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 7th, 2026

Join Kata for a Sensual Adventure in Annapolis Hello there! My name is Kata, and I am a female swinger from Annapolis, Maryland. My husband and I are a friendly and open-minded couple who love to explore various kinks and fetishes. We enjoy meeting new people who share our passion for excitement and pleasure. You can find us in the swingers d...

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...

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...

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...

Submissive Male Seeks Dominatrix for Kinky Fetishes I'm Burt, a submissive male from Annapolis, Maryland, looking for a Dominant Female Mistress 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 burtanna60884. I enjoy exploring various kinks and fetishes, includi...

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 ...

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...

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...

Unleash Your Desires with Tania from Annapolis! Hey there, lovely people of Annapolis! It's your friendly and open-minded gal, Tania, here to share something special with you. Let's dive right in! I have a unique fetish that ignites my senses and sets my heart racing. It's all about exploring the world of Femdom. Now, I know it might sound int...

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. ...

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'...

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...

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 ...

Discover the Alluring World of Worth Hey there, Annapolis! I'm Worth, and I've got a secret that's just begging to be shared. Brace yourself for an adventure into the tantalizing world of fetishes! But before we dive in, let me tell you a little about myself. I'm a friendly guy from Annapolis who loves exploring all things kinky and...

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...

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...

Submissive Male Seeks Dominatrix for Kinky BDSM Adventures Hey there, I'm Brooks from Annapolis, Maryland. I'm a submissive male looking for a Dominant Female Mistress or Dominatrix to force me into submission and teach me how to please a Mistress properly. I enjoy being spanked, role-playing scenarios, and exploring new kinks. I'm eager to try age play, cr...

Sexy Shemale Looking for Hot Fun in Annapolis! Are you ready to get down and dirty with a horny shemale? I'm Jorrie, a sexy tranny from Annapolis looking for a local man who can handle all my naughty desires. I love to be on top, bottom, give blowjobs, get my ass played with, suck dick, have intense orgasms, role play, ride cock, feel a huge t...

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 ...

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...

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...

Debonair Trans dude, looks like Bond F2M Trans Dude in Annapolis Looking for someone a little different from the average guy? Hey, I'm Barry, age 31, fit and healthy. I have a square jaw, sparkling eyes and short dark hair. I like to dress sharp. I am currently looking for a fun lady to spend time with. Possible longterm relationship....

Swinging Couple in Annapolis, New to the Lifestyle Swinging Couple in Annapolis We are a swinging couple in Annapolis, Maryland. New to the lifestyle but eager to learn and explore the swingers world! About Him He is Jeff, a former military, larger, fit, age 29. He works out daily, loves trucks, camping, hunting, fishing and all the usual guy thi...

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...

Hot Shemale in Annapolis Ready to Play and Fuck I'm a sexy shemale named Norry who's looking for a local man in Annapolis to have some wild and steamy fun with. I love getting down and dirty, so if you're into a good time, then I'm your girl... err, shemale! When it comes to sex, I'm not shy about what I like. I enjoy giving blowjobs and takin...

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 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. ...

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, ...

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...

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...

Submissive Male Seeks Dominatrix for Kinky BDSM Fun
I'm Denis, 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 denisa48126. I enjoy a wide range of submissive kink...

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 ...

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...

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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...

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...

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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 ...

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 ...

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...

April 6th, 2026

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...

Hot Shemale in Annapolis Ready to Play and Fuck Hey there, I'm Acacia, a sexy shemale from Annapolis looking for a local man who can handle all of me. I love to be on top and ride you until we both explode with pleasure. My tight ass is always hungry for a throbbing cock, and I won't stop until you're begging for more. I enjoy giving sloppy bl...

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...

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...

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 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...

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...

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...

Hot Shemale in Annapolis Ready to Play Are you looking for a wild time with a sexy shemale? Look no further, because I'm Wrennie and I'm here to fulfill all your dirty desires. I'm a horny shemale seeking a local man for some hot and steamy fun. Whether you're into getting your cock sucked, your ass pounded, or both at the same time, I...

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...