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 19th, 2025

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...

Hot Shemale in Madison Looking to Play and Fuck Are you ready for a wild time with a sexy shemale? I'm Kenna, and I'm on the hunt for a local man who can handle all of my naughty desires. When it comes to sex, I love it all - from giving sloppy blowjobs to taking a huge cock deep in my tight ass. I'm a versatile tranny who can be your top or bo...

Passionate Swingers Seeking Playmates in Madison Hello there, I'm Gina from Madison, Wisconsin. My husband and I are fun-loving, open-minded, and kink friendly individuals who love to explore the exciting world of swinging. We are always looking to connect with like-minded couples or singles who share our passion for pleasure. You can find us o...

Submissive 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...

Sexy Shemale Looking for Hot Fun in Madison Are you a horny man looking for a wild time with a sexy shemale? Look no further, because I'm Debora and I'm ready to rock your world. I'm a kinky tranny who loves to get down and dirty with a willing partner. Whether you're into blowjobs, anal play, or just some good old-fashioned fucking, I'm yo...

Unleash Your Desires with Arlene from Madison! Hey there, curious souls of Madison! It's your friendly and open-minded gal, Arlene here. I've got a little secret to share with you – I have a passion for a unique fetish that will leave you craving for more. So, let me introduce you to my world of Femdom! Now, what is it about Femdom that int...

Passion Seekers in Madison - Swinging Fun Awaits! Hello there, I'm Ailene, a sultry and seductive swinger from Madison, Wisconsin. My husband and I are on the hunt for like-minded individuals who are ready to explore the wild world of swinging with us. We're fun-loving, open-minded, and kink-friendly - so you know you're in for a good time when y...

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...

Transcendental Temptation Hey there! I'm Meggi, a transgender cutie from Madison, Wisconsin. I love exploring the LGBTQ community and all the amazing people in it. You can check out my pics at my personal profile page @meggi25250. I'm always up for a good time and meeting new friends or maybe something more 😉 I enjoy h...

Explore Your Wildest Desires with Sharon from Madison Hey there, I'm Sharon from Madison, Wisconsin! I have a unique fetish that I absolutely adore. It's something that really gets my heart racing and my imagination running wild. I love the feeling of silk against my skin - it's like a sensual caress that sends shivers down my spine. I'm a friendly ...

Experienced Dominatrix Seeking Submissive for Kinky Adventures Hello there, I am Cherilyn from Madison, Wisconsin. Are you ready to explore your deepest desires and submit to a powerful Mistress? Look no further, as I am here to take control and guide you through a world of pleasure and pain. 🖤 I have a wide range of kinks and fetishes that I enjoy, inclu...

Submissive Male Seeks Dominatrix for Kinky Fun Are you a strong and demanding Dominant Female Mistress or Dominatrix looking for a submissive male to serve you? Look no further, because I am Kraig, a willing sub from Madison, Wisconsin, eager to be forced into submission and taught how to please a Mistress properly. You can find me on FreeSexA...

Rosalinde is Ready to Play in Madison! Hey there, I'm Rosalinde, a sexy shemale from Madison looking for a local man who can handle all my desires. I love getting down and dirty, exploring every inch of your body with my throbbing cock and tight ass. I want to give you the best blowjob of your life, making you gag on my huge dick until y...

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...

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...

Join Sayre for an Unforgettable Swinging Experience! Hey there, I'm Sayre 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 looking for new and exciting experiences with like-minded individuals. You can find us in the swingers dating profiles under the m...

Explore Your Wildest Desires with Jessamine Hey there! I'm Jessamine from Madison, Wisconsin, and I have a unique fetish that I absolutely adore. I love exploring the world of Femdom, where I get to take control and dominate my submissive partner. It's such a thrilling experience for me! I'm a friendly and open-minded individual who loves ...

Explore 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,...

Kinky Fetish Seeker in Madison, WI I'm Sofie, and I have a wild side that craves exploration. I love all things kinky and am always looking for new experiences to satisfy my desires. Whether it's BDSM, domination, submission, roleplay, or anything in between, I'm up for it all. I enjoy whippings, spankings, and age play. The fee...

Euphoric Trans Beauty Seeking Connection Hey there, I'm Maure from Madison, Wisconsin. I'm a curvy Latina beauty who loves embracing my transgender identity. Being part of the LGBTQ community brings me so much joy and freedom to express myself authentically. I'm looking for someone who appreciates that journey and wants to share some spe...

Kinky Fetish Seeker in Madison, Wisconsin My name is Noellyn and I am a kinky fetish seeker from Madison, Wisconsin. I love exploring all kinds of kinks and fetishes, from BDSM to roleplay to age play. There's nothing that gets me more excited than diving into the world of domination and submission. I enjoy indulging in whippings, spanki...

Transgender 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...

Male 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...

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...

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...

Explore Your Desires with Desiree Hello there! My name is Desiree and I am a female swinger from Madison, Wisconsin. My husband and I are a friendly, open-minded couple who love to explore all kinds of kinks and fetishes. We believe in creating a safe and exciting space for like-minded individuals to come together and indulge in t...

