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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  • October 19th, 2025
  • SHEMALE HOOKUPS! Wanna Have a Great Time in Boston, Massachusetts? SHEMALE HOOKUPS! Wanna Have a Great Time in Boston, Massachusetts? HOT!  SHEMALE HOOKUPS  "The girl with a naughty little secret in her panties!" SIGNUP FREE: INSTANT ACCESS!  Shemale Profiles Browse Uncensored Photos, Swap Your Pics, Join Live Web Cams, Swap Private Messages, Sext & Hook Up! Join free for Instant Access to the Bost...
  • 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 ...
  • Explore Your Wildest Desires with Gino from BostonExplore Your Wildest Desires with Gino from Boston Hey there, I'm Gino from Boston, and I have a unique fetish that I absolutely love. I get turned on by wearing latex clothing and being completely submissive to a Dominant woman. The feeling of being controlled and dominated really gets me going. I'm a friendly and open-minded guy who loves to ex...
  • Join Cate for a Sensual Adventure in BostonJoin Cate for a Sensual Adventure in Boston Hey there, I'm Cate from Boston, Massachusetts. 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 excitement and pleasure. You can find us on swingers dating profiles under the member n...
  • SWINGERS SEX NETWORK  Locals Join Free! SWINGERS SEX NETWORK Locals Join Free! LOCAL SWINGERS FORUM Swingers, Swaps, Threesomes, Groups & Sex Clubs! Local Swingers | Pic Exchange | Sext with Members  1. Signup Free for instant access2. Chat up hot locals & swap pics 3. Arrange local swing hookups!   KenNKat: ...
  • Superior Massage by gorgeous T-GirlSuperior Massage by gorgeous T-Girl T-Girl for Dating in Boston I will help you unwind and create a cozy environment for you! I am 36DD, 7" and can give you so much pleasure. View my Transgender World profile and message me for my pics! @GayleTGirl Gayle <3    Transgender World Profile Username: GayleTGir...
  • 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...
  • A Sensual Journey of Self-DiscoveryA Sensual Journey of Self-Discovery Hey there, I'm Gaby from Boston, Massachusetts. I'm a curvy Latina beauty with a passion for exploring the world as a proud transgender woman. I love embracing my true self and connecting with others who appreciate authenticity and diversity. I enjoy cozy coffee dates at local cafes like Thinkin...
  • Tempting Adventures Await with Gabriela from Boston!Tempting Adventures Await with Gabriela from Boston! Looking for a thrilling and unforgettable experience? Look no further! I'm Gabriela, a friendly and open-minded female swinger hailing from the beautiful city of Boston, Massachusetts. Together with my loving husband, we're ready to embark on enticing adventures that will leave you craving for mor...
  • 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...
  • 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...
  • 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...
  • MISTRESS KIM IS HERE TO DOMINATE YOU.... Seeking new worthy, generous submissiveMISTRESS KIM IS HERE TO DOMINATE YOU.... Seeking new worthy, generous submissive Mistress Kim Boston Dominatrix Message Me Online: MistressKim4subBoston Flogging...prostate...nipple play...force by... paddling...dress up play..humiliate... strap on...must obedience......
  • 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 ...
  • Unleash Your Wildest Desires with Chrissie from BostonUnleash Your Wildest Desires with Chrissie from Boston Hey there! I'm Chrissie, a female swinger from Boston, Massachusetts. My husband and I are a friendly, open-minded couple who love to explore all sorts of kinks and fetishes. We're always up for trying new things and meeting like-minded individuals who share our passions. You can find us in the s...
  • Spicy Hot ๐ŸŒถ Tranny Girl from Colombia Spicy Hot ๐ŸŒถ Tranny Girl from Colombia Latina Tranny Girl in Boston Hey guys, I am Gabriella and I am looking for a longterm relationship with a gentleman who love sex as much as I do! I am open to FWB but would like something more serious eventually. I am 33 and have not had surgery except breasts. I am smooth and clean, very feminine ...
  • 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...
  • 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 ...
