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Jacksonville, Florida

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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February 3rd, 2026

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...

Hot trans chick with nice boobs Hot trans chick in Jacksonville. Sheila wants to meet you. Hey all, I am Sheila and I am ready for a date! Blonde hair, nice boobs, good curves and very kissable lips. I'm pre-op, top or bottom, love oral sex. Want to explore kinks? Me too!! Want to meet me? Send me a message @HotTransChick...

Shemale 4 Men 🍆💦 Jacksonville Ready Now!! Come Closer, I Don’t Bite, Unless You Do Enjoy It😉 View My Private Pictures - If you’re looking to mess around… I don’t know, maybe in a way that’s a bit spicy for the two of us? I’m a trans beauty with a dirty mind and I love...

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....

Your 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 ...

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...

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Crystal, 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 ...

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...

I LOVE DRESSING AS A SEXY WOMAN.. I want you to see me ( Jacksonville ) Sexy Crossdresser Elissa Looking for Hot Fun in Jacksonville💋 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 a...

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...

💖 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...

Sexy 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....

YOUR 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 ...

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 and send message for date....

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 J...

Tiffany Shelle - Your Jacksonville Tranny Girlfriend! 💞 Tranny Escort - Top/Bottom/GFE in Jacksonville 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 100% funct...

TS Latina Bombshell – Your Secret Addiction, Your Midnight Obsession 😈🍑 Hola, mi amor 😘 The fiery, curvaceous TS Latina body I possess was made for lust while my soul demands intense passionate nights. Your dream woman has arrived because I possess caramel skin and thick thighs and long hair and soft lips and a throbbing surprise between my legs th...

Flawlessly 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...

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...

New 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...

THE RIGHT GUY FOR THE JOB!!! IF YOU'RE TS/SHEMALE.. I'm The Guy for you!! 😉 My name is Frank and I'm here to see if I can find any transgender ladies who wants a real man to treat them right.. I'm living in xxxx but I'm willing to travel. I have a great house we can have some fun in as well. I have a HOTTUB, arcade, th...

TS Latina Snack – Sweet Like Sugar, Dirty Like Tequila 😘🍹 You can find me at the bar where I serve drinks and flirt with customers while enjoying the atmosphere. I’m your sexy little TS Latina snack — soft lips, juicy thighs, and a tongue that doesn’t stop until you beg me to 💋 I’ll start off sweet, flirty, &nbs...

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...

February 2nd, 2026

FtM seeking Princess Bride in Jacksonville FtM seeking Woman in Jacksonville Hi, I'm Andy, age 33, FtM transgender man living in Jacksonville. 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 ...

SECRET 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...

INTERACTIVE MAP: Transexual Tracker in the Jacksonville Area! Local Transexual Hookups Meet local transexuals in the Jacksonville 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 Jacksonville Trans Hookups Map ...

Sexy Shemale Jacksonville I know You Want to Play FEMININE AND SECURE SHEMALE Hot and kinky shemale seeking a hot and fun guy who isn't scared of a beautiful and secure Trans Woman.. I'm located in Jacksonville; I am AlaneTS and I am here to fulfill all your desires. If you are in the area or planning to be. and looking for a hot...

👄 Dark-Skinned TS Beauty Looking for Fun, Passion & Pleasure 👑 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...

British T-girl Seeking Classy Gentleman in Jacksonville... 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 Jacksonville and am financially independent and looking for a gentleman who is like-minded, equally solvent and has e...

Don'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...

Superior Massage by gorgeous T-Girl T-Girl for Dating in Jacksonville 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: Gay...

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 Jacksonville area. Click here and come see me anytime!...

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...

I'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 Jacksonville 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 liv...

Spicy 🌶 Latina Shemale in Jacksonville Ready to Fill You 😉😉 LATINA SHEMALE SEEKING 🔥🌶 Are you looking for a spicy/hot HISPANIC TS.. absolutely KINKY and ready to do anything?? I'm from Jacksonville. 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 lo...

F/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...

TS Beauties—Let’s Have Some REAL Fun! 😏🔥 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. 💋 Must have confidence, charm...

Shy 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 ...

Seeking 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...

👠 Classy on the Streets, Naughty in the Sheets – Let’s Play 💋 💖 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...

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...

M-F trans woman wants a date I want someone understanding and kind. Please check out my profile and rate me. I am 36, 5 feet 6 and elegant! My name is Lyssa....

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...

Penny for your thoughts? Penny TS in Jacksonville 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...

Debonair Trans dude, looks like Bond F2M Trans Dude in Jacksonville 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 relationsh...

Trans Man waiting for right date with hot beauty Handsome Trans Man for Dating in Jacksonville 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 h...

If you got it flaunt it baby! I'm Shelly-show-me a trans woman here in Jacksonville looking for a man to show me what he's got. If yours is bigger than mine the night's on me. Anything you want to do, or anywhere you want to go baby. That's a tall order to beat tho cause I got 8.5 uncut inches ready for you. Click right here to ...

Flirty & Feminine CD Ready for Some Fun 💕😈 I’m a sexy, smooth, and playful crossdresser who enjoys the attention, desiring to be treated like a lady. Seeking for a man who can appreciate a well dressed CD for a casual fun night or even something ongoing. I am a pleaser and I want to be pleased. 💋 💎 Bath g...

Looking for a TS Woman Who Loves to Be Desired 💦🔥 Jacksonville Male Seeking Transsexual for fun and whatever else!! I am a charming, confident and masculine guy and I have a special interest in beautiful TS women. I would be happy to meet anyone who wants to have fun, enjoy and indulge in the process. 💋 I would love to meet a shemale or tra...

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