Jacksonville, Florida Shemale Dating Classifieds

Jacksonville, 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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  • July 6th, 2025
  • Ebony Shemale in Jacksonville ❤️😘 Seeking Male for Naughty Fun!Ebony Shemale in Jacksonville ❤️😘 Seeking Male for Naughty Fun! Ebony Shemale Stefanie Ready to Fulfill Your Wildest Fantasies 💋 Are you looking for a hot and kinky black shemale in Jacksonville? 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 t...
  • 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 ...
  • 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 Jacksonville area come see if you measure up! Click here for explicit photos. L...
  • Hot Shemale in Jacksonville Ready to Fulfill Your Wildest Fantasies 👄💦🍆Hot Shemale in Jacksonville Ready to Fulfill Your Wildest Fantasies 👄💦🍆 I'm TS and Looking to Date in Jacksonville My name is Shelly and I'm full TS.. Are you looking for a sexy shemale in Jacksonville who knows how to have a good time? Look no further, because I'm here to make all your dreams come true. I'm really excited about possibly meeting some like minded people...
  • Ebony Crossdresser With BBCEbony Crossdresser With BBC I'm a Black Crossdresserwith a Big Black Cock 😉💋  Learn more about me. - Visit My Profile I'm living in Jacksonville Florida and I'm a crossdressing ebony lover. I have a nice bigass and a big cock to go along with it.. I just know you would love to play wi...
  • 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....
  • 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 Jacksonville area and are interested then drop me a line and introduce yourself. You...
  • BIG BOOBS, BIG LIPS, THICK THIGHS... BIG COCK 🍆😉BIG BOOBS, BIG LIPS, THICK THIGHS... BIG COCK 🍆😉 BBC SHEMALE - BLACK TRANS💎 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...
  • I Need a Sexy Man to Tame Wild Willy!I Need a Sexy Man to Tame Wild Willy! Hung Jacksonville Trans Woman Are you a snake charmer? A willy whisperer? A swami of salami? I am Desi, a shemale in Jacksonville 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 ...
  • Smoke me out baby!Smoke me out baby! I'm a trans woman 37 years old, 5'9 in Jacksonville 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...
  • TS Latina Fantasy Girl – Let Me Rock Your World 💋🔥TS Latina Fantasy Girl – Let Me Rock Your World 💋🔥  Mira, papi… I’m not just sexy — I’m dangerous 😘 ( View My Dating Pictures Here ) My  TS Latina body features silky skin and long hair and full lips and a tight and juicy physique. I  dress to kill. My moans produce musical sounds. My movements flow throug...
  • Seeking All TS Beauties in JacksonvilleSeeking All TS Beauties in Jacksonville  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...
  • 💖 Discreet, Naughty & Waiting for a Man Who Can Handle Me💖 Discreet, Naughty & Waiting for a Man Who Can Handle Me  🔥 I’m an exotic ebony TS bombshell in Jacksonville 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 you’ve...
  • 🖤 Ebony TS Playmate with a Curvy Body & a Wild Side 😘 Jacksonville🖤 Ebony TS Playmate with a Curvy Body & a Wild Side 😘 Jacksonville 🍑 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,...
  • TS Asian lady ready for upscale action (28)TS Asian lady ready for upscale action (28) Asian Transexual Lady for Man in Jacksonville Hot and sexy Asian transexual, fully functional and wants to play with you! Message RubyTS4male...
  • Transgender🟢TINA TS😉💋 Transgender🟢TINA TS😉💋 Ready to play with a TGirl Tonight? Hi babe, I'm Tina 💋 I'm in Jacksonville 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 now...
  • DonDon't Worry I Bite! Feisty redhead trans in Jacksonville 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 cont...
  • Elisabeth waiting to be your QueenElisabeth waiting to be your Queen TRANSEXUAL FOR MAN IN THE Jacksonville 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 Mes...
  • Erotic exotic Asian queen in Jacksonville now (25)Erotic exotic Asian queen in Jacksonville now (25) Asian Transexual in Jacksonville Stunning TS - Talia 25. 5' 8" 140lbs, non op, loves sex. Long slender legs to wrap around you. Message me @TaliaAsianQueen for my photos and contact information....
  • Beautiful Krystale 25 Jacksonville visiting nowBeautiful Krystale 25 Jacksonville visiting now Beautiful Shemale Visiting Jacksonville 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: Jacksonville Sex: Shemale Seeking: Man ...
  • MALE SEEKING SHEMALE 🍆Jacksonville Ready to Play and Fuck 💦MALE SEEKING SHEMALE 🍆Jacksonville Ready to Play and Fuck 💦 I have a secret.. 🤫 I've always want to see what it's like to play with a shemale!!  Hi I'm John, I'm in Jacksonville  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 hea...
  • 💦 Thick, Juicy & Kinky – Come Experience the Best 😏💦 Thick, Juicy & Kinky – Come Experience the Best 😏  🔥| 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 ...
  • 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 Jacksonville 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. I'...
  • II'll Make You Feel Like a King Baby! Trans Queen Seeks King in Jacksonville I'm queen Delilah a trans woman here in Jacksonville 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 scandalou...
