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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April 2nd, 2025

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...

Transgender Beauty Looking for Love Hey there! I'm Lotti, a transgender cutie from Annapolis, Maryland. I love exploring the LGBTQ community and all the amazing people in it. If you're looking for someone fun and open-minded, that's me! You can check out my pics at my personal profile page @lottiann16129. I enjoy going on romantic ...

Unleash Your Desires with Bethanne from Annapolis! Hey there! 👋 I'm Bethanne, a fun-loving swinger from Annapolis, Maryland. Let me introduce you to my amazing husband, Jake. Together, we're a dynamic duo ready to explore all the exciting possibilities that swing our way! Now, let me paint a picture of what I look like. Picture a woman with fl...

Explore Your Desires with Donielle - Annapolis' Intriguing Mistress Hey there! 👋 Are you ready to embark on a thrilling journey of exploration and pleasure? Look no further, because I'm Donielle, a friendly and open-minded woman from Annapolis, Maryland. I have a unique fetish that sets my heart on fire, and I can't wait to share it with someone special like yo...

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...

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...

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...

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 ...

U.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 ...

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...

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...

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...

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...

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...

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...

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...

Passionate Swingers Looking for Playmates in Annapolis Hello there, I'm Jenni 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...

Passionate 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...

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...

Kinky Fetish Fun in Annapolis! Hey everyone, it's Beth from Annapolis, Maryland! I'm a kinky girl who loves to explore all sorts of fetishes and kinks. Whether you're into BDSM, domination, submission, roleplay, or anything else that gets your heart racing, I'm your girl! I have a few kinks that I absolutely love - whippings, sp...

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...

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...

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 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...

Kinky 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...

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...

Gorgeous, Passable Trans in Annapolis 😍 Gorgeous Passable Trans MtF for Man in Annapolis 😍 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!  I'm ...

DOMME 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...

Unleash Your Desires with Menard from Annapolis! Hey there, fellow kinksters of Annapolis! My name is Menard, and I've got a secret that's too tantalizing to keep to myself. Brace yourself for an adventure like no other, because I'm about to introduce you to my unique fetish! Picture this: a world where pleasure knows no bounds and inhibitions ...

Elegantly 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...

Passionate Annapolis Swingers Looking for Playmates Hello there, I'm Lynnelle from Annapolis, Maryland. My husband and I are a fun-loving, open-minded couple who enjoy exploring our kinkier side in the swingers lifestyle. We are always up for new adventures and meeting like-minded individuals who share our passion for pleasure. You can find us on ...

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 ...

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......

Raunchy Shemale Seeking Local Man for Wild Fun Looking for a hot stud who can handle a shemale like me? Well, look no further because Alyssa is here to fulfill all your wildest fantasies. I'm a naughty shemale from Annapolis, Maryland, seeking a local man for some mind-blowing sex and fun times. When it comes to getting down and dirty, I'm ...

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...

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...

Raunchy 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. ...

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...

Passionate Swingers Looking for Playmates Hello there, I'm Kaleena from Annapolis, Maryland. My husband and I are fun-loving, open-minded, and kink friendly swingers who are always up for a good time. We love to explore new experiences and push our boundaries in the lifestyle. You can find us on FreeSexAds.com Swingers Lifestyle Profiles...

Kinky Mistress seeking submissives for BDSM fun in Annapolis Are you looking for a dominant Mistress to fulfill all your kinky desires? Look no further, because I'm Didi, and I'm here to make all your wildest fantasies come true. Whether you're into whippings, domination, or roleplay, I'm ready to take control and show you a good time. I love exploring new...

Explore Your Desires with Pete in Annapolis! Hey there! I'm Pete, a friendly guy from Annapolis, Maryland, and I've got a unique fetish that I'd love to share with the right person. You might be wondering what it is, so let me tell you all about it! I have this incredible fascination for feet. Yep, you heard it right! Feet are like a work o...

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 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...

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...

Domme 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...

Rocky's Unique Fetish Hey there, I'm Rocky from Annapolis, Maryland. I have a unique fetish for being tickled with feathers. It's a sensation that drives me wild and makes me feel incredibly submissive. I love the feeling of helplessness and vulnerability it brings out in me. I'm a friendly and open-minded guy who lov...

Trans Man waiting for right date with hot beauty Handsome Trans Man for Dating in Annapolis Hey! Thanks for looking at my ad. This is the first time I've done this so bear with me plz. I am Jared, FtM trans man. I transitioned at age 25 and I just turned 30. Come and meet me!  Check my personal profile @FtMJared29 and say hi!&...

Kinky 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/...

Explore Kinks and Fetishes with Norma from Annapolis Hey there! I'm Norma, 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. Whether you're into role-playing, BDSM, or something else entirely, we're always up for trying new things. You can find us i...