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St Augustine, Florida

St Augustine, Florida Shemale Dating Classifieds

St Augustine, 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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September 24th, 2026

She-male looking for hot date to please. Asian Shemale in the St Augustine Area Hot Asian shemale wants to date and please you in the art of erotic passion. I'm non op, fully functional, lovely and funny. Please to contact me @CarmelShemaleXXX. My name is Carmel. I'm 33 years old. I like to explore your sexual fantasies! Let's make them ...

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 ...

Trans Playmate Sex Kitten... Ebony trans woman in St Augustine 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. ...

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

Well Endowed Shemale is beautiful St Augustine 32 Well Endowed Shemale in St Augustine 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...

September 23rd, 2026

St Augustine Addicted to shemales... Male Seeking TS A handsome, fit and confident man, seeking a stunning TS girl to spend exciting nights and incredible moments with. I have a thing for flirty conversations, passionate chemistry and playful antics- if you are looking for a casual meet or if we can make this a more regular thing, I ...

Beautiful Krystale 25 St Augustine visiting now Beautiful Shemale Visiting St Augustine 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: St Augustine Sex: Shemale Seeking: Man ...

I’m a Sexy and Naughty T-Girl Here in St Augustine. St Augustine T-Girl 4 NSA Fabulous Fanny here boys! I'm a trans woman living in the St Augustine 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 worr...

Latina TS Playmate – Sweet Accent, Dirty Thoughts 💃💋 You want flavor? Spice? A woman who can dance for you, then ride you like she owns you? That’s me, papi 😘 I’m a curvy, high-femme TS Latina with a pretty face, wild hips, and a very naughty surprise underneath. View My Latina TS Pictures - I love to tease, fl...

New Body New Me M2F post-op in St Augustine 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...

Your Flirty CD Sweetheart Awaits 💕😘 St Augustine 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 ...

Spicy 🌶 Latina Shemale in St Augustine 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 St Augustine. 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...

Superior Massage by gorgeous T-Girl T-Girl for Dating in St Augustine 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 St Augustine area. Click here and come see me anytime!...

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....

TS Latina Bombshell Craving a Real Man to Handle Her 🍑🔥 Hola, papi 😘 You are my TS Latina fantasy because I carry your weight in all the right places and your softness in all the other places and my body is made for late nights and louder moans. My skin is golden, my tongue is bilingual, and my hips don’t lie... especiall...

Brandi 27 tall slim hot trans chick 8.5 inch Pre-op TS, fully functional in St Augustine 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 your ...

Local Crossdresser 😉😇 LET ME PLAY DRESSUP FOR YOU Your Sexy Crossdresser in St Augustine View My Personal Pix - 🤫 A sexy Crossdresser from St Augustine, 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 dir...

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 St Augustine area and are interested then drop me a line and introduce yourself. You...

Spicy and Hot T-Girl from Colombia Latina T-Girl in St Augustine 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...

Hot Shemale in St Augustine Ready to Fulfill Your Wildest Fantasies 👄💦🍆 I'm TS and Looking to Date in St Augustine My name is Shelly and I'm full TS.. Are you looking for a sexy shemale in St Augustine 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...

MALE SEEKING SHEMALE 🍆St Augustine 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 St Augustine 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...

TS Latina Seductress – Thick, Wet & Ready to Be Used 💋🍑 Papi… I’ve been thinking about you 😘 View More Sexy TS PIX - My curvy figure and thick TS Latina body has caramel skin while my filthy mind and mouth were made for you 😈. I become submissive only when you want me to submit while I transform into a dominant forc...

Marina TS 🍆 Visiting and Ready Visitng Houston, Texas - Your TGirl Escort Hi guys Marina TS visiting your city …. We can start a sexy friendship, but if you are generous, it would not be bad. Please call me and text me when you are ready....MESSAGE ME HERE. Sexy, latina, femenine and beatiful TS woman here. English/e...

Smoke me out baby! I'm a trans woman 37 years old, 5'9 in St Augustine 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...

💖 Discreet, Naughty & Waiting for a Man Who Can Handle Me 🔥 I’m an exotic ebony TS bombshell in St Augustine 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...

TS m/f switch 28 new here TS m/f Switch in St Augustine Sandi wants to meet hot guy for fun and hot sex. Age 28, nice build, 7.5". Non op functional. Love oral sex, anal sex and kinks of all sorts. View my profile and message me here @SandiSwitchTS...

