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St Augustine, Florida

St Augustine Transgender Sex Ads

Browse St Augustine transgender sex ads to meet local transexuals, crossdressers and shemales for sex, dating or friendship. It's free to search the trans sex classifieds, or post your own adult ad!

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February 21st, 2026

Sexy Transgender in St Augustine Looking for Love Hey there, I'm Elysha from St Augustine, Florida. I may be a curvy Latina beauty, but what really matters is what's on the inside, right? I love being part of the LGBTQ community because it allows me to express my true self without any judgment. I'm looking for someone who can appreciate me for ...

F/M seeking love and fun Female to Male Trans Man in St Augustine 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...

Elegantly Embracing My Trans Beauty Hey there! I'm Juliane from St. Augustine, Florida. I'm a curvy Latina beauty who loves exploring the local scene and meeting new people. As a transgender woman, I embrace my unique journey and love being part of the LGBTQ community. I enjoy cozy coffee dates at The Kookaburra or taking a leisure...

Elegantly Transgender Seeking Connection in St Augustine Hey there, I'm Anabella, a transgender woman from sunny St Augustine, Florida. I may not fit society's narrow definition of beauty, but I am confident in my own skin and love expressing my true self. Being part of the LGBTQ community has brought so much joy and acceptance into my life. I'm lookin...

Raunchy Shemale Seeking Local Man for Wild Fun Are you looking for a hot shemale to fulfill all your wildest fantasies? Look no further because I'm here to satisfy all your desires. My name is Torie and I'm a sexy shemale from St Augustine, Florida ready to play with a local man who can handle me. I love to be both top and bottom, giving and ...

Gorgeous, Passable Trans in St Augustine 😍 Gorgeous Passable Trans MtF for Man in St Augustine 😍 I transitioned 6 years ago at age 18. I am pretty, with long light brown hair, a nice figure and long shapely legs. I have brown puppy dog eyes and kissable lips. Check my profile @TransFaye24 for pics and prepare to be stunned! I...

Raunchy Shemale Tabbatha Seeking Local Man for Wild Fun Are you looking for a hot shemale to fulfill all your wildest fantasies? Look no further, because I'm here to satisfy all your desires. My name is Tabbatha and I'm a sexy shemale from St Augustine, Florida looking for a man who can handle me in the bedroom. I love getting down and dirty with a ma...

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 naught...

Shemale Nightclubs Near You in St Augustine, Florida Shemale Nightclubs Near You in St Augustine, Florida Shemale Clubs Near You in St Augustine, Florida is a directory of trans-friendly nightclubs and bars. LGBTQ+ clubs come and go. We strive to keep this transgender clubs directory complete and rely on your input to help us do so. Please contact ...

Spark the Flame with Tracey from St Augustine! Hey there! I'm Tracey, a fun-loving transgender gal from St Augustine, Florida. I may not fit society's norms, but that's what makes me unique and fabulous! 🌈 I love exploring the local scene here in St Augustine - whether it's grabbing a bite at The Floridian or catching some live music at C...

Raunchy Shemale Patty Seeking Local Man for Hot Fun I love getting down and dirty with a man who knows how to handle a shemale like me. My name is Patty and I'm looking for someone in St Augustine, Florida who can satisfy all of my naughty desires. Whether you're into sucking cock, getting fucked hard, or blowing huge loads, I'm your girl. I enjoy...

Elegant Transgender Beauty Seeking Connection Hey there, I'm Roxanna from St. Augustine, Florida. I'm a curvy Latina beauty with a passion for life and love. Being transgender has allowed me to embrace my true self and connect with others in a unique and meaningful way. I love exploring the local art scene, trying out new restaurants like The...

Local Shemale Mollie Seeking Hot Fun and Wild Sex in St Augustine Are you ready to have the time of your life with a sexy shemale like me, Mollie? I'm looking for a local man who can handle all my naughty desires and fulfill my wildest fantasies. When it comes to sex, I love it all - from hot blowjobs to deep anal play. I want to ride you hard and make you screa...

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...

Take a Chance on Alyce: Transgender Dating in St. Augustine, Florida Hey there! 👋 My name is Alyce, and I'm a proud transgender woman living in sunny St. Augustine, Florida. 🌴✨ I wanted to put myself out there and see if I can find someone special who appreciates me for who I am. So, what do I look like? Well, picture this: I have a curvy body that's just ...