  • October 18th, 2025
  • Passion Seekers in BostonPassion Seekers in Boston Hello there, I'm Justina from Boston, Massachusetts. My husband and I are a fun-loving, open-minded couple who enjoy exploring our kinks together. We are active members of the swinging lifestyle and always looking for like-minded individuals to share our passion with. You can find us in the FreeSe...
  • Hot Shemale in Boston Looking for Fun!Hot Shemale in Boston Looking for Fun! Are you ready to have the time of your life with a sexy shemale in Boston? Look no further because I am here to fulfill all your wildest fantasies. My name is Rene and I am a naughty shemale seeking a local man for some hot and steamy encounters. I love everything from being a top to a bottom, giv...
  • Kinky Fetish Fun in Boston!Kinky Fetish Fun in Boston! I'm Shaylyn, and I'm a kinky little minx looking for some naughty fun right here in Boston, Massachusetts. I love exploring all sorts of fetishes and kinks, from BDSM to roleplay to age play. There's nothing that gets me going more than a good spanking or some intense domination and submission pl...
  • 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 secretโ€”I have a unique fetish that gets my heart racing and my imagination running wild. And today, I want to share it with you! ...
  • 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 ...
  • Explore LisetteExplore Lisette's Unique Fetish in Boston! Hey there! I'm Lisette from Boston, and I have a unique fetish that I absolutely love. It's all about role-playing as a strict and powerful Femdom, taking control and dominating my submissive partner. There's something so thrilling about being in charge and exploring power dynamics. I'm friendly,...
  • Explore Your Wildest Desires with Meyer from BostonExplore Your Wildest Desires with Meyer from Boston Hey there, I'm Meyer from Boston and I have a unique fetish that I absolutely love - being tickled! It's such a fun and playful way to connect with someone, and I can't get enough of the sensation. I'm a submissive guy who would love to spend time with a Dominant woman who enjoys exploring this ki...
  • Kinky Fetish Fun in Boston!Kinky Fetish Fun in Boston! My name is Marieann and I'm a kinky girl from Boston, Massachusetts looking for some naughty fun. I love exploring all kinds of fetishes and kinks, from BDSM to roleplay to age play. I'm always up for trying new things and pushing boundaries. If you're into whippings, domination, or submission, t...
  • 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...
  • 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! ๐Ÿงฆ There's just something about the soft fabric hugging my feet that drives me wild. The way t...
  • 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 Fetish Fun with Tierney from BostonKinky Fetish Fun with Tierney from Boston I'm Tierney, a naughty girl from Boston who loves to explore all kinds of kinky fetishes. I have a wild side that craves excitement and taboo experiences. If you're looking for someone to fulfill your deepest desires, look no further! I enjoy BDSM play, domination, and submission. Whippings, span...
  • Explore Kinks and Fetishes with Ladonna in BostonExplore Kinks and Fetishes with Ladonna in Boston Hey there, I'm Ladonna 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 believe in creating a safe and exciting space for like-minded individuals to come together and have some fun. You can find us on swinge...
  • Seeking BDSM Submissives for Whippings and RoleplaySeeking BDSM Submissives for Whippings and Roleplay I love exploring all kinds of kinky fetishes! My name is Gabey and I'm from Boston, Massachusetts. You can find me in the FreeSexAds.com Alt profiles under username gabeyb90496. I have always been drawn to the world of domination and submission. The feeling of power exchange and control really ge...
  • Discover the Thrilling World of Ray: Unleash Your Desires Today!<br>Discover the Thrilling World of Ray: Unleash Your Desires Today!
    Hey there, fellow explorers of the unknown! I'm Ray, a friendly and open-minded lady hailing from the vibrant city of Boston, Massachusetts. I wanted to share something exciting with you all: my unique fetish! Now, I won't reveal what it is just yet, but trust me when I say it's something that tr...
  • 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, ...
  • Submissive Male Seeks Dominatrix for Kinky BDSM FunSubmissive Male Seeks Dominatrix for Kinky BDSM Fun I'm Damon, a submissive male from Boston, Massachusetts, looking for a Dominant Female Mistress to take control and show me the ways of proper submission. I can be found on FreeSexAds.com Alt profiles under username damonb57078. I crave being forced into submission and enjoy exploring various ki...
