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!

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January 6th, 2026

Kinky Mistress Seeking Submissives for BDSM Fun I'm Andy, a dominant Mistress from Annapolis, Maryland, looking for submissives who are ready to explore their deepest desires with me. I love all things kinky and taboo, from whippings to roleplay to age play. Nothing is off-limits when you're with me. If you're into spankings, crossdressing, or...

New Body New Me M2F post-op in Annapolis 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 Natas...

Submissive 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...

Hot 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...

Well 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...

Shemale 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...

Submissive Male Seeks Dominatrix for Kinky Pleasures I'm Harald, a submissive male from Annapolis, Maryland, looking for a Dominant Female Mistress or Dominatrix to take control and guide me into the world of submission. I crave being forced into my place and taught how to properly please a Mistress. Some of my favorite submissive kinks include w...

Seeking 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, ...

Tempting Submissive Seeks Dominant Woman Hey there, folks of Annapolis, Maryland! My name is Fitz, and I have a unique fetish that sets my heart racing and my mind spinning. Allow me to share it with you in this informal letter-like ad. I must admit, being submissive is what truly ignites my passion. There's something incredibly thrilli...

Passionate Swingers Seeking Playmates in Annapolis! Hey there, I'm Daniele, and my husband and I are a fun-loving, open-minded couple from Annapolis, Maryland. We're always looking to spice things up and explore our kinkier side with like-minded individuals who share our passion for the swinging lifestyle. You can find us on FreeSexAds.com Swinger...

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...

F/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...

Passionate Swingers Seeking Playmates in Annapolis Hello there, I'm Margot, a fun-loving and open-minded swinger from Annapolis, Maryland. My husband and I are always on the lookout for new friends to join us in exploring our kinks and desires. We believe that life is too short not to indulge in all the pleasures it has to offer. You can find us ...

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 ...

Explore Kinks and Fetishes with Celia in Annapolis Hey there, I'm Celia 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 living life to the fullest and enjoying every moment of it. You can find us on swingers dating profiles under the member name cel...

Elegantly 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...

Jasmin 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...

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...

Join Saundra from Annapolis for a Sensual Adventure Hey there, I'm Saundra and my husband and I are on the lookout for like-minded individuals who are ready to explore their wildest fantasies with us. We're a friendly couple from Annapolis, Maryland, who love to push boundaries and delve into all sorts of kinks and fetishes. Whether you're a season...

Mistress has opening for a male submissive training in Annapolis area Mistress Seeks submissive male in Annapolis Mistress seeks submissive male for training in Annapolis. Are you a sub and available evenings or weekends? Some weekdays are available upon request. Our first few meetings will decide if we can work together and we will come to a written agreement after ...

Kinky 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 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 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 Isobel from Annapolis! Hey there, I'm Isobel and I have a unique fetish that I absolutely adore. I love the feeling of silk against my skin, it's like a sensual caress that sends shivers down my spine. The way it glides over my body makes me feel so sexy and empowered. I'm a friendly and open-minded person who loves to...

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...

Explore 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...

Gino'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...

Discover the Alluring World of Worth Hey there, Annapolis! I'm Worth, and I've got a secret that's just begging to be shared. Brace yourself for an adventure into the tantalizing world of fetishes! But before we dive in, let me tell you a little about myself. I'm a friendly guy from Annapolis who loves exploring all things kinky and...

Erotic Temptation: Seeking Connection in Annapolis Hey there! I'm Mandy, a transgender woman from Annapolis, Maryland. 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. I'm looking for someone special to share fun times and meaningful ...

Raunchy Shemale Seeking Local Man for Wild Fun Are you looking for a hot shemale to fulfill all your wildest fantasies? Look no further, because I'm here to make all your dreams come true. My name is Susi and I'm a sexy shemale from Annapolis, Maryland who loves to play dirty. If you're into wild and kinky sex, then I'm the perfect match for y...

Submissive 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...

TS Asian lady ready for upscale action (28) Asian Transexual Lady for Man in Annapolis Hot and sexy Asian transexual, fully functional and wants to play with you! Message RubyTS4male...

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...

Explore the Forbidden with Nevin from Annapolis! Hey there, curious souls of Annapolis! My name is Nevin, and I've got a secret that might just pique your interest. Brace yourself for a tantalizing journey into the world of fetishism! 😏 Now, let me tell you about my unique fetish - it's like my own personal superpower. I get a thrill from ex...

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...

Explore Your Wildest Desires with Lynn from Annapolis Hey there! I'm Lynn, a fun and adventurous girl from Annapolis who has a unique fetish for wearing latex. There's 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 always open to trying new things and exploring di...

Passionate Swingers Seeking Playmates in Annapolis Hello there, I'm Lilian from Annapolis, 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 community and love to connect with new friends who share our passion for the lifes...

Mistress 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 ...

Explore 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...

Swinging Couple in Annapolis, New to the Lifestyle Swinging Couple in Annapolis We are a swinging couple in Annapolis, Maryland. 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 guy thi...

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...

Experienced 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...

Superior 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...

Passion Seekers in Annapolis Hey there, I'm Robbin, a sexy and adventurous swinger from Annapolis, Maryland. My husband and I are fun-loving, open-minded, and kink friendly. We love exploring new experiences and meeting like-minded couples who share our passion for the swinging lifestyle. You can find us on FreeSexAds.com Sw...

Passionate Swingers Seeking Playmates in Annapolis Hello there, I'm Dodi, and my husband and I are on the hunt for some like-minded individuals to join us in exploring the exciting world of swinging. We're a fun-loving couple from Annapolis, Maryland, who are open-minded, kink-friendly, and always up for a good time. We love to indulge in our wi...

Submissive Male Seeks Dominatrix for Kinky BDSM Fun I'm Gill, a submissive male from Annapolis, Maryland who is eager to find a Dominant Female Mistress or Dominatrix to force me into submission and teach me how to properly please a Mistress. I can be found on FreeSexAds.com Alt profiles under username gillan90929. I have always been drawn to the...

Submissive 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...

Kinky Fetish Fun in Annapolis My name is Christi and I'm a naughty little minx from Annapolis, Maryland who loves to explore all kinds of kinky fetishes. Whether you're into BDSM, domination, submission, roleplay, or anything in between, I'm your girl! I enjoy whippings, spankings, age play, and even some humiliation if that'...

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 ...

Want 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...