Boston, Massachusetts Alternative Sex Ads - BDSM, Trans & Swingers

Browse Boston, Massachusetts 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 6th, 2025
  • Exploring Kinky Fetishes with MaureneExploring Kinky Fetishes with Maurene I've always had a wild side when it comes to exploring fetishes and kinks. My name is Maurene, and I'm a woman from Boston, Massachusetts who loves to delve into the world of BDSM and domination. Whippings, spankings, and roleplay are just a few of my favorite things. I enjoy taking control as a ...
  • Discover the Alluring World of Valaree from Boston!Discover the Alluring World of Valaree from Boston! Hey there, curious souls of Boston! It's your friendly and open-minded gal, Valaree, here to share a secret with you. I have a unique fetish that sets my heart racing and my imagination soaring. And let me tell you, it's something truly special. What do I adore about my fetish? Well, it's like st...
  • DOMME AVAILABLE for private Femdom and DISCIPLINEDOMME AVAILABLE for private Femdom and DISCIPLINE Experienced Dominatrix for Boston Submissive Experienced Dominatrix seeks submissive, ready and willing to learn discipline from a loving but strict Mistress. Contact me @ BostonDommeX if you are available and willing to serve my needs. Available For: Discipline  Corporal Punishment Role...
  • Passionate Swingers Seeking Playmates in BostonPassionate Swingers Seeking Playmates in Boston Hello there, I'm Nadeen from Boston, Massachusetts. 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 on the lookout for new playmates to join us in ou...
  • Raunchy Shemale Moira Ready to Play in BostonRaunchy Shemale Moira Ready to Play in Boston Are you a man looking for a wild time with a hot shemale? Look no further, because I'm here to fulfill all your dirty fantasies. My name is Moira and I'm a sexy shemale from Boston, Massachusetts seeking a local man for some mind-blowing sex and fun. I love getting down and dirty in the bedroom,...
  • Explore Your Wildest Desires with MelamieExplore Your Wildest Desires with Melamie Hey there! I'm Melamie from Boston, Massachusetts, and I have a unique fetish that I absolutely adore. I love indulging in Femdom, where I get to take control and assert my dominance over a willing submissive male. It's such a thrilling experience for me! I'm a friendly and open-minded individual...
  • Boston Swinger Beth Ready to Explore with YouBoston Swinger Beth Ready to Explore with You Hey there, I'm Beth from Boston! 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 member name bethbost...
  • Unleash Your Desires with JoellynUnleash Your Desires with Joellyn Hey there, all you adventurous souls in Boston! It's your friendly and open-minded girl, Joellyn, ready to explore new territories with you. Let me tell you a little secretβ€”I have a unique fetish that gets my heart racing and my imagination running wild. And today, I want to share it with you! ...
  • Swinging Couple in Boston, New to the LifestyleSwinging Couple in Boston, New to the Lifestyle Swinging Couple in Boston We are a swinging couple in Boston, Massachusetts. 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 thin...
  • Euphoria Awaits with AlysaEuphoria Awaits with Alysa Hey there! I'm Alysa, a transgender woman from Boston, Massachusetts. I may not fit society's mold of what a woman should look like, but that's what makes me unique and beautiful in my own way. I embrace my LGBTQ identity and love connecting with others who appreciate authenticity and diversity. ...
  • INTERACTIVE MAP: Transexual Tracker in the Boston Area!INTERACTIVE MAP: Transexual Tracker in the Boston Area! Local Trans Hookups Interactive Mapping Meet Local transexuals in the Boston area for friendship or sex hookups. View member thumbnails on the interactive map below to meet local members who want to meet local transexuals or admirers. Click any member photo below to get started. Sign up free for in...
  • Elisabeth waiting to be your QueenElisabeth waiting to be your Queen TRANSEXUAL FOR MAN IN THE Boston 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 Message @...
