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

Show Ads In: Florida Keys | Ft Myers / SW Florida | Palm Beach | Broward | Daytona Beach | Gainesville | Jacksonville | Lakeland | Miami | Ocala | Orlando | Panama City | Pensacola / Panhandle | Sarasota / Bradenton | Space Coast | St Augustine | Tallahassee | Tampa Bay Area | Treasure Coast

  • April 13th, 2026
  • 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...
  • Cute TS Sugar Baby Seeking MaleπŸ’ŽAria Username: @AriaSweet Trans Friendly: Yes Private Meetups: Yes Phone Chat: Yes Pics Available: 18 Message me if you like feminine Transsexual πŸ’¬ 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...
  • TS Tina – Your Seductive Fantasy in Sarasota / Bradenton πŸ”₯ 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 ...
  • 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 Black Shemales | Asian Shemales | Crossdressing Friends...
  • 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...
  • Don't Hate Me 'Cause I am Fabu-licious!... Fun and Fabulous T-Girl in Sarasota / Bradenton Look no further honey, I'm Franny an Ebony trans woman here in Sarasota / Bradenton 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 ...
  • Transgender Goddess for Late-Night Escapes & Filthy Fun πŸŒ™πŸ’‹  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...
  • Tainted Love - Beyond Compare! Kinky Trans Woman in Sarasota / Bradenton Hi I'm tgirl Trisha to show you boys a different kind of kinky love in Sarasota / Bradenton. 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...
  • Hookup With Sarasota / Bradenton TS Sugar Baby Now! πŸ’Œ 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 πŸ˜‰.. Do you want to meet local shemales who want to fuck and have some se...
  • 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...
  • 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! ...
  • April 12th, 2026
  • I Need a Sexy Man to Tame Wild Willy! Hung Sarasota / Bradenton Trans Woman Are you a snake charmer? A willy whisperer? A swami of salami? I am Desi, a shemale in Sarasota / Bradenton 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 fav...
  • 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, ...
  • 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...
  • 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...
  • Erotic exotic Asian queen in Sarasota / Bradenton now (25) Asian Transexual in Sarasota / Bradenton Stunning TS - Talia 25. Asian mixed race, non op, loves sex. Nice build with long slender legs to wrap around you. Message me @TaliaAsianQueen for my photos and contact information. Classy in public but trashy in the bedroom. Versatile and attentive to your ...
  • 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 ...
  • πŸ”₯ TS Yessica – Verified & Ready in Sarasota / Bradenton πŸ”₯ 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...
  • Black/Ebony Transsexual - Your New Addiction – One Taste and You’ll Beg for More πŸ‘πŸ’‹  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...
  • 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 ...
  • 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...
  • 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...
  • Exotic TS Beauty Seeking a Generous Gentleman πŸ”₯πŸ’Ž 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...
  • The Trevor Project Saves Young LGBTQ+ Lives BonePage Supports The Trevor Project Proudly sponsored by Sarasota / Bradenton Lesbian, Gay, Bisexual & Trans Dating Community The Trevor Project Donations, by Megan Morrison BonePage.com proudly supports The Trevor Project, an organization dedicated to suicide prevention among lesbian, ...
  • 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...
  • 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...
  • Low-Key TS Sugar Baby πŸŒ™ 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. πŸ˜ŒπŸ’„Let's Link Up...
  • Glamorous TS Sugar Baby Ready to Be Spoiled πŸ’ŽπŸ’‹ Hi handsome… I’m a beautiful trans sugar baby that loves the luxuries in life and I’m searching for a confident man who will treat me like the queen I am. I am very soft and feminine with a playful edge and you will always have a smile on your face when we talk. View My TS Sugar B...
  • !!!HOT - TRANS FUCKBOOK - HOT!!! Hookup With a Hot T-Girl in Sarasota / Bradenton Meet sexy shemales ready to have some adult fun with their admirers. Over 1,240 t-girls in Sarasota / Bradenton to heat up your love life tonight! Join free for instant access to their sexy profiles and chat. View: Explicit Shemale Photos ...
  • Paula is on prowl tonight... Ever Meet a Ladyboy in Sarasota / Bradenton? I a hot Asian she-male from Thailand now living in the Sarasota / Bradenton Area and want sex with big strong American men who can give it hard on the top. Must be strong, but kind and very very horny for this tgirl. I only 125 pounds, 30 years old, and ...
  • 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 ...
  • 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...
  • 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 / ...
  • Petite TS Doll Looking for a Fun Sugar Daddy πŸ¬πŸ’‹ Hi babe... I'm a tiny trans girl, very sexy and feminine. I love to have fun and I'm a very loving girl, I have a lovely sweet smile. I love to be worshiped and pampered by a dominant confident man, who always takes care of his girl, and knows how to please her. HMU HERE BABE!! I am pretty affectio...
  • 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 Sarasota / Bradenton area. Click here and come see me anytime!...
  • HOT SHEMALE GIA will Satisfy Your Tranny Fantasy Sarasota / Bradenton! 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 Sarasota / Bradenton!  No strings - just great times, so join my page free for instant access! Shemale Gia's Sarasota / Bradenton Sexbook @S...
  • I'm a Horny Shemale πŸ˜ˆπŸ’‹ Looking For Sex Tonight!! Sexy ShemaleπŸ’Ž Ready to Rock Your World! Local Transsexual - TGIRL Sext App πŸ“² 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...
  • Spicy and Hot T-Girl from Colombia Latina T-Girl in Sarasota / Bradenton 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...
  • Sarasota / BradentonπŸ’‹ TS Tina – Your Naughty Escape, Anytime, Anywhere 🌎πŸ”₯ Hey sexy… Your sweet seductive fully loaded TS dream girl Tina is here to fulfill your deepest desires from anywhere in the world 😘 I possess the right amount of softness while maintaining the perfect playful demeanor and I always welcome men who understand how to treat a genuine wild wom...
  • Elisabeth waiting to be your Queen TRANSEXUAL FOR MAN IN THE Sarasota / Bradenton 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 and ...
  • 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 ...
  • 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...
  • April 11th, 2026
  • 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...
  • βœ¨πŸ˜πŸ’¦ Shemales in Sarasota, Fl.. Looking for some sexy fun right now!! βœ¨πŸ˜πŸ’¦ 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 πŸ†. 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...
  • 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...
  • 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...
  • 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...
  • πŸ’œ Cute TS Girl Looking for the Right Guy 😘 Just moved to Sarasota / Bradenton😊 Gorgeous, very sweet and easy to get to know. I am a trans girl seeking to meet men that are confident and know what they are looking for, yet are also looking for some friendship with a new person. I enjoy going out for cocktails and having a good time, flirti...
  • πŸ’Ž Confident TS Sugar Baby in Sarasota / Bradenton πŸ’Ž 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...
  • πŸ”₯ Sexy Trans Beauty in Sarasota / Bradenton – Let’s Play 😘 πŸ”₯ 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...