Annapolis, Maryland Alternative Sex Ads - BDSM, Trans & Swingers

Browse Annapolis, Maryland 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!

Home / Alternative Sex Ads /

Show Ads In: Annapolis | Baltimore | Eastern Shore | MD suburbs of DC | Southern MD | Western MD

  • April 7th, 2026
  • Explore Your Wildest Desires with AlliExplore Your Wildest Desires with Alli Hey there, I'm Alli from Annapolis, Maryland. I have a unique fetish that I absolutely adore - latex clothing! There's just something about the tight, shiny material against my skin that drives me wild. I love the way it makes me feel powerful and sexy. I'm a friendly and open-minded person who l...
  • F/M seeking love and funF/M seeking love and fun Female to Male Trans Man in Annapolis 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 g...
  • SWINGERS SEX NETWORK  Locals Join Free! SWINGERS SEX NETWORK Locals Join Free! LOCAL SWINGERS FORUM Swingers, Swaps, Threesomes, Groups & Sex Clubs! Local Swingers | Pic Exchange | Sext with Members  1. Signup Free for instant access2. Chat up hot locals & swap pics 3. Arrange local swing hookups!   KenNKat: ...
  • Seeking Kinky Playmates for BDSM FunSeeking Kinky Playmates for BDSM Fun Are you looking for someone to explore your deepest desires with? Look no further, because I'm Monika and I'm ready to make all your wildest fantasies come true. I'm a kinky fetish enthusiast from Annapolis, Maryland, and I love everything from whippings to age play. I enjoy exploring new kinks ...
  • Passionate Swingers Seeking PlaymatesPassionate Swingers Seeking Playmates Hello there, I'm Halie from Annapolis, Maryland. My husband and I are a fun-loving, open-minded couple who enjoy exploring all aspects of the swinging lifestyle. We're always up for new adventures and love meeting like-minded individuals who share our passion for pleasure. We can be found on Free...
  • Domme looking for male sub who wants to be ownedDomme looking for male sub who wants to be owned Domme for male sub in Annapolis I am Mistress Danielle. FemDom is My lifestyle, not something I do merely for fun. I have an opening in My dungeon for a submissive male. Send your photo along with an explanation of your kinks and fetishes and how you believe you can serve Me.  This is a serio...
  • Explore Your Wildest Desires with Murial from AnnapolisExplore Your Wildest Desires with Murial from Annapolis Hey there! My name is Murial and I have a unique fetish that I absolutely love. I enjoy exploring the world of Femdom, where I can take control and dominate my submissive partner. It's such a thrilling experience for me, and I love the power dynamics involved. I'm a friendly and open-minded perso...
  • Kinky Dominatrix seeks puppy to train Kinky Dominatrix seeks puppy to train DOMINATRIX SEEKS PUPPY TO TRAIN  Are you the submissive little puppy I have been looking for? I am A Power Domme looking for the one to meet my needs. I am on this site, because I know too often you seek an escape... with someone you can relinquish your power to. I know there's a lot of pressu...
  • Elegantly Unique Trans Beauty Looking for LoveElegantly Unique Trans Beauty Looking for Love Hey there! I'm Ruthie, a transgender girl from Annapolis, Maryland. I may not fit society's standards of beauty, but my unique body type and ethnicity make me stand out in a crowd. I love being part of the LGBTQ community because it allows me to express myself freely and authentically. I enjoy lo...
  • Submissive Male Seeks Dominatrix for Kinky BDSM AdventuresSubmissive Male Seeks Dominatrix for Kinky BDSM Adventures Are you a powerful Dominant Female Mistress looking for a submissive male to bend to your will? Look no further, because I'm Mathias, a willing servant ready to be trained in the art of submission. I can be found on FreeSexAds.com Alt profiles under username mathiasan75105. I crave the feeling of...
  • Submissive Male Seeks Dominatrix for Kinky ShepardSubmissive Male Seeks Dominatrix for Kinky Shepard's Fantasies I'm Shepard, a submissive male from Annapolis, Maryland, 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 shepardann87649. I crave being dominated and forced into submission...
  • Explore Your Deepest Desires with Marven from AnnapolisExplore Your Deepest Desires with Marven from Annapolis Hey there, I'm Marven and I have a unique fetish that I absolutely love. I adore being tickled and teased, feeling completely vulnerable and at the mercy of a dominant woman. It's such a thrilling experience for me! I'm a friendly guy from Annapolis, Maryland who is always open-minded and eager t...
