Sheboygan, Wisconsin Alternative Sex Ads - BDSM, Trans & Swingers

Browse Sheboygan, 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!

Home / Alternative Sex Ads /

Show Ads In: Appleton / Oshkosh | Duluth / Superior | Eau Claire | Green Bay | Janesville | Kenosha-Racine | La Crosse | Madison | Milwaukee | Sheboygan | Wausau

  • April 3rd, 2025
  • Spark Up Some Magic with Lia from SheboyganSpark Up Some Magic with Lia from Sheboygan Hey there, I'm Lia and I'm a proud transgender babe from Sheboygan, Wisconsin. 🏳️‍🌈 I love embracing my true self and being part of the LGBTQ community because it's all about love and acceptance. 💖 If you're looking for someone who's genuine, fun-loving, and always up for a good time,...
  • Join Maegan and her husband for a wild ride in Sheboygan!Join Maegan and her husband for a wild ride in Sheboygan! Hey there! My name is Maegan and I am a female swinger from Sheboygan, 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 c...
  • Kinky Fetish Fun in Sheboygan, WisconsinKinky Fetish Fun in Sheboygan, Wisconsin I'm Darcy, and I'm a kinky girl from Sheboygan looking for some wild and adventurous playmates. I have a few fetishes that really get me going, like BDSM, domination, and roleplay. I love taking control and being a Mistress to my willing submissives. Whippings, spankings, and humiliation are all o...
  • Explore Love and Adventure with Selia in Sheboygan!Explore Love and Adventure with Selia in Sheboygan! Hey there, I'm Selia, a fun-loving transgender gal from Sheboygan, Wisconsin. I may not fit society's norms, but that's what makes me unique! 🌈 I embrace my LGBTQ identity and love connecting with open-minded individuals who appreciate authenticity. I enjoy long walks by Lake Michigan, cozy co...
  • Sparkle with Coraline: Seeking Connection in SheboyganSparkle with Coraline: Seeking Connection in Sheboygan Hey there! I'm Coraline, a proud transgender woman from Sheboygan, Wisconsin. I may not fit society's traditional mold, but that's what makes me shine ✨. I love embracing my true self and being part of the LGBTQ community - it's a beautiful journey of self-discovery and acceptance 🌈. I'm loo...
  • Kinky Fetish Fun in Sheboygan, WisconsinKinky Fetish Fun in Sheboygan, Wisconsin I'm Lorry, and I'm here to explore all kinds of naughty kinks with you. Whether you're into BDSM, domination, submission, roleplay, or anything else that gets your heart racing, I'm game for it all. From whippings to spankings, I love it when things get a little rough and wild. 🖤 I have a few ...
  • Passionate Swingers Seeking Playmates in SheboyganPassionate Swingers Seeking Playmates in Sheboygan Hello there, I'm Marga from Sheboygan, Wisconsin. My husband and I are fun-loving, open-minded, and kink friendly swingers looking for like-minded individuals or couples to join us in our steamy adventures. We can be found on FreeSexAds.com Swingers Lifestyle Profiles under the username margashe20...
  • Sexy Shemale in Sheboygan Looking for Hot Fun!Sexy Shemale in Sheboygan Looking for Hot Fun! I'm Sophi, a hot shemale in Sheboygan looking for a man who can handle all my naughty desires. I love getting down and dirty, so if you're into wild and kinky fun, I'm your girl! I enjoy everything from passionate kissing to rough anal play. I love giving and receiving blowjobs, riding a hard coc...
  • Join Valencia for an Unforgettable Swinging Experience in Sheboygan!Join Valencia for an Unforgettable Swinging Experience in Sheboygan! Hello there! My name is Valencia and I am a female swinger from Sheboygan, 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 not to indulge in our deepest desires. If you are looking for a fun a...
  • Passion Seekers in Sheboygan!Passion Seekers in Sheboygan! Hello there, I'm Marilee from Sheboygan, Wisconsin. My husband and I are fun-loving, open-minded, and kink friendly swingers looking to add some spice to our already hot sex life. We love exploring new fantasies and pushing boundaries in the lifestyle. You can find us on FreeSexAds.com Swingers L...