  • 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 Wildest Desires with Cassy from BostonExplore Your Wildest Desires with Cassy from Boston Hey there, I'm Cassy from Boston and I have a unique fetish that I can't wait to share with you! I absolutely love indulging in foot worship. There's something so sensual and intimate about having my feet pampered and adored. It's a feeling like no other! I'm a friendly and open-minded individual...
  • LetLet's Explore Love and Adventure Together! ๐ŸŒˆ Hey there, lovely people of Boston! My name is Malory, and I'm excited to dive into the world of dating as a proud transgender individual. ๐Ÿ’– I believe that love knows no boundaries, and I'm eager to meet someone who shares my enthusiasm for life. Whether you identify as LGBTQ or simply appreci...
  • Explore Your Wildest Desires with Lianne from Boston!Explore Your Wildest Desires with Lianne from Boston! Hey there! My name is Lianne 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 always open to trying new things and exploring different kinks and fetishes. I'm a friendly and open-minded...
  • Tempting Encounters Await with DamonTempting Encounters Await with Damon Hey there, fellow kinksters of Boston! It's your friendly neighbor, Damon, here to share a secret desire that sets my heart racing and my imagination soaring. Brace yourselves, because I've got a fetish that'll make you blush! Picture this: the thrill of being submissive, surrendering control to ...
  • Submissive Male Seeks Dominatrix for Kinky AdventuresSubmissive Male Seeks Dominatrix for Kinky Adventures I'm Carey, 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 careyb29070. I enjoy being tied up and spanked, bu...
  • Elegant Enigma Seeking ConnectionElegant Enigma Seeking Connection Hey there, I'm Karlee from Boston, Massachusetts. I may not fit society's typical mold, but that's what makes me unique! As a transgender individual, I embrace my journey and love being part of the LGBTQ community. I enjoy exploring new places in Boston like the Public Garden or catching a show ...
  • Unleash Your Desires with Tana from BostonUnleash Your Desires with Tana from Boston Hey there, I'm Tana, 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. We believe that life is too short not to indulge in our deepest desires. You can find us on swingers dating profiles under ...
  • Hot Shemale in Boston Looking for Naughty FunHot Shemale in Boston Looking for Naughty Fun Are you ready to explore your wildest fantasies with a sexy shemale? Look no further, because I'm here to make all your dreams come true. My name is Marys and I'm a horny shemale seeking a local man for some hot and steamy action. I love it all - from giving sloppy blowjobs to getting my tight as...
  • KarenKaren's Kinky Desires I'm Karen from Boston, Massachusetts, and I have some wild kinks that I can't wait to explore with the right person. I love all things BDSM - from domination to submission, whippings to spankings, and everything in between. I'm looking for someone who shares my passion for roleplay and humiliati...
  • Explore Kinks and Fetishes with Elizabet from BostonExplore Kinks and Fetishes with Elizabet from Boston Hey there, I'm Elizabet from Boston, Massachusetts! My husband and I are friendly, open-minded swingers who love to explore all kinds of kinks and fetishes. Whether you're into bondage, role-playing, or something completely unique, we're always up for trying new things. You can find us in the swi...
  • Trans Man waiting for right date with hot beautyTrans Man waiting for right date with hot beauty Handsome Trans Man for Dating in Boston 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!&nbs...
  • Mistress has opening for a male submissive training in Boston areaMistress has opening for a male submissive training in Boston area Mistress Seeks submissive male in Boston Mistress seeks submissive male for training in Boston. Are you a sub and available evenings or weekends? Some weekdays are available upon request. Our first few meetings will decide if we can work together and we will come to a written agreement after discus...
  • Explore Kinks and Fetishes with Gabriela from BostonExplore Kinks and Fetishes with Gabriela from Boston Hey there, I'm Gabriela 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 believe in creating a safe and exciting space for like-minded individuals to come together and have some fun. You can find us in the sw...
  • Explore Kinks and Fetishes with Suzanne from BostonExplore Kinks and Fetishes with Suzanne from Boston Hey there, I'm Suzanne 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 believe in living life to the fullest and enjoying every moment of it. If you're looking for a fun and adventurous time with like-minde...