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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Show Ads In: Boston | Cape Cod / Islands | South Coast | Western MA | Worcester / Central MA

September 29th, 2025

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...

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...

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...

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...

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...

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 ...

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 ...

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...

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...

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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......

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...

Discover the Alluring World of Emiline! Hey there, curious souls of Boston! It's me, Emiline, and I've got something exciting to share with you. Let's dive into the mysterious realm of fetishes together! 😏 Now, I must admit, my fetish is quite unique and might raise an eyebrow or two. But hey, life is all about embracing what makes ...

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...

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...

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 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 ...

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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 ...

SWINGERS SEX NETWORK Locals Join Free! LOCAL SWINGERS FORUM Swingers, Swaps, Threesomes, Groups & Sex Clubs! Local Swingers | Pic Exchange | Sext with Members  1. Signup Free for instant access2. Chat up hot locals & swap pics 3. Arrange local swing hookups!   KenNKat: ...

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...

Bella's Tempting Fetish Adventure Hey there! I'm Bella from Boston, and I have a unique fetish that I absolutely adore. I love the feeling of silk against my skin, it just sends shivers down my spine! It's like a sensual hug that makes me feel so alive and in touch with my desires. I'm a friendly and open-minded person who loves ...

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...

Passionate Swingers Seeking Playmates in Boston Hello there, I'm Darci, and my husband and I are on the hunt for some sexy new playmates to join us in our wild adventures. We're a fun-loving couple from Boston, Massachusetts, who are open-minded, kink-friendly, and always up for a good time. We enjoy exploring our fantasies and pushing our bo...

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 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 Desires with Collins from Boston! Hey there! My name is Collins, and I've got a unique fetish that I just can't get enough of. You might be wondering what it is, so I'll spill the beans. I have a thing for feathers! Yep, you heard me right. Feathers make me feel all tingly and excited. They're soft, delicate, and oh-so-tempting to...

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...

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...

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...

Elisabeth waiting to be your Queen TRANSEXUAL FOR MAN IN THE Boston AREA Hi baby! I am waiting to meet you. I can host or travel to you. Down to earth preop transexual woman seeking an understanding man who can appreciate my uniqueness. I am a great cook and great fun! Let your hair down and allow me to pamper you! Private Message @...

Kinky Fetish Fun in Boston! Hey there, it's Eleanore from Boston, Massachusetts! I'm a kinky girl who loves exploring all sorts of fetishes and kinks. Whether you're into BDSM, domination, submission, roleplay, spankings, or even age play, I'm your girl! I love pushing boundaries and trying new things in the bedroom. 🔥💋 ...

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....

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....

Kinky Fetish Fun in Boston with Tallie Hey there, it's Tallie 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, spankings, or even age play, I'm your girl! I've always had a thing for whippings and being a Dominatrix. T...

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...

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

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 ...

Submissive Male Seeks Dominatrix for Kinky BDSM Fun My name is Osgood and I am a submissive male from Boston, Massachusetts. I am on the hunt for a Dominant Female Mistress or Dominatrix who can force me into submission and teach me how to properly please a Mistress. I can be found on FreeSexAds.com Alt profiles under username osgoodbos64307. I ha...

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...

Sweet and Sensual Transgender Beauty in Boston Hey there! I'm Malissa, a fun-loving transgender gal from Boston, Massachusetts. I may not fit society's mold of what a woman should look like, but I embrace my uniqueness with pride. Being part of the LGBTQ community has brought so much joy and acceptance into my life. I'm looking for someone wh...

Unleash Your Desires with Jonny from Boston! Hey there, everyone! My name is Jonny, and I've got a secret to share with you. I have this unique fetish that makes me feel all tingly inside. It's like fireworks exploding in my mind! 🎆 What's my fetish, you ask? Well, it's the thrill of being submissive. There's something so exciting about ...

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...

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...

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...

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...

Submissive Male Seeks Dominatrix for Kinky BDSM Fun I've always had a deep desire to submit to a powerful Dominant Female Mistress who can force me into submission and teach me how to properly please a Mistress. My name is Lynn, and I'm a submissive male from Boston, Massachusetts looking for someone who can fulfill my kinky fantasies. I enjoy a w...

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...

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...

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...