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 20th, 2026
  • Join Gabey for Passionate Swinging Fun in MadisonJoin Gabey for Passionate Swinging Fun in Madison Hey there, I'm Gabey from Madison, Wisconsin. My husband and I are a fun-loving, open-minded couple who are always up for some kinky adventures in the swingers lifestyle. We love to explore our deepest desires and fantasies with like-minded individuals who share our passion for pleasure and play. ...
  • 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 ...
  • TS Asian lady ready for upscale action (28)TS Asian lady ready for upscale action (28) Asian Transexual Lady for Man in Madison Hot and sexy Asian transexual, fully functional and wants to play with you! Message RubyTS4male...
  • DOMME AVAILABLE for private Femdom and DISCIPLINEDOMME AVAILABLE for private Femdom and DISCIPLINE Experienced Dominatrix for Madison Submissive Experienced Dominatrix seeks submissive, ready and willing to learn discipline from a loving but strict Mistress. Contact me @ MadisonDommeX if you are available and willing to serve my needs. Available For: Discipline  Corporal Punishment Ro...
  • Discover the Enchanting World of Lottie from Madison, WisconsinDiscover the Enchanting World of Lottie from Madison, Wisconsin Hey there! My name is Lottie, and I'm excited to share a little secret with you. I have this unique fetish that makes me feel like I'm floating on cloud nine. It's something that brings out my adventurous side and keeps life interesting. So, what is it? Well, let me tell you! I love exploring dif...
  • Raunchy Shemale Seeking Local Man for Wild FunRaunchy Shemale Seeking Local Man for Wild Fun I'm Pandora, a sexy shemale from Madison looking for a man who can handle all of me. I love getting down and dirty, exploring every inch of each other's bodies. When it comes to sex, I'm open to trying anything and everything. From passionate kissing and deepthroating to rough anal play and intens...
  • Brandi 27 tall slim hot trans chick 8.5 inchBrandi 27 tall slim hot trans chick 8.5 inch Pre-op TS, fully functional in Madison 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 fan...
  • Well Endowed Shemale for Man in MadisonWell Endowed Shemale for Man in Madison Hung Shemale for Man in Madison 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 uncenso...
  • 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,...
  • Submissive Male Seeks Dominatrix for Kinky BDSM FunSubmissive Male Seeks Dominatrix for Kinky BDSM Fun I'm Dalton, a submissive male from Madison, Wisconsin, 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 daltonmad97969. I enjoy a variety of submissive kink...
  • 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...
  • 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'...
  • 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...
  • 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...
  • Kinky Fetish Fun with Roby in Madison, WIKinky Fetish Fun with Roby in Madison, WI Hey there! Looking for a wild time full of kinks and fetishes? Well, you've come to the right place! My name is Roby and I'm ready to explore all your deepest desires. Whether you're into BDSM, domination, submission, roleplay, or anything else that gets your heart racing, I'm game for it all. I lo...
  • Explore Your Wildest Desires with Neila!Explore Your Wildest Desires with Neila! Hey there! My name is Neila and I have a unique fetish that I absolutely love - tickling! There's something about the sensation of being tickled that just drives me wild. It's like a mix of pleasure and excitement that I can't get enough of. I'm a friendly and open-minded person who loves to expl...
  • 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...
  • 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 Aurel in Madison!Unleash Your Desires with Aurel in Madison! Hey there! Are you ready to dive into a world of pleasure and explore your deepest desires? Look no further, because I'm here to introduce you to the enchanting world of Aurel. 😍 I'm a friendly and open-minded woman from Madison, Wisconsin, who loves to embrace her unique fetishes. And let me ...
  • 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...
  • Transcend into Love with SusannTranscend into Love with Susann Hey there! I'm Susann, a transgender woman from Madison, Wisconsin. I may not fit society's mold of what a woman should look like, but I embrace my unique body type and ethnicity with pride. Being part of the LGBTQ community has allowed me to connect with others who understand and accept me for wh...
  • 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...
  • Shemale Nightclubs Near You in Madison, WisconsinShemale Nightclubs Near You in Madison, Wisconsin Shemale Nightclubs Near You in Madison, Wisconsin Shemale Clubs Near You in Madison, Wisconsin 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 us if ...
  • Kinky Dominatrix seeks puppy to train 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...
  • Transgender Cutie Seeking Love and Adventure in Madison!Transgender Cutie Seeking Love and Adventure in Madison! Hey there, lovely people of Madison! My name is Kathrine, and I'm a proud transgender woman navigating life with confidence and joy. 🌈❤️ Let me start by telling you a bit about myself. I have a curvy body that will make you weak in the knees, with soft skin that's just begging to be touche...
