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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July 4th, 2025

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...

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...

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...

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...

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...

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...

Unleash Your Desires with Sigmund! Hey there, folks of Annapolis! It's your friendly neighborhood kinkster, Sigmund, here to share a little secret with you. I've got a fetish that will blow your mind and make your heart race like never before. Brace yourselves! So, picture this: I'm a guy full of curiosity and an open mind. My fet...

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...

Explore Your Wildest Desires with Alli Hey there, I'm Alli from Annapolis, Maryland. I have a unique fetish that I absolutely adore - latex clothing! There's just 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 a friendly and open-minded person who l...

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 ...

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...

Tempting Swingers Lifestyle: Seeking Passionate Playmates in Annapolis Hello there, I'm Lynnell from Annapolis, Maryland. My husband and I are a fun-loving couple who enjoy exploring our kinkier side in the swinging lifestyle. We are open-minded, adventurous, and always up for some naughty fun. If you're looking to spice things up and explore your wildest fantasies, ...

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...

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 ...

Hot Shemale in Annapolis Looking for a Wild Time! Hey there, I'm Audie, a sexy shemale in Annapolis looking for a local man who can handle all my desires. I love to be on top, bottom, give blowjobs, get my ass played with, and ride a throbbing cock until we both explode with orgasms. I'm into sloppy gagging and cum play too - the dirtier, the bette...

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......

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...

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, ...

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...

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...

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...

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...

Explore My Unique Fetish with Jean from Annapolis Hey there! My name is Jean, and I have a unique fetish that I absolutely love exploring. I am into being tickled and find it to be such a fun and exciting experience. I love the feeling of vulnerability and surrendering control to someone else. I am a submissive guy from Annapolis, Maryland, look...

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....

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...

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...

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...

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...

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...

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...

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...

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...

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 ...

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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...

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...

Unleash Your Desires with Carrie from Annapolis! Are you ready to embark on a thrilling journey of pleasure and exploration? Look no further, for I am Carrie, a vivacious female swinger hailing from the enchanting city of Annapolis, Maryland. Together with my equally adventurous husband, we are here to fulfill your deepest fantasies. Open-minde...

Submissive Male Seeks Dominatrix for Kinky BDSM Fun I'm Ricardo, 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 ricardoann92427. I have always been drawn to the idea of being dominated a...

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...

Explore Your Deepest Desires with Melanie Hey there! I'm Melanie from Annapolis, Maryland 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. I'm a friendly and open-minded person who loves to explore different kinks and fetishes. On...

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...

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'...

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...

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...

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...

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...

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...

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...

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...

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...