St Augustine, Florida Alternative Sex Ads - BDSM, Trans & Swingers

Browse St Augustine, Florida alternative sex ads to meet kinky locals looking for BDSM, domination & fetish, transgender sex, or swingers & threesomes hookups near you. It's free to search these alternative classifieds, or post your own ad!

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  • February 20th, 2026
  • FtM seeking Princess Bride in St AugustineFtM 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 ...
  • Swinging Couple in St Augustine, New to the LifestyleSwinging Couple in St Augustine, New to the Lifestyle Swinging Couple in St Augustine We are a swinging couple in St Augustine, Florida. New to the lifestyle but eager to learn and explore the swingers world! About Him He is Jeff, a former military, larger, fit, age 29. He works out daily, loves trucks, camping, hunting, fishing and all the usual gu...
  • Well Endowed Shemale for Man in St AugustineWell 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...
  • Submissive Male Seeks Dominatrix for Kinky Roleplay and WhippingsSubmissive Male Seeks Dominatrix for Kinky Roleplay and Whippings I'm Brent, a submissive male from St. Augustine, Florida, looking for a Dominant Female Mistress or Dominatrix to force me into submission and teach me how to properly please a Mistress. I enjoy exploring various kinks and fetishes, including BDSM, spankings, age play, crossdressing, and humiliat...
  • Femdom Mistress Reine in St AugustineFemdom Mistress Reine in St Augustine Are you ready to submit to a powerful and kinky Dominatrix like me, Reine? I am experienced in the art of Female Domination and I know exactly how to take control of a submissive male like yourself. As Mistress Reine, I enjoy a wide range of kinks and fetishes including strap-ons, pegging, whip...
  • Discover the Sensual World of Melinda from St. AugustineDiscover the Sensual World of Melinda from St. Augustine Are you ready to embark on a thrilling journey into the depths of desire? Look no further, for I am Melinda, a passionate and adventurous female swinger from the enchanting city of St. Augustine, Florida. Together with my loving husband, we are eager to welcome you into our world of exploration...
  • HMU for Sex in St AugustineHMU 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.      ...
  • Sexy Shemale in St Augustine Ready to PlaySexy 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...
  • TS Asian lady ready for upscale action (28)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...
  • DOMME AVAILABLE for private Femdom and DISCIPLINEDOMME AVAILABLE for private Femdom and DISCIPLINE Experienced Dominatrix for St Augustine Submissive Experienced Dominatrix seeks submissive, ready and willing to learn discipline from a loving but strict Mistress. Contact me @ St AugustineDommeX if you are available and willing to serve my needs. Available For: Discipline  Corporal Puni...
  • Passionate Swingers Looking for PlaymatesPassionate Swingers Looking for Playmates Hello there, I'm Erika from St. Augustine, Florida. My husband and I are fun-loving, open-minded, and kink friendly swingers who are always up for a good time. We love exploring our sexuality and meeting new people who share our passion for the lifestyle. You can find us in the FreeSexAds.com Swi...
  • Debonair Trans dude, looks like BondDebonair 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...
  • Submissive Male Seeks Dominatrix for Kinky BDSM Fun<br>Submissive Male Seeks Dominatrix for Kinky BDSM Fun
    I'm Danny, a submissive male from St. Augustine, Florida, looking for a Dominant Female Mistress or Dominatrix to take control and show me the ways of submission. I crave being forced into submission and taught how to properly please a Mistress. Some of my favorite submissive kinks include rolepl...
  • Raunchy Shemale Looking for a Wild Time in St AugustineRaunchy 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...
  • Want to Fuck My Wife? LetWant to Fuck My Wife? Let's Swap in St Augustine Wife Swaps in St Augustine Attractive, adventurous and athletic couple in the St Augustine area seeks swinger hookups for social activities and the explore the local swinging lifestyle. He is Thomas, age 29, a self-employed graphic artist. Fit and trim, loves sex!  She is Heather, age 27, em...
  • Elisabeth waiting to be your QueenElisabeth 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...
  • Passionate Swingers Seeking Playmates in St. AugustinePassionate Swingers Seeking Playmates in St. Augustine Hello there, I'm Eloise from sunny St. Augustine, Florida. My husband and I are a fun-loving, open-minded couple who are always looking to add some spice to our already steamy sex life. We're both kink-friendly and love exploring new fantasies with like-minded individuals. You can find us on Free...
  • Trans Beauty Looking for Love in St. AugustineTrans 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...
