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

  • November 26th, 2025
  • Trans Beauty Looking for Love 💖Trans Beauty Looking for Love 💖 Hey there! I'm Stacee, a transgender woman from Boston who loves exploring the city and trying new things. I may not fit society's idea of "normal," but that's what makes me unique and special. I embrace my trans identity and all the beauty that comes with it. 🌈 I'm looking for someone who is ...
  • Explore Your Wildest Desires with Kirby from Boston!Explore Your Wildest Desires with Kirby from Boston! Hey there! I'm Kirby, a friendly and open-minded woman 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 exciting about having my feet pampered and adored. I'm always intrigued by new experiences, and I'...
  • Submissive Male Seeks Dominatrix for Kinky BDSM Fun<br>Submissive Male Seeks Dominatrix for Kinky BDSM Fun
    My name is Arne and I am 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 arnebos90769. I enjoy kinks such as r...
  • November 25th, 2025
  • Submissive Male Seeks Dominatrix for Kinky Fun<br>Submissive Male Seeks Dominatrix for Kinky Fun
    I've always been drawn to the world of BDSM and submission, and my name is Redmond. I'm 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 enjoy a wide range of submissiv...
  • 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...
  • EveleenEveleen's Sensual Journey in Boston Hey there! I'm Eveleen, a transgender beauty from Boston, Massachusetts. I love exploring the city and trying out new restaurants like The Beehive or Toro. I also enjoy taking long walks in the Public Garden or catching a show at the Wang Theatre. Being part of the LGBTQ community has brought so...
  • Kinky Mistress Mona from Boston Seeks Submissives for Whippings and RoleplayKinky Mistress Mona from Boston Seeks Submissives for Whippings and Roleplay I'm Mona, a dominant woman from Boston who loves exploring all things kinky. I have a passion for BDSM, domination, and submission. I enjoy whippings, spankings, and roleplay scenarios that push boundaries and ignite passion. If you're looking to explore your deepest desires with a skilled Mistr...
  • Explore Your Deepest Desires with WashExplore Your Deepest Desires with Wash Hey there, I'm Wash from Boston, Massachusetts. I have a unique fetish for being washed and pampered by a Dominant woman. I love the feeling of surrendering control and being taken care of in this special way. I'm friendly, open-minded, and always up for exploring new kinks and fetishes. You can ...
  • November 24th, 2025
  • 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...
  • 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...
  • Hot Shemale Looking for a Wild Time in BostonHot Shemale Looking for a Wild Time in Boston I'm Enya, a sexy shemale looking for a local man who can handle all of me. I love to play both top and bottom, giving and receiving pleasure in every way possible. From deepthroating your cock to riding you until we both cum, I'm down for it all. My tight ass is always hungry for a hard dick, and ...