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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October 20th, 2025

Explore Flinn's Unique Fetish with a Submissive Twist Hey there, I'm Flinn from Madison, Wisconsin. I have a unique fetish that I absolutely love - I enjoy being tickled! It's such a fun and playful experience for me. I'm a submissive guy who would love to spend time with a Dominant woman who can bring my tickling fantasies to life. I'm friendly, op...

Raunchy Shemale Seeking Local Man for Wild Fun in Madison Are you ready to experience the ultimate pleasure with a sexy shemale named Jaquelyn? I'm a naughty tranny who loves to play dirty and get down and dirty with a hot man like you. When it comes to sex, I'm open to everything and anything that will make us both cum hard. From deepthroating your thro...

Kinky 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...

Explore Your Wildest Desires with Kylynn in Madison Hey there! My name is Kylynn and I have a unique fetish that I absolutely love. I'm from Madison, Wisconsin and I'm always looking to meet new people who share my interests. I'm friendly, open-minded, and always up for exploring different kinks and fetishes. What I really enjoy about my fetish is...

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 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...

Looking for Love and Adventure in Madison, Wisconsin! Hey there, lovely people of Madison! My name is Ted, and I'm a proud transgender individual living in this beautiful city. 🌈 I wanted to reach out and see if there's someone special out there who'd like to join me on an exciting journey of love and companionship. So, let me tell you a bit abou...

Sparkle 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...

Sexy Shemale Seeking Local Man for Wild Fun Hey boys, I'm Melisse and I am a horny shemale looking for a man who can handle all of me. I love to be on top, bottom, or anywhere in between. Let's get down and dirty with some intense fucking, blowjobs, ass play, and more. My tight hole is ready for your throbbing cock to slide right in. I want t...

Passionate Swingers Looking for Playmates in Madison Hey there, I'm Pearla, a fun-loving and open-minded swinger from Madison, Wisconsin. My husband and I are always up for exploring new adventures in the lifestyle, and we're looking for like-minded individuals or couples to join us for some steamy fun. We're both kink-friendly and love to indulge ...

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...

Swinging Couple in Madison, New to the Lifestyle Swinging Couple in Madison We are a swinging couple in Madison, Wisconsin. New to the lifestyle but eager to learn and explore the swingers world! About Him He is Jeff, a former military, larger, fit, age 29. He works out daily, loves trucks, camping, hunting, fishing and all the usual guy things...

Passionate Swingers Looking for Playmates in Madison Hey there, I'm Malinde from Madison, Wisconsin. My husband and I are fun-loving, open-minded, and kink friendly. We love exploring the swinging lifestyle and meeting new like-minded individuals who share our passion for pleasure. You can find us in the FreeSexAds.com Swingers Lifestyle Profiles un...

A Date with Destiny Hey there, I'm Trula from Madison, Wisconsin. I'm a curvy transgender woman of Hispanic descent, and I love embracing my unique identity within the LGBTQ community. If you're looking for someone who's confident, fun-loving, and always up for new adventures, then look no further! I enjoy exploring l...

Calling all Dominant Ladies! Explore your wildest fantasies with Bryant! Hey there, lovely ladies of Madison, Wisconsin! My name is Bryant, and I have a unique fetish that I can't wait to share with you. Are you ready for some excitement? Well, here it is! I'm a friendly and open-minded guy who loves to explore different kinks and fetishes. But let me tell you about m...

Sexy Shemale Seeking Local Man for Wild Fun Are you looking for a hot shemale to fulfill all your wildest fantasies? Look no further, because I'm here to satisfy all your desires. My name is Maxine and I'm a sexy shemale from Madison, Wisconsin looking for a man who can handle me in the bedroom. I love getting down and dirty with a man who...

Discover 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...

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...

MISTRESS KIM IS HERE TO DOMINATE YOU.... Seeking new worthy, generous submissive Mistress Kim Madison Dominatrix Message Me Online: MistressKim4subMadison Flogging...prostate...nipple play...force by... paddling...dress up play..humiliate... strap on...must obedience......

Elegantly 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...

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...

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...

Submissive Male Seeks Dominatrix for Kinky BDSM Fun Are you a Dominant Female Mistress or Dominatrix looking for a submissive male to play with? Look no further, because I am Edward from Madison, Wisconsin, and I am ready to submit to your every command. I can be found on FreeSexAds.com Alt profiles under username edwardma52357. I have always had ...

Raunchy Shemale Dyana Seeking Local Man for Wild Fun Looking for a hot guy in Madison who can handle a naughty shemale like me? I'm Dyana, and I'm ready to show you a good time. Let's get down and dirty together for some mind-blowing action. I love being both top and bottom, so we can switch things up and explore all our desires. From deepthroati...

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...

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...

Explore 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...

Explore 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...

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...

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...

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 ...

Well 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...

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...

Explore Kinks and Fetishes with Tallie from Madison Hello there! My name is Tallie, 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 believe that life is too short to not indulge in our deepest desires. If you're looking for a fun and a...

Passion Seekers in Madison, WI Hello there, I'm Helli from Madison, Wisconsin, and my husband and I are on the hunt for some steamy adventures with like-minded individuals. We're a fun-loving couple who are open-minded, kink-friendly, and always up for trying new things in the bedroom. If you're looking to add some spice to y...

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...

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...

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...

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 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...

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 ...

Kinky 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...

Submissive Male Seeks Dominatrix for Kinky BDSM Fun I'm Christopher, a submissive male from Madison, Wisconsin. I am on the hunt for a Dominant Female Mistress or Dominatrix to force me into submission and teach me how to properly please a Mistress. I can be found on FreeSexAds.com Alt profiles under username christopherm60386. I have always been dr...

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...

Passionate Swingers Looking for Playmates in Madison Hey there, I'm Adrianne from Madison, Wisconsin. My husband and I are a fun-loving, open-minded couple who love exploring our kinks and fantasies with like-minded individuals. We're always up for new adventures and are looking to spice things up in the bedroom with some sexy playmates. You ca...

Explore Your Wildest Desires with Margaret from Madison Hey there, I'm Margaret from Madison, and I have a unique fetish that will blow your mind. I absolutely adore wearing latex clothing and exploring the world of latex fetishism. The feeling of the tight material against my skin sends shivers down my spine and makes me feel powerful and sexy. I'm ...

Join 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. ...

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...

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...

October 19th, 2025

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...