Orlando Transgender Sex Ads

Browse Orlando 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!

Home / Alternative Sex Ads / Transgender Sex Ads

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

  • July 5th, 2025
  • HMU for Sex in OrlandoHMU for Sex in Orlando Newly Single and Ready to Mingle in Orlando 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 Orlando, Florida area then message me @BarbieSingle28.      ...
  • Erotic Temptation: Seeking Connection and AdventureErotic Temptation: Seeking Connection and Adventure Hey there, I'm Cristie from Orlando, Florida. I'm a curvy Latina beauty with a passion for life and love. As a transgender woman, I embrace my journey and celebrate the LGBTQ community with pride 🏳️‍🌈. I'm looking for someone who is open-minded, adventurous, and ready to explore all that ...
  • Jasmin T-girl Ready to make friendsJasmin T-girl Ready to make friends Want to Meet a T-Girl in Orlando? 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...
  • Meet Florida Transexuals Online: Live Chat, Member Profiles, Photo Swaps & Local Trans ClubsMeet 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 ...
  • Elegantly Transgender Seeking ConnectionElegantly Transgender Seeking Connection Hey there, I'm Tabbie from Orlando, Florida. I'm a curvy Latina beauty with a passion for embracing my true self as a transgender individual. I love the LGBTQ community and all the support and acceptance that comes with it. If you're looking for someone who is confident, fun-loving, and open-minde...
  • Hot Shemale in Orlando Looking for Naughty FunHot Shemale in Orlando Looking for Naughty Fun Are you ready to have the time of your life with a sexy shemale like me, Valene? I'm on the hunt for a local man who can handle all my desires and fulfill my wildest fantasies. I love getting down and dirty, exploring every inch of each other's bodies until we both explode in ecstasy. I'm a top w...
  • Sexy M2F Preop Trans, Lovely Surprise Waiting in my Panties 💖💖Sexy M2F Preop Trans, Lovely Surprise Waiting in my Panties 💖💖 Preop Trans in Orlando Hi! I'm Brandi, new TS in the Orlando 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 in my pant...
  • Sexy Shemale Looking for Hot Fun in OrlandoSexy Shemale Looking for Hot Fun in Orlando I'm a wild shemale named Sonny who loves to get down and dirty with a man who can handle all my kinks. I'm on the hunt for a local guy who's ready to explore every inch of my tight body and fulfill all my deepest desires. From top to bottom, I want to feel your hard cock throbbing inside me as we ...
  • Sexy Shemale Ready to Play in OrlandoSexy Shemale Ready to Play in Orlando Looking for a hot man in Orlando who can handle all that I have to offer. My name is Karie and I am a shemale seeking a local man for great sex and fun. I love being both top and bottom, giving blowjobs, getting my ass licked, sucking cock, riding hard, and making you cum over and over again. I am...
  • Let'>Let's Embrace Love and Adventure Together!
    Hey there, lovely people of Orlando! My name is Tabbatha, and I'm here to find someone special who appreciates the beauty of being unique. As a transgender person, I've come to embrace my journey with pride and joy. Being part of the LGBTQ community has allowed me to discover a world filled with l...
  • Shemale Nightclubs Near You in Orlando, FloridaShemale Nightclubs Near You in Orlando, Florida Shemale Nightclubs Near You in Orlando, Florida Shemale Clubs Near You in Orlando, 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 us if you ...
  • July 4th, 2025
  • TS M2F Top in OrlandoTS M2F Top in Orlando TS Top Seeking Man in Orlando 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 and ...
  • INTERACTIVE MAP: Transexual Tracker in the Orlando Area!INTERACTIVE MAP: Transexual Tracker in the Orlando Area! Local Trans Hookups Interactive Mapping Meet Local transexuals in the Orlando 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 for i...
  • Beautifully Transgender Scarlet Seeking Love in OrlandoBeautifully Transgender Scarlet Seeking Love in Orlando Hey there! I'm Scarlet, a proud transgender woman living in sunny Orlando, Florida. I may not fit into society's typical mold, but that's what makes me unique and special. I love embracing my true self and being part of the LGBTQ community. I enjoy long walks by Lake Eola, sipping on coffee at St...
  • Raunchy Shemale Looking for Hot Fun in OrlandoRaunchy Shemale Looking for Hot Fun in Orlando Are you a man in Orlando looking for a wild time with a sexy shemale? Look no further, because I'm Lory and I'm here to fulfill all your naughty desires. Whether you're into getting your cock sucked or pounding my tight ass, I'm ready to play and make you cum hard. I love being both a top and a ...
  • Hot Shemale Alyssa Looking for Local Man to Play WithHot Shemale Alyssa Looking for Local Man to Play With Are you looking for a wild time with a sexy shemale in Orlando? Look no further, because I'm here to fulfill all your dirty fantasies. My name is Alyssa and I'm a naughty tranny who loves to get down and dirty with a man who knows how to satisfy my every need. I enjoy everything from deepthroat b...
