Tampa Bay Area Trans and Crossdressers Classifieds

Tampa Bay Area trans and crossdressers classifieds - meet local trans women for dating, sex hookups or friendship. Browse transgender and crossdresser classifieds or post your own ad. Meet local TS/CD hotties to live your wildest fantasies!

Home / Shemale Dating / Trans And Crossdressers

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

  • June 21st, 2026
  • I LOVE DRESSING AS A SEXY WOMAN.. I want you to see me ( Tampa Bay Area )I LOVE DRESSING AS A SEXY WOMAN.. I want you to see me ( Tampa Bay Area ) Sexy Crossdresser Elissa Looking for Hot Fun in Tampa Bay AreaπŸ’‹    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...
  • 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 Tampa Bay Area 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 ins...
  • Elisabeth waiting to be your QueenElisabeth waiting to be your Queen TRANSEXUAL FOR MAN IN THE Tampa Bay Area 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 M...
  • Tantalizing Tina with a HUGE W33NAH!Tantalizing Tina with a HUGE W33NAH! Tampa Bay Area Trans Woman for Hookup! Hey gents I'm Tina a trans female hot for all you sexy Tampa Bay Area 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! ...
  • HOT SHEMALE GIA will Satisfy Your Tranny Fantasy \ Tampa Bay Area!HOT SHEMALE GIA will Satisfy Your Tranny Fantasy Tampa Bay Area! 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 Tampa Bay Area!  No strings - just great times, so join my page free for instant access! Shemale Gia's Tampa Bay Area Sexbook @ShemaleGia27 ...
  • Trans Man waiting for right date with hot beautyTrans Man waiting for right date with hot beauty Handsome Trans Man for Dating in Tampa Bay Area 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...
  • Smoke me out baby!Smoke me out baby! I'm a trans woman 37 years old, 5'9 in Tampa Bay Area 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 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 ...
  • !!!HOT - TRANS FUCKBOOK - HOT!!!!!!HOT - TRANS FUCKBOOK - HOT!!! Hookup With a Hot T-Girl in Tampa Bay Area Meet sexy shemales ready to have some adult fun with their admirers. Over 1,240 t-girls in Tampa Bay Area 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 ...
  • British T-girl Seeking Classy Gentleman in Tampa Bay Area...British T-girl Seeking Classy Gentleman in Tampa Bay Area... 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 Tampa Bay Area and am financially independent and looking for a gentleman who is like-minded, equally solvent and has...
  • Superior Massage by gorgeous T-GirlSuperior Massage by gorgeous T-Girl T-Girl for Dating in Tampa Bay Area 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: G...
  • Partners in crime, or?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 T...
  • 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....
  • DonDon't Worry I Bite! Feisty redhead trans in Tampa Bay Area 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 co...
  • Are You Trans Curious and Want to Try Something Different?Are You Trans Curious and Want to Try Something Different? Baby, you have come to the right place! I'll slowly break you in and smother you in love and other things. lol You'll wonder how you ever got along without a trans female in your life. Don't be bashful, I will be gentle and kind and horny. I'm gonna give you a BIG surprise you'll never forget. You'l...
  • Flawlessly gorgeous trans bombshell in Tampa Bay AreaFlawlessly gorgeous trans bombshell in Tampa Bay Area Trans MtF for Man in Tampa Bay Area 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...
  • 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 Tampa Bay Area area. Click here and come see me anytime!...
  • Sexy hung and big bustedSexy hung and big busted Hung and Busty Shemale in Tampa Bay Area 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....
  • II'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 Tampa Bay Area 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 l...
  • I Need a Sexy Man to Tame Wild Willy!I Need a Sexy Man to Tame Wild Willy! Hung Tampa Bay Area Trans Woman Are you a snake charmer? A willy whisperer? A swami of salami? I am Desi, a shemale in Tampa Bay Area 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 Starbu...
  • Free Florida Transexuals GuideFree 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 friendsJasmin T-girl Ready to make friends Want to Meet a T-Girl in Tampa Bay Area? 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...
  • Superb Shemale in Tampa Bay Area...Superb Shemale in Tampa Bay Area... T-Girl for NSA Encounters in Tampa Bay Area When you decide to take a walk on the wild side it's always best to take me, Nicky, a superb shemale in Tampa Bay Area. I've got everything you need and then some. Fully functional, petite, passible and extra large for extra fun! I love to flirt, fon...
  • DonDon't Hate Me 'Cause I am Fabu-licious!... Fun and Fabulous T-Girl in Tampa Bay Area Look no further honey, I'm Franny an Ebony trans woman here in Tampa Bay Area 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 it and they ...
