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!

Home / Alternative Sex Ads /

Show Ads In: Boston | Cape Cod / Islands | South Coast | Western MA | Worcester / Central MA

November 29th, 2025

Passion Seekers in Boston Hey there, I'm Dena 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 boundaries and pushing our limits when it comes to pleasure. You can find us on FreeSexAds.com Swingers Lifesty...

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...

Explore 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...

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...

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...

New Body New Me M2F post-op in Boston Hi, I'm Natasha, newly transitioned and ready to date. Gorgeous red head with slender legs and curvy body. Want to come and join me for a drink? I love sex in my new gender!!! Seeking a local area man who will enjoy sex and passion with me. Message me online NatashaM...

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 ...

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...

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...

Exploring Love and Connection as a Transgender Beauty Hey there, I'm Matti from Boston, Massachusetts. I'm a proud transgender woman who loves embracing my true self and connecting with others in the LGBTQ community. If you're looking for someone who is authentic, compassionate, and full of love, then look no further! I enjoy exploring new places in...

Karen'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...

Submissive 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...

Seeking 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...

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...

Explore Your Desires with Shay Hey there! I'm Shay, a friendly and open-minded woman from Boston, Massachusetts. I have a unique fetish that I absolutely adore - I love indulging in foot worship. There's something so sensual and intimate about having my feet pampered and adored. I'm always eager to explore new kinks and fetis...

Unleash Your Wildest Desires with Dalia from Boston! Hey there, lovely people of Boston! Allow me to introduce myself - I'm Dalia, a fun-loving and open-minded swinger ready to embark on some thrilling adventures with my amazing hubby, Jake. We're the perfect duo to satisfy your deepest desires and explore all those tantalizing kinks and fetishes yo...

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...

Explore Your Wildest Desires with Jeraldine Hey there! I'm Jeraldine from Boston, 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. It's my little secret pleasure that always leaves me craving for more. I'm a friendly and open-minded ...

Explore Kinks and Fetishes with Vena in Boston Hey there, I'm Vena from Boston, Massachusetts! My husband and I are a friendly and open-minded couple who love to explore all kinds of kinks and fetishes. Whether you're new to the scene or a seasoned pro, we're always up for trying something new and exciting. You can find us in the swingers dati...

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 ...

Naughty Shemale Seeking Local Man for Wild Fun Looking for a man who can handle a horny shemale like me? Look no further! I'm Marlena, a sexy tranny from Boston, Massachusetts, ready to show you a good time. I love getting down and dirty, so if you're into that, we'll get along just fine. I enjoy everything from passionate kissing to rough a...

Elegant 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 ...

Tempting 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 ...

Explore Your Desires with Rosabella from Boston Hey there, curious souls of Boston! It's your friendly and open-minded fetish explorer, Rosabella. 👋 Are you ready to dive into a world of unique desires? Well, I've got something special just for you! Let me introduce you to my secret passion – Femdom! 🌟 This thrilling fetish allows me t...

Sexy Shemale in Boston Looking for Hot Fun Are you ready to experience the ultimate pleasure with a hot shemale like me, Arleta? I'm a naughty tranny who loves to play all night long. I'm seeking a local man who can handle my insatiable appetite for sex and fun. I love getting down and dirty with a man who knows how to please me. From pas...

Explore 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...

Elegantly Transgender Seeking Connection in Boston Hey there! I'm Pippy, a transgender cutie from Boston who loves exploring the city's vibrant LGBTQ+ scene. Whether it's grabbing a coffee at the queer-friendly Diesel Café in Somerville or catching a drag show at Club Cafe in Back Bay, I'm always up for a good time. I embrace my trans identity ...

Kinky Mistress Seeking Submissives for BDSM Play I'm Caralie, a fiery fetish enthusiast from Boston, Massachusetts. I have a deep passion for exploring all things kinky and taboo. From whippings to roleplay, I love pushing boundaries and indulging in the thrill of domination and submission. If you're looking to delve into the world of BDSM with...

Submissive Male Seeks Dominatrix for Kinky BDSM Fun My name is Osgood and I am a submissive male from Boston, Massachusetts. I am on the hunt for a Dominant Female Mistress or Dominatrix who can force me into submission and teach me how to properly please a Mistress. I can be found on FreeSexAds.com Alt profiles under username osgoodbos64307. I ha...

Seeking a Local Man for Some Raunchy Shemale Fun Hey there, I'm Kathrine, a sexy shemale from Boston looking for a man who can handle all of me. I love getting down and dirty, exploring every inch of your body with my throbbing cock. I'm a versatile babe who loves to top and bottom, giving you the ultimate pleasure in every position imaginable. ...

