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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November 8th, 2025

Explore Kinks and Fetishes with Maggi from Boston Hey there, I'm Maggi, 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 even more adventurous, we're always up for trying new things. You can...

Passion Seekers in Boston Hey there, I'm Carina, a sultry swinger from Boston looking to add some extra spice to my already hot sex life. My husband and I are 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 Swinger...

Explore Kinks and Fetishes with Cecilia from Boston Hey there! My name is Cecilia, and I am 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 more unique, we are always up for trying new things....

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...

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...

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...

Domme looking for male sub who wants to be owned Domme for male sub in Boston I am Mistress Danielle. FemDom is My lifestyle, not something I do merely for fun. I have an opening in My dungeon for a submissive male. Send your photo along with an explanation of your kinks and fetishes and how you believe you can serve Me.  This is a serious ...

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...

Looking for Love and Adventure! 🌈 Hey there, lovely people of Boston! My name is Kimmie, and I'm a fun-loving transgender individual who's ready to explore the dating world. 💖 I may have a random body type, ethnicy, and nationality, but what truly defines me is my vibrant personality and open-mindedness. Being trans has taught...

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...

Kinky Fetish Fun in Boston, Massachusetts Hey there, I'm Caty from Boston, Massachusetts! If you're looking for some kinky fun, you've come to the right place. I love exploring all sorts of fetishes and kinks, from BDSM to roleplay to domination and submission. I can be your Mistress or your submissive, whatever turns you on. I enjoy w...

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,...

Looking for Love and Adventure!
Hey there! My name is Moira, and I'm a transgender woman living in beautiful Boston, Massachusetts. 🌆 I wanted to take a moment to tell you a little bit about myself and what I'm looking for. First off, let me start by saying that being part of the LGBTQ+ community has been an incredible journ...

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...

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...

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...

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...

Discover the Intriguing World of Jonell: A Friendly, Open-Minded Fetish Lover Hey there, Boston! 👋 Are you ready to embark on a thrilling journey into the world of fetish and kink? Look no further, because I'm here to introduce you to my unique and captivating world. My name is Jonell, and I'm a woman from Boston who loves exploring all things naughty and nice. 😉 Now...

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......

Submissive Male Seeks Dominatrix for Kinky BDSM Fun I'm Damon, a submissive male from Boston, Massachusetts, looking for a Dominant Female Mistress to take control and show me the ways of proper submission. I can be found on FreeSexAds.com Alt profiles under username damonb57078. I crave being forced into submission and enjoy exploring various ki...

Explore Your Wildest Desires with Cassy from Boston Hey there, I'm Cassy from Boston and I have a unique fetish that I can't wait to share with you! I absolutely love indulging in foot worship. There's something so sensual and intimate about having my feet pampered and adored. It's a feeling like no other! I'm a friendly and open-minded individual...

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...

Unleash Your Desires with Marin from Boston! Hey there, fellow thrill-seekers! I'm Marin, a spirited swinger hailing from the vibrant city of Boston, Massachusetts. Together with my loving husband, we're on a quest to discover the boundless world of pleasure and excitement. With hearts as open as our minds, we're here to invite you into our...

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...

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 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...

Raunchy Shemale Anni Looking for Hot Fun in Boston Hey there, I'm a kinky shemale from Boston, Massachusetts looking for a local man to have some steamy fun with. My name is Anni and I love getting down and dirty in the bedroom. I'm a top who loves to dominate but can also be a submissive bottom if that's what you're into. I enjoy giving sloppy bl...

Explore Your Wildest Desires with Tara Hey there! I'm Tara from Boston, Massachusetts, and I have a unique fetish that I absolutely love. I am really into foot worship - there's just something so sensual and intimate about it that drives me wild! I love the feeling of someone worshipping my feet and giving me all their attention. I'm ...

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...

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...

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...

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 ...

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. ...

Explore Your Wildest Desires with Kirby from Boston! Hey there! I'm Kirby, a friendly and open-minded woman 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 exciting about having my feet pampered and adored. I'm always intrigued by new experiences, and I'...

Local Shemale Seeking Man for Wild Fun in Boston I'm a naughty shemale named Roselyn looking for a hot guy to have some steamy fun with. I love getting down and dirty, exploring all kinds of kinky fantasies. If you're into wild sex and unforgettable experiences, then I'm the girl for you. I enjoy being both a top and a bottom, giving and receiv...

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...

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 ...

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! ...

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.      ...

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

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...

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...

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...

Discover Your Desires with Jean from Boston! Hey there, folks! My name is Jean and I'm here to share something special with you. I have a unique fetish that truly sets my heart on fire. It's all about... socks! Yes, you read that right, socks! 🧦 There's just something about the soft fabric hugging my feet that drives me wild. The way t...

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...

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...

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,...

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...

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...

Submissive Male Seeks Dominatrix for Kinky BDSM Fun I'm Rand, 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 randbos82961. Some of the submissive kinks and fet...