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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May 23rd, 2025

Mistress Leila, Mature Mistress for sub in Sheboygan Mistress Leila Sheboygan Female Domination Mistress Leila is a strict and sensual FemDom with a decided taste for the extreme! I am accepting submissive male and female applicants. I enjoy foot worship, slave training, strap-ons and total control. See all the possibilities and lots more pics on my ...

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...

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...

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...

Raunchy Shemale Seeking Local Man for Wild Fun in Sheboygan Looking for a man who can handle a naughty shemale like me? I'm Katrine, and I'm ready to play with you in all the ways you've been dreaming about. I love being on top, bottom, giving blowjobs, getting my tight ass pounded, sucking cock until it throbs, and making you cum harder than ever before. ...

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...

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...

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...

Passionate Swingers Looking for Playmates in Sheboygan Hey there, I'm Becca from Sheboygan, Wisconsin. My husband and I are fun-loving, open-minded, and kink friendly swingers who are always looking to add a little extra spice to our already hot sex life. We love exploring new boundaries and pushing our limits when it comes to pleasure. You can find ...

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...

Elisabeth waiting to be your Queen TRANSEXUAL FOR MAN IN THE Sheboygan 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 Messag...

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 ...

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...

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...

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...

Raunchy Shemale Seeking Local Man for Wild Encounters Hey there, I'm a sexy shemale named Angelina looking for a hot man in Sheboygan, Wisconsin to have some steamy fun with. You can find me on FreeSexAds.com Shemale Profiles at angelinash26630. I love getting down and dirty with a guy who knows how to handle a tranny like me. I'm into everything from...

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...

DOMME AVAILABLE for private Femdom and DISCIPLINE Experienced Dominatrix for Sheboygan Submissive Experienced Dominatrix seeks submissive, ready and willing to learn discipline from a loving but strict Mistress. Contact me @ SheboyganDommeX if you are available and willing to serve my needs. Available For: Discipline  Corporal Punishment...

Kinky Fetish Fun in Sheboygan! Hey there, it's Melly from Sheboygan! I'm a kinky gal who loves exploring all sorts of fetishes and kinks. You can find me on FreeSexAds.com Alt profiles under username mellys82229. I enjoy BDSM, domination, submission, roleplay, spankings, and more! 🖤 I love being a Dominatrix and taking contro...

Kinky 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...

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...

Passionate Swingers Looking for Playmates in Sheboygan Hey there, I'm Talia, and my husband and I are the definition of fun-loving, open-minded, and kink-friendly. We're always up for exploring new adventures in the swinging lifestyle, and we're looking for like-minded individuals or couples to join us for some steamy adult fun. You can find us on Fr...

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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...

Explore Your Wildest Desires with Eda from Sheboygan! Hey there! 👋 Are you ready to dive into a world of excitement and pleasure? My name is Eda, and I'm here to share something unique about myself. I have a fascinating fetish that makes me feel alive and fulfilled. It's like unlocking a secret door to a realm of endless possibilities! What do I ...

Passionate Swingers in Sheboygan Seeking Playmates Hello there, I'm Helena 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 our boundaries to new heights. 💋🔥 You can find us on FreeSexAds.com Swingers Lif...

Tempting Offer: Explore Your Fetishes with Robbyn from Sheboygan Hey there! I'm Robbyn, a friendly and open-minded gal from Sheboygan who loves to explore all sorts of kinks and fetishes. One of my favorite fetishes is foot worship - there's just something so sensual and exciting about having my feet pampered and adored. I'm always up for trying new things, s...

Swinging Couple in Sheboygan, New to the Lifestyle Swinging Couple in Sheboygan We are a swinging couple in Sheboygan, 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 th...

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...

Experience Female Domination with Mistress Garnette in Sheboygan, WI Are you ready to submit to a powerful and seductive Femdom like myself? My name is Mistress Garnette, and I am here to fulfill all of your deepest desires and fantasies. From strap-ons to whippings, spankings to sissification, I will take control and lead you on a journey of ultimate submission. ...

Passionate Swinging Wife in Sheboygan Hey there, I'm Willette 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 willettesheb21606. We love exploring...

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...

Well Endowed Shemale for Man in Sheboygan Hung Shemale for Man in Sheboygan I am Blanca. I can provide top or bottom service. Bareback if you're clean. Love oral sex both giving and receiving. Say hello cause I'm friendly, sexy as hell and always satisfy my partner. Give me a try. Message me privately at BlancaShemale32 for my latest uncen...

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...

Gorgeous, Passable Trans in Sheboygan 😍 Gorgeous Passable Trans MtF for Man in Sheboygan 😍 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 ...

Submissive Male Seeks Dominatrix for Kinky Roleplay and Humiliation My name is Jonathon and I am a submissive male from Sheboygan, 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 jonathonsheb29814. I enjoy kink...

MEET LOCAL FREAKS - BDSM, Fetish, Femdom, & Kinksters [FREE PROFILES] Meet Local Freaks to Work Out Your Kinks! Your guide to the Sheboygan 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...

Transgender Temptation in Sheboygan Hey there, I'm Arlee and I'm a transgender woman living in Sheboygan, Wisconsin. I love embracing my true self and being a part of the LGBTQ community. It's all about authenticity and acceptance, am I right? If you're looking for someone who's confident in their own skin and loves to have a good t...

Kinky 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 ...

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 ...

Spark 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...

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 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 ...

Passionate Swingers Looking for Playmates in Sheboygan Hello there, I'm Fran 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 experiences and pushing our boundaries to new heights of pleasure. You can find us on FreeSexAds.com Swingers...

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.      ...

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...

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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 ...

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...