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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June 7th, 2025

Passion Seekers in Annapolis Hey there, I'm Flore, and my husband and I are on the hunt for some steamy encounters with like-minded individuals. We're fun-loving, open-minded, and kink friendly - ready to explore all the pleasures that life has to offer. As swingers based in Annapolis, Maryland, we love to indulge in the swin...

Kinky Mistress Seeking Submissives for BDSM Fun My name is Abigail and I'm a kinky Mistress based in Annapolis, Maryland. If you're looking to explore your wildest fantasies and delve into the world of domination and submission, then look no further! I love to indulge in all things BDSM, from whippings to roleplay to spankings. I have a parti...

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...

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, ...

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 ...

Annapolis Strap On Sex Hookups Annapolis Strap On Dating Profiles Browse strap-on profiles of women and men who enjoy hot role reversals!   ...

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...

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, ...

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 ...

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...

Hot Shemale in Annapolis Ready to Play and Fuck Are you looking for a wild time with a sexy shemale? Look no further, because I'm Freda and I'm here to fulfill all your dirty fantasies. I'm a horny shemale from Annapolis, Maryland, seeking a local man who can handle my insatiable appetite for sex. I love getting down and dirty, so if you're in...

Submissive Male Seeks Dominatrix for Kinky Fun I'm Randy, 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 randyanna97036. I enjoy a variety of submissive kink...

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/...

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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...

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...

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 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...

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 ...

Submissive Male Seeks Dominatrix for Kinky BDSM Fun I'm Raynard, 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 raynardann46631. I enjoy exploring various kinks ...

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...

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...

Explore Your Wildest Desires with Alyda Hey there! I'm Alyda, a friendly and open-minded woman from Annapolis, Maryland. I have a unique fetish that I absolutely adore - I love the feeling of silk against my skin. There's something so sensual and luxurious about it that just drives me wild! I'm always up for exploring new kinks and fe...

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...

Explore Kinks and Fetishes with Brigid from Annapolis Hey there! I'm Brigid, 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 enjoy meeting new people who share our adventurous spirit and are always up for trying new things. You can find us in th...

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...

Local Shemale Looking for a Wild Time in Annapolis! Hey there, I'm Leigh, a hot and horny shemale in Annapolis looking for a man who can handle all my dirty desires. I love to be on top, bottom, give blowjobs, get my ass played with, suck cock, ride hard and deep, and make you cum over and over again. I want to explore every kinky fantasy we can thin...

Unleash Your Dominance with Warden Hey there, folks of Annapolis! It's your friendly neighborhood fetish enthusiast, Warden, here to share a little secret with you. I've got a unique and exciting fetish that sets my heart racing and my mind spinning. Brace yourselves, because it's time to dive into the world of submission! Now, le...

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...

MEET LOCAL FREAKS - BDSM, Fetish, Femdom, & Kinksters [FREE PROFILES] Meet Local Freaks to Work Out Your Kinks! Your guide to the Annapolis bondage, femdom and fetish scene We live the kink lifestyle. We love the power, the submission and the kinky pleasures. Come meet local kinksters for friendship or passion.  thebdsmguide.com BDSM Femdom...

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...

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...

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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Unleash Your Wildest Desires with Aime from Annapolis! Looking for a thrilling adventure that will leave you breathless? Look no further, because I'm Aime, your ticket to a world of pleasure and exploration. Nestled in the beautiful city of Annapolis, Maryland, my husband and I are eager to embark on unforgettable experiences with like-minded individu...

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...

Submissive Male Seeks Dominatrix for Kinky Adventures My name is Bo and I am a submissive male from Annapolis, Maryland. I am on the hunt for a Dominant Female Mistress or Dominatrix who can force me into submission and teach me how to properly please a Mistress. You can find me on FreeSexAds.com Alt profiles under username boann76381. I have always...

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 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'...

A Sensual Journey: Seeking Connection in Annapolis Hey there, I'm Sharleen, a transgender woman living in Annapolis, Maryland. I may not fit society's idea of "perfect," but my curves and confidence make me who I am. I embrace my LGBTQ identity and all the beauty that comes with it. I love exploring the local scene here in Annapolis - from grabbi...

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 the Depths of Pleasure with Laurance from Annapolis! Hey there, I'm Laurance from beautiful Annapolis, Maryland! 👋 Are you ready to embark on an exciting journey into the world of pleasure and exploration? If so, keep reading because I have something unique to share with you! I have a special fetish that sets my heart racing and my imagination s...

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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...

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 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....

Join Kerry for a Wild Ride in Annapolis! Hey there, I'm Kerry 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 share our passion for adventure in the bedroom. You can find us in the swingers dating profiles under the memb...

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...

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...

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