Eastern Shore, Maryland Alternative Sex Ads - BDSM, Trans & Swingers

Browse Eastern Shore, 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 Eastern Shore Submissive Experienced Dominatrix seeks submissive, ready and willing to learn discipline from a loving but strict Mistress. Contact me @ Eastern ShoreDommeX if you are available and willing to serve my needs. Available For: Discipline  Corporal Pu...
  • August 2nd, 2025
  • Discover the Intriguing World of Ross: Unleash Your DesiresDiscover the Intriguing World of Ross: Unleash Your Desires Hey there, curious souls of Eastern Shore, Maryland! Are you ready to embark on a thrilling journey into the realm of fetish? Look no further than Ross, your friendly neighborhood explorer of unique desires. ๐Ÿ‘‹๐ŸŒŸ Let me introduce myselfโ€”I'm Ross, an open-minded and submissive gentleman with...
  • Kinky Fetish Fun with Stacia from Eastern Shore, MarylandKinky Fetish Fun with Stacia from Eastern Shore, Maryland I've always had a wild side when it comes to exploring different kinks and fetishes. My name is Stacia, and I'm always on the lookout for new experiences that push my boundaries and fulfill my deepest desires. Whether you're into BDSM, domination, submission, roleplay, or anything in between, I'm ...
  • Kinky Fetish Fun with Enya from Eastern Shore, MarylandKinky Fetish Fun with Enya from Eastern Shore, Maryland I never thought I'd be the type to explore my deepest desires, but here I am, ready to dive into the world of fetish and kink. My name is Enya, and I'm looking for someone who can match my adventurous spirit. From BDSM to roleplay, I'm open to trying new things and pushing boundaries. I enjoy be...
  • Looking for Love and Adventure on the Eastern Shore!Looking for Love and Adventure on the Eastern Shore! Hey there! My name is Katharyn, and I'm a proud transgender woman living on the beautiful Eastern Shore of Maryland. ๐ŸŒ… I may not fit society's idea of a "perfect" body type, but hey, who needs perfection when you have uniqueness? ๐Ÿ˜‰ As for my ethnicity and nationality, let's keep that as a s...
  • Exploring Love and Adventure as a Transgender on the Eastern ShoreExploring Love and Adventure as a Transgender on the Eastern Shore Hey there! My name is Britni, and I'm thrilled to be putting myself out there in the dating world. ๐Ÿ’• As a transgender woman living on the beautiful Eastern Shore of Maryland, I'm excited to meet someone special who appreciates me for who I am. Being trans has taught me so much about self-accep...
  • Unleash Your Desires with Katleen from Eastern Shore, MarylandUnleash Your Desires with Katleen from Eastern Shore, Maryland Hey there! Are you ready to dive into a world of tantalizing fantasies and explore the depths of your desires? Well, look no further because I'm here to take you on an unforgettable journey. Allow me to introduce myself - I'm Katleen, your friendly and open-minded guide through the realm of fetish...
  • F/M seeking love and funF/M seeking love and fun Female to Male Trans Man in Eastern Shore 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 ...
  • Elisabeth waiting to be your QueenElisabeth waiting to be your Queen TRANSEXUAL FOR MAN IN THE Eastern Shore 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 Me...
  • Mistress Savannah in Eastern Shore // Domme seeking new subMistress Savannah in Eastern Shore // Domme seeking new sub Strict Mistress for sub in Eastern Shore 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 ...
  • 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...
  • Passionate Swingers Seeking PlaymatesPassionate Swingers Seeking Playmates Hello there, I'm Wren from Eastern Shore, Maryland. My husband and I are a fun-loving, open-minded couple who are kink friendly and always up for new adventures in the swingers lifestyle. We believe that life is too short not to explore our deepest desires and fantasies. You can find us on FreeSe...