  • Join Marti for a Sensual AdventureJoin Marti for a Sensual Adventure Hey there, I'm Marti from Sheboygan, Wisconsin. My husband and I are friendly, open-minded swingers who love to explore all kinds of kinks and fetishes. We're always looking for new experiences and connections with like-minded individuals. If you're ready to spice up your love life and dive into ...
  • Unleash Your Wildest Desires with Brittany from Sheboygan!Unleash Your Wildest Desires with Brittany from Sheboygan! Hey there, curious souls of Sheboygan! I'm Brittany, and together with my amazing husband, we're here to take your fantasies to new heights. Brace yourself for an unforgettable journey into the world of pleasure and exploration. We're a friendly and open-minded couple who thrive on pushing bounda...
  • Spark the Flame: KataSpark the Flame: Kata's Transgender Dating Ad Hey there! My name is Kata and I'm a transgender woman living in Sheboygan, Wisconsin. I may not fit society's idea of what a woman should look like, but I embrace my uniqueness and love every bit of myself. Being part of the LGBTQ community has taught me so much about acceptance and self-love, an...
  • Join Adrienne for a Sensual Adventure in Sheboygan! <br>Join Adrienne for a Sensual Adventure in Sheboygan!
    Hey there, I'm Adrienne from Sheboygan, Wisconsin. My husband and I are friendly, open-minded swingers who love to explore kinks and fetishes. We're always up for trying new things and meeting like-minded individuals who share our passion for pleasure. You can find us in the swingers dating profil...
  • Debonair Trans dude, looks like BondDebonair Trans dude, looks like Bond F2M Trans Dude in Sheboygan 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....
  • Explore Your Wildest Desires with Winni from SheboyganExplore Your Wildest Desires with Winni from Sheboygan Hey there! My name is Winni and I have a unique fetish that I absolutely love. I won't tell you what it is just yet, but I can assure you that it's something that will make your toes curl with excitement. I'm always up for trying new things and exploring different kinks and fetishes. I'm friendly,...
  • Explore Your Wildest Desires with Margo23589Explore Your Wildest Desires with Margo23589 Hey there! I'm Margo from Sheboygan, Wisconsin, and I have a unique fetish that I absolutely love. I adore indulging in foot worship - there's something so sensual and intimate about it that really gets me going. I'm always open to trying new things and exploring different kinks and fetishes. I c...
  • Submissive Male Seeks Dominatrix for Kinky RoleplaySubmissive Male Seeks Dominatrix for Kinky Roleplay I'm Louie from Sheboygan, Wisconsin, and I'm 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 desires. You can find me on FreeSexAds.com Alt profiles und...
  • Looking for Love and Adventure in Sheboygan!Looking for Love and Adventure in Sheboygan! Hey there! I'm Daisey, a fun-loving transgender gal from Sheboygan, Wisconsin. 🌈 I wanted to put myself out there and see if love is waiting just around the corner. So here I am, writing this ad in hopes of finding someone special. Now, let me tell you a bit about myself. I have a bubbly perso...
  • Sexy Transgender Seeks Connection in SheboyganSexy Transgender Seeks Connection in Sheboygan Hey there! I'm Marlane, a proud transgender woman from Sheboygan, Wisconsin. I love embracing my true self and being part of the LGBTQ community. I enjoy exploring new places in town like Blue Harbor Resort or taking a stroll along Lake Michigan. If you're looking for someone who is fun, open-mind...
  • Hot Shemale in Sheboygan Looking for Wild Fun and Hot Encounters!Hot Shemale in Sheboygan Looking for Wild Fun and Hot Encounters! Are you ready to experience the ultimate pleasure with a sexy shemale like me? My name is Haleigh and I'm on the hunt for a local man who can handle all my desires. I love being both top and bottom, giving and receiving blowjobs, getting my tight ass pounded, sucking on a throbbing cock, and makin...
  • Passionate Swingers Looking for Playmates in SheboyganPassionate Swingers Looking for Playmates in Sheboygan Hey there, I'm Elka from Sheboygan, Wisconsin, and my husband and I are on the hunt for some sexy new friends to join us in our wild adventures. We're fun-loving, open-minded, and kink friendly - ready to explore all the pleasures that life has to offer. 💋🔥 You can find us on FreeSexAds...
  • Explore Your Wildest Desires with David from SheboyganExplore Your Wildest Desires with David from Sheboygan Hey there, I'm David from Sheboygan, and I have a unique fetish that I absolutely love. I am into pet play 🐶, where I enjoy being submissive and taking on the role of a loyal and obedient pet for a Dominant woman. It's a thrilling experience for me to let go of control and be at the mercy of so...