  • Unleash Your Wildest Desires with Melamie from St. AugustineUnleash Your Wildest Desires with Melamie from St. Augustine Hey there, I'm Melamie from sunny St. Augustine, Florida. My husband and I are a friendly, open-minded couple who love to explore all kinds of kinks and fetishes. We believe in living life to the fullest and embracing our deepest desires. You can find us on swingers dating profiles under the memb...
  • Passionate Swingers Looking for Playmates in St AugustinePassionate Swingers Looking for Playmates in St Augustine Hello there, I'm Bethany from St Augustine, Florida. My husband and I are a fun-loving, open-minded couple who enjoy exploring our kinks and fantasies with like-minded individuals. We're always up for new adventures and love meeting new people who share our passion for the swinging lifestyle. You...
  • Raunchy Shemale Lillian Looking for Hot Fun in St AugustineRaunchy 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 friendsJasmin 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...
  • Explore Your Wildest Desires with Penni!Explore Your Wildest Desires with Penni! Hey there! I'm Penni from St. Augustine, and I have a unique fetish that I absolutely love - tickling! There's something about the sensation of being tickled that drives me wild. It's playful, intimate, and oh so much fun! I'm a friendly and open-minded person who loves to explore different kinks...
  • Unleash Your Wildest Desires with JadeUnleash Your Wildest Desires with Jade Hey there! I'm Jade from St. Augustine, Florida, and I have a unique fetish that will leave you wanting more. I absolutely love indulging in foot worship. There's something so sensual and intimate about having my feet pampered and adored. I'm a friendly and open-minded individual who loves to exp...
  • Explore Your Desires with Derron!Explore Your Desires with Derron! Hey there, folks of St. Augustine! It's your friendly neighbor, Derron, reaching out to you with an exciting proposition. I've got a unique fetish that I simply adore, and I'm looking for a like-minded Dominant woman to join me on this thrilling journey. Now, let me tell you what gets my heart ra...
  • Elegantly Transcendent Seeking ConnectionElegantly 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...
  • Submissive Male Seeks Dominatrix for Kinky FunSubmissive Male Seeks Dominatrix for Kinky Fun I'm Menard, a submissive male from St. Augustine, Florida, looking for a Dominant Female Mistress or Dominatrix to take control and show me the ways of proper submission. I can be found on FreeSexAds.com Alt profiles under username menardst53426. I crave being forced into submission and taught how...
  • Explore Your Desires with QuinnExplore Your Desires with Quinn Hey there, folks! It's your friendly neighbor Quinn from sunny St. Augustine, Florida, here to share something a little different with you. So, I've got this unique fetish that really gets my heart racing and my imagination soaring. Let me tell you all about it! You see, I'm a submissive guy who ...
  • Seeking Connection and AdventureSeeking 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...
  • Explore Your Wildest Desires with Romainst63604Explore Your Wildest Desires with Romainst63604 Hey there, I'm Romain from St. Augustine, Florida. I have a unique fetish that I absolutely love - I have a thing for role-playing as a naughty schoolboy. There's just something about being submissive and letting go of control that really gets me going. I'm looking for a Dominant woman who can ta...
  • 27 y/o Sexy Hung Crossdresser in St Augustine27 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 ...
  • Unleash Your Wildest Desires with Britta from St. Augustine!Unleash Your Wildest Desires with Britta from St. Augustine! Hey there, curious souls! I'm Britta, a vivacious vixen hailing from the enchanting city of St. Augustine, Florida. Together with my equally adventurous husband, we're ready to take you on an electrifying journey through pleasure and exploration. Imagine a world where inhibitions melt away, and f...
  • Young ebony submissive waiting to please the right Young ebony submissive waiting to please the right 'Sir' Submissive Ebony Woman for Sir Call or text me! Contact me for my recent pics and contact info. No drama, no games, these are my own 100% real pics MY GALLERY - @desireeXXsub...
  • Passionate Swingers Seeking Playmates in St. AugustinePassionate Swingers Seeking Playmates in St. Augustine Hello there, I'm Dode from St. Augustine, Florida. My husband and I are a fun-loving couple who enjoy exploring the kinkier side of life. We are open-minded and always up for new adventures in the lifestyle. You can find us on FreeSexAds.com Swingers Lifestyle Profiles under the username dodest6...
