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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  • December 15th, 2025
  • Looking for Love and Adventure in Madison!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...
  • Explore Your Wildest Desires with Ines from MadisonExplore Your Wildest Desires with Ines from Madison Hey there! I'm Ines, a friendly and open-minded gal from Madison, Wisconsin. I have a unique fetish that really gets me going - I love exploring the world of Femdom. There's something so empowering about taking control and being worshipped by a submissive male. It's a thrill like no other! I'm al...
  • Explore Kinks and Fetishes with Tallie from MadisonExplore 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...
  • Seeking a Dominant Woman to Explore My Fetish with WalterSeeking a Dominant Woman to Explore My Fetish with Walter Hey there, I'm Walter from Madison, Wisconsin. I have a unique fetish that I absolutely love - I enjoy being tickled! It's something about the sensation that just drives me wild. I'm a submissive guy who would love to spend time with a Dominant woman who can fulfill my desires. I'm friendly, open...
  • 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...
  • Passionate Swingers Seeking Playmates in Madison, WIPassionate Swingers Seeking Playmates in Madison, WI Hey there, I'm Merralee 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 love exploring new fantasies and indulging in our wildest desires. You can find us on FreeSexAds.com Swingers Lifestyle Profiles ...
  • LetLet's Embrace Our True Selves Together Hey there, I'm Paule from Madison, Wisconsin. I identify as a transgender woman and I love everything about being part of the LGBTQ community. I enjoy exploring new places in Madison like the Olbrich Botanical Gardens or grabbing a bite to eat at The Old Fashioned. If you're looking for someone wh...
  • Join Anne from Madison for a Sensual AdventureJoin Anne from Madison for a Sensual Adventure Hello there! I'm Anne, 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 enjoy meeting new people who share our adventurous spirit and are always up for trying new things. You can find us in the...
  • Spark Up Some Magic with Lita!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...
  • Passionate Swingers Looking for Playmates in MadisonPassionate 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 ...
  • Explore Your Wildest Desires with Dania from MadisonExplore Your Wildest Desires with Dania from Madison Hey there! I'm Dania, a friendly and open-minded woman from Madison with a unique fetish. I absolutely love exploring different kinks and fetishes, and I have a particular fascination with Femdom. The idea of taking control and dominating a submissive male really gets me excited! I enjoy pushing...
  • Passionate Swingers Looking for Playmates in Madison, WIPassionate Swingers Looking for Playmates in Madison, WI Hey there, I'm Korrie from Madison, Wisconsin. My husband and I are a fun-loving couple who are open-minded and kink-friendly. We love exploring our sexuality and meeting new like-minded individuals who share our passion for the swinging lifestyle. You can find us on FreeSexAds.com Swingers Life...
  • Hot Shemale Denna Ready to Play in Madison!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...
  • 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...
  • Unleash Your Wildest Desires with Kerianne from MadisonUnleash Your Wildest Desires with Kerianne from Madison Hey there! I'm Kerianne, a fun-loving female swinger from Madison, Wisconsin. Together with my amazing husband, we're here to take you on an unforgettable journey of pleasure and exploration. 😈💃 We're not your average couple - we thrive on pushing boundaries, embracing our kinks, and indulg...
  • Submissive Male Seeks Dominatrix for Kinky BDSM Fun<br>Submissive Male Seeks Dominatrix for Kinky BDSM Fun
    I never knew how much I craved being a submissive male until I discovered the world of BDSM. My name is Marlin, and I am 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. Some of ...
  • Explore Your Wildest Desires with Margaret from MadisonExplore 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 ...
  • December 14th, 2025
  • Passion-seeking Swingers Looking for PlaymatesPassion-seeking Swingers Looking for Playmates Hey there, I'm Stephi from Madison, Wisconsin. My husband and I are fun-loving, open-minded, and kink friendly swingers who are always looking to spice things up in the bedroom. We love exploring new experiences and pushing our boundaries to new heights. You can find us in the FreeSexAds.com Swi...
  • Explore Your Desires with Rhodia in MadisonExplore Your Desires with Rhodia in Madison Hey there! I'm Rhodia from Madison, Wisconsin, and I have a unique fetish that I absolutely adore. It's something that makes me feel empowered and in control, and I love exploring it with like-minded individuals. I'm friendly, open-minded, and always up for trying new things. I'm particularly int...
  • Rosalinde is Ready to Play in Madison!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...
  • Temptingly Open-Minded: Join Merrily from Madison on a Swingers Adventure!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...
  • Raunchy Shemale Seeking Local Man for Wild FunRaunchy 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 ...
  • Kinky Fetish Seeker in Madison, WisconsinKinky Fetish Seeker in Madison, Wisconsin I'm Cati, and I have a wild side that craves exploration. I love diving into the world of BDSM, from whippings to roleplay to domination and submission. There's nothing quite like the rush of power dynamics and the thrill of pushing boundaries. I'm always looking to expand my horizons and try n...
  • Explore Your Wildest Desires with Jo from MadisonExplore Your Wildest Desires with Jo from Madison Hey there, I'm Jo from Madison, Wisconsin and I have a unique fetish that I absolutely adore. I love exploring the world of Femdom and taking control in the bedroom. It's exhilarating to see a submissive male worship at my feet and fulfill my every desire. I may be friendly and open-minded, but ...
  • Passionate Swingers Looking for Playmates in MadisonPassionate 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...
  • Hot Shemale in Madison Looking for FunHot 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 FunSubmissive 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 ...
