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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  • April 2nd, 2025
  • Unleash Your Desires with KendalUnleash Your Desires with Kendal Hey there, Madison! It's Kendal, your friendly neighborhood fetish enthusiast. I wanted to share something exciting with you - my unique passion that sets my heart racing and ignites my imagination. Brace yourself for an adventure into the world of submission! You see, I've discovered an incredib...
  • Raunchy Shemale Seeking Local Man for Wild FunRaunchy 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...
  • 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...
  • Unleash Your Desires with Luci from Madison, WisconsinUnleash Your Desires with Luci from Madison, Wisconsin Are you ready to embark on a tantalizing journey into the world of pleasure and exploration? Look no further, for Luci is here to fulfill your deepest fantasies. As a female swinger hailing from the vibrant city of Madison, Wisconsin, I am eager to connect with like-minded individuals who crave ...
  • Mistress has opening for a male submissive training in Madison areaMistress has opening for a male submissive training in Madison area Mistress Seeks submissive male in Madison Mistress seeks submissive male for training in Madison. Are you a sub and available evenings or weekends? Some weekdays are available upon request. Our first few meetings will decide if we can work together and we will come to a written agreement after disc...
  • U.S. Swingers Clubs DirectoryU.S. Swingers Clubs Directory U.S. Swingers Clubs Directory at FreeSexAds.com Related Link: Meet Local Swingers U.S. Swingers Clubs Directory listings are free for swingers clubs. Are you looking for a sex club in your area? You’re in the right place! Browse our handy list to jump-start your search for great sex and new ...
  • Hot Shemale in Madison Looking for a Wild TimeHot 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...
  • Mistress seeks Madison male sub for BDSM and trainingMistress 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...
  • Jasmin T-girl Ready to make friendsJasmin 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...
  • Unlock Your Desires with LockeUnlock 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...
  • Seeking a Connection Beyond Gender NormsSeeking 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...
  • Unleash Your Wildest Desires with Alena from MadisonUnleash Your Wildest Desires with Alena from Madison Hey there, fellow pleasure-seekers! I'm Alena, a vivacious female swinger hailing from the vibrant city of Madison, Wisconsin. If you're ready to embark on an unforgettable journey into the realm of passion and exploration, then look no further! Together with my equally open-minded husband, we're...
  • Gorgeous, Passable Trans in Madison 😍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...
  • Sexy M2F Preop Trans, Lovely Surprise Waiting in my Panties 💖💖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...
  • Explore Your Wildest Desires with Micki from MadisonExplore Your Wildest Desires with Micki from Madison Hey there! I'm Micki, 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 role-playing, BDSM, or something else entirely, we're always up for trying new things. You can find us on...
  • Explore Your Wildest Desires with Kylynn in MadisonExplore 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...
  • Elisabeth waiting to be your QueenElisabeth 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 ...
  • Trans Man waiting for right date with hot beautyTrans Man waiting for right date with hot beauty Handsome Trans Man for Dating in Madison Hey! Thanks for looking at my ad. This is the first time I've done this so bear with me plz. I am Jared, FtM trans man. I transitioned at age 25 and I just turned 30. Come and meet me!  Check my personal profile @FtMJared29 and say hi!&nb...
  • Submissive Male Seeks Dominatrix for Kinky FunSubmissive Male Seeks Dominatrix for Kinky Fun I'm Benny 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, whipped, and h...
  • Raunchy Shemale Dyana Seeking Local Man for Wild FunRaunchy 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...
  • Raunchy Shemale Seeking Local Man for Wild Fun in MadisonRaunchy 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...
  • Passionate Swingers Looking for Playmates in MadisonPassionate 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 ...
  • Explore Your Desires with Davin from Madison!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...
  • Spark a Connection with Marillin from MadisonSpark 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...
  • Transgender Beauty Seeking Love in MadisonTransgender 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...
  • Transcend into Love with SusannTranscend 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...
  • Unleash Your Desires with Britte from MadisonUnleash 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...
  • MEET LOCAL FREAKS - BDSM, Fetish, Femdom, & Kinksters [FREE PROFILES]MEET LOCAL FREAKS - BDSM, Fetish, Femdom, & Kinksters [FREE PROFILES] Meet Local Freaks to Work Out Your Kinks! Your guide to the Madison bondage, femdom and fetish scene We live the kink lifestyle. We love the power, the submission and the kinky pleasures. Come meet local kinksters for friendship or passion.  thebdsmguide.com BDSM Femdom ...
  • Passionate Swingers Seeking Playmates in MadisonPassionate 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...
  • Submissive Male Seeks Dominatrix for Kinky BDSM FunSubmissive 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...
  • Swinging Couple in Madison, New to the LifestyleSwinging 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...
  • TS Asian lady ready for upscale action (28)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...
  • 27 y/o Sexy Hung Crossdresser in Madison27 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 ...
  • Submissive Male Seeks Dominatrix for Kinky BDSM FunSubmissive Male Seeks Dominatrix for Kinky BDSM Fun I'm Rhett, a submissive male from Madison, Wisconsin, looking for a Dominant Female Mistress or Dominatrix to take control and guide me into the world of submission. I crave being forced into my place and taught how to properly please a Mistress. I enjoy kinks such as whippings, roleplay, and hu...
  • Explore Your Wildest Desires with Carmita!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...
  • Looking for Love and Adventure in Madison, Wisconsin!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...
  • Join Adella from Madison for Some Swinging Fun!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...
  • 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...
  • Seeking Local Man for Shemale Fun in MadisonSeeking 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...
  • 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...
  • Kinky Fetish Fun with Brittany from MadisonKinky 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...
  • Elegantly Erotic Transgender Seeks ConnectionElegantly 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...
  • Passion Seekers in MadisonPassion 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...
  • Passionate Swingers Seeking Playmates in Madison, WIPassionate Swingers Seeking Playmates in Madison, WI Hey there, I'm Jazmin from Madison, Wisconsin. My husband and I are a fun-loving couple who enjoy exploring our kinkier side with like-minded individuals. We're open-minded, adventurous, and always up for trying new things in the bedroom. You can find us on FreeSexAds.com Swingers Lifestyle Prof...
  • SHEMALE HOOKUPS! Wanna Have a Great Time in Madison, Wisconsin? SHEMALE HOOKUPS! Wanna Have a Great Time in Madison, Wisconsin? HOT!  SHEMALE HOOKUPS  "The girl with a naughty little secret in her panties!" SIGNUP FREE: INSTANT ACCESS!  Shemale Profiles Browse Uncensored Photos, Swap Your Pics, Join Live Web Cams, Swap Private Messages, Sext & Hook Up! Join free for Instant Access to the Madi...
  • April 1st, 2025
  • Explore Your Desires with DesireeExplore 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...
  • Explore Your Desires with MerielExplore 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,...
  • Submissive Male Seeks Dominatrix for Kinky Harley FetishSubmissive 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...
  • Sparkle with Lizabeth: Seeking Connection in MadisonSparkle 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...
  • Explore Kinks and Fetishes with Celine from MadisonExplore 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...