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 30th, 2025

Submissive Male Seeks Dominatrix for Kinky BDSM Fun I'm Meyer, a submissive male from Boston, Massachusetts, looking for a Dominant Female Mistress or Dominatrix to take control and show me the ways of proper submission. I can be found on FreeSexAds.com Alt profiles under username meyerbo82730. I have always had a deep desire to be dominated and h...

Explore Your Wildest Fantasies with Joceline from Boston! Are you ready to embark on a thrilling adventure that will leave you breathless and begging for more? Look no further, because I'm Joceline, your ticket to an unforgettable experience in the swinging world. My husband and I are not your average couple. We're friendly, open-minded, and always eag...

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...

Exploring 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 ...

Swinging 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...

Well Endowed Shemale for Man in Boston Hung Shemale for Man in Boston I am Blanca. I can provide top or bottom service. Bareback if you're clean. Love oral sex both giving and receiving. Say hello cause I'm friendly, sexy as hell and always satisfy my partner. Give me a try. Message me privately at BlancaShemale32 for my latest uncensor...

Male 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...

U.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 ...

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...

Explore 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...

Explore 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 ...

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...

Want to Fuck My Wife? Let's Swap in Boston Wife Swaps in Boston Attractive, adventurous and athletic couple in the Boston area seeks swinger hookups for social activities and the explore the local swinging lifestyle. He is Thomas, age 29, a self-employed graphic artist. Fit and trim, loves sex!  She is Heather, age 27, employed as a ...

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, ...

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 Desires with Kalli from Boston! Hey there! Are you ready to dive into a world of pleasure and exploration? Well, look no further because I'm Kalli, your friendly and open-minded companion from Boston, Massachusetts. Let me tell you about my unique fetish that will leave you wanting more! I have a passion for role-playing. It's ...

Let'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...

Passionate 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...

Spark Some Magic with Gabbie from Boston! Hey there, I'm Gabbie, a fun-loving transgender woman from Boston, Massachusetts. I may not fit society's norms, but I embrace every part of who I am with pride. Being part of the LGBTQ community has taught me the importance of self-love and acceptance. I enjoy exploring new places in the city li...

Spark 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...

Sexy Shemale Looking for Hot Fun in Boston Are you ready to have the time of your life with a horny shemale? I'm Lyndel, and I'm looking for a local man who can handle all of my desires. I love getting down and dirty, so if you're up for some wild fun, then I'm your girl! I love it all - from giving sloppy blowjobs to taking a huge cock d...

Unleash Your Desires with Jonny from Boston! Hey there, everyone! My name is Jonny, and I've got a secret to share with you. I have this unique fetish that makes me feel all tingly inside. It's like fireworks exploding in my mind! 🎆 What's my fetish, you ask? Well, it's the thrill of being submissive. There's something so exciting about ...

Explore Your Wildest Desires with Norri! Hey there! I'm Norri from Boston, and I have a unique fetish that I absolutely adore. It's all about exploring different kinks and fetishes, and I love trying new things. I'm friendly, open-minded, and always up for a good time. One thing that really intrigues me is Femdom. The idea of taking con...

Explore 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...

Submissive 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...

Euphoria 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. ...

Mistress seeks Boston male sub for BDSM and training Mistress seeking male sub in Boston I am Mistress Velvet Sky. I use a variety of toys on My boys. You will be My submissive boy toy. I have a contract that We/we will mutually agree to in writing. We/we can hash this out if we decide to enter a Dom/sub relationship. I am not a game player, so pleas...

Kinky Dominatrix Seeking Submissive Male for BDSM Fun in Boston 🔥 Hello there, my name is Selena and I am a strict Mistress who loves to explore all kinds of kinky fetishes with my submissive partners. Are you ready to submit to my every command and fulfill all of my desires? If so, then you may be the perfect match for me. I enjoy a wide range of activities i...

Kinky Mistress Joscelin from Boston Seeks Submissive for BDSM Fun Are you ready to submit to a strict and dominant Mistress? My name is Joscelin, and I am here to fulfill all of your deepest desires and fantasies. As a seasoned Dominatrix, I have a variety of kinks that I enjoy exploring with my submissives. From whippings and spankings to roleplay and foot wors...

Explore Your Wildest Desires with Louise from Boston Hey there, I'm Louise and I have a unique fetish that sets my heart racing. I absolutely adore the feeling of silk against my skin, it's like a luxurious caress that sends shivers down my spine. The way it glides over me is simply intoxicating. I'm a friendly and open-minded individual who loves ...

F/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...

Superior 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...

Femdom Mistress Karleen - Explore Your Wildest Fantasies Are you ready to submit to a powerful and demanding Domina? Look no further, for I am Mistress Karleen from Boston, Massachusetts, and I am here to take control of your every desire. As a seasoned Dominatrix, I thrive on exploring kinks and fetishes with my submissive pets. From strap-ons and pegg...

Fulfill 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...

Hot Shemale in Boston Looking to Ride and Suck Are you looking for a naughty shemale to fulfill all your wildest fantasies? Well, look no further because I'm Danny, a sexy shemale from Boston seeking a local man for some hot and steamy fun. I love getting down and dirty with a man who knows how to handle a tranny like me. I enjoy being both ...

Debonair 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...

Join 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...

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...

Shemale 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 ...

Brandi 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...

Unleash Your Desires with Shaylah from Boston! Hey there, fellow kink explorers! Are you ready to dive into a world of passion and pleasure? Well, let me introduce myself. I'm Shaylah, a friendly and open-minded lady from beautiful Boston, Massachusetts. And guess what? I have a unique fetish that will make your heart race and your mind wande...

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...

DOMME 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...

Join Priscilla for a Wild Ride in Boston! Hey there, I'm Priscilla 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 adventure. You can find us on swingers dating profiles under the me...

Unleash 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 secret—I have a unique fetish that gets my heart racing and my imagination running wild. And today, I want to share it with you! ...

Jasmin 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...

Submissive Male Seeks Dominatrix for Kinky BDSM Fun I'm Allan, 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 allan97821. I have always been drawn to the world ...

Submissive 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...

Domme 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 ...

Explore Your Wildest Desires with Juliana from Boston Hey there! I'm Juliana, a friendly and open-minded woman from Boston who loves to explore all kinds of fetishes. One of my favorite kinks is foot worship. There's something so sensual and intimate about having my feet adored and pampered. I love the feeling of power and control it gives me. But t...