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 7th, 2026

Submissive Male Seeks Dominatrix for Kinky BDSM Fun I'm Theodore from Annapolis, Maryland, and I'm a submissive male looking for a Dominant Female Mistress or Dominatrix to force me into submission. I crave being controlled and taught how to properly please a Mistress. Some of the submissive kinks and fetishes that I enjoy include roleplay, span...

Looking for Love and Adventure! Hey there, lovely folks of Annapolis! I'm Trudey, a proud transgender woman who's ready to dive into the exciting world of dating. 💕 Living in this charming city by the Chesapeake Bay has been such a joy, but now I'm eager to share my adventures with someone special. As for me, well, I come in...

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...

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...

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...

Submissive Male Seeks Dominatrix for Kinky BDSM Fun I never knew how much I craved being a submissive male until I discovered the world of BDSM. My name is Baxter, and I am seeking a Dominant Female Mistress or Dominatrix to force me into submission and teach me how to please a Mistress properly. I can't get enough of whippings, domination, and rol...

Passion Seekers in Annapolis! Hey there, I'm Vicki, a fun-loving and open-minded swinger from Annapolis, Maryland. My husband and I are always up for new adventures in the lifestyle, and we love meeting like-minded individuals who share our passion for exploration and pleasure. You can find us on FreeSexAds.com Swingers Lifes...

SHEMALE HOOKUPS! Wanna Have a Great Time in Annapolis, Maryland? HOT!  SHEMALE HOOKUPS  "The girl with a naughty little secret in her panties!" SIGNUP FREE: INSTANT ACCESS!  Shemale Profiles Browse Uncensored Photos, Swap Your Pics, Join Live Web Cams, Swap Private Messages, Sext & Hook Up! Join free for Instant Access to the Anna...

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...

Passionate Swingers Looking for Playmates in Annapolis Hello there, I am Bernardine 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 friends for some a...

Koressa's Kinky Desires I'm Koressa, a kinky lady from Annapolis, Maryland who loves to explore all sorts of fetishes and kinks. I have a passion for BDSM, domination, and submission. There's nothing more thrilling to me than the power dynamics at play during a session. Whippings, spankings, and roleplay scenarios really...

Explore Kinks and Fetishes with Sharla from Annapolis Hey there! I'm Sharla, 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 new to the lifestyle or a seasoned pro, we welcome you to join us on our naughty adventures. You can find us...

Raunchy Shemale Seeking Local Man for Wild Fun Hey there, I'm a sexy shemale named Maxie looking for a hot guy in Annapolis who can handle all my dirty desires. If you're ready to get down and dirty, then I'm the one for you. I love getting down and dirty with a man who knows how to please me in all the right ways. I'm into everything from pass...

Unleash Your Desires with Adelina from Annapolis! Are you ready to embark on a thrilling journey of pleasure and exploration? Look no further, for I am Adelina, an alluring female swinger hailing from the enchanting city of Annapolis, Maryland. With my husband by my side, we are a dynamic duo fueled by curiosity and an insatiable appetite for ne...

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 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...

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...

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 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 ...

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...

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...

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 ...

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...

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...

Passion Seekers in Annapolis - Meet Suzan and Her Husband for Swinging Fun! Are you ready to explore the wild side of the swinging lifestyle with a fun-loving couple from Annapolis, Maryland? Look no further because I, Suzan, along with my husband, are here to fulfill all your wildest fantasies. We are open-minded, kink-friendly, and always up for some naughty playtime. ...

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...

Join Justina for a Sensual Adventure in Annapolis Hello there! My name is Justina, and I am a female swinger from Annapolis, Maryland. My husband and I are a friendly and open-minded couple who love to explore kinks and fetishes. We enjoy meeting new people who share our interests and are always up for a good time. You can find us on swingers da...

Elegantly 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 Fun Hey boys, I'm Suzette, a hot shemale from Annapolis looking for a man who can handle all my naughty desires. I love getting down and dirty, so if you're into some kinky action, I'm your girl... err, shemale!When it comes to sex, I'm a total freak in the sheets. I love giving sloppy blowjobs, getting...

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...

Spark 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 ...

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 ...

Kinky Fetish Fun in Annapolis! Hey there, it's Terry from Annapolis, Maryland. I'm a wild and adventurous lady who loves exploring all kinds of kinks and fetishes. You can find me on FreeSexAds.com Alt profiles under username terryann38538. I have a passion for BDSM and domination, but I also enjoy roleplay, spankings, and age p...

Unleash Your Wildest Desires with Florence from Annapolis Hey there, I'm Florence 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 are looking to spice things up in the bedroom. You can find us in the swingers dating profiles under the mem...

Passionate Swingers Seeking Playmates in Annapolis Hello there, I'm Harmony, and my husband and I are fun-loving, open-minded, and kink friendly swingers from Annapolis, Maryland. We are always looking to expand our horizons and explore new adventures in the swinging lifestyle. Our passion for pleasure knows no bounds, and we are eager to connect ...

Passionate Swingers Seeking Playmates in Annapolis Hello there, I'm Joyan, a fun-loving and open-minded swinger from Annapolis, Maryland. My husband and I are always looking to spice things up and explore new adventures in the lifestyle. We are kink-friendly and love to indulge in all sorts of naughty fantasies. You can find us on FreeSexAds.com ...

Submissive Male Seeks Dominatrix for Kinky BDSM Fun I'm Darien, 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 darienann39168. I enjoy kinks such as whippings, do...

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...

Explore Your Desires with Waylan Hey there, folks of Annapolis! My name is Waylan and I've got a unique fetish that I can't wait to share with you. You see, I'm into something called "balloon popping." It might sound a bit different, but let me tell you why it's so exciting for me. When I see a balloon, my heart races with antic...