  • Passionate Swingers Seeking PlaymatesPassionate Swingers Seeking Playmates Hello there, I'm Isabelle from Boston, Massachusetts. My husband and I are fun-loving, open-minded, and kink friendly swingers looking to spice things up in the bedroom. We love exploring new fantasies and indulging in our deepest desires. You can find us on FreeSexAds.com Swingers Lifestyle Prof...
  • Sexy Shemale Seeking Local Man for Wild Fun in BostonSexy Shemale Seeking Local Man for Wild Fun in Boston Are you ready to explore your wildest fantasies with a hot and horny shemale? Look no further, because I'm here to make all your dreams come true. My name is Bernadene and I'm a sexy shemale looking for a man who can handle all that I have to offer. When it comes to sex, I love it all – from d...
  • Submissive Male Seeks Dominatrix for Kinky BDSM FunSubmissive Male Seeks Dominatrix for Kinky BDSM Fun I'm Antoine, a submissive male from Boston, Massachusetts, 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 antoinebost96286. I enjoy being dominated in va...
  • Fulfill Your Wildest Desires with MarilynFulfill Your Wildest Desires with Marilyn I've always had a wild side, and I'm looking for someone who can keep up with my kinky desires. My name is Marilyn, and I love exploring all kinds of fetishes and kinks. From BDSM to roleplay, I'm open to trying new things and pushing boundaries. One of my favorite kinks is domination - there's no...
  • Explore Your Wildest Desires with Lacey from BostonExplore Your Wildest Desires with Lacey from Boston Hey there! I'm Lacey, a friendly and open-minded woman from Boston who loves to explore all kinds of kinks and fetishes. One of my favorite fetishes is wearing latex clothing. There's something about the tight, shiny material against my skin that drives me wild! I love the feeling of power and con...
  • Spark Up Some Chemistry with Lissie in Boston!Spark Up Some Chemistry with Lissie in Boston! Hey there! I'm Lissie, a transgender gal from Boston who loves exploring the city and meeting new people. As a member of the LGBTQ community, I embrace my identity and all the unique experiences that come with it. If you're looking for someone who is open-minded, fun-loving, and down-to-earth, the...
  • Explore Your Wildest Desires with TaraExplore Your Wildest Desires with Tara Hey there! I'm Tara from Boston, Massachusetts, and I have a unique fetish that I absolutely love. I am really into foot worship - there's just something so sensual and intimate about it that drives me wild! I love the feeling of someone worshipping my feet and giving me all their attention. I'm ...
  • Explore Your Desires with Collins from Boston!Explore Your Desires with Collins from Boston! Hey there! My name is Collins, and I've got a unique fetish that I just can't get enough of. You might be wondering what it is, so I'll spill the beans. I have a thing for feathers! Yep, you heard me right. Feathers make me feel all tingly and excited. They're soft, delicate, and oh-so-tempting to...
  • Explore Your Wildest Desires with Peggy from Boston!Explore Your Wildest Desires with Peggy from Boston! Hey there, I'm Peggy, a friendly and open-minded gal from Boston who loves to explore all kinds of kinks and fetishes. One of my favorite fetishes is foot worship - there's something so sensual and intimate about having my feet pampered and adored. But that's not all, I'm always up for trying new ...
  • Unleash Your Desires with Marin from Boston!Unleash Your Desires with Marin from Boston! Hey there, fellow thrill-seekers! I'm Marin, a spirited swinger hailing from the vibrant city of Boston, Massachusetts. Together with my loving husband, we're on a quest to discover the boundless world of pleasure and excitement. With hearts as open as our minds, we're here to invite you into our...
  • Brandi 27 tall slim hot trans chick 8.5 inchBrandi 27 tall slim hot trans chick 8.5 inch Pre-op TS, fully functional in Boston 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 fant...
  • Explore KierstenExplore Kiersten's World of Pleasure Hello there, I'm Kiersten from Boston, Massachusetts. 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 adventurous spirit and are looking to spice things up in the bedroom. You can find us in the swingers datin...