  • Raunchy Shemale Meagan Looking for Hot Fun in MadisonRaunchy Shemale Meagan Looking for Hot Fun in Madison Are you ready to have some wild and kinky fun with a sexy shemale like me? My name is Meagan, and I'm a hot tranny looking for a local man in Madison who can handle all of my desires. I love getting down and dirty, so if you're into that too, then we'll be a perfect match. I'm a top shemale who l...
  • 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...
  • 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...
  • 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...
  • Submissive Male Seeks Dominatrix for Kinky BDSM FunSubmissive Male Seeks Dominatrix for Kinky BDSM Fun I'm Tabor from Madison, Wisconsin, and I'm 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. You can find me on FreeSexAds.com Alt profiles under username tabormad95397. I enjoy...
  • Join Dede for a Swinging Adventure in Madison!Join Dede for a Swinging Adventure in Madison! Hey there, I'm Dede from Madison, Wisconsin. My husband and I are a fun-loving couple who are always up for exploring new kinks and fetishes. We're friendly, open-minded, and love meeting new people who share our interests. You can find us in the swingers dating profiles under the member name ded...
  • Kinky Fetish Fun in Madison!Kinky Fetish Fun in Madison! I'm Josy, and I have some wild fetishes that I love exploring. From BDSM to roleplay, I'm always up for trying something new and exciting. Whippings, domination, submission - you name it, I'm into it. But I'm also open to exploring new kinks and fetishes with the right person. I love the thrill o...
  • Join Debbra for an Unforgettable Swinging ExperienceJoin Debbra for an Unforgettable Swinging Experience Hey there, I'm Debbra 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 enjoy meeting new people who share our adventurous spirit and are always up for trying new things. You can find us in the swingers dating p...
  • Sparkle with Lizabeth: Seeking Connection in MadisonSparkle with Lizabeth: Seeking Connection in Madison Hey there, I'm Lizabeth from Madison, Wisconsin. I'm a curvy, Latina transgender woman who loves exploring the LGBTQ community and embracing my true self. I find joy in connecting with others who appreciate authenticity and diversity. I enjoy spending time at local spots like the Chazen Museum of...
  • 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...
  • Submissive Male Seeks Dominatrix for Kinky BDSM Fun<br>Submissive Male Seeks Dominatrix for Kinky BDSM Fun
    I'm Kerry from Madison, Wisconsin, and I am 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, humiliated, and...
  • 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 ...
  • 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...
  • Sensual Transgender Beauty Looking for Love in MadisonSensual Transgender Beauty Looking for Love in Madison Hey there! I'm Nance, a transgender woman from Madison, Wisconsin. I may not fit society's idea of "normal," but that's what makes me unique and special. I love embracing my true self and being part of the LGBTQ community. I'm looking for someone who can appreciate me for who I am, inside and out...
  • 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...
  • Looking for Love and Adventure in Madison!Looking for Love and Adventure in Madison! Hey there! My name is Alexis and I'm a transgender woman living in beautiful Madison, Wisconsin. 💖✨ I wanted to take a moment to tell you a bit about myself and what I enjoy about being part of the LGBTQ+ community. First off, let me just say how proud I am to be my authentic self. Embracing...
  • 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...
  • Join Rosabel for an Unforgettable Swinging Experience in MadisonJoin Rosabel for an Unforgettable Swinging Experience in Madison Hey there! My name is Rosabel and I am a female swinger 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 are always up for trying new things and meeting like-minded individuals who share our passion for adventur...
  • Submissive Male Seeks Dominatrix for Kinky FunSubmissive Male Seeks Dominatrix for Kinky Fun I'm Benny from Madison, Wisconsin, and I am 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 h...
  • Madison Strap On Sex HookupsMadison Strap On Sex Hookups Madison Strap On Dating Profiles Browse strap-on profiles of women and men who enjoy hot role reversals!   ...
  • 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...
  • Superior Massage by gorgeous T-GirlSuperior Massage by gorgeous T-Girl T-Girl for Dating in Madison I will help you unwind and create a cozy environment for you! I am 36DD, 7" and can give you so much pleasure. View my Transgender World profile and message me for my pics! @GayleTGirl Gayle <3    Transgender World Profile Username: GayleTGi...
  • Spark Some Magic with Jaimie from Madison!Spark Some Magic with Jaimie from Madison! Hey there, I'm Jaimie, a sassy transgender cutie from Madison, Wisconsin. I love embracing my true self and being part of the LGBTQ community. It's all about spreading love and positivity! 💖 I'm looking for someone special to share some laughs and good times with. How about we grab a cup of co...
  • Sexy Shemale Looking for a Hot Stud to Play WithSexy Shemale Looking for a Hot Stud to Play With Are you ready for some wild and kinky fun with a naughty shemale in Madison, Wisconsin? My name is Lyndsie and I'm on the hunt for a local man who can handle all my dirty desires. I love getting down and dirty, exploring every inch of your body and fulfilling all your wildest fantasies. From top t...
  • 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...