  • Passion Seekers in AnnapolisPassion Seekers in Annapolis Hello, I'm Charita, a fun-loving and open-minded swinger from Annapolis, Maryland. My husband and I are always up for new adventures and exploring our kinkier side. We love meeting like-minded individuals who share our passion for the swinging lifestyle. You can find us on FreeSexAds.com Swingers...
  • Tempting Julienne: Explore My Unique Fetish with MeTempting Julienne: Explore My Unique Fetish with Me Hey there! I'm Julienne from Annapolis, Maryland, and I have a unique fetish that I absolutely adore. I love the feeling of silk against my skin and the way it makes me feel so sensual and empowered. It's like a secret indulgence that only a few lucky people get to experience with me. I'm a frien...
  • Explore Your Deepest Desires with Sarena from AnnapolisExplore Your Deepest Desires with Sarena from Annapolis Hey there! I'm Sarena, a friendly and open-minded girl from Annapolis who loves to explore all kinds of kinks and fetishes. One of my favorite things is my fetish for wearing latex clothing. The way it hugs my body and makes me feel powerful and sexy really turns me on. I'm always looking to try...
  • INTERACTIVE MAP: Kink Tracker in the Annapolis Area!INTERACTIVE MAP: Kink Tracker in the Annapolis Area! Annapolis Alt & Kink Hookups Meet locals to explore the alternative lifestyles scene in the Annapolis area. Meet members for friendship or to begin exploring the tantalizing world of kink! View our interactive map below to meet local Alt members who want to meet locals to explore various kinks ...
  • Superior Massage by gorgeous T-GirlSuperior Massage by gorgeous T-Girl T-Girl for Dating in Annapolis 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: GayleT...
  • Looking for Love and Adventure!Looking for Love and Adventure! Hey there! My name is Cher, and I'm a transgender woman living in beautiful Annapolis, Maryland. 🌸 I may not have the body type of a supermodel, but I embrace my own unique curves and feel confident in my own skin. 💃🏻 As for my ethnicity and nationality, let's just say I'm a delightful m...
  • Mistress Savannah in Annapolis // Domme seeking new subMistress Savannah in Annapolis // Domme seeking new sub Strict Mistress for sub in Annapolis I am a strict Mistress, currently accepting applications for subs. My time is precious to Me and I won't waste it on people who are not serious about this. I am tall, slender and have long silky hair. My calm demeanor doesn't give away My desire to strongly puni...
  • MISTRESS KIM IS HERE TO DOMINATE YOU.... Seeking new worthy, generous submissiveMISTRESS KIM IS HERE TO DOMINATE YOU.... Seeking new worthy, generous submissive Mistress Kim Annapolis Dominatrix Message Me Online: MistressKim4subAnnapolis Flogging...prostate...nipple play...force by... paddling...dress up play..humiliate... strap on...must obedience......
  • MeggyMeggy's Kinky Fetishes and Desires Hey there! I'm Meggy from Annapolis, Maryland, and I have some wild kinks and fetishes that I love exploring. You can find me in the FreeSexAds.com Alt profiles under username meggyan14105. I enjoy BDSM, domination, submission, roleplay, spankings, and so much more. 🖤 I get a thrill out of being...
  • Unleash Your Wildest Desires with Aime from Annapolis!Unleash Your Wildest Desires with Aime from Annapolis! Looking for a thrilling adventure that will leave you breathless? Look no further, because I'm Aime, your ticket to a world of pleasure and exploration. Nestled in the beautiful city of Annapolis, Maryland, my husband and I are eager to embark on unforgettable experiences with like-minded individu...
  • Want to Fuck My Wife? LetWant to Fuck My Wife? Let's Swap in Annapolis Wife Swaps in Annapolis Attractive, adventurous and athletic couple in the Annapolis 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, employed...
  • GinoGino's Submissive Side Hey there, I'm Gino from Annapolis, Maryland. I have a unique fetish that I absolutely love - being tickled! The feeling of being completely at the mercy of someone else's touch is such a thrill for me. I am a submissive guy who would love to spend time with a Dominant woman who can fulfill my des...