  • Kinky Dominatrix seeks puppy to train Kinky Dominatrix seeks puppy to train DOMINATRIX SEEKS PUPPY TO TRAIN  Are you the submissive little puppy I have been looking for? I am A Power Domme looking for the one to meet my needs. I am on this site, because I know too often you seek an escape... with someone you can relinquish your power to. I know there's a lot of pressu...
  • Explore Kinks and Fetishes with Jo Ann from BostonExplore Kinks and Fetishes with Jo Ann from Boston Hey there! I'm Jo Ann, a female swinger from Boston, Massachusetts. 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 scene or a seasoned pro, we're always up for trying something new and exciting. You can find us...
  • Kinky Fetish Fun in Boston!Kinky Fetish Fun in Boston! Hey everyone, it's Randee from Boston! I'm a kinky girl who loves to explore all sorts of fetishes and kinks. Whether you're into BDSM, domination, submission, roleplay, spankings, or whippings, I'm your girl. I love being a Mistress and taking control, but I also enjoy being a submissive and lettin...
  • Passionate Swingers Seeking PlaymatesPassionate Swingers Seeking Playmates Hello there, I'm Merrile from Boston, Massachusetts. My husband and I are fun-loving, open-minded, and kink friendly. We love exploring our sexuality and sharing intimate moments with like-minded individuals who enjoy the thrill of the swingers lifestyle. You can find us on FreeSexAds.com Swinger...
  • Submissive Male Seeks Dominatrix for Kinky BDSM FunSubmissive Male Seeks Dominatrix for Kinky BDSM Fun I'm Rand, a submissive male from Boston, Massachusetts, 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 randbos82961. Some of the submissive kinks and fet...
  • Explore Your Desires with Malissia40490Explore Your Desires with Malissia40490 Hey there, Boston! It's me, Malissia40490, and I've got something exciting to share with you. Are you ready to dive into a world of pleasure and curiosity? Well, hold on tight because I'm about to take you on an unforgettable journey! Let me start by saying that I'm a friendly and open-minded wom...
  • Debonair Trans dude, looks like BondDebonair Trans dude, looks like Bond F2M Trans Dude in Boston 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.&nb...
  • Spark Your Curiosity with LissaSpark Your Curiosity with Lissa Hey there! I'm Lissa, a transgender woman from Boston, Massachusetts. I may not fit society's typical mold, but that's what makes me unique and confident in my own skin. I love embracing my LGBTQ identity and all the beauty that comes with it. If you're looking for someone who is genuine, fun-lovi...
  • Hot Shemale Mallorie Looking for Naughty Fun in BostonHot Shemale Mallorie Looking for Naughty Fun in Boston Are you a man who loves to get down and dirty with a sexy shemale? Well, look no further because I'm Mallorie, your ultimate fantasy come to life! I'm a kinky shemale from Boston, Massachusetts looking for a local man who can handle all my wild desires. I love it all - from being a top or bottom ...
  • Spark a Connection with Kitty in BostonSpark a Connection with Kitty in Boston Hey there, I'm Kitty and I'm a transgender woman living in Boston, Massachusetts. I love exploring the city and trying out new restaurants like Union Oyster House or The Beehive. There's nothing better than good food and great conversation! I enjoy being part of the LGBTQ community because it al...
  • Discover the Intriguing World of Jonell: A Friendly, Open-Minded Fetish LoverDiscover the Intriguing World of Jonell: A Friendly, Open-Minded Fetish Lover Hey there, Boston! πŸ‘‹ Are you ready to embark on a thrilling journey into the world of fetish and kink? Look no further, because I'm here to introduce you to my unique and captivating world. My name is Jonell, and I'm a woman from Boston who loves exploring all things naughty and nice. πŸ˜‰ Now...
  • Passionate Swingers Looking for Playmates in BostonPassionate Swingers Looking for Playmates in Boston Hey there, I'm Luci from Boston, Massachusetts. My husband and I are a fun-loving, open-minded couple who enjoy exploring our kinkier side in the swinging lifestyle. We're always up for new adventures and meeting like-minded individuals who share our passion for pleasure. You can find us on FreeS...
