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

August 13th, 2025

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...

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...

MISTRESS 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......

Flirty Florance Looking for Love Hey there! I'm Florance, a fun-loving transgender gal from Boston, Massachusetts. I may not fit into society's boxes, but that's what makes me unique and fabulous! 🌈 I love embracing my true self and connecting with others who appreciate authenticity. I'm looking for someone special to go on a...

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...

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 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...

Explore Your Wildest Desires with Trisha! Hey there, I'm Trisha from Boston, Massachusetts and I have a unique fetish that I absolutely love. I adore wearing latex clothing and exploring the world of latex fetishism. The feeling of the tight material against my skin is so exhilarating and empowering. I'm a friendly and open-minded perso...

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 ...

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...

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...

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...

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...

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 ...

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...

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...

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...

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...

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...

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...

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...

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...

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...

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...

Join Lynnea for a Sensual Adventure Hey there! I'm Lynnea, a female swinger 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 and sharing exciting experiences together. You can find us in the swingers dating profiles with the member ...

Join Dayle for a Night of Sensual Exploration Hello there! I'm Dayle, 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 who share our adventurous spirit and are ready to push boundaries. You can find us in the sw...

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...

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...

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 ...

Passion Play: Sexy Swingers in Boston! Hello there, I'm Jade from Boston, Massachusetts. My husband and I are a fun-loving, open-minded couple who enjoy exploring our kinkier side in the world of swinging. We're always up for new adventures and love meeting like-minded individuals who share our passion for pleasure. You can find us on...

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...

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...

Explore Your Wildest Desires with Starlin Hey there, I'm Starlin from Boston, Massachusetts! I have a unique fetish that I absolutely adore. It's all about sensory deprivation and exploring the unknown. The feeling of being blindfolded and restrained just sends shivers down my spine. I'm a friendly and open-minded person who loves to tr...

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...

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...

Kinky 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....

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 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...

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 ...

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 ...

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...

Submissive Male Seeks Dominatrix for Kinky BDSM Fun I'm Price from Boston, Massachusetts, and I'm a submissive male looking for a Dominant Female Mistress or Dominatrix to force me into submission. I want to learn how to please a Mistress properly and explore all kinds of kinky fetishes and roleplay scenarios. I enjoy being spanked, whipped, and...

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 ...

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...

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...

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....

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...

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...