Tammy39TLocation: Sarasota / ...
Hot sexy shemale doll visiting Sarasota / Bradenton now Shemale Visiting Sarasota / Bradenton Very hot sevy and curvy shemale chick with big delicious lady stick, fully functions for top or bottom. Message me on my profile page @TaylaShemale1. Seeking a kind gentleman for romance and fun. I adore introducing men who are new to shemale sex. HMU! Po...
Cute TS Sugar Baby Seeking Male💎Aria Username: @AriaSweet Trans Friendly: Yes Private Meetups: Yes Phone Chat: Yes Pics Available: 18 Message me if you like feminine Transsexual 💬 Hello, I am AriaTS here in Sarasota / Bradenton. A very sweet and very feminine trans-girl that loves to be your sugary little sugar-baby, accompani...
Free Florida Transexuals Guide Florida Transexuals Guide The Florida 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 Florida Transexuals Guide online.  Where to Meet Transexuals in Florida...
Jasmin T-girl Ready to make friends Want to Meet a T-Girl in Sarasota / Bradenton? 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 lo...
British T-girl Seeking Classy Gentleman in Sarasota / Bradenton... 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 Sarasota / Bradenton and am financially independent and looking for a gentleman who is like-minded, equally solvent a...
Luxury Ebony TS Sugar Baby With Style 👠💎 Hello handsome… I am a ebony trans sugar baby, a beautiful, classy and elegant young lady. I look for confident men that are also very kind to women and who like to spoil a gorgeous lady. Fashion, food and especially great chemistry are my top priorities. let's plan our play date. I love peo...
Tantalizing Tina with a HUGE W33NAH! Sarasota / Bradenton Trans Woman for Hookup! Hey gents I'm Tina a trans female hot for all you sexy Sarasota / Bradenton 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 - HER...
Black/Ebony Transsexual - Your New Addiction – One Taste and You’ll Beg for More 🍑💋  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...
Flawlessly gorgeous trans bombshell in Sarasota / Bradenton Trans MtF for Man in Sarasota / Bradenton I transitioned 6 years ago at the age of 18. I'm still fully functional but live 24/7 as a female. I pass flawlessly so let's go out on the town! I am gorgeous, with long light brown hair, hour glass figure and long shapely legs. I am short and cute and I h...
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 S...
Shy Crossdresser Seeks Friend Where I Can Discreetly Dress Up and Possible Dates. Crossdresser Seeks Friend in Sarasota / Bradenton Area Hi, my fem name is Gloria. I'm a married crossdresser in the Sarasota / Bradenton area. I'm 28 years old, clean and disease free. I am passable in appearance and voice but my wife doesn't approve. I REALLY need to let my fem side out to play! ...
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 Sarasota / Bradenton area come see if you measure up! Click here for explicit photos...
☀️ TS Beauty Seeking Men in Sunny Florida ☀️ I am a transsexual woman who resides in Sarasota / Bradenton and I seek men who understand how to experience life with passion and love. I am available to discover new connections through dates and hookups and deeper relationships based on the natural progression of our chemistry. View My Profi...
Low-Key TS Sugar Baby 🌙 Soft Vibes, Selective Energy in Sarasota / Bradenton 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. 😌💄Let's Link Up...
Don't Worry I Bite! Feisty redhead trans in Sarasota / Bradenton 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...
Hot trans chick with nice boobs Hot trans chick in Sarasota / Bradenton. 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 ...
Hi Guys!! 32 y/o Trans looking for someone fun! Lara 32 y/o Transexual in Sarasota / Bradenton 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 y...
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 ...
TS Sugar Baby💎 Your Perfect Trans Fantasy – Let’s Make It a Reality 💋  📍 Location: Sarasota / Bradenton 💖 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...
Trans Playmate Sex Kitten... Ebony trans woman in Sarasota / Bradenton 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 ...
Twisted Sister - Loves to Ride.... and be Ridden! So, you wanna ROCK?! Fully function and extra large (10inch) surprise for all my Sarasota / Bradenton 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...
May 4th, 2026
TS Temptress Ready to Ruin You (In the Best Way) 😈💦 Sarasota / Bradenton  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...
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 Sarasota / Bradenton area and are interested then drop me a line and introduce yours...
Email Sarasota / Bradenton Shemales❤️‍🔥 I'm a well hung TGIRL and Want to have some sexy fun tonight.. Let's Fuck Want to meet the Shemale and Transsexual of your dreams? Look no further, this website gives you instant access to real TGIRLS, SHEMALES and TRANSSEXUALS!! The best part is they are online and you get connected...
Hookup With Sarasota / Bradenton TS Sugar Baby Now! 💌 Want to Hookup and Find Sarasota / Bradenton 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 😉.. Do you want to meet local shemales who want to fuck and have some se...
Crystal, 27 New to the area Heyyy!. I'm Crystal and I am 27. I'm new to the Sarasota / Bradenton 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: Sarasota /...
I’m a Sexy and Naughty T-Girl Here in Sarasota / Bradenton. Sarasota / Bradenton T-Girl 4 NSA Fabulous Fanny here boys! I'm a trans woman living in the Sarasota / Bradenton 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...
Road Head Sally Drivin' Hard in Sarasota / Bradenton Tonight! I'm Road Head Sally a horny t-girl for you busy guys on the go in Sarasota / Bradenton. 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 ...
Transgender Goddess for Late-Night Escapes & Filthy Fun 🌙💋  It’s late. You’re restless. And you’re craving something… different 😏 - View My Transsexual Dating Profile - As  your TS fantasy girl I offer sultry and smooth vibes while delivering experiences beyond what your ex could have  imagined. My secret between...
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...
Penny for your thoughts? Penny TS in Sarasota / Bradenton 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 @PennyTSswitch!! I'm a mixed race sweetheart, looking for a nice man who will enjoy being with me. Let's enjoy having some fun, hot...
I'll Make You Feel Like a King Baby! Trans Queen Seeks King in Sarasota / Bradenton I'm queen Delilah a trans woman here in Sarasota / Bradenton 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 intrig...
Letha Aims to Fill YOU With Her Love Gun!!! Trans Woman Needs U 4 Target Practice! Hey boys, my name is LethaWeapon here in Sarasota / Bradenton 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 ha...
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...
Superb Shemale in Sarasota / Bradenton... T-Girl for NSA Encounters in Sarasota / Bradenton When you decide to take a walk on the wild side it's always best to take me, Nicky, a superb shemale in Sarasota / Bradenton. I've got everything you need and then some. Fully functional, petite, passible and extra large for extra fun! I love t...
💎 Confident TS Sugar Baby in Sarasota / Bradenton 💎 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...
Smoke me out baby! I'm a trans woman 37 years old, 5'9 in Sarasota / Bradenton 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 eroti...
🔥 Sexy Trans Beauty in Sarasota / Bradenton – Let’s Play 😘 🔥 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...
Trans Sugar Baby Energy in Sarasota / Bradenton - 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...

>>>