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

January 8th, 2026

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...

MEET LOCAL FREAKS - BDSM, Fetish, Femdom, & Kinksters [FREE PROFILES] Meet Local Freaks to Work Out Your Kinks! Your guide to the Annapolis bondage, femdom and fetish scene We live the kink lifestyle. We love the power, the submission and the kinky pleasures. Come meet local kinksters for friendship or passion.  thebdsmguide.com BDSM Femdom...

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...

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...

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...

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...

Meet Maryland Transexuals Online: Live Chat, Member Profiles, Photo Swaps & Local Trans Clubs Meet Maryland Transexuals Online!  Meet Maryland transexuals online at AmericanTransexuals.com. Our web development team includes transexual women and male trans admirers, so we have a unique understanding of transgender attraction. We have created an online community where you can meet Maryla...

A Sensual Journey of Self-Discovery Hey there, I'm Alanna, a transgender woman from Annapolis, Maryland. I may not fit society's norms, but that's what makes me unique and beautiful. Embracing my true self has been the most empowering journey of my life. I love connecting with others who appreciate authenticity and diversity. I enj...

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...

Discover the Sensual World of Silas in Annapolis! Hey there, fellow kinksters! I'm Silas, a friendly and open-minded guy from beautiful Annapolis, Maryland. Let me tell you about my unique fetish that makes my heart race and my imagination soar!I have this amazing fetish called Silas. It's all about Female Domination and crossdressing, which brings...

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 BDSM Fun I'm Josef, a submissive male from Annapolis, Maryland, looking for a Dominant Female Mistress or Dominatrix 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 josef81126. I have always had a deep desire to explor...

Explore Your Desires with Roselin Hey there, fellow kinksters of Annapolis! My name is Roselin, and I'm here to share a little secret with you. I have a unique fetish that sets my heart racing and my imagination on fire. Let me take you on a wild ride into the world of Femdom! Now, before we dive in, let me tell you a bit about m...

Elegantly Transgender Joana Looking for Love in Annapolis Hey there! I'm Joana, a transgender woman living in Annapolis, Maryland. I may not fit society's norms, but I embrace my uniqueness and love being part of the LGBTQ community. I enjoy exploring my city and trying out new restaurants like Iron Rooster or Vin 909 Wine Cafe. I'm looking for someone...

January 7th, 2026

Submissive Male Seeks Dominatrix for Kinky Fun I'm Ty, 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 tyann12687. I crave being forced into submission, learning how to please ...

Discover the Allure of Woodrow from Annapolis! Hey there! My name is Woodrow, and I want to share something unique about myself. I have a fascinating fetish that makes me feel alive and adventurous. It's called "Woodrow," and it involves exploring the world of wooden objects. 🌳 What do I love about my fetish? Well, there's something incred...

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...

Submissive Male Seeks Dominatrix for Kinky BDSM Fun
I'm Augustin, a submissive male from Annapolis, Maryland, looking for a Dominant Female Mistress or Dominatrix 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 augustinanna98468. I enjoy a variety of submissiv...

Submissive 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...

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...

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......

TS 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...

Interviewing 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...

Raunchy Shemale Looking for Hot Fun in Annapolis Are you ready to have the time of your life with a sexy shemale like me, Celeste? I'm looking for a local man who knows how to handle a tranny like me. I love getting down and dirty, so if you're into that too, we'll get along just fine. I'm into all sorts of kinky stuff, from giving sloppy blow...

Tempting 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...

Explore 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...

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...

Brandi 27 tall slim hot trans chick 8.5 inch Pre-op TS, fully functional in Annapolis 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 naughty f...

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...

Mistress 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...

Passion Seekers in Annapolis Hey there, I'm Leah, and my husband and I are on the hunt for like-minded individuals who share our passion for the swinging lifestyle. We're a fun-loving couple from Annapolis, Maryland, always looking to spice things up in the bedroom. You can find us on FreeSexAds.com Swingers Lifestyle Profil...

Raunchy Shemale Seeking Local Man for Hot Encounters in Annapolis Are you looking for a wild time with a sexy shemale in Annapolis, Maryland? Well, look no further because I'm Teena and I'm ready to fulfill all your dirty fantasies. I love getting down and dirty with a man who knows how to please me in all the right ways. From deepthroating your cock to riding y...

Elisabeth 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...

Submissive Male Seeks Dominatrix for Kinky BDSM Fun I'm Fabian, a submissive male from Annapolis, Maryland, looking for 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 fabian46618. I have always had a deep desire to exp...

Passionate Swingers Seeking Playmates in Annapolis Hello there, I'm Joan from Annapolis, 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 of the swinging lifestyle community and always looking for new friends to join us in our adventures....

Join Kerry for a Wild Ride in Annapolis! Hey there, I'm Kerry from Annapolis, Maryland. 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 adventure in the bedroom. You can find us in the swingers dating profiles under the memb...

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'...

Tempting 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...

Mistress 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...

Explore Your Wildest Desires with Devon from Annapolis Hey there, I'm Devon from Annapolis, and I have a unique fetish that I absolutely adore. I love being tickled! There's something about the sensation of someone else's touch on my skin that drives me wild. I am a submissive guy who would love to spend time with a Dominant woman who can fulfill my d...

Passionate Swingers Seeking Playmates in Annapolis Hello there, I'm Rosella 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 lifestyle community and always looking to connect with new playmates who share ou...

Sexy Shemale Darya Looking for Hot Fun in Annapolis Are you ready to experience the ultimate pleasure with a naughty shemale like me? I'm Darya, a kinky tranny from Annapolis who loves to get down and dirty with a local man. If you're into wild and raunchy sex, then I'm the perfect match for you. I enjoy everything from deepthroating your cock to ...

Kinky 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...

Kinky Fetish Fun in Annapolis! My name is Alyse and I'm a kinky fetish enthusiast looking for some like-minded individuals to explore our wildest desires together. I have always been drawn to the world of BDSM, domination, and submission. There's something about the power dynamics and the thrill of pushing boundaries that reall...

Passionate Swingers Seeking Playmates in Annapolis Hey there, I'm Karen 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're always up for new adventures and love meeting new people who share our passion for the swinging lifestyle. You can ...

Submissive Male Seeks Dominatrix for Kinky BDSM Fun
I'm Jae, a submissive male from Annapolis, Maryland, looking for a Dominant Female Mistress or Dominatrix to force me into submission. I crave being dominated and taught how to properly please a Mistress. You can find me on FreeSexAds.com Alt profiles under username jaeanna15395. I have a variety...

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...

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...

Explore Kinks and Fetishes with Stacee in Annapolis! Hey there, I'm Stacee 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 that life is too short to not indulge in our deepest desires. Whether you're into BDSM, role-playing, or something else entirely, w...