  • New Body New MeNew Body New Me M2F post-op in Tampa Bay Area 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 ...
  • Brandi 27 tall slim hot trans chick 8.5 inchBrandi 27 tall slim hot trans chick 8.5 inch Pre-op TS, fully functional in Tampa Bay Area 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 you...
  • Twisted Sister - Loves to Ride.... and be Ridden!Twisted Sister - Loves to Ride.... and be Ridden! So, you wanna ROCK?! Fully function and extra large (10inch) surprise for all my Tampa Bay Area 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. ...
  • 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  ...
  • Tainted Love - Beyond Compare!Tainted Love - Beyond Compare! Kinky Trans Woman in Tampa Bay Area Hi I'm tgirl Trisha to show you boys a different kind of kinky love in Tampa Bay Area. 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 app...
  • Trans Playmate Sex Kitten...Trans Playmate Sex Kitten... Ebony trans woman in Tampa Bay Area 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...
  • TS Asian lady ready for upscale action (28)TS Asian lady ready for upscale action (28) Asian Transexual Lady for Man in Tampa Bay Area Hot and sexy Asian transexual, fully functional and wants to play with you! Message RubyTS4male...
  • Your Flirty CD Sweetheart Awaits πŸ’•πŸ˜˜ Tampa Bay AreaYour Flirty CD Sweetheart Awaits πŸ’•πŸ˜˜ Tampa Bay Area 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. πŸ’‹ πŸ‘  Feminine, fun and ...
  • II'll Make You Feel Like a King Baby! Trans Queen Seeks King in Tampa Bay Area I'm queen Delilah a trans woman here in Tampa Bay Area 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 scand...
  • Well Endowed Shemale is beautiful Tampa Bay Area 32Well Endowed Shemale is beautiful Tampa Bay Area 32 Well Endowed Shemale in Tampa Bay Area 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 si...
  • 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 Tampa Bay Area area and are interested then drop me a line and introduce yourself. Y...
  • Crystal, 27 New to the areaCrystal, 27 New to the area Heyyy!. I'm Crystal and I am 27. I'm new to the Tampa Bay Area 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 ...
  • Transgender🟒TINA TSπŸ˜‰πŸ’‹ Transgender🟒TINA TSπŸ˜‰πŸ’‹ Ready to play with a TGirl Tonight? Hi babe, I'm Tina πŸ’‹ I'm in Tampa Bay Area 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 n...
  • 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 Tampa Bay Area area come see if you measure up! Click here for explicit photos. ...
  • Tampa Bay AreaTampa Bay Area's Transtastic Toni... I LIKE to do the Wild Thing! T-Girl Toni for NSA in Tampa Bay Area Hi you sexy man! I'm Toni a trans woman from here in Tampa Bay Area. 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, functi...
  • 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....
  • June 20th, 2026
  • Email Local Shemales Now! πŸ’ŒEmail Local Shemales Now! πŸ’Œ Want to Hookup and Find Local 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'reinterested in πŸ˜‰.. Do you want to meet local shemales who want to fuck and have some sex...
  • 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 Tampa Bay Area Area Hi, my fem name is Gloria. I'm a married crossdresser in the Tampa Bay Area 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 cro...
  • 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 Tampa Bay Area tranny tonight. Save your appetite boy! Me: trans, 30yrs, 5'10, functional, thick, uncut and long...
  • II'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...
  • Paula is on prowl tonight in Tampa...Paula is on prowl tonight in Tampa... I a hot Asian she-male from Thailand now living in Bay 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 girl. I only 125 pounds, 30 years old, and 5'4, and black hair and dark eyes. Must live in Tampa or close ...
  • SECRET CROSSDRESSER? - Meet with Me for Discreet Dressing in Tampa Bay AreaSECRET CROSSDRESSER? - Meet with Me for Discreet Dressing in Tampa Bay Area Secret Crossdressing Hookups in Tampa Bay Area 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 priv...
  • 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! ...
  • Drag Queen Looking for Hot Men in the Tampa Bay Area...Drag Queen Looking for Hot Men in the Tampa Bay Area... I am the one, the only sexy, fabulous and flamboyant Tampa Queenie out to meet hot and horny men in the Bay Area for hookups. I'm a bottom and want to be pounded tonight by that big boy of yours. Please be a real pervert and talk dirty to me and make me your whore in every way. I am white, 40 years ...
  • I’m a Sexy and Naughty T-Girl Here in Tampa Bay Area.I’m a Sexy and Naughty T-Girl Here in Tampa Bay Area. Tampa Bay Area T-Girl 4 NSA Fabulous Fanny here boys! I'm a trans woman living in the Tampa Bay Area 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  ...
  • Local Crossdresser πŸ˜‰πŸ˜‡  LET ME PLAY DRESSUP FOR YOULocal Crossdresser πŸ˜‰πŸ˜‡ LET ME PLAY DRESSUP FOR YOU Your Sexy Crossdresser in Tampa Bay Area View My Personal Pix - 🀫  A sexy Crossdresser from Tampa Bay Area, 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...