Madison, Wisconsin Alternative Sex Ads - BDSM, Trans & Swingers

Browse Madison, Wisconsin 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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  • January 14th, 2026
  • Kinky Fetish Fun with Vicki in MadisonKinky Fetish Fun with Vicki in Madison I love exploring all sorts of fetishes and kinks, and I'm always looking for someone who can keep up with my wild side. Whether you're into BDSM, domination, submission, roleplay, or just some good old-fashioned spankings, I'm your girl. My name is Vicki, and I'm a kinky vixen from Madison, Wisco...
  • Sparkle with Nicolina: Seeking Connection in MadisonSparkle with Nicolina: Seeking Connection in Madison Hey there! I'm Nicolina, a proud transgender woman from Madison, Wisconsin. I may not fit society's norms, but I embrace my uniqueness and love spreading positivity wherever I go. 🌈 I enjoy the freedom of expressing my true self and being part of the LGBTQ community. It's empowering to live au...
  • Passionate Swingers Seeking Playmates in Madison, WIPassionate Swingers Seeking Playmates in Madison, WI Hey there, I'm Merralee from Madison, Wisconsin. 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 wildest desires. You can find us on FreeSexAds.com Swingers Lifestyle Profiles ...
  • Male sub looking for Mistress in MadisonMale sub looking for Mistress in Madison Male sub seeking Mistress in Madison I am new in town. My name is Jon-boy. I had to leave my old Dominatrix behind and while I miss Her guidance and affection, I would love to find a new Mistress I can serve. If you are looking for a new sub or another sub to add to your list I would love to be con...
  • Submissive Male Seeks Dominatrix for Kinky BDSM FunSubmissive Male Seeks Dominatrix for Kinky BDSM Fun I'm Leigh, a submissive male from Madison, Wisconsin looking for a Dominant Female Mistress or Dominatrix to force me into submission. I want to be taught how to properly please a Mistress and explore all kinds of kinky fetishes and roleplay scenarios. I enjoy being spanked, whipped, and humiliat...
  • Looking for Love as a Transgender: LetLooking for Love as a Transgender: Let's Explore Madison Together! Hey there! 👋 My name is Michaella, and I'm a proud transgender woman living in the beautiful city of Madison, Wisconsin. 🌆 I wanted to take a moment to tell you a little bit about myself and why I think we could be a great match. Physically, I have an hourglass figure with curves in all the...
  • Explore Your Wildest Desires with Marv from MadisonExplore Your Wildest Desires with Marv from Madison Hey there, I'm Marv and I have a unique fetish that drives me wild. I love being tickled all over my body, especially on my feet! The sensation of someone's fingers dancing across my skin sends shivers down my spine and makes me feel so submissive. I'm looking for a Dominant woman who enjoys taki...
  • Spark a Connection with Marillin from MadisonSpark a Connection with Marillin from Madison Hey there! I'm Marillin, a transgender cutie from Madison, Wisconsin. I love exploring the LGBTQ community and embracing my true self. If you're into deep conversations over coffee, we could meet up at Colectivo Coffee or Barriques. Or if you prefer something more active, we could take a stroll ar...
  • Elisabeth waiting to be your QueenElisabeth waiting to be your Queen TRANSEXUAL FOR MAN IN THE Madison 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 ...
  • Join Mae from Madison for a wild adventure!<br>Join Mae from Madison for a wild adventure!
    Hey there, I'm Mae from Madison, Wisconsin. My husband and I are friendly, open-minded swingers 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 in the s...
  • Transgender Beauty Seeking Connection in MadisonTransgender Beauty Seeking Connection in Madison Hey there! My name is Ventura, and I'm a transgender individual living in the beautiful city of Madison, Wisconsin. 🌈 I'm here to find someone special who appreciates all the unique qualities that being trans brings to my life. Being part of the LGBTQ community has taught me so much about acce...
  • Discover the Submissive Side of George from Madison!Discover the Submissive Side of George from Madison! Hey there, fellow kink enthusiasts! My name is George, and I'm here to share something unique about myself. Brace yourselves because I have a fetish that will surely pique your curiosity. Allow me to introduce you to my deep fascination with... *drumroll*... feet! Yes, you read that right! There'...
