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 20th, 2025

Exploring Kinks and Fetishes in Boston My name is Virgina and I am a kinky girl from Boston, Massachusetts looking to explore all sorts of naughty pleasures. I have always been drawn to the world of BDSM, domination, and submission. Whippings, spankings, roleplay, you name it - I love it all! 🖤 I am seeking like-minded individuals ...

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...

Passionate 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...

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 ...

Hot 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 ...

Sexy M2F Preop Trans, Lovely Surprise Waiting in my Panties 💖💖 Preop Trans in Boston Hi! I'm Brandi, new TS in the Boston area. I'm MtF preop transexual woman. I pass as female very well so we can go to your business function or out for dinner followed by a night of forbidden fun that only we will know about! I am fully functional, 8" thick hiding in my pantie...

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 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...

Eager 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...

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...

Unleash Your Desires with Marin from Boston! Hey there, fellow thrill-seekers! I'm Marin, a spirited swinger hailing from the vibrant city of Boston, Massachusetts. Together with my loving husband, we're on a quest to discover the boundless world of pleasure and excitement. With hearts as open as our minds, we're here to invite you into our...

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...

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...

Join Jessi from Boston for an Unforgettable Swinging Experience Hey there! I'm Jessi, 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 enjoy meeting new people and creating unforgettable experiences together. You can find us on swingers dating profiles u...

Kinky 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...

Seeking Connection and Adventure Hey there! I'm Roanne, a transgender woman living in Boston, Massachusetts. I may not fit society's mold of what a woman should look like, but that doesn't stop me from embracing my true self and living authentically. You can check out my pics at my personal profile page @roanneb12275. I love exp...

Kinky 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...

Discover the Intriguing World of Jonell: A Friendly, Open-Minded Fetish Lover Hey there, Boston! 👋 Are you ready to embark on a thrilling journey into the world of fetish and kink? Look no further, because I'm here to introduce you to my unique and captivating world. My name is Jonell, and I'm a woman from Boston who loves exploring all things naughty and nice. 😉 Now...

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...

Elisabeth 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 @...

Explore 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...

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...

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...

Boston 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...

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...

Looking for Love and Adventure in Boston! 💖 Hey there, lovely people of Boston! My name is Tamra, and I'm a fun-loving transgender individual ready to embark on an incredible dating journey. 🌈 So, let me tell you a little bit about myself. I have a curvaceous body that's perfect for cuddling up with on those chilly New England nights. A...

Spark Your Curiosity with Lissa Hey there! I'm Lissa, a transgender woman from Boston, Massachusetts. I may not fit society's typical mold, but that's what makes me unique and confident in my own skin. I love embracing my LGBTQ identity and all the beauty that comes with it. If you're looking for someone who is genuine, fun-lovi...

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: ...

Bella's Tempting Fetish Adventure Hey there! I'm Bella from Boston, and I have a unique fetish that I absolutely adore. I love the feeling of silk against my skin, it just sends shivers down my spine! It's like a sensual hug that makes me feel so alive and in touch with my desires. I'm a friendly and open-minded person who loves ...

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 ...

Raunchy Shemale Anni Looking for Hot Fun in Boston Hey there, I'm a kinky shemale from Boston, Massachusetts looking for a local man to have some steamy fun with. My name is Anni and I love getting down and dirty in the bedroom. I'm a top who loves to dominate but can also be a submissive bottom if that's what you're into. I enjoy giving sloppy bl...

Looking for Love and Adventure!
Hey there! My name is Moira, and I'm a transgender woman living in beautiful Boston, Massachusetts. 🌆 I wanted to take a moment to tell you a little bit about myself and what I'm looking for. First off, let me start by saying that being part of the LGBTQ+ community has been an incredible journ...

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...

Unleash 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 ...

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...

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 Willa Ready to Play in Boston Are you looking for a hot shemale to fulfill all your wildest fantasies? Look no further because I'm here to make all your dreams come true. My name is Willa and I am a sexy shemale seeking a local man for some steamy fun. I love everything from giving sloppy blowjobs to taking it deep in my tig...

Spark Up Some Chemistry with Lissie in Boston! Hey there! I'm Lissie, a transgender gal from Boston who loves exploring the city and meeting new people. As a member of the LGBTQ community, I embrace my identity and all the unique experiences that come with it. If you're looking for someone who is open-minded, fun-loving, and down-to-earth, the...

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...

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 ...

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! 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'...

Looking for Love and Adventure! 🌈 Hey there, lovely people of Boston! My name is Kimmie, and I'm a fun-loving transgender individual who's ready to explore the dating world. 💖 I may have a random body type, ethnicy, and nationality, but what truly defines me is my vibrant personality and open-mindedness. Being trans has taught...

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...

Kinky Mistress Doria from Boston Seeks Submissive for BDSM Exploration Hello there, I am Doria, a strict Dominatrix based in Boston, Massachusetts. Are you ready to explore your deepest kinks and fetishes with me? As a Mistress, I enjoy whippings, domination, and roleplay. I love to see my submissive squirm under my control as I administer spankings and torture. If y...

Looking for Love and Adventure! 🌈 Hey there! My name is Louisa, and I'm a transgender woman living in beautiful Boston, Massachusetts. 💖 I wanted to take a moment to share a little about myself and what I'm looking for in the dating world. First things first, let's talk about what I love about being part of the LGBTQ+ communit...

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...

Passion 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...

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 Foster from Boston, Massachusetts, and I am a submissive male looking for a Dominant Female Mistress or Dominatrix to force me into submission. I crave being controlled and taught how to properly please a Mistress. Some of my favorite submissive kinks include roleplay, spankings, and humilia...