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 19th, 2025

Explore Kinks and Fetishes with Odelia from Boston Hello there! My name is Odelia, and I am a female swinger from Boston, Massachusetts. My husband and I are friendly, open-minded individuals who love to explore all kinds of kinks and fetishes. We enjoy meeting new people who share our interests and are always up for trying new things. You can fi...

Join Marice for a Swinging Adventure in Boston! Hey there, I'm Marice 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 trying new things and meeting like-minded individuals who share our passion for excitement and pleasure. You can find us...

Explore Your Desires with Malissia40490 Hey there, Boston! It's me, Malissia40490, and I've got something exciting to share with you. Are you ready to dive into a world of pleasure and curiosity? Well, hold on tight because I'm about to take you on an unforgettable journey! Let me start by saying that I'm a friendly and open-minded wom...

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...

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 ...

Unleash Your Desires with Jared from Boston! Hey there! I'm Jared, a friendly guy from Boston, Massachusetts. You might be wondering what makes me unique and exciting? Well, let me tell you about my one-of-a-kind fetish that gets my heart racing! I have a passion for role-playing as a mischievous leprechaun 🍀. It's so thrilling to embrac...

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...

Spark Up Some Chemistry with Lissie in Boston! Hey there! I'm Lissie, a transgender gal from Boston who loves exploring the city and meeting new people. As a member of the LGBTQ community, I embrace my identity and all the unique experiences that come with it. If you're looking for someone who is open-minded, fun-loving, and down-to-earth, the...

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...

Naughty Shemale Looking for Hot Fun in Boston Hey there boys, it's Vivie here, your favorite sexy shemale from Boston. I'm on the hunt for a local man who can handle all that I have to offer. When it comes to sex, I'm into everything naughty and kinky. I love being both a top and a bottom, giving blowjobs and getting my tight ass pounded. I enj...

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...

Looking for Love and Adventure! Hey there! I'm Harrietta, a fun-loving transgender gal from Boston, Massachusetts. If you're into exciting dates and genuine connections, then keep reading! So, what do I look like? Well, picture this: I have a curvy body that'll make you weak in the knees. My luscious hair frames my face perfect...

TS M2F Top in Boston TS Top Seeking Man in Boston I'm Sandi wants to meet hot guy for fun and hot sex. Age 28 with long blonde hair, smooth skin and a great body.  Non op functional, nice big ladystick for your pleasure! 😈  Love oral sex, anal sex and yummy kinks of all sorts. I love to explore kinks and f...

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

Explore Your Wildest Desires with Rubie! Hey there! I'm Rubie from Boston, Massachusetts, and I have a unique fetish that I absolutely adore. I love indulging in the world of foot worship. There's something so sensual and empowering about having my feet pampered and adored by a willing submissive. I'm a friendly and open-minded individu...

MEET LOCAL FREAKS - BDSM, Fetish, Femdom, & Kinksters [FREE PROFILES] Meet Local Freaks to Work Out Your Kinks! Your guide to the Boston bondage, femdom and fetish scene We live the kink lifestyle. We love the power, the submission and the kinky pleasures. Come meet local kinksters for friendship or passion.  thebdsmguide.com BDSM Femdom R...

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 ...

Hot Shemale in Boston Looking for Some Naughty Fun Are you ready to explore your wildest fantasies with a sexy shemale like me? My name is Dyna and I'm looking for a local man who can handle all the kinky fun I have to offer. I love being both top and bottom, giving and receiving blowjobs, getting my tight ass pounded, and making sure you have mul...

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...

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...

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...

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...

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 ...

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...

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...

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 Dominatrix Seeking Submissive Male for BDSM Fun in Boston 🔥 Hello there, my name is Selena and I am a strict Mistress who loves to explore all kinds of kinky fetishes with my submissive partners. Are you ready to submit to my every command and fulfill all of my desires? If so, then you may be the perfect match for me. I enjoy a wide range of activities i...

Sexy Shemale Looking for Hot Fun in Boston Are you ready to have the time of your life with a horny shemale? I'm Lyndel, 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 up for some wild fun, then I'm your girl! I love it all - from giving sloppy blowjobs to taking a huge cock d...

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....

Submissive Male Seeks Dominatrix for Kinky Roleplay and Humiliation I'm Jerold from Boston, Massachusetts, and I'm a submissive male looking for a Dominant Female Mistress or Dominatrix to force me into submission. I crave being controlled and taught how to please a Mistress properly. I can be found on FreeSexAds.com Alt profiles under username jeroldbost32791. I...

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...

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...

TS Asian lady ready for upscale action (28) Asian Transexual Lady for Man in Boston Hot and sexy Asian transexual, fully functional and wants to play with you! Message RubyTS4male...

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...

Explore Your Wildest Desires with Nicole from Boston Hey there! I'm Nicole, a friendly and open-minded woman from Boston with a unique fetish. I absolutely love exploring different kinks and fetishes, and I'm always up for trying something new. My favorite fetish is foot worship - there's just something so sensual and intimate about it that really g...

Kathleen's Kinky Desires I've always had a wild side when it comes to my fetishes and kinks. My name is Kathleen, and I'm a woman from Boston, Massachusetts who loves to explore all sorts of naughty pleasures. From BDSM to roleplay, I enjoy pushing boundaries and trying new things. One of my favorite kinks is domination....

Submissive Male Seeks Dominatrix for Kinky Fun I'm Jimmie, 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 jimmieb28084. I enjoy exploring various kinky fe...

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 ...

Spark Your Curiosity with Lissa Hey there! I'm Lissa, a transgender woman from Boston, Massachusetts. I may not fit society's typical mold, but that's what makes me unique and confident in my own skin. I love embracing my LGBTQ identity and all the beauty that comes with it. If you're looking for someone who is genuine, fun-lovi...

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...

Kinky Fetish Fun in Boston! Hey everyone, it's Denise 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, or anything in between, I'm your girl! I love whippings, spankings, and all things kinky. But I'm also op...

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 ...

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...

Meet Massachusetts Transexuals Online: Live Chat, Member Profiles, Photo Swaps & Local Trans Clubs Meet Massachusetts Transexuals Online!  Meet Massachusetts transexuals online at AmericanTransexuals.com. Our web development team includes transexual women and male trans admirers, so we have a unique understanding of transgender attraction. We have created an online community where you can m...

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.      ...

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 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...

Explore Your Wildest Desires with Melamie Hey there! I'm Melamie from Boston, Massachusetts, and I have a unique fetish that I absolutely adore. I love indulging in Femdom, where I get to take control and assert my dominance over a willing submissive male. It's such a thrilling experience for me! I'm a friendly and open-minded individual...

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...