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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December 20th, 2025

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...

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...

DOMME AVAILABLE for private Femdom and DISCIPLINE Experienced Dominatrix for Boston Submissive Experienced Dominatrix seeks submissive, ready and willing to learn discipline from a loving but strict Mistress. Contact me @ BostonDommeX if you are available and willing to serve my needs. Available For: Discipline  Corporal Punishment Role...

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......

Passionate Swingers Looking for Playmates in Boston! Hey there, I'm Kari from Boston, Massachusetts. My husband and I are a fun-loving, open-minded couple who are always up for some kinky fun in the swingers lifestyle. We love exploring new experiences and meeting like-minded individuals who share our passion for excitement and pleasure. You can fi...

Discover the Thrilling World of Ray: Unleash Your Desires Today!
Hey there, fellow explorers of the unknown! I'm Ray, a friendly and open-minded lady hailing from the vibrant city of Boston, Massachusetts. I wanted to share something exciting with you all: my unique fetish! Now, I won't reveal what it is just yet, but trust me when I say it's something that tr...

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...

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...

Boston Strap On Sex Hookups Boston Strap On Dating Profiles Browse strap-on profiles of women and men who enjoy hot role reversals!   ...

Passion Seekers Ready for Swinging Fun in Boston Hello there, sexy souls of Boston! My name is Jenette, and my husband and I are on the hunt for like-minded individuals who share our passion for the swinging lifestyle. We are fun-loving, open-minded, and kink-friendly couple who love to explore our fantasies and desires with others. You can fin...

Submissive Male Seeks Dominatrix for Kinky BDSM Fun I'm Antoine, 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 antoinebost96286. I enjoy being dominated in va...

Well Endowed Shemale for Man in Boston Hung Shemale for Man in Boston I am Blanca. I can provide top or bottom service. Bareback if you're clean. Love oral sex both giving and receiving. Say hello cause I'm friendly, sexy as hell and always satisfy my partner. Give me a try. Message me privately at BlancaShemale32 for my latest uncensor...

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...

Join Ruella for an Unforgettable Swinging Experience in Boston! Hey there, I'm Ruella 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're always up for new adventures and meeting like-minded individuals who share our passion for excitement. You can find us on swingers da...

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...

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...

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...

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 ...

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...

Spark the Flame of Passion with Colette from Boston Hey there! I'm Colette, a fun-loving transgender gal living in Boston, Massachusetts. I may not fit society's standards of beauty, but my confidence and personality shine bright. I embrace my trans identity and love being part of the LGBTQ community. I enjoy cozy nights at local cafes like Think...

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,...

Passionate Swingers Seeking Playmates Hello there, I'm Isabelle 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 fantasies and indulging in our deepest desires. You can find us on FreeSexAds.com Swingers Lifestyle Prof...

Erotic Enchantment Awaits You, Let's Meet! Hey there! I'm Raye, a fun-loving transgender person from Boston, Massachusetts. I may not fit society's typical mold, but that's what makes me unique and exciting. I embrace my LGBTQ identity and love connecting with open-minded individuals who appreciate authenticity. I enjoy exploring the vibr...

27 y/o Sexy Hung Crossdresser in Boston Hung Crossdresser for Male in Boston Hey, I go by Selena when I'm cross dressed. I love being feminine and servicing my man!, I'm age 27, well hung and so cute when I'm dressed up!! What more could you want in a gurl?!! View my pics and message me @Selena27femCD so we can talk and meet for a sexy r...

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...

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...

Unleash Your Desires with Joellyn Hey there, all you adventurous souls in Boston! It's your friendly and open-minded girl, Joellyn, ready to explore new territories with you. Let me tell you a little secret—I have a unique fetish that gets my heart racing and my imagination running wild. And today, I want to share it with you! ...

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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,...

The Tempting World of Gabey: Explore Your Desires! Hey there, fellow kinksters of Boston! It's your friendly fetish enthusiast, Gabey, here to share a little secret with you. Are you ready for a unique adventure into the world of fetish? Well, look no further because I've got just the thing to make your heart race and your imagination soar! Now, ...

Mistress Savannah in Boston // Domme seeking new sub Strict Mistress for sub in Boston I am a strict Mistress, currently accepting applications for subs. My time is precious to Me and I won't waste it on people who are not serious about this. I am tall, slender and have long silky hair. My calm demeanor doesn't give away My desire to strongly punish ...

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...

Kinky Mistress Seeking Submissives for BDSM Fun in Boston My name is Janelle and I am a dominant woman with a taste for all things kinky. I love exploring different fetishes and pushing boundaries in the bedroom. From whippings to roleplay, I enjoy it all. I have always been intrigued by the world of domination and submission, and I am looking for lik...

HMU for Sex in Boston Newly Single and Ready to Mingle in Boston Hi guys, my name is Barbie, age 28. My husband cheated for the last time. Now it's my time to have some fun! If you want to hook up for passion and hot sex in the Boston, Massachusetts area then message me @BarbieSingle28.      ...

Exploring Kinky Fetishes with Maurene I've always had a wild side when it comes to exploring fetishes and kinks. My name is Maurene, and I'm a woman from Boston, Massachusetts who loves to delve into the world of BDSM and domination. Whippings, spankings, and roleplay are just a few of my favorite things. I enjoy taking control as a ...

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 ...

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...

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...

Debonair Trans dude, looks like Bond F2M Trans Dude in Boston Looking for someone a little different from the average guy? Hey, I'm Barry, age 31, fit and healthy. I have a square jaw, sparkling eyes and short dark hair. I like to dress sharp. I am currently looking for a fun lady to spend time with. Possible longterm relationship.&nb...

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...

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 ...

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...

Kinky Fetish Fun in Boston! Hey everyone, it's Randee from Boston! I'm a kinky girl who loves to explore all sorts of fetishes and kinks. Whether you're into BDSM, domination, submission, roleplay, spankings, or whippings, I'm your girl. I love being a Mistress and taking control, but I also enjoy being a submissive and lettin...

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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. ...