  • Submissive Male Seeks Dominatrix for Kinky BDSM FunSubmissive Male Seeks Dominatrix for Kinky BDSM Fun My name is Tray and I am a submissive male from Madison, Wisconsin. 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 traymadi66397. I have alw...
  • Raunchy Shemale Seeking Local Man for Wild FunRaunchy Shemale Seeking Local Man for Wild Fun I love to get down and dirty with a man who knows how to handle a sexy shemale like me. My name is Kara and I'm looking for someone in Madison, Wisconsin who can keep up with my insatiable appetite for pleasure. Whether you're into topping, bottoming, blowjobs, anal play, or just some good old-fa...
  • Mistress Savannah in Madison // Domme seeking new subMistress Savannah in Madison // Domme seeking new sub Strict Mistress for sub in Madison 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...
  • Transgender Beauty Seeking Love in MadisonTransgender Beauty Seeking Love in Madison Hey there! My name is Rayshell and I'm a proud transgender woman living in the beautiful city of Madison, Wisconsin. 🌈✨ Let me tell you a bit about myself. I have a curvaceous body that will leave you speechless, with luscious lips that love to smile. My ethnicity is diverse, blending differ...
  • F/M seeking love and funF/M seeking love and fun Female to Male Trans Man in Madison 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 gro...
  • Seeking a Dominant Woman to Explore My Fetish with WalterSeeking a Dominant Woman to Explore My Fetish with Walter Hey there, I'm Walter from Madison, Wisconsin. I have a unique fetish that I absolutely love - I enjoy being tickled! It's something about the sensation that just drives me wild. I'm a submissive guy who would love to spend time with a Dominant woman who can fulfill my desires. I'm friendly, open...
  • Explore Your Desires with MerielExplore Your Desires with Meriel Hey there, Madison! My name is Meriel and I have a secret that I can't wait to share with you. Are you ready for a tantalizing adventure? Well, buckle up because here we go! I have this unique fetish that makes me feel alive and excited. It's like an electrifying current running through my veins,...
  • Explore Your Desires with Davin from Madison!Explore Your Desires with Davin from Madison! Hey there! My name is Davin, and I've got a unique fetish that I can't wait to share with you. Let's dive right in! I'm all about the world of submission, and being a submissive guy has its perks. There's something thrilling about giving up control and letting a Dominant woman take charge. It's l...
  • 27 y/o Sexy Hung Crossdresser in Madison27 y/o Sexy Hung Crossdresser in Madison Hung Crossdresser for Male in Madison 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 ...
  • Jasmin T-girl Ready to make friendsJasmin T-girl Ready to make friends Want to Meet a T-Girl in Madison? 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...
  • Spark My Flame 🔥Spark My Flame 🔥 Hey there, I'm Mandy from Madison, Wisconsin. I'm a curvy, Latina transgender woman who loves embracing my true self and being part of the LGBTQ community. I enjoy exploring new places in Madison like the Olbrich Botanical Gardens or grabbing a cup of coffee at Colectivo Coffee. If you're up for s...
  • Want to Fuck My Wife? LetWant to Fuck My Wife? Let's Swap in Madison Wife Swaps in Madison Attractive, adventurous and athletic couple in the Madison area seeks swinger hookups for social activities and the explore the local swinging lifestyle. He is Thomas, age 29, a self-employed graphic artist. Fit and trim, loves sex!  She is Heather, age 27, employed as ...
  • Spark Up Some Magic with MarijoSpark Up Some Magic with Marijo Hey there, I'm Marijo from Madison, Wisconsin! I'm a fun-loving transgender gal who enjoys embracing my true self and spreading positivity in the LGBTQ community. 🏳️‍🌈 I'm looking for someone special to share laughs and good times with. Whether we grab a cup of coffee at Colectivo Coffe...
