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

  • August 3rd, 2025
  • 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...
  • August 2nd, 2025
  • Submissive Male Seeks Dominatrix for Kinky BDSM AdventuresSubmissive Male Seeks Dominatrix for Kinky BDSM Adventures Hey there, I'm Brooks from Annapolis, Maryland. I'm a submissive male looking for a Dominant Female Mistress or Dominatrix to force me into submission and teach me how to please a Mistress properly. I enjoy being spanked, role-playing scenarios, and exploring new kinks. I'm eager to try age play, cr...
  • 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...
  • 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...
  • Elisabeth waiting to be your QueenElisabeth waiting to be your Queen TRANSEXUAL FOR MAN IN THE Annapolis 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 Messag...
  • 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...
  • 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...
  • Seeking Local Man for Raunchy Shemale FunSeeking Local Man for Raunchy Shemale Fun I'm Odelia, a hot and horny shemale in Annapolis looking for a man who can handle all my dirty desires. I love being both top and bottom, giving blowjobs, getting my tight ass pounded, and sucking on a throbbing cock until it explodes with cum. I'm into sloppy gagging play, wild orgasms, and every...
  • Elegantly Transcendent Seeking ConnectionElegantly Transcendent Seeking Connection Hey there! I'm Chastity, a transgender woman living in Annapolis, Maryland. I love exploring the local art scene, trying out new restaurants like Iron Rooster and Preserve, and taking walks along the waterfront at Quiet Waters Park. I embrace my identity as a trans woman because it allows me to ...
  • Spark Up Some Magic with MinaSpark Up Some Magic with Mina Hey there! I'm Mina, a proud transgender woman from Annapolis, Maryland. I may not fit society's standards of beauty, but my confidence shines through in everything I do. You can check out my pics at my personal profile page @minaa13258. I love being part of the LGBTQ community because it allows ...
  • 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...
  • U.S. Swingers Clubs DirectoryU.S. Swingers Clubs Directory U.S. Swingers Clubs Directory at FreeSexAds.com Related Link: Meet Local Swingers U.S. Swingers Clubs Directory listings are free for swingers clubs. Are you looking for a sex club in your area? You’re in the right place! Browse our handy list to jump-start your search for great sex and new ...
  • Join Karalynn for a Wild Ride in Annapolis!Join Karalynn for a Wild Ride in Annapolis! Hey there, I'm Karalynn 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're always up for trying new things and meeting like-minded individuals who share our passion for adventure. You can find us on swingers ...
  • 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...
  • 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...
  • 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 ...
  • Join Sheila in Annapolis for an Unforgettable Swinging Experience!<br>Join Sheila in Annapolis for an Unforgettable Swinging Experience!
    Hey there, I'm Sheila 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're always up for trying new things and meeting new people who share our interests. You can find us in the swingers dating profiles under th...
  • Experience Female Domination with Mistress Cyndi in Annapolis!Experience Female Domination with Mistress Cyndi in Annapolis! Are you ready to submit to a powerful and kinky Dominatrix? Look no further, as I am Mistress Cyndi from Annapolis, Maryland, and I am here to fulfill all your Femdom fantasies. 🔥 Whether you crave strap-on play, pegging, whippings, or spankings, I will take control and guide you through a wo...
  • Join Maye and her Husband for Swinging Fun in Annapolis!Join Maye and her Husband for Swinging Fun in Annapolis! Hey there, I'm Maye 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 and sharing unforgettable experiences together. You can find us in the swingers dating profiles under the member nam...
  • 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 ...
  • Kinky Mistress Seeking Submissives for BDSM FunKinky Mistress Seeking Submissives for BDSM Fun My name is Abigail and I'm a kinky Mistress based in Annapolis, Maryland. If you're looking to explore your wildest fantasies and delve into the world of domination and submission, then look no further! I love to indulge in all things BDSM, from whippings to roleplay to spankings. I have a parti...
  • 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...
  • 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...
  • Hot Shemale in Annapolis Ready to PlayHot Shemale in Annapolis Ready to Play Are you looking for a wild time with a sexy shemale? Look no further, because I'm Wrennie and I'm here to fulfill all your dirty desires. I'm a horny shemale seeking a local man for some hot and steamy fun. Whether you're into getting your cock sucked, your ass pounded, or both at the same time, I...
  • 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...
  • Sexy Shemale Looking for Hot Fun in Annapolis!Sexy Shemale Looking for Hot Fun in Annapolis! Are you ready to get down and dirty with a horny shemale? I'm Jorrie, a sexy tranny from Annapolis looking for a local man who can handle all my naughty desires. I love to be on top, bottom, give blowjobs, get my ass played with, suck dick, have intense orgasms, role play, ride cock, feel a huge t...
  • Explore Your Wildest Desires with Sharona in Annapolis!Explore Your Wildest Desires with Sharona in Annapolis! Hey there! I'm Sharona, a friendly and open-minded woman from Annapolis who loves to explore all kinds of kinks and fetishes. One of my favorite fetishes is foot worship - there's something so sensual and exciting about having my feet adored and pampered. I love the feeling of power and control it...
  • 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 ...
  • HMU for Sex in AnnapolisHMU for Sex in Annapolis Newly Single and Ready to Mingle in Annapolis 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 Annapolis, Maryland area then message me @BarbieSingle28.      ...
