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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Show Ads In: Boston | Cape Cod / Islands | South Coast | Western MA | Worcester / Central MA

  • September 7th, 2025
  • Kinky Fetish Fun in Boston!Kinky Fetish Fun in Boston! Hey everyone, it's Denise from Boston, Massachusetts! I'm a naughty little vixen who loves to explore all kinds of kinks and fetishes. Whether you're into BDSM, domination, submission, roleplay, or anything in between, I'm your girl! I love whippings, spankings, and all things kinky. But I'm also op...
  • Unleash Your Desires with Jared from Boston!Unleash Your Desires with Jared from Boston! Hey there! I'm Jared, a friendly guy from Boston, Massachusetts. You might be wondering what makes me unique and exciting? Well, let me tell you about my one-of-a-kind fetish that gets my heart racing! I have a passion for role-playing as a mischievous leprechaun 🍀. It's so thrilling to embrac...
  • Join Ruella for an Unforgettable Swinging Experience in Boston!Join Ruella for an Unforgettable Swinging Experience in Boston! Hey there, I'm Ruella from Boston, Massachusetts. 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 new adventures and meeting like-minded individuals who share our passion for excitement. You can find us on swingers da...
  • 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 @...
  • Naughty Shemale Looking for Hot Fun in BostonNaughty Shemale Looking for Hot Fun in Boston Hey there boys, it's Vivie here, your favorite sexy shemale from Boston. I'm on the hunt for a local man who can handle all that I have to offer. When it comes to sex, I'm into everything naughty and kinky. I love being both a top and a bottom, giving blowjobs and getting my tight ass pounded. I enj...
  • Explore Kinks and Fetishes with Dollie from BostonExplore Kinks and Fetishes with Dollie from Boston Hey there! I'm Dollie, 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 into BDSM, role-playing, or something else entirely, we're always up for trying new things. You can find u...
  • 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...
  • Submissive Male Seeks Dominatrix for Kinky FunSubmissive Male Seeks Dominatrix for Kinky Fun I'm Tobin, 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 tobinb27961. I enjoy a variety of submissive kinks...
  • Unleash Your Wildest Desires with Dalia from Boston!Unleash Your Wildest Desires with Dalia from Boston! Hey there, lovely people of Boston! Allow me to introduce myself - I'm Dalia, a fun-loving and open-minded swinger ready to embark on some thrilling adventures with my amazing hubby, Jake. We're the perfect duo to satisfy your deepest desires and explore all those tantalizing kinks and fetishes yo...
  • Explore Kinks and Fetishes with Odelia from BostonExplore Kinks and Fetishes with Odelia from Boston Hello there! My name is Odelia, and I am a female swinger from Boston, Massachusetts. My husband and I are friendly, open-minded individuals who love to explore all kinds of kinks and fetishes. We enjoy meeting new people who share our interests and are always up for trying new things. You can fi...
  • Embrace the Magic of Trans Love with FawnEmbrace the Magic of Trans Love with Fawn Hey there! I'm Fawn, a proud transgender babe from Boston, Massachusetts. I may have a curvy body, but my spirit is as free as a bird 🌈. Being part of the LGBTQ community fills my heart with so much joy and love ❤️. If you're looking for a unique and magical connection, then look no further...
  • Jasmin T-girl Ready to make friendsJasmin T-girl Ready to make friends Want to Meet a T-Girl in Boston? Hey, I am Jasmin, 8" with a great body and busty. I love tatts and I'm 420 friendly, down to party! Lets swap some pics and then meet up for hot dates and see where it goes!  Hit me up @SweetJasminT...
  • Sexy Shemale in Boston Looking for Hot FunSexy Shemale in Boston Looking for Hot Fun I love to get down and dirty with a man who knows how to please a shemale like me. My name is Marijo and I am seeking a local guy for some wild and raunchy encounters. I enjoy being on top, giving blowjobs, getting my tight ass played with, and riding a throbbing cock until we both explode with or...
  • Kinky Fetish Fun in Boston, MAKinky Fetish Fun in Boston, MA I'm Phylis and I have some wild kinks that I love exploring. From BDSM to roleplay, I'm always up for trying new things. Whippings, domination, and submission are just a few of my favorites. But I'm also curious about age play, crossdressing, and humiliation. If you're into the same kinky fetish...
  • Join Marice for a Swinging Adventure in Boston!Join Marice for a Swinging Adventure in Boston! Hey there, I'm Marice from Boston, Massachusetts. 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 excitement and pleasure. You can find us...