Submissive Male Seeks Dominatrix for Kinky BDSM Fun I'm Mayor from Madison, Wisconsin, and I am a submissive male looking for a Dominant Female Mistress or Dominatrix to take control and show me the ways of submission. I crave being forced into my place and taught how to properly please a Mistress. Some of the submissive kinks and fetishes that I...

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...

Looking for Love in All the Right Places Hey there, lovely people of Madison! My name is Miranda and I'm a transgender gal looking for that special someone who can appreciate all the unique wonders of being LGBTQ. 🌈 First things first, let me tell you a bit about myself. I've got a curvy figure that's just right for cuddling up on th...

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...

Hot Shemale Denna Ready to Play in Madison! Hey boys, I'm Denna, a sexy shemale from Madison looking for a local man to have some wild fun with. I love getting down and dirty, so if you're into that too, we'll have a great time together. I enjoy being both a top and a bottom, so we can switch things up and see where the night takes us. I lov...

Elegant Transgender Beauty Seeking Connection Hey there! I'm Brandise, a stunning transgender woman living in Madison, Wisconsin. I love exploring the vibrant LGBTQ community here and meeting new people who appreciate me for who I am. You can check out my pics at my personal profile page @brandise72102. I enjoy being trans because it allows ...

Tempting Offer: Explore Your Wildest Desires with Lorena Hey there, I'm Lorena from Madison, Wisconsin! I have a unique fetish that I absolutely love exploring. It's all about sensory deprivation and sensation play. The feeling of being blindfolded and restrained really gets my heart racing! I find it so thrilling to let go of control and just focus on ...

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 Carmita! Hey there, I'm Carmita from Madison, Wisconsin! I have a unique fetish that I absolutely adore. It's all about role-playing as a strict and dominant Femdom. I love taking charge and exploring the power dynamics in a relationship. I'm a friendly and open-minded person who loves to try new things a...

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 Fun Are you a strong and dominant woman looking for a submissive male to serve you? Look no further, because I am Douglas, a willing slave in need of a Mistress to show me the ways of submission. I can be found on FreeSexAds.com Alt profiles under username douglasm89583. I crave the feeling of being ...

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...

Spicy Hot 🌶 Tranny Girl from Colombia Latina Tranny Girl in Madison Hey guys, I am Gabriella and I am looking for a longterm relationship with a gentleman who love sex as much as I do! I am open to FWB but would like something more serious eventually. I am 33 and have not had surgery except breasts. I am smooth and clean, very feminine...

October 18th, 2025

Hot Shemale in Madison Looking for a Wild Time I'm Britte, a sexy shemale from Madison, Wisconsin, and I'm on the hunt for a local man who can handle all my naughty desires. When it comes to sex, I love it all - from giving sloppy blowjobs to riding your cock until we both explode with orgasms. I'm a top who loves to dominate, but I can also b...

Kinky Mistress Lucille Seeking Submissives for BDSM Fun in Madison I'm Lucille, a kinky Mistress from Madison who loves to explore all kinds of fetishes and kinks. I enjoy whippings, domination, submission, roleplay, spankings, age play, crossdressing, and humiliation. I'm always looking to push boundaries and try new things in the world of BDSM. If you're into ...

Unleash Your Wildest Desires with Arlyn from Madison, Wisconsin! Hey there, fellow pleasure-seekers! Are you ready to embark on a thrilling journey into the world of swinging? Look no further, because I'm Arlyn, and I'm here to make your fantasies come alive in ways you've only dreamed of. 💃🔥 My husband and I are not your average couple. We're friendly, ...

Sparkle with Star: Seeking Love in Madison Hey there! I'm Star, a transgender beauty from Madison, Wisconsin. I may not fit society's mold, but that's what makes me shine ✨. Being part of the LGBTQ community brings me so much joy and freedom to be myself. I love exploring new places in Madison like the Olbrich Botanical Gardens or grabbi...

Discover the Magic of Love with Tasha! Hey there! 👋 Looking for a connection that's as unique and beautiful as a rainbow? Well, you've come to the right place! My name is Tasha, and I'm a proud transgender woman from Madison, Wisconsin. 🌈 I may not fit society's mold of what a person should look like, but who needs molds anyway?...

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 ...

Submissive Male Seeks Dominatrix for Kinky BDSM Fun I'm Brett, 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 brettma98521. I enjoy being spanked 🍑, roleplayin...

Sparkle 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 Hello there, I'm Roselyn from Madison, Wisconsin. My husband and I are fun-loving, open-minded, and kink friendly swingers who love to explore our wildest fantasies with like-minded individuals. We believe that life is too short not to indulge in all the pleasures it has to offer. You can find us...

Explore Kinks and Fetishes with Pamelina in Madison Hey there, I'm Pamelina from Madison, Wisconsin. My husband and I are friendly, open-minded swingers who love to explore all kinds of kinks and fetishes. We believe in creating a safe and judgment-free space for everyone to enjoy themselves. You can find us on swingers dating profiles under the m...

Submissive Male Seeks Dominatrix for Kinky Fun I never knew how much I craved being dominated until I discovered my submissive side. My name is Shaw, 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....