  • Interviewing for new submissive for evenings and/or weekendsInterviewing for new submissive for evenings and/or weekends Domme Woman for sub male in Annapolis I need a new male subbie who can come 'do' stuff around My house in exchange for some ass beating and gentle torture. This is not a game, but it is fun. We/we will need something in writing so We/we understand each other's places and we will need to come to a m...
  • Hot Shemale in Annapolis Ready to Play and FuckHot Shemale in Annapolis Ready to Play and Fuck I'm a horny shemale looking for a local man who can handle all my desires. My name is Alice, and I love nothing more than getting down and dirty with a sexy guy who knows how to please me. If you're into wild nights filled with pleasure, then I'm the one for you. I enjoy being both top and bottom...
  • Tempting Sascha from AnnapolisTempting Sascha from Annapolis Hey there! I'm Sascha, a friendly and open-minded gal from Annapolis with a unique fetish. I absolutely love exploring different kinks and fetishes, and I have a particular fascination with Femdom. There's something so empowering about taking control and dominating a submissive male. It's like tap...
  • Explore Kinks and Fetishes with Brigid from AnnapolisExplore Kinks and Fetishes with Brigid from Annapolis Hey there! I'm Brigid, a female swinger from Annapolis, Maryland. My husband and I are a friendly and open-minded couple who love to explore all kinds of kinks and fetishes. We enjoy meeting new people who share our adventurous spirit and are always up for trying new things. You can find us in th...
  • Explore Your Wildest Desires with AlydaExplore Your Wildest Desires with Alyda Hey there! I'm Alyda, a friendly and open-minded woman from Annapolis, Maryland. I have a unique fetish that I absolutely adore - I love the feeling of silk against my skin. There's something so sensual and luxurious about it that just drives me wild! I'm always up for exploring new kinks and fe...
  • Experienced Femdom Mistress in Annapolis Seeks Submissive Men for Kinky FunExperienced Femdom Mistress in Annapolis Seeks Submissive Men for Kinky Fun Are you ready to submit to a powerful and dominant woman? Look no further, as I am Mistress Jacquelin, a skilled Dominatrix based in Annapolis, Maryland. I thrive on exploring various kinks and fetishes with my submissives, pushing boundaries and testing limits along the way. From strap-ons and pe...
  • Submissive Male Seeks Dominatrix for Kinky AdventuresSubmissive Male Seeks Dominatrix for Kinky Adventures My name is Bo and I am a submissive male from Annapolis, Maryland. I am on the hunt for a Dominant Female Mistress or Dominatrix who can force me into submission and teach me how to properly please a Mistress. You can find me on FreeSexAds.com Alt profiles under username boann76381. I have always...
  • Tempting Adventures Await with Sandy from AnnapolisTempting Adventures Await with Sandy from Annapolis Hello there! My name is Sandy and I am a female swinger from Annapolis, Maryland. My husband and I are a friendly and open-minded couple who love to explore all kinds of kinks and fetishes. We believe in creating a safe and exciting space for like-minded individuals to come together and indulge in...
  • Elegantly Transgender in AnnapolisElegantly Transgender in Annapolis Hey there! I'm Verna, a proud transgender woman living in Annapolis, Maryland. 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 genuine, kind-hearted, and loves to laugh, then I'm yo...
  • Seeking a Connection in AnnapolisSeeking a Connection in Annapolis Hey there, I'm Cayla, a fun-loving transgender gal from Annapolis, Maryland. I may not fit society's standards of beauty, but I embrace my unique body type and love being part of the LGBTQ community. If you're looking for someone who is confident in their own skin and loves to explore new places, ...
  • Jasmin T-girl Ready to make friendsJasmin T-girl Ready to make friends Want to Meet a T-Girl in Annapolis? 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...
  • Mistress seeks Annapolis male sub for BDSM and trainingMistress seeks Annapolis male sub for BDSM and training Mistress seeking male sub in Annapolis 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 pl...
  • Kinky Fetish Fun in Annapolis, MarylandKinky Fetish Fun in Annapolis, Maryland My name is Riane and I am a kinky fetish enthusiast from Annapolis, Maryland. I love exploring all sorts of naughty desires and pushing boundaries in the bedroom. You can find me on FreeSexAds.com Alt profiles under username rianeann72582. I have always had a fascination with BDSM and domination/...