Elsa from Boston: Let's Explore Together Hey there, I'm Elsa from Boston, Massachusetts. My husband and I are a friendly and open-minded couple who love to explore all kinds of kinks and fetishes. Whether you're new to the scene or a seasoned pro, we're always up for trying something new and exciting. You can find us in the swingers dati...

A Symphony of Sensuality Hey there! I'm Melodie, a transgender woman from Boston, Massachusetts. I may have a curvy body, but my heart is even bigger. I love exploring the city and checking out local spots like Fenway Park or the Museum of Fine Arts. Let's grab a coffee at Thinking Cup or go for a stroll in the Public Gar...

Mistress Leila, Mature Mistress for sub in Boston Mistress Leila Boston Female Domination Mistress Leila is a strict and sensual FemDom with a decided taste for the extreme! I am accepting submissive male and female applicants. I enjoy foot worship, slave training, strap-ons and total control. See all the possibilities and lots more pics on my per...

Unleash 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...

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 ...

Submissive Male Seeks Dominatrix for Kinky Fun I never knew how much I craved to be dominated until I met my first Mistress. My name is Guthrie and I am a submissive male from Boston, Massachusetts. The thought of a strong Dominant Female Mistress forcing me into submission excites me beyond words. I am on the hunt for a new Mistress or Domi...

Interviewing for new submissive for evenings and/or weekends Domme Woman for sub male in Boston I need a new male subbie who can come 'do' stuff around My house in exchange for some ass beating and gentle torture. This is not a game, but it is fun. We/we will need something in writing so We/we understand each other's places and we will need to come to a mutu...

Tempting Adventures Await with Juliet from Boston! Hey there, fellow thrill-seekers! My name is Juliet, and I'm a fun-loving, open-minded lady from the beautiful city of Boston, Massachusetts. Let me introduce you to my amazing husband, Mark. Together, we make an unstoppable duo ready to explore all the exciting possibilities that life has to off...

Submissive Male Seeks Dominatrix for Kinky BDSM Fun I'm Terrance 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 dominated and taught how to properly please a Mistress. Some of the submissive kinks and fetishes that I enjoy include whippings, ro...

Trans 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...

Raunchy Shemale Moira Ready to Play in Boston Are you a man looking for a wild time with a hot shemale? Look no further, because I'm here to fulfill all your dirty fantasies. My name is Moira and I'm a sexy shemale from Boston, Massachusetts seeking a local man for some mind-blowing sex and fun. I love getting down and dirty in the bedroom,...

Mistress 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...

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...

Join me for a night of exploration and excitement Hey there, I'm Ramona from Boston, Massachusetts. My husband and I are friendly, open-minded, and always up for trying new things. We love to explore kinks and fetishes, and we're looking for like-minded individuals to join us in our adventures. You can find us in the swingers dating profiles with...

Passionate Swingers Seeking Playmates in Boston Hello there, I'm Acacia from Boston, Massachusetts. My husband and I are a fun-loving, open-minded couple who enjoy exploring our kinks and fantasies with like-minded individuals. We are active members of the swinging lifestyle community and can be found on FreeSexAds.com under the username acacia...

Explore Your Wildest Desires with Hale Hey there, I'm Hale from Boston, Massachusetts. I have a unique fetish for wearing latex suits. The feeling of the tight material against my skin drives me wild! I love being submissive and would enjoy spending time with a Dominant woman who can take control. I'm friendly, open-minded, and always...

FtM seeking Princess Bride in Boston FtM seeking Woman in Boston Hi, I'm Andy, age 33, FtM transgender man living in Boston. Also, you must love that movie! If you don't get the reference you can still message me anyway! I love that movie and I will watch it with you over and again. View my pics and send me a message @AndyFtM4Pri...

Explore 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...

Passionate Swingers Seeking Playmates in Boston Hello there, I'm Melissa from Boston, Massachusetts. My husband and I are a fun-loving, open-minded couple who enjoy exploring our kinkier side. We're always up for new adventures and love meeting like-minded individuals who share our passion for the swinging lifestyle. You can find us on FreeSex...

Kinky Mistress Looking for Submissives in Boston! I'm Lucina, a dominant woman from Boston who loves exploring all kinds of kinks and fetishes. Whether you're into BDSM, roleplay, or just looking to spice things up, I'm the Mistress for you. I enjoy whippings, domination, submission, and so much more. 🖤 I'm always looking to push boundaries a...