  • Kinky Fetish Fun in Madison!Kinky Fetish Fun in Madison! I'm Aleen, and I'm a kinky little minx from Madison, Wisconsin. I love exploring all sorts of fetishes and kinks, from BDSM to roleplay to age play. I get a thrill out of dominating my submissives and giving them a good spanking when they misbehave. But I also enjoy being a submissive myself, let...
  • Transgender Beauty Seeking Connection in MadisonTransgender Beauty Seeking Connection in Madison Hey there! 👋 My name is Ashly, and I'm a proud transgender woman living in beautiful Madison, Wisconsin. 🌈 I wanted to take a moment to share a little about myself and hopefully catch your attention. 😉 As an LGBTQ individual, I find joy in embracing my true self and celebrating the diver...
  • Kinky Fetish Seeker in MadisonKinky Fetish Seeker in Madison I'm Hallie, and I have some wild kinks that I just can't wait to explore with the right person. From BDSM to roleplay, I love it all. Whippings, domination, submission - you name it, I'm into it. I'm always up for trying new things and pushing boundaries. Age play, crossdressing, humiliation - l...
  • Submissive Male Seeks Dominatrix for Kinky BDSM Fun<br>Submissive Male Seeks Dominatrix for Kinky BDSM Fun
    I'm Johny from Madison, Wisconsin, and I'm a submissive male looking for a Dominant Female Mistress or Dominatrix to take control. I crave being forced into submission and taught how to properly please a Mistress. I enjoy a variety of submissive kinks and fetishes, including roleplay, spankings,...
  • Submissive Male Seeks Dominatrix for Kinky Harley FetishSubmissive Male Seeks Dominatrix for Kinky Harley Fetish My name is Harley and I'm a submissive male from Madison, Wisconsin. I am seeking 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 harleymadi72017. I have always been d...
  • INTERACTIVE MAP: Transexual Tracker in the Madison Area!INTERACTIVE MAP: Transexual Tracker in the Madison Area! Local Trans Hookups Interactive Mapping Meet Local transexuals in the Madison 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 i...
  • Explore Love Beyond Boundaries with TeresaAnneExplore Love Beyond Boundaries with TeresaAnne Hey there! I'm TeresaAnne from Madison, Wisconsin. I'm a curvy and confident trans woman who loves embracing my true self. Being part of the LGBTQ community brings me so much joy and freedom to express my authentic identity. I'm looking for someone who appreciates honesty, humor, and good conver...
  • Spark Up Some Magic with Lita!Spark Up Some Magic with Lita! Hey there! I'm Lita, a transgender cutie from Madison, Wisconsin. I may have a curvy body, but my personality shines brighter than the sun! 🌟 I love exploring new places in Madison like the Olbrich Botanical Gardens or grabbing a cup of coffee at Colectivo Coffee. Being part of the LGBTQ comm...
  • Unleash Your Desires with Conan from Madison, Wisconsin!Unleash Your Desires with Conan from Madison, Wisconsin! Hey there! My name is Conan and I've got a secret to share. I have this amazing fetish that makes me feel alive and adventurous! It's like an exhilarating rollercoaster ride for my senses. Curious to know what it is? Well, let me tell you! I am absolutely fascinated by the world of submission. Th...
  • Passionate Swingers Seeking Playmates in Madison, WIPassionate Swingers Seeking Playmates in Madison, WI Hey there, I'm Jazmin from Madison, Wisconsin. My husband and I are a fun-loving couple who enjoy exploring our kinkier side with like-minded individuals. We're open-minded, adventurous, and always up for trying new things in the bedroom. You can find us on FreeSexAds.com Swingers Lifestyle Prof...
  • Kinky Fetish Seeker in Madison!Kinky Fetish Seeker in Madison! I've always had a wild side when it comes to exploring different kinks and fetishes. My name is Lani, and I'm from Madison, Wisconsin. I love the thrill of trying new things and pushing boundaries in the bedroom. Whether it's BDSM, domination, submission, roleplay, or age play, I'm always up for ...
  • Unleash Your Desires with Britte from MadisonUnleash Your Desires with Britte from Madison Hey there, I'm Britte and my husband and I are ready to spice up our sex life with some adventurous couples in Madison, Wisconsin. We're fun-loving, open-minded, and kink friendly - always looking for new ways to explore our passions and push our boundaries. 💋🔥 You can find us on FreeSexAds...