  • Explore Your Wildest Desires with Crissy from Eastern ShoreExplore Your Wildest Desires with Crissy from Eastern Shore Hey there! I'm Crissy, a friendly and open-minded girl from Eastern Shore, Maryland. I have a unique fetish that I absolutely adore - I love exploring the world of Femdom. There's something so empowering about taking control and dominating a submissive male. It's like tapping into a whole new leve...
  • 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 ...
  • Passion Seekers in Eastern Shore, MarylandPassion Seekers in Eastern Shore, Maryland Hello there, I'm Regine from the beautiful Eastern Shore of Maryland. My husband and I are a fun-loving, open-minded couple who enjoy exploring our kinks and fantasies with like-minded individuals. We are active members of the swinging lifestyle community and always looking for new friends to join...
  • Sexy M2F Preop Trans, Lovely Surprise Waiting in my Panties ๐Ÿ’–๐Ÿ’–Sexy M2F Preop Trans, Lovely Surprise Waiting in my Panties ๐Ÿ’–๐Ÿ’– Preop Trans in Eastern Shore Hi! I'm Brandi, new TS in the Eastern Shore 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 hidin...
  • Unleash Your Wildest Desires with Netty from Eastern ShoreUnleash Your Wildest Desires with Netty from Eastern Shore Hey there! I'm Netty, a friendly and open-minded gal from Eastern Shore, Maryland. I have a unique fetish that sets my heart racing - I absolutely adore wearing fishnet stockings. There's something about the way they hug my legs and make me feel powerful and sexy that just drives me wild! I love ...
  • INTERACTIVE MAP: Kink Tracker in the Eastern Shore Area!INTERACTIVE MAP: Kink Tracker in the Eastern Shore Area! Eastern Shore Alt & Kink Hookups Meet locals to explore the alternative lifestyles scene in the Eastern Shore 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 variou...
  • Looking for Love and Adventure on the Eastern Shore!Looking for Love and Adventure on the Eastern Shore! Hey there! My name is Alyce, and I'm a transgender woman living in beautiful Eastern Shore, Maryland. ๐Ÿ’– I may not fit society's typical mold, but that's what makes me unique! I have a body that tells my own story, one of strength and resilience. Being transgender has taught me to embrace my tr...
  • Mistress seeks Eastern Shore male sub for BDSM and trainingMistress seeks Eastern Shore male sub for BDSM and training Mistress seeking male sub in Eastern Shore 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, s...
  • Explore Your Deepest Desires with Beverie from Eastern ShoreExplore Your Deepest Desires with Beverie from Eastern Shore Hey there, I'm Beverie from Eastern Shore, Maryland. I have a unique fetish that I absolutely love - I'm into foot worship! There's something about having my feet pampered and adored that really gets me going. I'm a friendly and open-minded person who loves to explore different kinks and fetishe...
  • Kinky Fetish Fun with Michelina from Eastern Shore, MarylandKinky Fetish Fun with Michelina from Eastern Shore, Maryland I'm Michelina and I'm all about exploring my wildest kinks and fetishes. From BDSM to domination and submission, I love it all. Whippings, roleplay, spankings, you name it, I'm into it. But I'm also open to trying new things and expanding my horizons. I have a particular interest in age play and ...
  • Tempting Ties: Explore Your Fantasies with Shaylyn from Eastern Shore, MarylandTempting Ties: Explore Your Fantasies with Shaylyn from Eastern Shore, Maryland Hey there! My name is Shaylyn and I'm a friendly and open-minded woman from Eastern Shore, Maryland. I wanted to share something exciting with you - I have a unique fetish that brings me so much pleasure and fulfillment. Let me tell you all about it! You see, my fetish is a little different, but ...
  • Explore Kinks and Fetishes with Lizabeth from Eastern ShoreExplore Kinks and Fetishes with Lizabeth from Eastern Shore Hey there, I'm Lizabeth from Eastern Shore, 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 living life to the fullest and enjoying every moment of it. If you're looking to spice things up and try new experiences,...