  • LetLet's Explore Boston Together! Hey there! I'm Madelene, a fun-loving transgender woman from Boston, Massachusetts. I may not fit society's standards of beauty, but I embrace my unique body type and ethnicity with pride. I love being part of the LGBTQ community because it allows me to be my true self without any judgment. Whet...
  • MEET LOCAL FREAKS - BDSM, Fetish, Femdom, & Kinksters [FREE PROFILES]MEET LOCAL FREAKS - BDSM, Fetish, Femdom, & Kinksters [FREE PROFILES] Meet Local Freaks to Work Out Your Kinks! Your guide to the Boston 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 R...
  • Passion Seekers Ready for Swinging Fun in BostonPassion Seekers Ready for Swinging Fun in Boston Hello there, sexy souls of Boston! My name is Jenette, and my husband and I are on the hunt for like-minded individuals who share our passion for the swinging lifestyle. We are fun-loving, open-minded, and kink-friendly couple who love to explore our fantasies and desires with others. You can fin...
  • Passionate Swingers Seeking Playmates in BostonPassionate Swingers Seeking Playmates in Boston Hello there, I'm Darci, and my husband and I are on the hunt for some sexy new playmates to join us in our wild adventures. We're a fun-loving couple from Boston, Massachusetts, who are open-minded, kink-friendly, and always up for a good time. We enjoy exploring our fantasies and pushing our bo...
  • 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. ...
  • Passion Seekers in BostonPassion Seekers in Boston Hey there, I'm Andra, a fun-loving and open-minded swinger from Boston, Massachusetts. My husband and I are always up for some naughty adventures, exploring our kinks and fantasies with like-minded couples who share our passion for the swinging lifestyle. You can find us on FreeSexAds.com Swingers...
  • Explore Your Wildest Desires with Rubie!Explore Your Wildest Desires with Rubie! Hey there! I'm Rubie from Boston, Massachusetts, and I have a unique fetish that I absolutely adore. I love indulging in the world of foot worship. There's something so sensual and empowering about having my feet pampered and adored by a willing submissive. I'm a friendly and open-minded individu...
  • Erotic Enchantment Awaits You, LetErotic Enchantment Awaits You, Let's Meet! Hey there! I'm Raye, a fun-loving transgender person from Boston, Massachusetts. I may not fit society's typical mold, but that's what makes me unique and exciting. I embrace my LGBTQ identity and love connecting with open-minded individuals who appreciate authenticity. I enjoy exploring the vibr...
  • Explore Your Wildest Desires with Emilia from BostonExplore Your Wildest Desires with Emilia from Boston Hey there! I'm Emilia, 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 really gets me going. I love the feeling of power ...
  • Hot Shemale in Boston Looking for Some Naughty FunHot Shemale in Boston Looking for Some Naughty Fun Are you ready to explore your wildest fantasies with a sexy shemale like me? My name is Dyna and I'm looking for a local man who can handle all the kinky fun I have to offer. I love being both top and bottom, giving and receiving blowjobs, getting my tight ass pounded, and making sure you have mul...
  • Interviewing for new submissive for evenings and/or weekendsInterviewing for new submissive for evenings and/or weekends Domme Woman for sub male in Boston 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 mutu...
  • Passionate Swingers Looking for PlaymatesPassionate Swingers Looking for Playmates Hello there, I'm Jessalyn from Boston, Massachusetts. My husband and I are a fun-loving, open-minded couple who are kink friendly and always up for some adult fun. We love exploring our sexuality and meeting like-minded individuals who share our passion for the swinging lifestyle. You can find us...
  • September 6th, 2025
  • Submissive Male Seeks Dominatrix for Kinky BDSM FunSubmissive Male Seeks Dominatrix for Kinky BDSM Fun I'm Price from Boston, Massachusetts, and I'm a submissive male looking for a Dominant Female Mistress or Dominatrix to force me into submission. I want to learn how to please a Mistress properly and explore all kinds of kinky fetishes and roleplay scenarios. I enjoy being spanked, whipped, and...
  • Elegantly Transgender Seeking Connection in BostonElegantly Transgender Seeking Connection in Boston Hey there! I'm Pippy, a transgender cutie from Boston who loves exploring the city's vibrant LGBTQ+ scene. Whether it's grabbing a coffee at the queer-friendly Diesel Café in Somerville or catching a drag show at Club Cafe in Back Bay, I'm always up for a good time. I embrace my trans identity ...
  • 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...
  • Kinky Mistress Seeking Submissives for BDSM Roleplay and WhippingsKinky Mistress Seeking Submissives for BDSM Roleplay and Whippings Are you looking to explore your deepest desires with a dominant Mistress? Look no further, because April from Boston is here to fulfill all your kinky fantasies. I love taking control and giving out punishments, whether it's through domination, submission, or even age play. I enjoy experimenting...