  • Kinky Fetish Seeker in AnnapolisKinky Fetish Seeker in Annapolis My name is Romy and I'm a kinky fetish enthusiast from Annapolis, Maryland. I love exploring all kinds of fetishes and kinks, from BDSM to roleplay to age play. There's nothing that gets me more excited than diving into the world of domination and submission with like-minded individuals. I enjoy...
  • Shemale Nightclubs Near You in Annapolis, MarylandShemale Nightclubs Near You in Annapolis, Maryland Shemale Nightclubs Near You in Annapolis, Maryland Shemale Clubs Near You in Annapolis, Maryland 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 i...
  • Sexy M2F Preop Trans, Lovely Surprise Waiting in my Panties 💖💖Sexy M2F Preop Trans, Lovely Surprise Waiting in my Panties 💖💖 Preop Trans in Annapolis Hi! I'm Brandi, new TS in the Annapolis 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 ...
  • Explore Your Desires with Rogers87284Explore Your Desires with Rogers87284 Hey there, folks of Annapolis, Maryland! It's your friendly neighborhood guy, Rogers87284, ready to share a secret with you. Are you curious about my random fetish? Well, let me tell you all about it! I've always had a thing for role-playing and being submissive. There's something exhilarating ab...
  • Kinky Fetish Fun in Annapolis, MarylandKinky Fetish Fun in Annapolis, Maryland Hey there! My name is Genny and I'm a naughty little vixen looking for some kinky fun in Annapolis. I have a few fetishes that really get me going, like BDSM, domination, and roleplay. I love being a Mistress and taking control of my submissives. Whippings, spankings, and humiliation are all part...
  • Unleash Your Wildest Desires with Lindsay from Annapolis!Unleash Your Wildest Desires with Lindsay from Annapolis! Hey there, naughty adventurers! I'm Lindsay, a vivacious female swinger hailing from the charming city of Annapolis, Maryland. Together with my incredibly open-minded husband, we're here to take you on a tantalizing journey through the world of pleasure and exploration. We believe that life is to...
  • Submissive Male Seeks Dominatrix for Kinky FunSubmissive Male Seeks Dominatrix for Kinky Fun I'm Thaxter, a submissive male from Annapolis, Maryland, looking for a Dominant Female Mistress or Dominatrix to take control and show me the ways of submission. I can be found on FreeSexAds.com Alt profiles under username thaxterann12098. I crave being forced into submission and taught how to pro...
  • INTERACTIVE MAP: Transexual Tracker in the Annapolis Area!INTERACTIVE MAP: Transexual Tracker in the Annapolis Area! Local Trans Hookups Interactive Mapping Meet Local transexuals in the Annapolis 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...
  • Kinky Fetish Fun in Annapolis!Kinky Fetish Fun in Annapolis! Are you ready to explore all your wildest fantasies with a kinky mistress named Rhonda? I love indulging in all things BDSM, domination, and submission. Whippings, roleplay, spankings – you name it, I'm into it! But I'm also open to exploring new kinks and fetishes, so don't be shy about sharing...
  • TS M2F Top in AnnapolisTS M2F Top in Annapolis TS Top Seeking Man in Annapolis 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 an...
  • DOMME AVAILABLE for private Femdom and DISCIPLINEDOMME AVAILABLE for private Femdom and DISCIPLINE Experienced Dominatrix for Annapolis Submissive Experienced Dominatrix seeks submissive, ready and willing to learn discipline from a loving but strict Mistress. Contact me @ AnnapolisDommeX if you are available and willing to serve my needs. Available For: Discipline  Corporal Punishment...
  • Kinky Fetish Fun in Annapolis!Kinky Fetish Fun in Annapolis! Hey there! I'm Shani, and I'm a kinky girl from Annapolis, Maryland looking for someone to explore all my fetishes and kinks with. I love experimenting with different roleplay scenarios, especially ones involving domination and submission. Whippings, spankings, and age play all get me hot and bother...
  • Submissive Male Seeks Dominatrix for Kinky FetishesSubmissive Male Seeks Dominatrix for Kinky Fetishes I'm Burt, a submissive male from Annapolis, Maryland, looking for a Dominant Female Mistress to force me into submission and teach me how to please a Mistress properly. I can be found on FreeSexAds.com Alt profiles under username burtanna60884. I enjoy exploring various kinks and fetishes, includi...