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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May 14th, 2025

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. ...

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...

Passion Seekers in Boston Hey there, I'm Nanci, a sultry swinger from Boston, Massachusetts. My husband and I are the epitome of fun-loving, open-minded, and kink-friendly. We love exploring our deepest desires and pushing boundaries in the lifestyle. You can find us on FreeSexAds.com Swingers Lifestyle Profiles under user...

Sexy Shemale in Boston Looking for Hot Fun Hey boys, I'm Jayme, a hot shemale in Boston looking for a man who can handle all my desires. I love to be on top and dominate, but I also enjoy getting down on my knees and giving sloppy blowjobs. My tight ass is ready to be pounded hard, and I love it when you gag me with your huge throbbing cock....

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...

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...

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 ...

Hot Shemale in Boston Looking for Fun Hey there, I'm Mandie, a sexy shemale from Boston looking for a local man to have some naughty fun with. I love getting down and dirty, so if you're into that too, we'll get along just fine. When it comes to sex, I'm versatile and enjoy both giving and receiving. Whether you want me to be your top o...

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...

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...

Unleash Your Desires with Colene from Boston! Are you ready to embark on a tantalizing journey of pleasure and exploration? Look no further, for I am Colene, a vivacious female swinger hailing from the vibrant city of Boston, Massachusetts. Together with my loving husband, we are on a quest to discover the depths of our desires and indulge ...

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...

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 ...

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...

Submissive Male Seeks Dominatrix for Kinky BDSM Fun
I'm Errol, a submissive male from Boston looking for a Dominant Female Mistress or Dominatrix to take control and force me into submission. I crave being dominated and taught how to properly please a Mistress. You can find me on FreeSexAds.com Alt profiles under username errolbo33772. I enjoy a v...

Kinky Fetish Fun in Boston with Tallie Hey there, it's Tallie from Boston, Massachusetts! I'm a naughty little vixen who loves to explore all kinds of kinks and fetishes. Whether you're into BDSM, domination, submission, roleplay, spankings, or even age play, I'm your girl! I've always had a thing for whippings and being a Dominatrix. T...

Submissive Male Seeks Dominatrix for Kinky Fun I'm Tobin, 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 tobinb27961. I enjoy a variety of submissive kinks...

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...

Raunchy Shemale Looking for Hot Fun in Boston Are you ready for a wild time with a sexy shemale in Boston? I'm Jeane, and I'm looking for a local man who can handle all of my naughty desires. I love getting down and dirty, exploring all kinds of kinky fetishes and sexual acts. If you're into hot and steamy encounters, then I'm the perfect mat...

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 ...

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 ...

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...

INTERACTIVE MAP: Kink Tracker in the Boston Area! Boston Alt & Kink Hookups Meet locals to explore the alternative lifestyles scene in the Boston area. Meet members for friendship or to begin exploring the tantalizing world of kink! View our interactive map below to meet local Alt members who want to meet locals to explore various kinks and fe...

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 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 ...

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...

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...

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...

Sexy Shemale in Boston Looking for Hot Fun! Are you ready to explore your wildest fantasies with a naughty shemale like me? My name is Paulina 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 into that too, we'll have a great time together. I enjoy everything from passionate kiss...

Unleash Your Desires with Duane! Hey there! My name is Duane, and I'm a friendly guy from Boston, Massachusetts. I wanted to share something unique about myself - I have a fascinating fetish that brings me so much joy and excitement. Brace yourself for this one! I have a passion for being submissive. It's like an exhilarating ro...

Spark Up Some Magic with Karole Hey there, I'm Karole from Boston, Massachusetts. I'm a curvy and confident transgender babe who loves embracing my true self. Being part of the LGBTQ community brings me so much joy and freedom to express myself in ways that feel right. I'm looking for someone special to share some unforgettabl...

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...

Gorgeous, Passable Trans in Boston 😍 Gorgeous Passable Trans MtF for Man in Boston 😍 I transitioned 6 years ago at age 18. I am pretty, with long light brown hair, a nice figure and long shapely legs. I have brown puppy dog eyes and kissable lips. Check my profile @TransFaye24 for pics and prepare to be stunned!  I'm kin...

Raunchy Shemale Looking for Hot Fun in Boston I'm a sexy shemale named Deena, and I'm looking for a local man to have some wild and kinky fun with. I love getting down and dirty, so if you're into that too, we'll be a perfect match. You can find me on FreeSexAds.com Shemale Profiles at deenabo13202. When it comes to sex, I'm open to just abo...

Passionate Swingers Looking for Playmates in Boston Hello there, I'm Maya from Boston, Massachusetts. My husband and I are fun-loving, open-minded, and kink friendly individuals who enjoy exploring the exciting world of swinging. We are always on the lookout for like-minded couples or singles to join us in our sensual adventures. You can find us o...

Spark Up Some Chemistry with Brea Hey there, I'm Brea from Boston, Massachusetts. I'm a curvy Latina beauty who loves exploring new places and meeting new people. You can check out my pics at my personal profile page @breabos37210. I'm proud to be part of the LGBTQ community because it allows me to express my true self and connec...

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...

Explore 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,...

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 ...

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 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...

Explore Your Wildest Desires with Shawn from Boston Hey there, I'm Shawn from Boston! I have a unique fetish that I absolutely love - I have a thing for being tickled. It's my ultimate weakness and it drives me wild in the best way possible. I'm a submissive guy who would love to spend time with a Dominant woman who knows how to push my buttons and...

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 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...

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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...

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...

Explore Kinks and Fetishes with Karlie from Boston Hey there, I'm Karlie from Boston, Massachusetts. My husband and I are friendly, open-minded swingers 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 passions. You can find us in the swingers dating profiles ...

Explore Your Deepest Desires with Scarlet Hey there! My name is Scarlet and I have a unique fetish that I absolutely love. I am from Boston, Massachusetts and I am always open to trying new things. My fetish involves wearing latex clothing and exploring the world of Femdom. I love the power dynamic and control that comes with it, and I fi...