  • INTERACTIVE MAP: Kink Tracker in the Boston Area!INTERACTIVE MAP: Kink Tracker in the Boston Area! Boston Alt & Kink Hookups Meet locals to explore the alternative lifestyles scene in the Boston area. Meet members for friendship or to begin exploring the tantalizing world of kink! View our interactive map below to meet local Alt members who want to meet locals to explore various kinks and fe...
  • 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...
  • 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...
  • Discover Your Desires with Jean from Boston!Discover Your Desires with Jean from Boston! Hey there, folks! My name is Jean and I'm here to share something special with you. I have a unique fetish that truly sets my heart on fire. It's all about... socks! Yes, you read that right, socks! 🧦 There's just something about the soft fabric hugging my feet that drives me wild. The way t...
  • 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...
  • Explore Your Wildest Desires with Shirley!Explore Your Wildest Desires with Shirley! Hey there! I'm Shirley from Boston, and I have a unique fetish that I absolutely love. It's all about feathers! I find them so soft and sensual, and the way they tickle my skin drives me wild. I'm always looking to connect with others who share my passion for feathers or any other kinks and fetish...
  • 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...
  • Passionate Swingers Looking for Playmates in BostonPassionate Swingers Looking for Playmates in Boston Hello there, I'm Maya from Boston, Massachusetts. My husband and I are fun-loving, open-minded, and kink friendly individuals who enjoy exploring the exciting world of swinging. We are always on the lookout for like-minded couples or singles to join us in our sensual adventures. You can find us o...
  • Explore Your Wildest Fantasies with Dania from BostonExplore Your Wildest Fantasies with Dania from Boston Hey there, I'm Dania, a female swinger from Boston who loves to indulge in all things naughty and nice. My husband and I are a friendly and open-minded couple who enjoy exploring various kinks and fetishes. Whether you're new to the scene or a seasoned pro, we welcome all like-minded individuals l...
  • U.S. Swingers Clubs DirectoryU.S. Swingers Clubs Directory U.S. Swingers Clubs Directory at FreeSexAds.com Related Link: Meet Local Swingers U.S. Swingers Clubs Directory listings are free for swingers clubs. Are you looking for a sex club in your area? You’re in the right place! Browse our handy list to jump-start your search for great sex and new ...
  • Discover Your Deepest Desires with Bobbie from Boston!Discover Your Deepest Desires with Bobbie from Boston! Hey there, fellow kink explorers! I'm Bobbie, a friendly guy hailing from beautiful Boston, Massachusetts. Today, I want to share something unique about myself - my fetish. It's exciting and intriguing, just like the city I call home! Now, let me tell you a little secret... I have a fascination ...
  • 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...
  • Gorgeous, Passable Trans in Boston 😍Gorgeous, Passable Trans in Boston 😍 Gorgeous Passable Trans MtF for Man in Boston 😍 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 kin...
  • 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...
  • 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 ...
  • Submissive Male Seeks Dominatrix for Kinky BDSM FunSubmissive Male Seeks Dominatrix for Kinky BDSM Fun I'm Brady from Boston, Massachusetts, and I'm a submissive male looking for a Dominant Female Mistress or Dominatrix to take control and force me into submission. I crave the feeling of being dominated and taught how to properly please a Mistress. Some of my favorite submissive kinks include rol...
  • Kinky Mistress Seeking Submissives for BDSM FunKinky Mistress Seeking Submissives for BDSM Fun I'm Riki, a dominant woman from Boston who loves exploring all kinds of kinks and fetishes. I have a passion for whippings, domination, and roleplay that will leave you begging for more. Whether you're into spankings, age play, or crossdressing, I'm ready to take control and show you a good time....
  • Kinky Mistress Marnia in Boston, Massachusetts 💋Kinky Mistress Marnia in Boston, Massachusetts 💋 Are you ready to submit to a strict and dominant Mistress? Look no further, as I am here to fulfill all of your deepest desires and fantasies. My name is Marnia, and I am a fierce Dominatrix based in Boston, Massachusetts. I enjoy exploring a wide range of kinks and fetishes, including whippings...
  • Eager to Explore Love and ConnectionEager to Explore Love and Connection Hey there, I'm Jonie from Boston, Massachusetts. I'm a curvy Latina beauty who loves embracing my transgender identity. Being part of the LGBTQ community brings me so much joy and fulfillment. I'm looking for someone who can appreciate me for who I truly am. I enjoy exploring new restaurants in t...