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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May 24th, 2025

Passion Seekers in Madison Hey there, I'm Mercy from Madison, Wisconsin. My husband and I are a fun-loving, open-minded couple who are kink friendly and always up for some naughty adventures. We can be found on FreeSexAds.com Swingers Lifestyle Profiles under username mercymad92700. We are seeking like-minded individuals o...

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 ...

Looking for Love and Adventure in Madison! Hey there! My name is Libbi, and I'm a transgender woman living in beautiful Madison, Wisconsin. 🌆 I wanted to put myself out there and see if I can find someone special who shares my love for life and all its amazing possibilities. As a trans woman, I embrace my unique journey and the LGBTQ c...

Elegantly Erotic Transgender Seeks Connection Hey there! I'm Carmelita, a sultry transgender beauty from Madison, Wisconsin. I love embracing my LGBTQ identity and all the freedom and self-expression that comes with it. If you're looking for a unique and unforgettable dating experience, look no further! I enjoy long walks by Lake Monona, coz...

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 ...

May 23rd, 2025

Mistress Leila, Mature Mistress for sub in Madison Mistress Leila Madison Female Domination Mistress Leila is a strict and sensual FemDom with a decided taste for the extreme! I am accepting submissive male and female applicants. I enjoy foot worship, slave training, strap-ons and total control. See all the possibilities and lots more pics on my pe...

Domme looking for male sub who wants to be owned Domme for male sub in Madison 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...

Submissive Male Seeks Dominatrix for Kinky Fun I'm Zachery from Madison, Wisconsin, and I am 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. Some of my favorite submissive kinks include roleplay, spankings, and age play....

Transgender 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...

Seeking a Connection Beyond Gender Norms Hey there! I'm Lola, a fun-loving transgender woman from Madison, Wisconsin. I may not fit society's traditional mold, but that's what makes me unique and special. 🌈 I enjoy embracing my true self and connecting with others who appreciate authenticity. Whether we grab a cup of coffee at Colect...

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...

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...

Mistress 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...

Passionate Swingers Looking for Playmates Hello there, I'm Anetta from Madison, Wisconsin. My husband and I are a fun-loving, open-minded couple who enjoy exploring our kinks and fantasies with like-minded individuals. We are active members on FreeSexAds.com Swingers Lifestyle Profiles under the username anetta11923, where you can find us...

Temptingly Open-Minded: Join Merrily from Madison on a Swingers Adventure! Are you ready to embark on an electrifying journey into the world of pleasure and exploration? Look no further, for I am Merrily, a vivacious female swinger from Madison, Wisconsin, eager to share unforgettable experiences with like-minded individuals. Together with my loving husband, we are a dy...

Join 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...

Meet Wisconsin Transexuals Online: Live Chat, Member Profiles, Photo Swaps & Local Trans Clubs Meet Wisconsin Transexuals Online!  Meet Wisconsin 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 meet Wisc...

Eclectic Transgender Beauty Looking for Connection Hey there! I'm Karly, a transgender woman from Madison, Wisconsin. I may not fit society's standards of beauty, but I embrace my unique body type and ethnicity with pride. As a member of the LGBTQ community, I love the sense of belonging and support that comes with being true to myself. I'm looki...

Looking for Love and Adventure in Madison! Hey there! My name is Madelyn, and I'm a transgender woman living in beautiful Madison, Wisconsin. 🌆 I wanted to write this ad because I believe that love knows no boundaries, and I'm ready to find someone special who feels the same way. 💕 Being trans has helped me discover a whole new worl...

Unlock 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...

New 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...

Shemale 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 ...

Elisabeth 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 ...

Unleash Your Desires with Sonja from Madison Are you ready to embark on a thrilling journey of pleasure and exploration? Look no further, because I'm Sonja, a vivacious female swinger from Madison, Wisconsin. Together with my husband, we are your ticket to an unforgettable experience. We believe in living life to the fullest and embracing...

Sexy M2F Preop Trans, Lovely Surprise Waiting in my Panties 💖💖 Preop Trans in Madison Hi! I'm Brandi, new TS in the Madison 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 pant...

Local Shemale Looking for Hot Fun in Madison Hey sexy, I'm Michele and I'm a naughty shemale looking for a man who can handle all of me. I love to be on top, bottom, give blowjobs, get my ass played with, suck a big cock, ride until we both cum hard, and so much more. Let's explore our wildest fantasies together! You can find me in the FreeSex...

Explore Your Wildest Desires with Jammie from Madison Hey there! My name is Jammie and I have a unique fetish that I absolutely love exploring. I am friendly, open-minded, and always up for trying new things. My fetish involves wearing latex clothing and indulging in some playful domination. I find it incredibly empowering and thrilling to take contr...

Submissive 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 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...

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...

Unleash Your Wildest Desires with Kaylyn from Madison Hey there, I'm Kaylyn 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 believe in living life to the fullest and indulging in our deepest desires. You can find us on swingers dating profiles under the member na...

Raunchy 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 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...

Jasmin 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...

Sexy Transgender Beauty Looking for Love in Madison Hey there! I'm Katrina, a fun-loving transgender woman from Madison, Wisconsin. I may not fit society's idea of "normal," but that's what makes me unique and fabulous! 🌈 I love exploring my city and checking out local spots like the Memorial Union Terrace or Olbrich Botanical Gardens. Let's gr...

Passionate Swingers Seeking Playmates in Madison Hello there, I'm Blaire 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 enjoy exploring our sexuality with like-minded individuals who share our passion for the lifestyle. You can find us on FreeSexAds...

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...

DOMME 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...

Kinky Fetish Fun with Brittany from Madison I'm Brittany, a kinky girl from Madison who loves exploring all kinds of fetishes and kinks. I have a passion for BDSM, domination, submission, and roleplay. Whippings, spankings, and humiliation get me excited like nothing else. I love being a Mistress and taking control, but I also enjoy being a...

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....

Passionate Swingers Looking for Playmates in Madison Hey there, I'm Karyn, a fun-loving and open-minded swinger from Madison, Wisconsin. My husband and I are always up for new adventures and exploring our kinks with like-minded individuals. We believe that life is too short to not indulge in all the pleasures it has to offer. You can find us on Fre...

Explore Kinks and Fetishes with Celine from Madison Hey there! I'm Celine, 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. Whether you're into BDSM, role-playing, or something else entirely, we're always up for trying new things. You can find us i...

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...

Sexy Swingers Seeking Passionate Playmates Hey there, I'm Tawnya from Madison, Wisconsin. 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 pleasure. You can find us on FreeSexA...

27 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 ...

Seeking Local Man for Shemale Fun in Madison Are you looking for a hot shemale to fulfill all your wildest fantasies? Look no further, because I'm Shay, a sexy and insatiable shemale from Madison, Wisconsin, seeking a local man for some steamy encounters. I love getting down and dirty with a man who knows how to please me in every way possib...

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...

Unleash Your Desires with Wilton from Madison! Hey there, fellow kink explorers! I'm Wilton, a friendly guy hailing from beautiful Madison, Wisconsin. And guess what? I have a unique fetish that I can't wait to share with you! You see, my fetish is all about embracing my submissive side. I find immense pleasure in surrendering control and be...

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Explore Your Wildest Desires with Priscilla Hey there, I'm Priscilla from Madison, Wisconsin! I have a unique fetish that I absolutely love - I am obsessed with latex clothing. The way it feels against my skin and the way it hugs my body just drives me wild! I'm a friendly and open-minded person who loves to explore different kinks and fe...