  • Tempting Offer: Explore My Unique Fetish with Marv from Eastern ShoreTempting Offer: Explore My Unique Fetish with Marv from Eastern Shore Hey there, I'm Marv from Eastern Shore, Maryland. I have a unique fetish that I absolutely love exploring. It's all about sensory deprivation and sensation play - the feeling of being completely at the mercy of someone else is such a thrill for me. I'm submissive by nature and would love to find a...
  • Passion Seekers Ready to Play in the Swinging LifestylePassion Seekers Ready to Play in the Swinging Lifestyle Hello there, I'm Vena from Eastern Shore, Maryland. My husband and I are fun-loving, open-minded, and kink friendly swingers looking to spice things up in the bedroom. We are always on the hunt for new adventures and exciting experiences that push our boundaries. You can find us on FreeSexAds.com...
  • Passionate Swingers Looking to PlayPassionate Swingers Looking to Play Hello there, I'm Clarette from Eastern Shore, Maryland. My husband and I are fun-loving, open-minded, and kink friendly swingers who are always up for a good time. We believe in exploring our desires and living life to the fullest. You can find us on FreeSexAds.com Swingers Lifestyle Profiles unde...
  • Spark a Connection with Renee from Eastern ShoreSpark a Connection with Renee from Eastern Shore Hey there! I'm Renee, a fun-loving transgender woman from the Eastern Shore area of Maryland. I may not fit society's typical mold, but that's what makes me unique and special. I embrace my LGBTQ identity and love connecting with others who appreciate authenticity. I enjoy exploring new places li...
  • Explore Your Wildest Desires with Gene from Eastern ShoreExplore Your Wildest Desires with Gene from Eastern Shore Hey there! I'm Gene, a fun-loving gal from Eastern Shore who has a unique fetish for wearing latex outfits. There's something about the sleek, shiny material against my skin that just drives me wild! I love the feeling of empowerment and confidence it gives me. I'm a friendly and open-minded pers...
  • Submissive Male Seeks Dominatrix for Kinky BDSM FunSubmissive Male Seeks Dominatrix for Kinky BDSM Fun I'm Marve from Eastern Shore, Maryland, and I'm a submissive male 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 marvee75983. I have always had a deep desire to explore my...
  • Submissive Male Seeks Dominatrix for Kinky AdventuresSubmissive Male Seeks Dominatrix for Kinky Adventures Are you a Dominant Female Mistress or Dominatrix looking for a willing submissive male to explore your deepest desires with? Look no further, because I'm Angie and I'm ready to submit to your every command. You can find me on FreeSexAds.com Alt profiles under username angiee57232. I crave the fe...
  • Passionate Swingers Seeking Playmates in Eastern Shore, MarylandPassionate Swingers Seeking Playmates in Eastern Shore, Maryland Hello there, I'm Anetta from Eastern Shore, Maryland. My husband and I are fun-loving, open-minded, and kink-friendly swingers looking to spice things up in the bedroom. We love exploring new adventures and sharing our passion with like-minded individuals who are not afraid to let loose and have a...
  • HMU for Sex in Eastern ShoreHMU for Sex in Eastern Shore Newly Single and Ready to Mingle in Eastern Shore 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 Eastern Shore, Maryland area then message me @BarbieSingle28.     &nb...
  • INTERACTIVE MAP: Transexual Tracker in the Eastern Shore Area!INTERACTIVE MAP: Transexual Tracker in the Eastern Shore Area! Local Trans Hookups Interactive Mapping Meet Local transexuals in the Eastern Shore 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...
  • Domme looking for male sub who wants to be ownedDomme looking for male sub who wants to be owned Domme for male sub in Eastern Shore 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 s...
  • Explore Your Wildest Desires with Lynnett from Eastern Shore, MarylandExplore Your Wildest Desires with Lynnett from Eastern Shore, Maryland Hey there! I'm Lynnett, and I have a unique fetish that I just can't get enough of. I love exploring the world of 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 a friendly and open-minded person who loves to dive...
  • Mistress Leila, Mature Mistress for sub in Eastern ShoreMistress Leila, Mature Mistress for sub in Eastern Shore Mistress Leila Eastern Shore 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...