  • Love Knows No BoundariesLove Knows No Boundaries Hey there, lovely people of Sheboygan! My name is Dallas, and I'm excited to dip my toes into the world of transgender dating. 💖 As a proud member of the LGBTQ community, I've come to embrace the beauty of being trans. It has taught me resilience, empathy, and the importance of being true to on...
  • HMU for Sex in SheboyganHMU for Sex in Sheboygan Newly Single and Ready to Mingle in Sheboygan Hi guys, my name is Barbie, age 28. My husband cheated for the last time. Now it's my time to have some fun! If you want to hook up for passion and hot sex in the Sheboygan, Wisconsin area then message me @BarbieSingle28.      ...
  • Join Jessamine for a Sensual Adventure in Sheboygan!Join Jessamine for a Sensual Adventure in Sheboygan! Hello there! I'm Jessamine, a fun-loving swinger from Sheboygan, 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 passion for excitement and adventure. You can find us in the swingers d...
  • Passion Seekers in Sheboygan - CarmelitaPassion Seekers in Sheboygan - Carmelita's Swinging Adventures Hello there, I'm Carmelita from Sheboygan, Wisconsin. My husband and I are fun-loving, open-minded, and kink-friendly swingers looking to spice things up in the bedroom. We are always on the lookout for new playmates who share our passion for the lifestyle. You can find us on FreeSexAds.com Swing...
  • Hot Shemale in Sheboygan Looking for Some Naughty FunHot Shemale in Sheboygan Looking for Some Naughty Fun Are you a man in Sheboygan looking for a sexy shemale to play with? Well, look no further because I'm here to fulfill all your wildest fantasies. My name is Louisa and I am ready to show you a good time. Whether you're into getting your cock sucked, fucking my tight ass, or exploring new kinks, I'...
  • Passionate Swingers Looking for Playmates in SheboyganPassionate Swingers Looking for Playmates in Sheboygan Hello there, I'm Marjory from Sheboygan, Wisconsin. My husband and I are a fun-loving, open-minded couple who love to explore our kinks and fantasies with like-minded individuals. We believe that life is too short to not indulge in the pleasures of the flesh, so we're always on the lookout for new...
  • Submissive Male Seeks Dominatrix for Kinky FunSubmissive Male Seeks Dominatrix for Kinky Fun I'm Vale, a submissive male from Sheboygan, 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 vale12889. I enjoy a variety of submissive kinks an...
  • Submissive Male Seeks Dominatrix for Kinky FunSubmissive Male Seeks Dominatrix for Kinky Fun My name is Emmit and I am a submissive male from Sheboygan, 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 the username emmitsh89405. I ha...
  • Kinky Fetish Fun with GypsyKinky Fetish Fun with Gypsy Hey there, I'm Gypsy from Sheboygan, Wisconsin. If you're looking for some wild and adventurous fetish play, then I'm your girl! I love exploring all kinds of kinks and fetishes, from BDSM to roleplay to domination and submission. You can find me on FreeSexAds.com under the username gypsysh87067. I...
  • April 2nd, 2025
  • Seeking Connection and AdventureSeeking Connection and Adventure Hey there! My name is Trace and I'm a transgender woman living in Sheboygan, Wisconsin. I love exploring the local scene here, whether it's grabbing a coffee at Paradigm Coffee & Music or taking a stroll along Lake Michigan at Deland Park. I'm all about embracing my authentic self and being part...
  • Explore Kinks and Fetishes with Dorian from SheboyganExplore Kinks and Fetishes with Dorian from Sheboygan Hey there, I'm Dorian from Sheboygan, 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 new adventures and meeting like-minded individuals who share our passion for exploration. You can find us in the swingers da...
  • Explore Your Wildest Desires with MalanieExplore Your Wildest Desires with Malanie Hey there! I'm Malanie from Sheboygan, Wisconsin, and I have a unique fetish that I absolutely adore. It's hard to explain, but let's just say it involves feathers and tickling 😉. I love the feeling of anticipation and excitement that comes with indulging in my fetish. I'm a friendly and open-...
