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

  • December 15th, 2025
  • Local Shemale Seeking Man for Wild Fun in BostonLocal Shemale Seeking Man for Wild Fun in Boston I'm a naughty shemale named Roselyn looking for a hot guy to have some steamy fun with. I love getting down and dirty, exploring all kinds of kinky fantasies. If you're into wild sex and unforgettable experiences, then I'm the girl for you. I enjoy being both a top and a bottom, giving and receiv...
  • Naughty Shemale in Boston Looking for Hot FunNaughty Shemale in Boston Looking for Hot Fun Are you ready to have a wild time with a sexy shemale? I'm Roseanne, and I'm looking for a local man who can handle all of my desires. When it comes to sex, I love it all - from deepthroating your cock to riding you until we both explode with pleasure. I want to play with your ass, suck your dick...
  • 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've always had a deep desire to submit to a powerful Dominant Female Mistress who can force me into submission and teach me how to properly please a Mistress. My name is Lynn, and I'm a submissive male from Boston, Massachusetts looking for someone who can fulfill my kinky fantasies. I enjoy a w...
  • Explore Your Deepest Desires with LoneeExplore Your Deepest Desires with Lonee Hey there! My name is Lonee and I have a unique fetish that I absolutely love exploring. I'm from Boston, Massachusetts and I am always open-minded and friendly when it comes to trying new things. I have a fascination with Femdom and would love to find a submissive male to explore this kink with...
  • Sweet and Sensual Transgender Beauty in BostonSweet and Sensual Transgender Beauty in Boston Hey there! I'm Malissa, a fun-loving transgender gal from Boston, Massachusetts. I may not fit society's mold of what a woman should look like, but I embrace my uniqueness with pride. Being part of the LGBTQ community has brought so much joy and acceptance into my life. I'm looking for someone wh...
  • December 14th, 2025
  • Unleash Your Desires with Randee, the Adventurous Swinger from BostonUnleash Your Desires with Randee, the Adventurous Swinger from Boston Are you ready to embark on a thrilling journey of pleasure and exploration? Look no further than Randee, a vivacious female swinger hailing from the vibrant city of Boston, Massachusetts. Together with my husband, we are here to fulfill your deepest fantasies and indulge in the world of kinks and ...
  • Naughty Shemale Mia Ready to Play in Boston!Naughty Shemale Mia Ready to Play in Boston! Looking for a hot man who can handle all that I have to offer. I'm Mia, a sexy shemale from Boston craving some steamy action. You can find me in the FreeSexAds.com Shemale Profiles at miab43392. I love being both a top and bottom, giving and receiving blowjobs, getting my ass licked and fucked, ...
  • 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...
  • 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...
  • Discover the Sensual World of Russell from Boston!Discover the Sensual World of Russell from Boston! Hey there, curious souls of Boston! I'm Russell, a friendly and open-minded guy who loves to explore the wild and wonderful world of fetishes. And let me tell you, I've got a unique one that will make your heart race! Picture this: a man who finds pleasure in being submissive, surrendering contr...