  • Submissive Male Seeks Dominatrix for Kinky BDSM FunSubmissive Male Seeks Dominatrix for Kinky BDSM Fun I'm Josef, a submissive male from St Augustine, Florida, looking for a Dominant Female Mistress or Dominatrix to take control and force me into submission. I crave the feeling of being dominated and taught how to properly please a Mistress. Some of the submissive kinks and fetishes I enjoy inclu...
  • Sweet and Sensual Transgender Beauty Looking for Love in St AugustineSweet 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!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 ...
  • Kinky Mistress Seeking Submissives for BDSM Roleplay and SpankingsKinky Mistress Seeking Submissives for BDSM Roleplay and Spankings I love exploring all kinds of fetishes and kinks, from bondage to foot worship. My name is Valaria and I am a dominant Mistress looking for willing submissives to play with. I enjoy the thrill of domination and the power exchange that comes with it. Whether you're into whippings, age play, or cro...
  • Explore Your Wildest Desires with Jeanna from St. AugustineExplore Your Wildest Desires with Jeanna from St. Augustine Hey there! I'm Jeanna, a friendly and open-minded woman from sunny St. Augustine, Florida. I have a unique fetish that I absolutely adore - tickling! There's something about the sensation of fingers dancing across my skin that drives me wild. I love exploring different kinks and fetishes, so if ...
  • Kinky Fetish Fun in St Augustine!Kinky Fetish Fun in St Augustine! Hey there, I'm Della and I'm on the hunt for some kinky fetish fun here in sunny St Augustine! I love exploring all sorts of wild and taboo kinks, from BDSM to roleplay, and everything in between. Whether you're into domination or submission, whippings or spankings, I'm game for it all. I have a p...
  • Explore Your Wildest Desires with BettaExplore Your Wildest Desires with Betta Hey there! My name is Betta and I have a unique fetish that I just can't get enough of. I love the feeling of silk against my skin, it's like a secret indulgence that only I know about. It makes me feel powerful and sexy in a way that nothing else can. I'm a friendly and open-minded person who lo...
  • Submissive Male Seeks Dominatrix for Kinky BDSM Fun<br>Submissive Male Seeks Dominatrix for Kinky BDSM Fun
    I'm Blaine from St. Augustine, Florida, and I'm a submissive male looking for a Dominant Female Mistress or Dominatrix to take control of me. I crave being forced into submission and taught how to properly please a Mistress. You can find me on FreeSexAds.com Alt profiles under username blainest376...
  • Join Lona for a Swinging Adventure in St Augustine!Join Lona for a Swinging Adventure in St Augustine! Hey there, I'm Lona from St Augustine, Florida. My husband and I are friendly, open-minded, and always up for exploring new kinks and fetishes. We love meeting like-minded individuals who share our passion for excitement and adventure. You can find us on swingers dating profiles under the member ...
  • Explore Your Wildest Desires with LibbeyExplore Your Wildest Desires with Libbey Hey there! My name is Libbey and I have a unique fetish that I absolutely love exploring. I am from St Augustine, Florida and I am always looking for new adventures in the world of kinks and fetishes. I am friendly, open-minded, and always up for trying something new. My favorite thing about my f...
  • Mistress seeks St Augustine male sub for BDSM and trainingMistress seeks St Augustine male sub for BDSM and training Mistress seeking male sub in St Augustine I am Mistress Velvet Sky. I use a variety of toys on My boys. You will be My submissive boy toy. I have a contract that We/we will mutually agree to in writing. We/we can hash this out if we decide to enter a Dom/sub relationship. I am not a game player, so...
  • Kinky Femdom Mistress Coralie Seeks Obedient Submissive for BDSM FunKinky Femdom Mistress Coralie Seeks Obedient Submissive for BDSM Fun Hello there, my name is Coralie and I am a strict Domina based in St. Augustine, Florida. I have a passion for exploring all things kinky and taboo, from whippings to forced crossdressing. If you are looking to surrender yourself completely to a powerful Mistress, then look no further. I enjoy a ...
  • Transcend into Love with RitaTranscend 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-DiscoveryA 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...
  • Tempting Delights Await with Lita43688! <br>Tempting Delights Await with Lita43688!
    Hey there, fellow kink explorers of St. Augustine! It's your friendly and open-minded Lita here, ready to share a unique fetish that sets my heart ablaze. Let me take you on a tantalizing journey into my world, where boundaries are pushed and pleasures know no limits. Now, I won't reveal what I l...
  • Superior Massage by gorgeous T-GirlSuperior 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...