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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August 16th, 2025

Submissive Male Seeks Dominatrix for Kinky BDSM Fun My name is Norwood and I am a submissive male from Sheboygan, Wisconsin looking for a Dominant Female Mistress or Dominatrix to force me into submission. I crave being controlled and taught how to properly please a Mistress. I can be found on FreeSexAds.com Alt profiles under the username norwood...

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...

Shemale Nightclubs Near You in Sheboygan, Wisconsin Shemale Nightclubs Near You in Sheboygan, Wisconsin Shemale Clubs Near You in Sheboygan, Wisconsin is a directory of trans-friendly nightclubs and bars. LGBTQ+ clubs come and go. We strive to keep this transgender clubs directory complete and rely on your input to help us do so. Please contact us...

TS Asian lady ready for upscale action (28) Asian Transexual Lady for Man in Sheboygan Hot and sexy Asian transexual, fully functional and wants to play with you! Message RubyTS4male...

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...

Spark Up Some Chemistry with Petra in Sheboygan! Hey there, I'm Petra from Sheboygan, Wisconsin. I'm a tall, curvy Latina beauty who loves embracing my transgender identity. Being part of the LGBTQ community has brought so much joy and acceptance into my life. I'm looking for someone special to share fun moments with at local spots like Lake M...

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...

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...

Brandi 27 tall slim hot trans chick 8.5 inch Pre-op TS, fully functional in Sheboygan Beautiful Brandi. If you're attracted to the female form then you will want to message me @ BrandiTS27. I'm pre-op, tall, slim and beautiful with 8.5 inches for top or bottom. I love oral sex!! Kink friendly, have toys to explore all your naughty f...

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...

Domme looking for male sub who wants to be owned Domme for male sub in Sheboygan I am Mistress Danielle. FemDom is My lifestyle, not something I do merely for fun. I have an opening in My dungeon for a submissive male. Send your photo along with an explanation of your kinks and fetishes and how you believe you can serve Me.  This is a serio...

Submissive Male Seeks Dominatrix for Kinky BDSM Fun I've always known that I'm a submissive male at heart, and I'm looking for a Dominant Female Mistress or Dominatrix to force me into submission. My name is Gifford, and I reside in Sheboygan, Wisconsin. I want someone who can teach me how to properly please a Mistress and explore all my submissive...

Passionate Swingers Seeking Playmates in Sheboygan Hey there, I'm Sunshine, and my husband and I are on the hunt for like-minded individuals who share our love for the swinging lifestyle. We're a fun-loving couple from Sheboygan, Wisconsin, who are open-minded, kink-friendly, and always up for some naughty fun. 💋 You can find us on FreeSexAds....

Sweet and Sensual Transgender Beauty Looking for Love in Sheboygan! Hey there! I'm Kati, a transgender woman living in Sheboygan, Wisconsin. I may not be your typical girl, but that's what makes me unique and special. I love embracing my true self and being a part of the LGBTQ community. 💖 I'm looking for someone who is open-minded, kind-hearted, and ready to ...

Unleash Your Wildest Desires with Coriss from Sheboygan Hey there, I'm Coriss, 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 scene or a seasoned pro, we're always up for trying something new and exciting. You can find us ...

Explore Your Wildest Desires with Harry from Sheboygan Hey there, I'm Harry from Sheboygan and I have a unique fetish that I absolutely love. I enjoy being tickled and teased by a dominant woman. It makes me feel so submissive and eager to please. I'm a friendly guy who is open-minded and loves to explore different kinks and fetishes. I'm always up f...

Submissive 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...

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....

Join Marylou for a Swinging Adventure in Sheboygan! Hey there, I'm Marylou 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 experiences and meeting like-minded individuals who share our interests. You can find us in the swingers dating pro...

Peggy's Kinky Desires I'm Peggy from Sheboygan, Wisconsin, and I have some wild fetishes that I just can't wait to explore with the right person. You can find me on FreeSexAds.com Alt profiles under username peggyshe21384. I absolutely love BDSM and all things kinky. Whippings, domination, submission - you name it, I'...

Explore Your Wildest Desires with Lauryn Hey there! I'm Lauryn 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 sensation it gives me and how playful it can be. I'm a friendly and open-minded person who loves to expl...

Sexy Shemale in Sheboygan Looking for Hot Fun Are you looking for a wild time with a kinky shemale? Look no further because I'm here to fulfill all your dirty fantasies. My name is Chrysa and I'm a horny shemale seeking a local man for some steamy action. I love getting down and dirty, so if you're into it, I'm your girl. I enjoy giving slop...

Sexy M2F Preop Trans, Lovely Surprise Waiting in my Panties 💖💖 Preop Trans in Sheboygan Hi! I'm Brandi, new TS in the Sheboygan 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 ...