  • Ready for an Adventure? LetReady for an Adventure? Let's Connect! 🌈 Hey there! My name is Mollee and I'm a transgender woman living in the beautiful city of Madison, Wisconsin. I'm excited to put myself out there and see who's ready to join me on this journey called life. So, let me tell you a bit about myself! Physically, I have a curvy body that embraces my fem...
  • Mistress has opening for a male submissive training in Madison areaMistress has opening for a male submissive training in Madison area Mistress Seeks submissive male in Madison Mistress seeks submissive male for training in Madison. 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 disc...
  • Unlock Your Desires with LockeUnlock Your Desires with Locke Hey there, Madison! I'm Locke, a friendly guy who's ready to explore a world of pleasure with you. Let me tell you about my unique fetish and what makes it so thrilling for me. I've always had a thing for role-playing as a mischievous schoolboy. There's something exhilarating about being submissi...
  • INTERACTIVE MAP: Kink Tracker in the Madison Area!INTERACTIVE MAP: Kink Tracker in the Madison Area! Madison Alt & Kink Hookups Meet locals to explore the alternative lifestyles scene in the Madison area. Meet members for friendship or to begin exploring the tantalizing world of kink! View our interactive map below to meet local Alt members who want to meet locals to explore various kinks and ...
  • Join Adella from Madison for Some Swinging Fun!Join Adella from Madison for Some Swinging Fun! Hey there, I'm Adella from Madison, Wisconsin. 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 new people who share our interests. You can find us in the swingers dating profiles under th...
  • Elegantly Transformed: LetElegantly Transformed: Let's Meet and Connect! Hey there, I'm Robin from Madison, Wisconsin. I'm a curvy, Hispanic transgender woman who loves embracing my true self and being part of the LGBTQ community. I enjoy exploring new places in Madison like the Olbrich Botanical Gardens, Capitol Square, or even grabbing a bite to eat at The Old Fashione...
  • Passionate Swingers Looking for Playmates in MadisonPassionate Swingers Looking for Playmates in Madison Hey there, I'm Melania from Madison, Wisconsin. My husband and I are fun-loving, open-minded, and kink friendly. We're always up for exploring new experiences and meeting like-minded individuals who share our passion for the swinging lifestyle. You can find us on FreeSexAds.com Swingers Lifestyle ...
  • Gorgeous, Passable Trans in Madison 😍Gorgeous, Passable Trans in Madison 😍 Gorgeous Passable Trans MtF for Man in Madison 😍 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 ki...
  • Mistress seeks Madison male sub for BDSM and trainingMistress seeks Madison male sub for BDSM and training Mistress seeking male sub in Madison 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 plea...
  • Looking for a Submissive Partner to Explore My Intriguing Fetish!Looking for a Submissive Partner to Explore My Intriguing Fetish! Hey there, Madison! It's your friendly and open-minded girl, Maryjane, writing to you from the heart of Wisconsin. I wanted to share something unique about myself that I absolutely adore - my fetish. Now, before we dive in, let me tell you that I'm all about exploring other kinks and fetishes too....
  • New Body New MeNew Body New Me M2F post-op in Madison 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 Natasha...
  • Eclectic Transgender Beauty Looking for Love in MadisonEclectic Transgender Beauty Looking for Love in Madison Hey there, I'm Yevette from Madison, Wisconsin. I'm a curvy Latina beauty who loves exploring my LGBTQ identity. I embrace my uniqueness and am looking for someone who appreciates it too. I enjoy long walks by Lake Monona, trying out new dishes at Graze, and catching live music at the High Noon ...
  • Kinky Fetish Fun in MadisonKinky Fetish Fun in Madison Hey there, it's Cherin from Madison, Wisconsin. I'm a kinky girl looking for some like-minded individuals to explore all sorts of fetishes with. You can find me on FreeSexAds.com Alt profiles under username cherinmad60417. I have a passion for BDSM, domination, and submission. I love whippings, r...