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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October 18th, 2025

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...

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...

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...

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...

Submissive Male Seeks Dominatrix for Kinky BDSM Fun I'm Erin, 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 erin24206. I have always had a strong desire to expl...

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...

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...

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 I'm Brady from Boston, Massachusetts, and I'm a submissive male looking for a Dominant Female Mistress or Dominatrix to take control and force me into submission. I crave the feeling of being dominated and taught how to properly please a Mistress. Some of my favorite submissive kinks include rol...

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...

Raunchy Shemale Seeking Local Man for Wild Fun Hey boys, looking for a hot shemale to fulfill all your wildest fantasies? Look no further because Lynnette is here to make all your dreams come true. I'm a horny shemale from Boston, Massachusetts, ready to show you a good time. I love getting down and dirty with a man who knows how to handle a tr...

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...

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...

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...

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...

Explore Kinks and Fetishes with Dollie from Boston Hey there! I'm Dollie, 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. Whether you're into BDSM, role-playing, or something else entirely, we're always up for trying new things. You can find u...

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...

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 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...

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...

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. ...

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...

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...

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...

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...

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 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 ...

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...

Spark up Some Magic with Vivia Hey there, I'm Vivia from Boston, Massachusetts. I'm a curvy, Latina transgender woman who loves exploring the city and trying new things. 🏙️ When it comes to dating, I enjoy connecting with open-minded individuals who appreciate the beauty of the LGBTQ community. 🌈 If you're looking for ...

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...

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...

October 17th, 2025

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...

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...

Submissive Male Seeks Dominatrix for Kinky Wash Fetish I've always been drawn to the idea of submitting to a powerful woman, and my name is Wash. I'm from Boston, Massachusetts, and I'm on the lookout for a Dominant Female Mistress or Dominatrix who can force me into submission and teach me how to properly please a Mistress. You can find me in the Alt...

Raunchy Shemale in Boston Looking for Hot Fun I'm Nani, a sexy shemale from Boston looking for a local man who can handle all my dirty desires. I love to be on top, dominating you and making you beg for more. I'll give you the sloppiest blowjob of your life, gagging on your throbbing cock until you explode in ecstasy. I want to ride you until...

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...

Tempting Pleasures Await - Explore My Unique Fetish! Hey there, Boston! My name is Christ, and I've got a secret that's just dying to be shared. I have a fetish that sets me apart from the rest, and it's something I absolutely adore. Now, before I spill the beans, let me tell you a little about myself. I'm a friendly guy from Massachusetts who love...

Sexy Shemale Looking for Hot Fun in Boston I'm Charmane, a sultry shemale looking for a local man who can handle all of me. I love getting down and dirty, exploring every inch of your body with my throbbing cock. From blowjobs to anal play, I'm ready to fulfill all your wildest fantasies. I enjoy being both a top and a bottom, switching t...

Sexy Shemale Looking for Hot Fun in Boston! Are you a man who loves to play with a kinky shemale like me? My name is Sheela and I'm looking for a local guy who wants to have some wild and raunchy fun together. I love being both top and bottom, giving blowjobs, getting my tight ass pounded, sucking on a throbbing cock, and making each other ...

Femdom Mistress Francine - Explore Your Wildest Desires Are you ready to submit to a powerful and commanding Femdom like me, Mistress Francine? I am an experienced Dominatrix from Boston, Massachusetts, who knows how to take control and fulfill your deepest fantasies. Whether you crave being humiliated, whipped, or pegged with my strap-on, I will make ...

Explore Your Wildest Desires with Moira from Boston Hey there, I'm Moira, and I have a unique fetish that I just can't get enough of. I love indulging in foot worship - there's something so sensual and intimate about it that drives me wild! 🦶🔥 I'm a friendly and open-minded person who loves to explore different kinks and fetishes. I'm always...

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...

Explore Your Wildest Desires with Peggy from Boston! Hey there, I'm Peggy, a friendly and open-minded gal 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 intimate about having my feet pampered and adored. But that's not all, I'm always up for trying new ...

Sexy Shemale in Boston Looking for Hot Fun I love to get down and dirty with a man who knows how to please a shemale like me. My name is Marijo and I am seeking a local guy for some wild and raunchy encounters. I enjoy being on top, giving blowjobs, getting my tight ass played with, and riding a throbbing cock until we both explode with or...

Young ebony submissive waiting to please the right 'Sir' Submissive Ebony Woman for Sir Call or text me! Contact me for my recent pics and contact info. No drama, no games, these are my own 100% real pics MY GALLERY - @desireeXXsub...

Transgender Beauty Looking for Love Hey there! My name is Billi and I'm a transgender woman living in Boston, Massachusetts. I love exploring the city and trying new restaurants like The Beehive or Toro. I also enjoy taking long walks along the Charles River Esplanade or catching a movie at the Coolidge Corner Theatre. I'm proud to...

Naughty Shemale Danette Looking for Hot Fun in Boston Looking for a hot man in Boston who can handle all that I have to offer. I'm a sexy shemale named Danette, and I'm ready to show you a good time. I love getting down and dirty, so if you're into wild and kinky sex, then I'm the girl for you. I enjoy everything from giving sloppy blowjobs to takin...

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 ...

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 ...

Naughty Shemale Daphene Ready to Play in Boston! Are you a man looking for a wild time with a sexy shemale? Look no further, because I'm Daphene and I'm ready to fulfill all your wildest fantasies. I'm a top shemale seeking a local man in Boston for some hot and steamy fun. I love getting down and dirty, so get ready for some mind-blowing acti...