February 20th, 2026

Sensual Transgender Beauty Seeking Connection in St. Augustine Hey there, I'm Betti, a proud transgender woman from sunny St. Augustine, Florida. I love embracing my true self and connecting with others in the LGBTQ community. If you're looking for a fun and adventurous date, I'm your girl! I enjoy exploring the historic streets of downtown St. Augustine, si...

Wild Shemale Seeking Hot Encounters in St Augustine! Looking for a man who can handle all of me, inside and out. My name is Sharona, and I'm a hot shemale in St. Augustine ready to play. I love getting down and dirty with a guy who knows how to please me. From deepthroating blowjobs to rough anal pounding, I'm up for it all. I love being on top, ri...

TS M2F Top in St Augustine TS Top Seeking Man in St Augustine I'm Sandi wants to meet hot guy for fun and hot sex. Age 28 with long blonde hair, smooth skin and a great body. Non op functional, nice big ladystick for your pleasure! 😈 Love oral sex, anal sex and yummy kinks of all sorts. I love to explore kinks...

Hot Shemale Looking for Wild Fun in St Augustine I'm a sexy shemale named Sonja who loves getting down and dirty with a local man. I'm all about exploring your wildest fantasies and making sure you leave satisfied. I'm into everything from passionate kissing to rough anal play – there's nothing off-limits when it comes to our time together. I...

Meet Florida Transexuals Online: Live Chat, Member Profiles, Photo Swaps & Local Trans Clubs Meet Florida Transexuals Online! Meet Florida transexuals online at AmericanTransexuals.com. Our web development team includes transexual women and male trans admirers, so we have a unique understanding of transgender attraction. We have created an online community where you can meet Florida ...

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

Well Endowed Shemale for Man in St Augustine Hung Shemale for Man in St Augustine I am Blanca. I can provide top or bottom service. Bareback if you're clean. Love oral sex both giving and receiving. Say hello cause I'm friendly, sexy as hell and always satisfy my partner. Give me a try. Message me privately at BlancaShemale32 for my latest un...

HMU for Sex in St Augustine Newly Single and Ready to Mingle in St Augustine Hi guys, my name is Barbie, age 28. My husband cheated for the last time. Now it's my time to have some fun! If you want to hook up for passion and hot sex in the St Augustine, Florida area then message me @BarbieSingle28. ...

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...

Sexy Shemale in St Augustine Ready to Play I'm a hot shemale named Arlene looking for a local man who can handle all my naughty desires. I love to be on top, but I also enjoy getting down on my knees and giving mind-blowing blowjobs. I have a tight ass that's always ready to be pounded, and I love it when you suck on my throbbing cock unti...

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...

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...

Raunchy Shemale Looking for a Wild Time in St Augustine I love to get down and dirty with a man who can handle all that I have to offer. My name is Terry, and I am a shemale seeking a local man for some great sex and fun. I enjoy being both top and bottom, giving blowjobs, getting my ass pounded, sucking cock, and making sure we both reach mind-blowin...

Trans Beauty Looking for Love in St. Augustine Hey there, I'm Ivie, a proud transgender woman from sunny St. Augustine, Florida. I may not fit society's typical mold, but that's what makes me unique and special. Being part of the LGBTQ community has brought so much joy and acceptance into my life. I love exploring our charming city, whether i...

Raunchy Shemale Lillian Looking for Hot Fun in St Augustine I love being a shemale and I'm looking for a local man who can handle all of me. My name is Lillian and I want to show you a good time. When we meet up, I want to suck your cock until you explode in my mouth. Then, I want you to bend me over and fuck me hard from behind. I love it when you spank m...

Jasmin T-girl Ready to make friends Want to Meet a T-Girl in St Augustine? 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...

Elegantly Transcendent Seeking Connection Hey there! I'm Roseline, a transgender woman from St. Augustine, Florida. I believe that love knows no boundaries and I'm looking to meet someone special who shares my values of acceptance and understanding. I enjoy exploring the local art scene, so a date at the Lightner Museum or the St. Augu...

Seeking Connection and Adventure Hey there! My name is Ema and I'm a proud transgender individual from the beautiful city of St. Augustine, Florida. 🌞 I'm here to put myself out there and find someone special who appreciates me for who I am. Being transgender has taught me so much about self-acceptance and the importance of e...

27 y/o Sexy Hung Crossdresser in St Augustine Hung Crossdresser for Male in St Augustine Hey, I go by Selena when I'm cross dressed. I love being feminine and servicing my man!, I'm age 27, well hung and so cute when I'm dressed up!! What more could you want in a gurl?!! View my pics and message me @Selena27femCD so we can talk and meet for a ...