  • Passionate Swingers Looking for Playmates in MadisonPassionate 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...
  • Submissive Male Seeks Dominatrix for Kinky BDSM FunSubmissive Male Seeks Dominatrix for Kinky BDSM Fun I'm Zack, a submissive male from Madison, Wisconsin, looking for a Dominant Female Mistress to take control and force me into submission. I want to learn how to properly please a Mistress and explore all kinds of kinky fetishes and fantasies together. I enjoy being spanked, roleplaying scenarios...
  • December 13th, 2025
  • Looking for Love in All the Right PlacesLooking 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...
  • Explore Your Wildest Desires with JessamineExplore 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 ...
  • Hot Shemale in Madison Looking to Play and FuckHot 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...
  • Eclectic Transgender Beauty Looking for ConnectionEclectic 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...
  • Passionate Swingers Seeking Playmates in MadisonPassionate 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...
  • Join Malanie for a Sensual Adventure in MadisonJoin Malanie for a Sensual Adventure in Madison Hello there! My name is Malanie, and I am a female swinger from Madison, Wisconsin. My husband and I are a friendly and open-minded couple who love to explore various kinks and fetishes. We enjoy meeting new people who share our interests and are always up for trying new things. You can find us o...
  • Hot Shemale Lorita Ready to Play in MadisonHot Shemale Lorita Ready to Play in Madison Hey there, I'm Lorita, a sexy shemale looking for a local man to have some wild and raunchy fun with. You can find me on FreeSexAds.com Shemale Profiles at loritam38836. I love getting down and dirty, so here's what I'm into: - Being a top and bottom - Giving blowjobs - Getting my ass played w...
  • Unleash Your Wildest Desires with Arlyn from Madison, Wisconsin!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, ...
  • Spark Up Some Chemistry with MariannSpark Up Some Chemistry with Mariann Hey there! I'm Mariann from Madison, Wisconsin. I'm a curvy Latina beauty who loves to embrace my transgender identity and all things LGBTQ+. I enjoy exploring new places in the city like State Street Brats, Memorial Union Terrace, and Olbrich Botanical Gardens for a romantic date. I'm looking fo...
  • Passionate Swingers Seeking Playmates in Madison, WIPassionate Swingers Seeking Playmates in Madison, WI Hello there, I'm Nelia from Madison, Wisconsin, and my husband and I are on the hunt for some sexy playmates to join us in our wild adventures. We're a fun-loving, open-minded couple who enjoy exploring our kinks and fantasies with like-minded individuals. You can find us on FreeSexAds.com Swing...
  • Passionate Swingers Looking for PlaymatesPassionate Swingers Looking for Playmates Hey there, I'm Melany 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 love exploring new fantasies and pushing boundaries together. You can find us on FreeSexAds.com Swingers Lifestyle Profiles under t...
  • Raunchy Shemale Seeking Local Man for Wild Fun and Hot SexRaunchy Shemale Seeking Local Man for Wild Fun and Hot Sex Hey sexy, I'm Jenilee, a naughty shemale from Madison, Wisconsin looking for a man who can handle all of me. I love getting down and dirty, exploring every kinky desire we both have. Let's make some unforgettable memories together. I'm a versatile shemale who enjoys being both a top and bottom. I l...
  • Kinky Mistress Lucille Seeking Submissives for BDSM Fun in MadisonKinky 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 ...
  • December 12th, 2025
  • Spark Up Some Chemistry with Marleen from Madison!Spark Up Some Chemistry with Marleen from Madison! Hey there! I'm Marleen, a fun-loving transgender gal from Madison, Wisconsin. I may not fit society's mold, but that's what makes me unique and special. 💃🏽 I love exploring the LGBTQ community in Madison and checking out cool spots like Shamrock Bar & Grille or The Ohio Tavern for a fun nig...
  • Unleash Your Wildest Desires with Judie from Madison!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 ...
  • Tempting Temptress Seeks Submissive SoulsTempting Temptress Seeks Submissive Souls Hey there, Madison! It's your friendly neighborhood fetish enthusiast, Sacha. 👋 I'm here to tell you about my oh-so-unique and tantalizing fetish. Brace yourself for an adventure like no other! Now, let me start by saying that I'm a lady who loves to explore the wild side of life. 🌟 I'm ope...
  • KierstenKiersten's Kinky Desires I'm Kiersten from Madison, Wisconsin, and I have some wild fetishes that I just can't wait to explore with the right person. I love the feeling of being dominated and controlled, it really gets me going. Whether it's through BDSM, roleplay, or even some good old-fashioned spankings, I'm always up ...
  • Submissive Male Seeks Dominatrix for Kinky Harvard FetishSubmissive Male Seeks Dominatrix for Kinky Harvard Fetish I'm Harvard, a submissive male from Madison, Wisconsin looking for a Dominant Female Mistress or Dominatrix to take control and force me into submission. I want to learn how to properly please a Mistress and explore all kinds of kinky fetishes and roleplay scenarios. I enjoy whippings, spankings...
  • Local Shemale Looking for Hot Fun in MadisonLocal 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...
  • "Discover the Beauty of Love and Acceptance with Tammie""Discover the Beauty of Love and Acceptance with Tammie" Hey there! My name is Tammie, and I'm a proud transgender woman living in the beautiful city of Madison, Wisconsin. 💖 When it comes to appearances, picture this: I have a curvy body that embraces my femininity, and my radiant smile can light up any room. As for my ethnicity and nationality, le...
  • Sexy Transgender Beauty Looking for Love in MadisonSexy 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...