  • Submissive Male Seeks Dominatrix for Kinky Roleplay and HumiliationSubmissive Male Seeks Dominatrix for Kinky Roleplay and Humiliation I'm Jerold from Boston, Massachusetts, 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 please a Mistress properly. I can be found on FreeSexAds.com Alt profiles under username jeroldbost32791. I...
  • Shemale Nightclubs Near You in Boston, MassachusettsShemale Nightclubs Near You in Boston, Massachusetts Shemale Nightclubs Near You in Boston, Massachusetts Shemale Clubs Near You in Boston, Massachusetts 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 ...
  • 27 y/o Sexy Hung Crossdresser in Boston27 y/o Sexy Hung Crossdresser in Boston Hung Crossdresser for Male in Boston 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 sexy r...
  • Kinky Fetish Fun in BostonKinky Fetish Fun in Boston I'm Ema, a kinky girl from Boston who loves to explore all kinds of fetishes and kinks. I enjoy everything from BDSM to roleplay to domination and submission. Whippings, spankings, and age play are some of my favorite activities. I love dressing up in sexy outfits and exploring new fantasies. I'm...
  • TS Asian lady ready for upscale action (28)TS Asian lady ready for upscale action (28) Asian Transexual Lady for Man in Boston Hot and sexy Asian transexual, fully functional and wants to play with you! Message RubyTS4male...
  • Domme looking for male sub who wants to be ownedDomme looking for male sub who wants to be owned Domme for male sub in Boston 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 serious ...
  • Submissive Male Seeks Dominatrix for Kinky FunSubmissive Male Seeks Dominatrix for Kinky Fun I never knew how much I craved to be dominated until I met my first Mistress. My name is Guthrie and I am a submissive male from Boston, Massachusetts. The thought of a strong Dominant Female Mistress forcing me into submission excites me beyond words. I am on the hunt for a new Mistress or Domi...
  • Explore Kinks and Fetishes with Vena in BostonExplore Kinks and Fetishes with Vena in Boston Hey there, I'm Vena from Boston, Massachusetts! 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 scene or a seasoned pro, we're always up for trying something new and exciting. You can find us in the swingers dati...
  • F/M seeking love and funF/M seeking love and fun Female to Male Trans Man in Boston 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 grow...
  • Sexy M2F Preop Trans, Lovely Surprise Waiting in my Panties πŸ’–πŸ’–Sexy M2F Preop Trans, Lovely Surprise Waiting in my Panties πŸ’–πŸ’– Preop Trans in Boston Hi! I'm Brandi, new TS in the Boston 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 pantie...
  • Golden Goddess Seeking Submissive PlaymateGolden Goddess Seeking Submissive Playmate Hey there, I'm Goldy from Boston, and I have a unique fetish that sets my heart on fire. I absolutely adore everything gold - the color, the shine, the luxury! It just makes me feel so powerful and glamorous. I'm a friendly and open-minded individual who loves to explore different kinks and fetis...
  • Male sub looking for Mistress in BostonMale sub looking for Mistress in Boston Male sub seeking Mistress in Boston I am new in town. My name is Jon-boy. I had to leave my old Dominatrix behind and while I miss Her guidance and affection, I would love to find a new Mistress I can serve. If you are looking for a new sub or another sub to add to your list I would love to be cons...
  • Join me for an unforgettable experienceJoin me for an unforgettable experience Hey there, I'm Britte from Boston, Massachusetts. 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 adventurous spirit and are always up for trying new things. You can find us in the swingers dating profiles wit...
  • Seeking Connection and AdventureSeeking Connection and Adventure Hey there! I'm Roanne, a transgender woman living in Boston, Massachusetts. I may not fit society's mold of what a woman should look like, but that doesn't stop me from embracing my true self and living authentically. You can check out my pics at my personal profile page @roanneb12275. I love exp...