Sweet and Sensual Transgender Beauty Looking for Love in St Augustine Hey there, I'm Pearl from St Augustine, Florida. I may not fit the typical mold, but that's what makes me unique! I love embracing my transgender identity and being a part of the LGBTQ community. It's all about being true to myself and living authentically. I'm looking for someone who is open-min...

INTERACTIVE MAP: Transexual Tracker in the St Augustine Area! Local Trans Hookups Interactive Mapping Meet Local transexuals in the St Augustine area for friendship or sex hookups. View member thumbnails on the interactive map below to meet local members who want to meet local transexuals or admirers. Click any member photo below to get started. Sign up free ...

Transcend into Love with Rita Hey there! I'm Rita, a transgender woman from St. Augustine, Florida. I may not fit society's mold of what a woman should look like, but I am confident in my own skin and proud of who I am. Being part of the LGBTQ community has brought so much joy and acceptance into my life. I love exploring the...

A Sensual Journey of Self-Discovery Hey there, I'm Brianna from St. Augustine, Florida. I'm a curvy Latina beauty who loves exploring all the amazing LGBTQ-friendly spots in town like The Kookaburra for coffee dates or the St. Augustine Lighthouse & Maritime Museum for a romantic sunset stroll. Being transgender has allowed me to em...

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...

Sweet and Sensual Transgender Seeking Connection in St Augustine Hey there, I'm Sheri from sunny St. Augustine, Florida! I may have a curvy body, but my personality shines brighter than the Florida sun. As a proud member of the LGBTQ community, I love embracing my true self and connecting with others who appreciate authenticity. I enjoy exploring local spots l...

Hot Shemale in St Augustine Ready to Play and Fuck Are you looking for a wild time with a sexy shemale in St Augustine? Look no further because I'm here to fulfill all your dirty fantasies. My name is Amberly and I'm a horny shemale seeking a local man for some hot and steamy fun. I love getting down and dirty, so if you're into blowjobs, anal p...

Spark the Flame of Passion with Tiffani from St. Augustine Hey there! I'm Tiffani, a fun-loving transgender gal from sunny St. Augustine, Florida. I may not fit society's mold, but that's what makes me unique and fabulous. 🌈 I love exploring new places and trying out different cuisines, so how about we meet up for a romantic dinner at The Floridian or...

Sexy M2F Preop Trans, Lovely Surprise Waiting in my Panties 💖💖 Preop Trans in St Augustine Hi! I'm Brandi, new TS in the St Augustine area. I'm MtF preop transexual woman. I pass as female very well so we can go to your business function or out for dinner followed by a night of forbidden fun that only we will know about! I am fully functional, 8" thick hiding ...

Transgender Beauty Seeks Connection in St Augustine! Hey there! My name is Cathi, and I'm a fun-loving transgender woman living in beautiful St. Augustine, Florida. 💃🌴 I may not fit society's mold of what a "typical" person looks like, but that's what makes me unique! 🌈 And trust me, my personality shines brighter than the Florida sun. ☀...

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...

Looking for Love and Adventure in St Augustine! Hey there, beautiful people of St Augustine! My name is Rheba, and I'm a fun-loving transgender person who's ready to dive into the world of dating. 🌈💖So, let me tell you a little bit about myself. I have a unique body type that embraces my curves and makes me feel confident and sexy. I'm prou...

Euphoria Seeker Looking for Connection Hey there, I'm Dayle from St. Augustine, Florida. I'm a voluptuous Latina beauty who loves embracing my transgender identity. Being part of the LGBTQ community brings so much joy and authenticity to my life. I'm looking for someone special to share intimate moments with and explore the beautiful c...

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Sexy Shemale in St. Augustine Ready to Fulfill Your Wildest Fantasies 💋🍆💦 Are you looking for a hot and horny shemale to play with? Look no further, because I'm here to make all your dreams come true. My name is Susi and I am a pre-op transgender woman who loves to have a good time in the bedroom. 🌈✨ I enjoy everything from passionate kissing and sensual touching ...

February 19th, 2026

Looking for Love and Adventure in St Augustine! Hey there! My name is Tarra, and I'm a transgender woman living in the beautiful city of St Augustine, Florida. 🌴✨ I may not have a typical body type, but trust me when I say that it's all part of my unique charm. 😉 As for my ethnicity and nationality, let's keep that as a fun surprise fo...

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