Elisabeth waiting to be your Queen TRANSEXUAL FOR MAN IN THE St Augustine 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...

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...

YOUR EBONY SHEMALE - big boobs and a BIG COCK! St Augustine Hot Hot Hot! Sinead, a black shemale in St Augustine ready to make all of your wildest fantasies come true! 💋🔥 My Pictures and Profile! -- You want to find a sexy ebony shemale in St Augustineto fulfill all your dreams? Then stop searching because I am ready to make all of ...

Shy Crossdresser Seeks Friend Where I Can Discreetly Dress Up and Possible Dates. Crossdresser Seeks Friend in St Augustine Area Hi, my fem name is Gloria. I'm a married crossdresser in the St Augustine 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...

TS Latina Dream Girl – Ride Me Like a Telenovela 😈📺 Have you ever imagined a sensual Latina woman with large thighs and a narrow waist and a hidden sexual secret? That’s me, papi 😘 I’m your spicy TS novela — dramatic, passionate, and unforgettable in the bedroom. Message me here babe - I want your hands on my h...

$HOT SHEMALE GIA will Satisfy Your Tranny Fantasy \ St Augustine!$ HOT SHEMALE GIA will Satisfy Your Tranny Fantasy St Augustine! 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 St Augustine! No strings - just great times, so join my page free for instant access! Shemale Gia's St Augustine Sexbook @ShemaleGia27 Pho...

TS Latina Goddess – For Men Who Crave Passion, Fire & Pleasure 🔥💋 Hello sweetheart 😘 The TS Latina bombshell body type defines me through my soft lips and thick thighs and my hidden surprise under red lace. Your pleasure stands as my life purpose because I want to satisfy your desires and make your body experience intense pleasure through my s...

👠 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...

Let’s Get a Drink… and See Where It Leads 😘 One Night, No Limits... St AugustineShemale Seeking Man for sex💦 View More of My Pix - ✅ Some nights are for breaking rules, for letting go, and for indulging in pure pleasure. I am a trans goddess with a wild side, and I am looking for a man who wants to play. W...

Ebony Shemale in St Augustine ❤️😘 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 St Augustine? 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...

👄 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...

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...

TS Asian lady ready for upscale action (28) Asian Transexual Lady for Man in St Augustine Hot and sexy Asian transexual, fully functional and wants to play with you! Message RubyTS4male...

Flirty, Dirty, and Ready for Some Fun ❤️ St Augustine 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...

Debonair Trans dude, looks like Bond F2M Trans Dude in St Augustine 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...

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,...

TS Bombshell Looking for a Man Who Can Keep Up! 💋 St Augustine Naughty, Nice and Looking for a Thrill!Transsexual Seeking Man for Sexy Fun! View More of My Pictures 📸 Are you the sort of man who enjoys just a touch of danger, a touch of excitement, and a lot of passion? I’m the trans beauty you’ve been dreaming of — sexy...

Your Shemale Addiction 😈🥵 Starts Now Shemale Seeking Male.. Your Fantasy Starts Here 24yr old Transsexual/Shemale in St Augustine seeking some fun and campanionship. I would like hookups and I'm also wanting love. I think we should play some plans and see what we can come up with.. I'm open minded and ready!! Take a min to View m...

Trans Man waiting for right date with hot beauty Handsome Trans Man for Dating in St Augustine 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...

One Night, No Rules, Just Pleasure… St Augustine 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...

Having 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....

🍫 Dark Chocolate Delight Ready to Melt in Your Arms 😘 💖 Hey, Handsome! I’m a sultry, curvy ebony TS here in St Augustine... I'm Pre Op, ready to play, with a body made for pleasure and a heart full of passion. Discreet, sensual, and looking for a man who knows how to handle me. Let’s make tonight unforgettable! 😘 I'm writing thi...

September 22nd, 2026

Latina TS Firestarter – I Don’t Do “Mild” 🔥👠 I’m your next obsession, papi 😘 View More Pictures of Mine! TS. Latina. Voluptuous. Insatiable. And craving a man who can handle my curves, my tongue, and my need for deep, sweaty pleasure 😈 You’ll taste my perfume before I even touch you… and feel my body long after I lea...

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