  • FtM seeking Princess Bride in Eastern ShoreFtM seeking Princess Bride in Eastern Shore FtM seeking Woman in Eastern Shore Hi, I'm Andy, age 33, FtM transgender man living in Eastern Shore. 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&nbs...
  • Explore Your Wildest Desires with Chere from Eastern ShoreExplore Your Wildest Desires with Chere from Eastern Shore Hey there! I'm Chere, a fun-loving gal from Maryland with a unique fetish that I can't wait to share with you. I absolutely adore indulging in role-playing scenarios where I get to take charge and explore my dominant side. There's something so thrilling about being in control and watching my partn...
  • Well Endowed Shemale for Man in Eastern ShoreWell Endowed Shemale for Man in Eastern Shore Hung Shemale for Man in Eastern Shore 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 u...
  • 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 Eastern Shore Dominatrix Message Me Online: MistressKim4subEastern Shore Flogging...prostate...nipple play...force by... paddling...dress up play..humiliate... strap on...must obedience......
  • Submissive Male Seeks Dominatrix for Kinky AdventuresSubmissive Male Seeks Dominatrix for Kinky Adventures I'm Jordon, a submissive male from Eastern Shore, 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 jordone26116. I crave the feeling of being dominated and controlled by ...
  • TS M2F Top in Eastern ShoreTS M2F Top in Eastern Shore TS Top Seeking Man in Eastern Shore 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! ๐Ÿ˜ˆ  Love oral sex, anal sex and yummy kinks of all sorts. I love to explore kink...
  • Looking for Love and Adventure on the Eastern Shore!Looking for Love and Adventure on the Eastern Shore! Hey there, lovely people of Maryland! ๐Ÿ’– My name is Petra, and I'm a transgender woman living on the beautiful Eastern Shore. I wanted to put myself out there and see if I can find that special connection with someone who appreciates me for who I am. So here goes! I'm a free-spirited soul who e...
  • Euphoric Trans Beauty Seeking ConnectionEuphoric Trans Beauty Seeking Connection Hey there, I'm Maritsa from the Eastern Shore, Maryland. I'm a curvy Latina beauty who is proud to be transgender and part of the LGBTQ community. I love the feeling of authenticity and freedom that comes with embracing my true self. I'm looking for someone who appreciates me for who I am and en...
  • Tantalizing Temptress Seeking Submissive SoulsTantalizing Temptress Seeking Submissive Souls Hey there, I'm Kelsy from Eastern Shore, Maryland. I have a unique fetish that sets my heart on fire ๐Ÿ”ฅ. I love the feeling of silk against my skin and the power it gives me. Being in control and dominating is what gets me going ๐Ÿ’ช. But don't worry, I'm friendly and open-minded, always willing...
  • Explore Kinks and Fetishes with Alanah from Eastern ShoreExplore Kinks and Fetishes with Alanah from Eastern Shore Hey there! I'm Alanah, a female swinger from Eastern Shore, Maryland. My husband and I are a friendly and open-minded couple who love to explore all kinds of kinks and fetishes. Whether you're into BDSM, role-playing, or something else entirely, we're always up for trying new things. You can find...
  • Passionate Swingers Seeking Playmates on the Eastern ShorePassionate Swingers Seeking Playmates on the Eastern Shore Hey there, I'm Caitlin from Eastern Shore, Maryland. My husband and I are a fun-loving, open-minded couple who love to explore our kinks and fantasies with like-minded individuals. We are active members on FreeSexAds.com Swingers Lifestyle Profiles under the username caitlinea65442, so you can fin...
  • Gorgeous, Passable Trans in Eastern Shore ๐Ÿ˜Gorgeous, Passable Trans in Eastern Shore ๐Ÿ˜ Gorgeous Passable Trans MtF for Man in Eastern Shore ๐Ÿ˜ 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!  ...
  • 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 Eastern Shore 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 naugh...