  • Explore Kinks and Fetishes with Carree from SheboyganExplore Kinks and Fetishes with Carree from Sheboygan Hello there! My name is Carree and I am a female swinger from Sheboygan, 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 play, BDSM, or something even more adventurous, we are always up for trying new t...
  • Passionate Swingers Looking for Playmates in SheboyganPassionate Swingers Looking for Playmates in Sheboygan Hey there, I'm Corey from Sheboygan, Wisconsin. My husband and I are fun-loving, 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 Lifestyle Profiles u...
  • Unleash Your Desires with Nancie from Sheboygan!Unleash Your Desires with Nancie from Sheboygan! Are you ready to embark on a tantalizing journey of pleasure and exploration? Look no further, for Nancie is here to fulfill your wildest fantasies! I'm a vivacious female swinger hailing from the charming town of Sheboygan, Wisconsin. Together with my equally open-minded husband, we're eager to i...
  • Join Corina for Some Swinging Fun in Sheboygan!Join Corina for Some Swinging Fun in Sheboygan! Hey there, I'm Corina from Sheboygan, 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 adventures and meeting like-minded individuals who share our passion for excitement. You can find us in the swingers ...
  • Unleash Your Wild Side with CatrinaUnleash Your Wild Side with Catrina Hey there, I'm Catrina from Sheboygan, Wisconsin, and I have a unique fetish that drives me wild. I absolutely love dressing up in leather and dominating my partner. The feeling of power and control is such a turn on for me. But don't worry, I'm also friendly and open-minded, always willing to exp...
  • Submissive Male Seeks Dominatrix for Kinky FunSubmissive Male Seeks Dominatrix for Kinky Fun I'm Kirby from Sheboygan, 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. Some of my favorite submissive kinks include roleplay, spankings, and crossdress...
  • Kinky Fetish Fun in Sheboygan!Kinky Fetish Fun in Sheboygan! I'm Teressa, and I'm a kinky girl from Sheboygan looking for some naughty fun! I love exploring all kinds of fetishes and kinks, from BDSM to roleplay to domination and submission. I'm always up for trying new things and pushing boundaries. If you're into whippings, spankings, or age play, then w...
  • Join Robby from Sheboygan for an Unforgettable ExperienceJoin Robby from Sheboygan for an Unforgettable Experience Hi there! My name is Robby and I am a female swinger from Sheboygan, Wisconsin. My husband and I are friendly, open-minded, and we love to explore kinks and fetishes. We are always looking for new adventures and exciting experiences with like-minded individuals. You can find us in the swingers da...
  • Young ebony submissive waiting to please the right Young ebony submissive waiting to please the right 'Sir' Submissive Ebony Woman for Sir Call or text me! Contact me for my recent pics and contact info. No drama, no games, these are my own 100% real pics MY GALLERY - @desireeXXsub...
  • New Body New MeNew Body New Me M2F post-op in Sheboygan 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 Natas...
  • Submissive Male Seeks Dominatrix for Kinky BDSM Fun<br>Submissive Male Seeks Dominatrix for Kinky BDSM Fun
    I'm Normand from Sheboygan, 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 sorts of kinky fetishes and roleplay scenarios. Some of the submissive kinks I enjo...
  • Mistress has opening for a male submissive training in Sheboygan areaMistress has opening for a male submissive training in Sheboygan area Mistress Seeks submissive male in Sheboygan Mistress seeks submissive male for training in Sheboygan. 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 ...
  • Submissive Male Seeks Dominatrix for Kinky BDSM FunSubmissive Male Seeks Dominatrix for Kinky BDSM Fun I'm Baily from Sheboygan, Wisconsin, and I am 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. Some of the submissive kinks and fetishes I enjoy include roleplay, spankings, ...
  • Kinky Fetish Fun in Sheboygan, WisconsinKinky Fetish Fun in Sheboygan, Wisconsin Hey there! My name is Marget and I'm a kinky girl from Sheboygan, Wisconsin. I love exploring all sorts of fetishes and kinks, from BDSM to roleplay to age play. I'm always looking for new experiences and adventures in the world of domination and submission. If you're into whippings, spankings, or ...
  • Tempting Adventures Await with Jeni from SheboyganTempting Adventures Await with Jeni from Sheboygan Hey there, I'm Jeni and I am a female swinger from Sheboygan, 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 new to the lifestyle or a seasoned pro, we're always up for some naughty fun. You can find us in the ...