  • Raunchy Shemale Seeking Local Man for Wild Fun in OrlandoRaunchy Shemale Seeking Local Man for Wild Fun in Orlando Are you looking for a hot shemale to fulfill all your wildest fantasies? Well, look no further because I'm Debbie, a sexy shemale from Orlando ready to show you a good time. I love getting down and dirty with a man who knows how to handle a tranny like me. I'm into everything naughty and nice - ...
  • New Body New MeNew Body New Me M2F post-op in Orlando 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 Natasha...
  • Transgender beauty seeking connectionTransgender beauty seeking connection Hey there! I'm Eleni, a proud transgender woman from Orlando, Florida. I may not fit society's standards of beauty, but my confidence and authenticity shine through. I love exploring the LGBTQ community in Orlando and soaking up the vibrant energy at places like Southern Nights or Savoy. I enjoy ...
  • Elisabeth waiting to be your QueenElisabeth waiting to be your Queen TRANSEXUAL FOR MAN IN THE Orlando 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 Message ...
  • 27 y/o Sexy Hung Crossdresser in Orlando27 y/o Sexy Hung Crossdresser in Orlando Hung Crossdresser for Male in Orlando 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 sexy ...
  • F/M seeking love and funF/M seeking love and fun Female to Male Trans Man in Orlando 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 it gro...
  • Transgender Beauty Seeking Connection in OrlandoTransgender Beauty Seeking Connection in Orlando Hey there! 👋 My name is Cloris, and I'm a proud transgender woman living in sunny Orlando, Florida. 🌞 I wanted to take a moment to tell you a little bit about myself and what I'm looking for. Being part of the LGBTQ community brings me so much joy and pride. 🏳️‍🌈 It's amazing to b...
  • Well Endowed Shemale for Man in OrlandoWell Endowed Shemale for Man in Orlando Hung Shemale for Man in Orlando 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 uncenso...
  • TS Asian lady ready for upscale action (28)TS Asian lady ready for upscale action (28) Asian Transexual Lady for Man in Orlando Hot and sexy Asian transexual, fully functional and wants to play with you! Message RubyTS4male...
  • Superior Massage by gorgeous T-GirlSuperior Massage by gorgeous T-Girl T-Girl for Dating in Orlando 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: GayleTGi...
  • Hot Shemale Looking for a Wild Time in OrlandoHot Shemale Looking for a Wild Time in Orlando I love to get down and dirty with a man who knows how to handle a shemale like me. My name is Selina, and I'm looking for a local guy who can keep up with my insatiable appetite for sex and fun. From deepthroating to anal play, I'm into it all. I want to suck your cock until you explode in my mout...
  • Elegantly Transcendent Seeking ConnectionElegantly Transcendent Seeking Connection Hey there! I'm Philis, a proud transgender woman from Orlando, Florida. I love embracing my true self and being part of the LGBTQ community. It's empowering to live authentically and connect with others who appreciate me for who I am. If you're open-minded, kind-hearted, and ready for a fun advent...
  • 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 Orlando 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 naughty fan...
  • Discover the Magic of Love with Ivette from Orlando, FloridaDiscover the Magic of Love with Ivette from Orlando, Florida Hey there! 😊 Are you ready to embark on a journey filled with love, laughter, and acceptance? My name is Ivette, and I'm a transgender woman living in beautiful Orlando, Florida. 💖 As someone who embraces their true self, being part of the LGBTQ community has brought so much joy into my lif...
  • LetLet's Explore Love and Laughter Together Hey there! My name is Natty, and I'm a transgender person living in sunny Orlando, Florida. 🌞 I wanted to give this online dating thing a try because I believe that love can be found anywhere, even in the virtual world! So here I am, putting myself out there. I'm all about embracing who I am a...
  • Gorgeous, Passable Trans in Orlando 😍Gorgeous, Passable Trans in Orlando 😍 Gorgeous Passable Trans MtF for Man in Orlando 😍 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'm ki...
  • Looking for Love and Adventure as a Transgender Woman!Looking for Love and Adventure as a Transgender Woman! Hey there, lovely people of Orlando! My name is Meggie, and I'm a transgender woman who's ready to dive into the exciting world of dating. 💖 So, let me tell you a bit about myself. I have a curvy body that I embrace with pride, and my ethnicity is a delightful mix of cultures. As for my nation...
  • Elegantly Transgender in OrlandoElegantly Transgender in Orlando Hey there, I'm Tracey from Orlando, and I'm a proud transgender woman. I love embracing my true self and being part of the LGBTQ community. If you're looking for someone who's confident, fun-loving, and open-minded, then look no further! I enjoy exploring local spots like Lake Eola Park for a rel...
  • Debonair Trans dude, looks like BondDebonair Trans dude, looks like Bond F2M Trans Dude in Orlando 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 relationship.&n...
  • LetLet's Dance Under the Orlando Stars Together Hey there, I'm Elle from Orlando, Florida. I'm a curvy Latina beauty with a passion for exploring new places and meeting new people. You can check out my pics at my personal profile page @elleorl92507. I love being part of the LGBTQ community because it allows me to be my authentic self and conne...