F/M seeking love and fun Female to Male Trans Man in Sheboygan My name is Karl and I am a F2M trans dude. I was born female but transitioned to male a few years ago. I love my new body. I like dressing sharp with nice suits and taking good care of my hair and my beard. Sometimes it is just scruff and other times I let it g...

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 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'...

Kinky 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 ...

Passion Seekers Looking for Playmates in Sheboygan! Hey there, I'm Bernadette from Sheboygan, Wisconsin. My husband and I are fun-loving, open-minded, and kink friendly swingers who love to explore our deepest desires. We are always looking for new playmates to join us in our sexy adventures. You can find us on FreeSexAds.com Swingers Lifestyle Pr...

Submissive Male Seeks Dominatrix for Kinky Fun Hey there, my name is Darryl from Sheboygan, Wisconsin. I am a submissive male 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 darryl82144. I enjoy various s...

Mistress Savannah in Sheboygan // Domme seeking new sub Strict Mistress for sub in Sheboygan I am a strict Mistress, currently accepting applications for subs. My time is precious to Me and I won't waste it on people who are not serious about this. I am tall, slender and have long silky hair. My calm demeanor doesn't give away My desire to strongly puni...

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...

Unveiling My True Self: Shirley's Transgender Dating Ad Hey there, I'm Shirley, a confident and proud transgender woman from Sheboygan, Wisconsin. I love embracing my true identity and being a part of the LGBTQ community. 🏳️‍🌈 I'm looking for someone who is open-minded, kind-hearted, and ready to explore life's adventures with me. Let's grab...

Spicy Hot 🌶 Tranny Girl from Colombia Latina Tranny Girl in Sheboygan 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 femini...

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...

Explore Kinks and Fetishes with Mona from Sheboygan Hey there, I'm Mona 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 trying something new. You can find us in the swingers dating profil...

Explore Your Wildest Desires with Delmar54721 Hey there, I'm Delmar from Sheboygan, Wisconsin. I have a unique fetish that I absolutely love - I adore being tickled! The feeling of helplessness and vulnerability is such a turn on for me. I'm a submissive guy who enjoys spending time with a Dominant woman who knows how to tease and please. I'...

Come Join Codie for Some Swinging Fun! Hey there! My name is Codie and I am a female swinger from Sheboygan, Wisconsin. My husband and I are friendly, open-minded, and love to explore all kinds of kinks and fetishes. We enjoy meeting new people who share our adventurous spirit and are looking to spice things up in the bedroom. You can...

Tantalizing Temptress in Sheboygan Hey there, I'm Larina from Sheboygan, and I have a unique fetish that drives me wild. I adore wearing latex from head to toe - the feeling of it against my skin is so exhilarating! It makes me feel powerful and sexy in a way that nothing else does. I'm a friendly and open-minded person who loves...

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...

Join Dove for a Sensual Adventure in Sheboygan! Hello there! My name is Dove, and I am a female swinger from Sheboygan, Wisconsin. My husband and I are a friendly and open-minded couple who love to explore kinks and fetishes with like-minded individuals. We enjoy pushing boundaries and trying new things in the world of swinging. If you're look...

Sparkle with Paloma: Transgender Beauty in Sheboygan Hey there! I'm Paloma, 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 being a part of the LGBTQ community. 🌈 I'm looking for someone who can appreciate me for who I ...

Unleash Your Wildest Desires with Sophia from Sheboygan! Hey there, lovely people of Sheboygan! My name is Sophia, and I'm here to introduce you to a world of pleasure and excitement that you've only dreamed of. Together with my husband, Mark, we are the ultimate power couple in exploring all things naughty and nice. 😉 Let me tell you a bit about my...

INTERACTIVE MAP: Transexual Tracker in the Sheboygan Area! Local Trans Hookups Interactive Mapping Meet Local transexuals in the Sheboygan area for friendship or sex hookups. View member thumbnails on the interactive map below to meet local members who want to meet local transexuals or admirers. Click any member photo below to get started. Sign up free for...

Sexy Shemale in Sheboygan Looking for Hot Fun Are you ready to experience the wildest night of your life? I'm Kelsi, a hot and horny shemale from Sheboygan, Wisconsin, looking for a local man who can handle all my desires. When it comes to sex, I love it all - from deep throating your cock to riding you hard until we both explode with pleasur...

Passionate 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...

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.      ...

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...

Looking for Love and Adventure in Sheboygan! Hey there, lovely people of Sheboygan! My name is Marni, and I'm a proud transgender woman living life to the fullest. 💃🏻✨ I may not have the body type of a supermodel or hail from a faraway land, but what I lack in those areas, I make up for with my vibrant personality and zest for life....

Tempting 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 ...

Passionate 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...