  • 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...
  • Submissive Male Seeks Dominatrix for Kinky BDSM FunSubmissive Male Seeks Dominatrix for Kinky BDSM Fun Are you ready to dominate a submissive male named Hersh from Annapolis, Maryland? I'm looking for a strong and experienced Dominant Female Mistress or Dominatrix to force me into submission and teach me how to properly please a Mistress. I can be found in the Alt profiles under username hershanna728...
  • Local Shemale Looking for a Wild Time in Annapolis!Local Shemale Looking for a Wild Time in Annapolis! Hey there, I'm Leigh, a hot and horny shemale in Annapolis looking for a man who can handle all my dirty desires. I love to be on top, bottom, give blowjobs, get my ass played with, suck cock, ride hard and deep, and make you cum over and over again. I want to explore every kinky fantasy we can thin...
  • Elegantly Unique Transgender Beauty Looking for ConnectionElegantly Unique Transgender Beauty Looking for Connection Hey there! I'm Rennie, a proud transgender woman from Annapolis, Maryland. I may not fit society's standards of beauty, but I embrace my unique body type and ethnicity with confidence. Being part of the LGBTQ community has brought so much joy and authenticity into my life. I love exploring local ...
  • Raunchy Shemale Seeking Local Man for Wild FunRaunchy Shemale Seeking Local Man for Wild Fun Are you ready to get down and dirty with a sexy shemale named Mimi? I'm looking for a man in Annapolis who can handle all my naughty desires. I love being both top and bottom, giving mind-blowing blowjobs, getting my tight ass pounded, and riding a throbbing cock until we both explode in ecstasy. ...
  • Hot Shemale in Annapolis Looking for a Wild Time!Hot Shemale in Annapolis Looking for a Wild Time! Hey there, I'm Audie, a sexy shemale in Annapolis looking for a local man who can handle all my desires. I love to be on top, bottom, give blowjobs, get my ass played with, and ride a throbbing cock until we both explode with orgasms. I'm into sloppy gagging and cum play too - the dirtier, the bette...
  • 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...
  • Join Malanie for a Wild Ride in Annapolis!Join Malanie for a Wild Ride in Annapolis! Hey there, I'm Malanie from Annapolis, Maryland. My husband and I are friendly, open-minded, and always up for exploring new kinks and fetishes. We love to meet like-minded individuals who share our passion for adventure in the bedroom. You can find us on swingers dating profiles under the member...
  • 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...
  • Spark up some magic with me, Didi!Spark up some magic with me, Didi! Hey there, I'm Didi from Annapolis, Maryland. I'm a fun-loving transgender gal who enjoys exploring new places and meeting new people. I love being part of the LGBTQ community because it allows me to be my authentic self without any judgment. If you're looking for someone who is open-minded and fu...
  • Mistress Leila, Mature Mistress for sub in AnnapolisMistress Leila, Mature Mistress for sub in Annapolis Mistress Leila Annapolis Female Domination Mistress Leila is a strict and sensual FemDom with a decided taste for the extreme! I am accepting submissive male and female applicants. I enjoy foot worship, slave training, strap-ons and total control. See all the possibilities and lots more pics on my ...
  • FtM seeking Princess Bride in AnnapolisFtM seeking Princess Bride in Annapolis FtM seeking Woman in Annapolis Hi, I'm Andy, age 33, FtM transgender man living in Annapolis. 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 @AndyF...
  • Tempting Swingers Lifestyle: Seeking Passionate Playmates in AnnapolisTempting Swingers Lifestyle: Seeking Passionate Playmates in Annapolis Hello there, I'm Lynnell from Annapolis, Maryland. My husband and I are a fun-loving couple who enjoy exploring our kinkier side in the swinging lifestyle. We are open-minded, adventurous, and always up for some naughty fun. If you're looking to spice things up and explore your wildest fantasies, ...
  • 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...
  • Well Endowed Shemale for Man in AnnapolisWell Endowed Shemale for Man in Annapolis Hung Shemale for Man in Annapolis 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 uncen...
  • 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......
  • Explore Your Wildest Desires with Trula in Annapolis!Explore Your Wildest Desires with Trula in Annapolis! Hey there! I'm Trula, a friendly and open-minded gal from Annapolis, Maryland. I have a unique fetish that I absolutely adore - I love indulging in foot worship. There's something so sensual and intimate about having my feet pampered and adored. It's a feeling like no other! I'm always eager to e...
  • Elegant Transgender Beauty Seeking Connection in AnnapolisElegant Transgender Beauty Seeking Connection in Annapolis Hey there! I'm Kyla, a transgender woman from Annapolis, Maryland. I may not fit society's idea of "perfect," but I embrace my unique body type and ethnicity with pride. Being LGBTQ has taught me the importance of self-love and acceptance, and I'm looking for someone who appreciates that journey. ...
  • 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...
  • Kinky Fetish Seeker Ready to Explore New AdventuresKinky Fetish Seeker Ready to Explore New Adventures I'm Katheryn, a kinky fetish enthusiast based in Annapolis, Maryland. I love exploring all sorts of kinks and fetishes, from BDSM to age play. I enjoy experimenting with domination and submission dynamics, as well as indulging in roleplay scenarios that push boundaries. One of my favorite kinks i...
  • 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...