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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September 30th, 2025

Join Maye and her Husband for Swinging Fun in Annapolis! Hey there, I'm Maye 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 enjoy meeting new people and sharing unforgettable experiences together. You can find us in the swingers dating profiles under the member nam...

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...

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...

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...

27 y/o Sexy Hung Crossdresser in Annapolis Hung Crossdresser for Male in Annapolis Hey, I go by Selena when I'm cross dressed. I love being feminine and servicing my man!, I'm age 27, well hung and so cute when I'm dressed up!! What more could you want in a gurl?!! View my pics and message me @Selena27femCD so we can talk and meet for a sex...

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 ...

Kinky Fetish Fun with Lydia from Annapolis Hey there, it's Lydia! I'm a naughty little vixen looking for someone to explore all my wildest kinks and fetishes with. I love everything from BDSM to roleplay, and I'm always up for trying something new. Whether you're into domination or submission, spankings or whippings, I'm your girl.You can fi...

Join Emili for a Sensual Adventure in Annapolis Hello there, I'm Emili 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. If you're looking for a safe and judgment-free space to explore your...

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...

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...

Unleash Your Wildest Desires with Lane from Annapolis! Hey there, fellow adventurers! My name is Lane, and I'm excited to share a little about myself and my hubby. We're a friendly, open-minded couple hailing from the beautiful city of Annapolis, Maryland. Let me give you a sneak peek into our world! First things first, let me tell you what I look li...

Passionate Swingers Seeking Playmates in Annapolis! Hello there, I'm Lacee, a sultry wife who loves to indulge in the swinging lifestyle with my husband. We are a fun-loving, open-minded couple from Annapolis, Maryland, always on the lookout for like-minded individuals to join us for some steamy adventures. You can find us in the FreeSexAds.com Swi...

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 ...

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...

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...

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...

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...

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...

Join Jonell for a Night of Sensual Exploration Hello there! My name is Jonell 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 judgment-free space where everyone can indulge in their deepest desires. ...

A Taste of Annapolis with Gwenneth Hey there! I'm Gwenneth, a proud transgender woman from Annapolis, Maryland. I may not fit society's idea of "perfect," but I embrace every curve and angle of my unique body. 🌈 I love being part of the LGBTQ community because it allows me to be my authentic self without any judgment or restric...

Let's Dance Under the Stars Together Hey there, I'm Lila from Annapolis, Maryland. I'm a curvy Latina beauty who loves embracing my transgender identity. Being part of the LGBTQ community brings so much joy and authenticity to my life. I enjoy exploring new places, trying different cuisines, and dancing the night away. I'm looking f...

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 ...

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...

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 ...

Unleash Your Dominant Side with Terence from Annapolis Hey there, I'm Terence from Annapolis! I have a unique fetish that I absolutely love exploring. I enjoy being submissive and would love to find a Dominant woman to spend time with. My fetish allows me to fully embrace my submissive side and experience new sensations and pleasures. I'm a friendly ...

Explore Your Wildest Desires with Lily from Annapolis Hey there, I'm Lily and I have a unique fetish that sets my heart racing. I absolutely love indulging in foot worship. There's something so thrilling about having my feet pampered and adored. It makes me feel powerful and irresistible. I'm a friendly and open-minded individual who loves to explo...

FtM seeking Princess Bride in Annapolis FtM seeking Woman in Annapolis Hi, I'm Andy, age 33, FtM transgender man living in Annapolis. 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 @AndyF...

Raunchy Shemale Looking for Hot Fun in Annapolis Hey there sexy, I'm Kathi, a horny shemale from Annapolis looking for a local man to have some wild and kinky fun with. If you're into a tranny who knows how to please and be pleased, then I'm your girl! I love getting down and dirty with a man who can handle my throbbing cock and tight ass. I enjo...

Hot Shemale in Annapolis Looking for a Wild Time Hey there, I'm a sexy shemale named Cayla from Annapolis, Maryland. I'm seeking a local man who can handle all my naughty desires. I love getting my tight ass pounded and giving sloppy blowjobs that will make you cum hard. If you're into role play or BDSM, I'm your girl. Let's explore our wildest fa...

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...

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...

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...

Looking for Love and Adventure in Annapolis! Hey there! My name is Ricky, and I'm a transgender individual living in beautiful Annapolis, Maryland. If you're looking for someone unique, caring, and ready to embark on exciting experiences together, then look no further! So, let me tell you a bit about myself. I have a curvy figure that's jus...

Explore Your Wildest Desires with Murial from Annapolis Hey there! My name is Murial and I have a unique fetish that I absolutely love. I enjoy exploring the world of Femdom, where I can take control and dominate my submissive partner. It's such a thrilling experience for me, and I love the power dynamics involved. I'm a friendly and open-minded perso...

Unleash Your Wildest Desires with Casandra from Annapolis Looking for a thrilling adventure that will leave you breathless? Look no further! I'm Casandra, a vivacious female swinger from Annapolis, Maryland. Together with my husband, we are ready to take you on an unforgettable journey into the world of pleasure and exploration. We pride ourselves on be...

Tempting Offer: Explore Doralynn's Unique Fetish! Hey there! I'm Doralynn from Annapolis, Maryland, and I have a special fetish that I just can't get enough of. I love dressing up in leather and dominating my partner as a Femdom. It's such a rush to be in control and explore all kinds of kinky fantasies. I'm a friendly and open-minded person who...

Tempting Alyss from Annapolis Hey there! I'm Alyss, a friendly and open-minded gal from Annapolis who loves to explore different kinks and fetishes. One of my favorite fetishes is wearing latex clothing. There's something about the feel and look of it that really gets me going! I love the way it hugs my body and makes me feel ...

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...

Elegant Enigma Seeking Connection Hey there, I'm Kira from Annapolis, Maryland. I'm a curvy and confident transgender woman who loves embracing my true self. Being part of the LGBTQ community has brought so much joy and authenticity into my life. I enjoy exploring new places, trying different cuisines, and having deep conversation...

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 ...

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 ...

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...

Tempting Eleni from Annapolis Hey there! I'm Eleni, a friendly and open-minded gal from Annapolis who has a unique fetish that I absolutely adore. I love exploring different kinks and fetishes, and one of my favorites is foot worship. There's something so sensual and intimate about having my feet pampered and adored. I'm alw...

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...

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...

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...

Kinky Fetish Fun in Annapolis, Maryland I'm Lucy, a naughty little minx from Annapolis who loves to explore all kinds of kinky fetishes. If you're into BDSM, domination, submission, or roleplay, then I'm the girl for you! I love to dabble in whippings, spankings, and even some age play. But I'm always up for trying something new and pus...

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...

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 ...

Femdom Mistress Joycelin from Annapolis, Maryland Greetings, submissive souls. I am Mistress Joycelin, a powerful and alluring Dominatrix hailing from the charming city of Annapolis, Maryland. As a seasoned Femdom, I take great pleasure in exploring the depths of your darkest desires and pushing you to new heights of submission. In my realm of F...