  • 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 Jacksonville 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 inser...
  • YOUR EBONY SHEMALE - big boobs and a BIG COCK! JacksonvilleYOUR EBONY SHEMALE - big boobs and a BIG COCK! Jacksonville Hot Hot Hot! Sinead, a black shemale in Jacksonville ready to make all of your  wildest fantasies come true! 💋🔥 My Pictures and Profile! -- You want to find a sexy ebony shemale in  Jacksonvilleto fulfill all your dreams? Then stop searching because I am ready to make  all of ...
  • Flawlessly gorgeous trans bombshell in JacksonvilleFlawlessly gorgeous trans bombshell in Jacksonville Trans MtF for Man in Jacksonville 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 y...
  • One Night, No Rules, Just Pleasure… One Night, No Rules, Just Pleasure… Jacksonville I'm Having a Night to Myself No Strings, just fun.. TS Seeking...🤫  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 cockta...
  • Superb Shemale in Jacksonville...Superb Shemale in Jacksonville... T-Girl for NSA Encounters in Jacksonville When you decide to take a walk on the wild side it's always best to take me, Nicky, a superb shemale in Jacksonville. I've got everything you need and then some. Fully functional, petite, passible and extra large for extra fun! I love to flirt, fondle,...
  • 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  ...
  • Well Endowed Shemale is beautiful Jacksonville 32Well Endowed Shemale is beautiful Jacksonville 32 Well Endowed Shemale in Jacksonville 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...
  • Trans Playmate Sex Kitten...Trans Playmate Sex Kitten... Ebony trans woman in Jacksonville 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. ...
  • Let’s Play a Game—Winner Gets Me 😉 Jacksonville Seeking!!Let’s Play a Game—Winner Gets Me 😉 Jacksonville Seeking!! Seduction Starts with One Look…Once I have your attention, baby, I don’t let go. 😏 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...
  • DonDon't Hate Me 'Cause I am Fabu-licious!... Fun and Fabulous T-Girl in Jacksonville Look no further honey, I'm Franny an Ebony trans woman here in Jacksonville 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 don'...
  • 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....
  • Your Flirty CD Sweetheart Awaits 💕😘 JacksonvilleYour Flirty CD Sweetheart Awaits 💕😘 Jacksonville 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. 💋 👠 Feminine, fun and ...
  • Sexy hung and big bustedSexy hung and big busted Hung and Busty Shemale in Jacksonville 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....
  • TS Beauties—Let’s Make Some Memories 💖✨TS Beauties—Let’s Make Some Memories 💖✨  I am a dominant, attractive, and confident man looking for a beautiful transgender woman who enjoys being  admired, spoiled, and pleasured.  I am down for mutual attraction, passionate flames and unforgettable  moments. Whether it is a one time or if it is something on going I a...
  • 👑 Chocolate Queen with Soft Curves & Naughty Desires 🔥👑 Chocolate Queen with Soft Curves & Naughty Desires 🔥  🔥| 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 ...
  • Flirty, Dirty, and Ready for Some Fun ❤️ Jacksonville Shemale Seeking Male Flirty, Dirty, and Ready for Some Fun ❤️ Jacksonville 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. 😘I don’t want to talk – I want to try something a bit  more exciting. How ab...
  • F/M seeking love and funF/M seeking love and fun Female to Male Trans Man in Jacksonville My name is Karl and I am a F2M trans dude. I was born female but transitioned to male a few years ago. I love my new body. I like dressing sharp with nice suits and taking good care of my hair and my beard. Sometimes it is just scruff and other times I let i...
  • 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 Jacksonville Area Hi, my fem name is Gloria. I'm a married crossdresser in the Jacksonville 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 d...
  • Sassy CD Looking for a Real Man 😘🔥Sassy CD Looking for a Real Man 😘🔥  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...
  • Email Local Shemales Now! 💌Email Local Shemales Now! 💌 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 😉.. Do you want to meet local shemales who want to fuck and have some sex...
  • I love a confident, seductive TS woman—could you be the one? 💋I love a confident, seductive TS woman—could you be the one? 💋  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 I’m more  than ready to spoil, explore and indulge in pleasure together.  Handsome,...
  • SECRET CROSSDRESSER? - Meet with Me for Discreet Dressing in JacksonvilleSECRET CROSSDRESSER? - Meet with Me for Discreet Dressing in Jacksonville Secret Crossdressing Hookups in Jacksonville 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 privat...
  • Tantalizing Tina with a HUGE W33NAH!Tantalizing Tina with a HUGE W33NAH! Jacksonville Trans Woman for Hookup! Hey gents I'm Tina a trans female hot for all you sexy Jacksonville 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!  A...
  • Shy Transexual Escort in JacksonvilleShy Transexual Escort in Jacksonville 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 ...
  • Crystal, 27 New to the areaCrystal, 27 New to the area Heyyy!. I'm Crystal and I am 27. I'm new to the Jacksonville 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 ...
  • New Body New MeNew Body New Me M2F post-op in Jacksonville 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 Na...