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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August 31st, 2025

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...

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...

Spark 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...

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...

FtM seeking Princess Bride in Madison FtM seeking Woman in Madison Hi, I'm Andy, age 33, FtM transgender man living in Madison. Also, you must love that movie! If you don't get the reference you can still message me anyway! I love that movie and I will watch it with you over and again. View my pics and send me a message @AndyFtM4P...

Sue the Shemale Ready to Play and Fuck in Madison I'm a hot and horny shemale looking for a local man to have some wild fun with. My name is Sue, and I love getting down and dirty in the bedroom. I enjoy being both a top and bottom, giving blowjobs, getting my tight ass fucked, sucking on a throbbing cock, and making you cum hard. When we meet...

Eclectic 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 ...

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...

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...

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...

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...

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 ...

Unleash Your Wildest Desires with Judie from Madison! Looking to spice up your love life? Look no further! I'm Judie, a vivacious female swinger hailing from the enchanting city of Madison, Wisconsin. Together with my amazing husband, we're ready to take you on an unforgettable journey through pleasure and exploration. Open-mindedness is our middle ...

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'...

Passionate 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 ...

Kinky Fetish Fun in Madison I'm Kitti, a naughty little vixen from Madison, Wisconsin who loves to explore all things kinky and taboo. From BDSM to roleplay, I'm always up for trying something new and exciting. Whether you're into domination or submission, I can fulfill your wildest fantasies. I have a weakness for whippi...

Hot Shemale in Madison Ready to Play Are you looking for a wild time with a sexy shemale? Look no further, because I'm here to fulfill all your naughty desires. My name is Lauryn and I'm seeking a local man for some hot and steamy fun. I love getting down and dirty with a guy who knows how to please me. I enjoy being both top and b...

Submissive Male Seeks Dominatrix for Kinky BDSM Fun
Are you a Dominant Female Mistress looking for a submissive male to bend to your will? Look no further, because I'm Terrance and I'm ready to submit to your every command. You can find me on FreeSexAds.com Alt profiles under username terrancema19578. I crave the feeling of being dominated, forced...

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...

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...

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...

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...

Join Audry for a Sensual Adventure in Madison Hey there! I'm Audry, 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're always up for new experiences and meeting like-minded individuals who share our passion for excitement and pleasure. Yo...

Explore Your Wildest Desires with Ellie from Madison Hey there, I'm Ellie from Madison, Wisconsin! I have a unique fetish that I absolutely adore. It's all about feet - the shape, the smell, the feel. There's something so intriguing and exciting about exploring this kink. I'm a friendly and open-minded person who loves to dive into different fetish...

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...

Debonair Trans dude, looks like Bond F2M Trans Dude in Madison 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.&n...

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...

Kinky Fetish Fun in Madison, Wisconsin Hey there, it's Harli from Madison, Wisconsin! Are you ready to dive into some kinky fun with me? I love exploring all kinds of fetishes and kinks, from BDSM to roleplay and everything in between. Whether you're into domination or submission, spankings or whippings, I'm game for it all. Let's push o...

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...

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...

Transcend 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...

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...

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 ...

Sexy 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...

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

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...

Raunchy Shemale Seeking Local Man for Wild Fun Are you ready to experience the ultimate pleasure with a hot shemale like me, Loralee? I'm looking for a man in Madison, Wisconsin who can handle all of my naughty desires. When we meet up, I want to suck your throbbing cock until you explode in my mouth. I love giving sloppy blowjobs and feeling ...

Explore Your Wildest Desires with Minna from Madison Hey there! I'm Minna, a friendly and open-minded gal from Madison, Wisconsin. I have a unique fetish that I absolutely adore - I love exploring the world of Femdom. There's something so empowering about taking control and dominating a submissive male. It's thrilling to see them surrender to my eve...

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. ...

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...

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 ...

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...

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...

Passionate Swingers Seeking Playmates in Madison Hello there, I'm Aurora 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're always up for new adventures and love meeting new people who share our passion for the swingers lifestyle. You can...

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...

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...

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...

Hot Shemale in Madison Looking for Fun Are you looking for a wild time with a sexy shemale? Look no further because I'm here to fulfill all your fantasies. My name is Cassey and I'm a naughty shemale seeking a local man for great sex and fun. I love getting down and dirty, so if you're into that, we'll be a perfect match. I enjoy giv...

Submissive Male Seeks Dominatrix for Kinky Adventures My name is Jordan 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 jordanm97858. I have al...