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!

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July 7th, 2025

Mistress seeks Sheboygan male sub for BDSM and training Mistress seeking male sub in Sheboygan 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 pl...

Superior Massage by gorgeous T-Girl T-Girl for Dating in Sheboygan I will help you unwind and create a cozy environment for you! I am 36DD, 7" and can give you so much pleasure. View my Transgender World profile and message me for my pics! @GayleTGirl Gayle <3    Transgender World Profile Username: GayleT...

Transgender Beauty in Sheboygan Hey there, I'm Delly, a fun-loving transgender woman from Sheboygan, 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 acceptance that comes with being true to my...

Join 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...

Explore 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...

Hot Shemale in Sheboygan Looking for a Wild Time I'm Edita, a sexy shemale from Sheboygan, Wisconsin, and I'm on the hunt for a local man who can handle all my naughty desires. When it comes to sex, I'm into it all - from deepthroating your cock to riding you hard and fast. I love being both a top and bottom, so you can have your way with me how...

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...

Sparkle 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...

Hot Shemale Niki Looking for Some Naughty Fun in Sheboygan! I'm a sexy shemale named Niki who's on the prowl for a local man who can handle all my dirty desires. I love getting down and dirty, so if you're into some raunchy fun, I'm your girl! I'm a top who loves to dominate and take control in the bedroom. I'll make you beg for more as I pound your tigh...

Join Jeannette for a Swinging Adventure in Sheboygan! Hello there! My name is Jeannette and I am a female swinger from Sheboygan, Wisconsin. My husband and I are friendly, open-minded, and always looking to explore new kinks and fetishes. We love meeting new people who share our interests and are ready for some steamy fun. You can find us on swinger...

Jasmin T-girl Ready to make friends Want to Meet a T-Girl in Sheboygan? 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...

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...

Kinky Fetish Fun in Sheboygan! Hey there, it's Roxi from Sheboygan, Wisconsin! I'm a kinky girl who loves to explore all sorts of fetishes and fantasies. You can find me on FreeSexAds.com Alt profiles under username roxish73472. I have a wild side that craves everything from BDSM to roleplay and more. I love being a Dominatrix a...

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...

Submissive 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...

Explore Marrilee's Unique Fetish in Sheboygan Hey there! I'm Marrilee from Sheboygan, and I have a special fetish that I absolutely adore. It's a little out of the ordinary, but that's what makes it so exciting for me. I love exploring different kinks and fetishes, and I'm always open-minded to trying new things. One of the fetishes that rea...

HMU 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.      ...

Spark 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,...

Passionate Swingers Looking for Playmates in Sheboygan Hey there, I'm Verna from Sheboygan, Wisconsin. My husband and I are fun-loving, open-minded, and kink friendly swingers who are always up for a good time. We love exploring our sexuality and meeting new like-minded individuals who share our passion for the lifestyle. You can find us on FreeSexAd...

Spark the Flame: Transgender Beauty Seeking Connection Hey there! My name is Storm and I'm a proud transgender woman from Sheboygan, Wisconsin. I may not fit society's idea of "normal," but that's what makes me unique and beautiful. I love embracing my true self and connecting with others who appreciate authenticity. I enjoy long walks by Lake Michig...

Explore Kinks and Fetishes with Rhetta from Sheboygan Hey there! I'm Rhetta, a female swinger from Sheboygan, Wisconsin. My husband and I are friendly, open-minded, and always up for exploring new kinks and fetishes. Whether you're a seasoned pro or just dipping your toes into the lifestyle, we'd love to connect with you. You can find us on swingers...

Explore Kinks and Fetishes with Jeanna from Sheboygan Hey there, I'm Jeanna from Sheboygan, Wisconsin. My husband and I are a friendly and open-minded couple who love to explore all sorts of kinks and fetishes. We believe in living life to the fullest and enjoying every moment of it. If you're looking for a fun and adventurous time, look no further! ...

Submissive Male Seeks Dominatrix for Kinky BDSM Fun My name is Dewitt, and I am a submissive male from Sheboygan, Wisconsin 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. Some of the submissive kinks I...

Submissive Male Seeks Dominatrix for Kinky Fun I'm Hal, a submissive male from Sheboygan, Wisconsin, looking for a Dominant Female Mistress or Dominatrix to take control and force me into submission. I crave the feeling of being dominated and controlled by a powerful woman who knows how to put me in my place. Some of my favorite submissive ...

Passionate Swingers Seeking Playmates in Sheboygan Hello there, I'm Cybil 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 love exploring new fantasies and pushing boundaries together. You can find us on FreeSexAds.com Swingers Lifestyle Profiles und...

Kinky Fetish Fun in Sheboygan! Hi there, I'm Beckie from Sheboygan, Wisconsin. I have a passion for exploring all things kinky and taboo. From BDSM to roleplay, I love it all! Whippings, domination, submission - you name it, I'm into it. But I'm always looking to push my boundaries and try new things. Age play, crossdressing, h...

Explore the Sensual World of Lark! Hey there, fellow kink enthusiasts! It's your friendly neighbor from Sheboygan, Wisconsin, Lark. 👋 I wanted to share something exciting with all of you – my unique fetish that sets my heart aflutter and makes life oh-so-spicy! Now, let me tell you, this fetish of mine is like no other. It's ...