  • Elegantly Transgender Seeking Connection in OrlandoElegantly Transgender Seeking Connection in Orlando Hey there! I'm Elisabeth, a proud transgender woman living in sunny Orlando, Florida. I may not fit society's idea of what a woman should look like, but I embrace my uniqueness and love every bit of myself. Being part of the LGBTQ community has taught me the importance of self-love and acceptance,...
  • Spark Your Flame with Kristi from OrlandoSpark Your Flame with Kristi from Orlando Hey there! I'm Kristi, a fun-loving transgender gal from Orlando, Florida. I may not fit the mold of what society expects, but that's what makes me unique and special. I embrace my LGBTQ identity and love being able to express myself authentically. I enjoy long walks at Lake Eola Park, sipping on...
  • A Sensual Journey with ShelaA Sensual Journey with Shela Hey there, I'm Shela from Orlando, Florida. I'm a curvy Latina beauty who loves embracing my true self as a transgender woman. I enjoy the LGBTQ community and all the love and support that comes with it. If you're looking for a fun and adventurous date, let's meet up at Lake Eola Park for a romant...
  • Spark a Connection with Jammie from Orlando!Spark a Connection with Jammie from Orlando! Hey there! I'm Jammie, a transgender cutie from Orlando, Florida. I love being part of the LGBTQ community because it allows me to be my authentic self and connect with amazing people like you. If you're looking for someone who is fun, adventurous, and loves trying new things, then look no further...
  • July 3rd, 2025
  • Sexy Shemale Looking for Hot Fun in Orlando!Sexy Shemale Looking for Hot Fun in Orlando! Are you ready to experience the ultimate pleasure with a naughty shemale like me? My name is Lynne and I am seeking a local man in Orlando, Florida for some wild and steamy encounters. I love to play both top and bottom, giving and receiving mind-blowing blowjobs, deepthroat gagging, tight ass pou...
  • SHEMALE HOOKUPS! Wanna Have a Great Time in Orlando, Florida? SHEMALE HOOKUPS! Wanna Have a Great Time in Orlando, Florida? HOT!  SHEMALE HOOKUPS  "The girl with a naughty little secret in her panties!" SIGNUP FREE: INSTANT ACCESS!  Shemale Profiles Browse Uncensored Photos, Swap Your Pics, Join Live Web Cams, Swap Private Messages, Sext & Hook Up! Join free for Instant Access to the Orla...
  • Hot Shemale in Orlando Looking for Some Naughty FunHot Shemale in Orlando Looking for Some Naughty Fun I love to get down and dirty with a man who knows how to handle a shemale like me. My name is Sonnie and I'm seeking a local guy for some mind-blowing sex and unforgettable fun. You can find me in the FreeSexAds.com Shemale Profiles at sonnieo79588. When it comes to getting freaky, I'm all about ...
  • Eager to Explore: Transgender Beauty in OrlandoEager to Explore: Transgender Beauty in Orlando Hey there, I'm Britaney from Orlando, Florida. I'm a curvy Latina beauty with a passion for embracing my transgender identity. Being part of the LGBTQ community has given me a sense of freedom and authenticity that I cherish every day. If you're looking to connect with someone who is confident, fu...
  • Sweet and Sensual Transgender Beauty Looking for LoveSweet and Sensual Transgender Beauty Looking for Love Hey there! My name is Ilana, and I'm a transgender woman from Orlando, Florida. I may not fit society's typical mold, but that's what makes me unique and special. You can check out my pics at my personal profile page @ilanaor57035. I love being part of the LGBTQ community because it's a place whe...
  • Trans Beauty Looking for Love in OrlandoTrans Beauty Looking for Love in Orlando Hey there, I'm Ileana from Orlando, Florida! 💖 As a proud transgender woman, I love embracing my true self and being part of the LGBTQ community. I enjoy exploring new places in Orlando like Lake Eola Park, Disney Springs, and the Milk District. 🏞️ Let's grab a coffee at Stardust Video & C...
  • Trans Man waiting for right date with hot beautyTrans Man waiting for right date with hot beauty Handsome Trans Man for Dating in Orlando 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 hi!&nb...
  • Transgender Temptation in OrlandoTransgender Temptation in Orlando Hey there, I'm Jackie from Orlando, Florida. I may not fit the mold of what you expect, but that's what makes me unique! As a transgender individual, I love embracing my true self and connecting with others who appreciate authenticity. 🌈 I enjoy exploring local spots like Lake Eola Park for a ...
  • Transcend into Love with KaraleeTranscend into Love with Karalee Hey there, I'm Karalee from Orlando, Florida. I'm a curvy Latina beauty who loves embracing my trans identity and being part of the LGBTQ community. I enjoy exploring new places in Orlando like Lake Eola Park, Disney Springs, and Thornton Park for a fun date night. I'm looking for someone who is ...
  • FtM seeking Princess Bride in OrlandoFtM seeking Princess Bride in Orlando FtM seeking Woman in Orlando Hi, I'm Andy, age 33, FtM transgender man living in Orlando. 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 @AndyFtM4P...