FtM seeking Princess Bride in Sheboygan FtM seeking Woman in Sheboygan Hi, I'm Andy, age 33, FtM transgender man living in Sheboygan. 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 @AndyF...

Sexy Shemale Wendie Looking for Hot Fun in Sheboygan! Are you ready to experience the ultimate pleasure with a kinky shemale like me? I'm Wendie, and I'm on the hunt for a local man who can handle all of my desires. I love getting down and dirty, exploring every inch of your body with my throbbing cock. I'm a top who loves to dominate, but I can also...

Meet Wisconsin Transexuals Online: Live Chat, Member Profiles, Photo Swaps & Local Trans Clubs Meet Wisconsin Transexuals Online!  Meet Wisconsin transexuals online at AmericanTransexuals.com. Our web development team includes transexual women and male trans admirers, so we have a unique understanding of transgender attraction. We have created an online community where you can meet Wisc...

Local Shemale Looking for Hot Encounters I'm a sexy shemale named Johnette from Sheboygan, Wisconsin, and I'm on the hunt for a man who can handle all my naughty desires. When it comes to sex, I love it all - from passionate kissing to rough anal play. I want to be your top or your bottom, whatever gets you off the hardest. Let's explore...

Unleash 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...

TS M2F Top in Sheboygan TS Top Seeking Man in Sheboygan I'm Sandi wants to meet hot guy for fun and hot sex. Age 28 with long blonde hair, smooth skin and a great body.  Non op functional, nice big ladystick for your pleasure! 😈  Love oral sex, anal sex and yummy kinks of all sorts. I love to explore kinks an...

Passionate Swingers Seeking Playmates in Sheboygan Hello there, I'm Corrie from Sheboygan, Wisconsin. My husband and I are fun-loving, open-minded, and kink friendly swingers ready to spice up our sex life with some new playmates. You can find us in the FreeSexAds.com Swingers Lifestyle Profiles under username corriesh49959. We are a couple who l...

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

July 6th, 2025

Kinky Fetish Fun in Sheboygan! I'm Lidia, and I'm here to fulfill all your wildest fantasies. I love exploring new kinks and fetishes, from BDSM to roleplay to age play. I get a thrill out of dominating my submissives and giving them the punishment they deserve. Whippings, spankings, and humiliation are just a few of my special...

Kinky Fetish Fun in Sheboygan! My name is Erika and I am a naughty little vixen looking for someone to explore my wildest kinks with. I have always been fascinated by the world of BDSM, domination, and submission. There is something so thrilling about giving up control or taking charge in the bedroom. I love experimenting wit...

Unleash Your Wildest Desires with Selena from Sheboygan! Hey there, fellow kink explorers! My name is Selena, and I'm here to tell you about a fetish that sets my heart racing and my imagination soaring. Brace yourself for a unique experience like no other! 😈 Now, I won't bore you with the details of what I look like because what truly matters is th...

Debonair 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....

Seeking 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...

Euphoria Seeker Looking for Connection Hey there! I'm Catlee, a transgender gal from Sheboygan, Wisconsin. I may not fit society's standards of beauty, but my heart is full of love and my mind is open to new adventures. 🌈 I enjoy being part of the LGBTQ community because it allows me to be my authentic self without judgment. It's l...

Explore Your Wildest Desires with Ruperta Hey there! I'm Ruperta from Sheboygan, Wisconsin, and I have a unique fetish that I absolutely love. I won't tell you what it is just yet, but trust me, it's something that will leave you wanting more. I'm friendly, open-minded, and always up for exploring new kinks and fetishes. One thing that r...

Submissive Male Seeks Dominatrix for Kinky Fun I'm Marvin, a submissive male from Sheboygan, Wisconsin, looking for a Dominant Female Mistress or Dominatrix to take control and force me into submission. I crave the thrill of being dominated and taught how to properly please a Mistress. I enjoy exploring various kinky fetishes such as whippings...

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...

Explore Your Wildest Desires with Evey from Sheboygan Hey there! I'm Evey, a friendly and open-minded woman from Sheboygan, Wisconsin. I have a unique fetish that I absolutely adore - I love dressing up in leather and dominating my partner as a Femdom. The power exchange and control really excites me, and I love exploring different kinks and fetishes...

Submissive Male Seeks Dominatrix for Kinky Fun I'm Stirling, a submissive male from Sheboygan, Wisconsin. I'm 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 stirlingsheb22198. I have always be...

Submissive Male Seeks Dominatrix for Kinky Fun I'm Terry, a submissive male from Sheboygan, Wisconsin, looking for a Dominant Female Mistress to take control and show me the ways of submission. I can be found on FreeSexAds.com Alt profiles under username terryshe64859. I crave to be forced into submission and taught how to properly please a M...

Naughty Shemale in Sheboygan Looking for Hot Fun I love to get down and dirty with a man who can handle all that I have to offer. My name is Storm, and I am a sexy shemale looking for a local guy who can keep up with me in the bedroom. Whether you're into getting fucked or fucking me, I'm game for it all. I enjoy giving sloppy blowjobs, gettin...

Kinky Fetish Fun in Sheboygan! I'm Lily, a naughty girl from Sheboygan who loves all things kinky and fetish-related. I have a wild side that craves exploration and excitement. Whether you're into BDSM, domination, submission, roleplay, spankings, or any other taboo kinks, I'm your girl! I love dressing up in leather and lace...

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...