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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October 21st, 2025

INTERACTIVE MAP: Kink Tracker in the Sheboygan Area! Sheboygan Alt & Kink Hookups Meet locals to explore the alternative lifestyles scene in the Sheboygan area. Meet members for friendship or to begin exploring the tantalizing world of kink! View our interactive map below to meet local Alt members who want to meet locals to explore various kinks ...

Explore Your Wildest Desires with Marjory Hey there! I'm Marjory from Sheboygan, Wisconsin, and I have a unique fetish that I absolutely adore. I love indulging in role-playing scenarios where I can take charge and be in control. It's such a thrill for me to explore power dynamics and push boundaries in a safe and consensual way. I'm a f...

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 ...

Kinky Fetish Seeker in Sheboygan, Wisconsin My name is Jaquelyn and I am a kinky fetish seeker from Sheboygan, Wisconsin. I have always had a wild side and love exploring new kinks and fetishes. One of my favorite things to do is roleplay 🎭, whether it's being a Dominatrix or a submissive. I enjoy whippings and spankings, as well as domi...

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...

Hot Shemale Audra in Sheboygan Ready to Play and Fulfill Your Wildest Fantasies! 🔥🍆💦 Are you looking for a naughty shemale who knows how to have a good time? Look no further, because I'm Audra, a sexy trans woman in Sheboygan who is ready to rock your world. Whether you're into a top or bottom, I can fulfill all your desires and more. 💋👠 I love getting down and dirty with a...

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...

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...

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...

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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...

Submissive Male Seeks Dominatrix for Kinky BDSM Fun I'm Matias, 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 matiasshe90677. I enjoy a variety of submissive k...

Interviewing for new submissive for evenings and/or weekends Domme Woman for sub male in Sheboygan I need a new male subbie who can come 'do' stuff around My house in exchange for some ass beating and gentle torture. This is not a game, but it is fun. We/we will need something in writing so We/we understand each other's places and we will need to come to a m...

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...

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. ...

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...

Kinky Mistress Seeking Submissives for BDSM Fun Are you looking for a dominant woman to take control and fulfill your deepest desires? Look no further, because Wilow from Sheboygan, Wisconsin is here to make all your fantasies come true. I love exploring all kinds of kinks and fetishes, from whippings to roleplay to age play. The more taboo, th...

Spark up some chemistry with Elmira! 💫 Hey there! I'm Elmira, a fun-loving transgender gal from Sheboygan, Wisconsin. I may not fit into society's norms, but that's what makes me unique and fabulous! I embrace my LGBTQ identity and love connecting with open-minded individuals who appreciate authenticity. I enjoy exploring new places 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 ...

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Elegantly Transcending Boundaries Hey there, I'm Stace from Sheboygan, Wisconsin. I'm a curvy, Latina transgender woman who loves embracing my true self and connecting with others in the LGBTQ community. I enjoy exploring new places like Blue Harbor Resort or Bookworm Gardens for a fun date night. You can check out my pics at my per...

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...

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...

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 ...

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...

Kinky Dominatrix seeks puppy to train DOMINATRIX SEEKS PUPPY TO TRAIN  Are you the submissive little puppy I have been looking for? I am A Power Domme looking for the one to meet my needs. I am on this site, because I know too often you seek an escape... with someone you can relinquish your power to. I know there's a lot of pressu...

MISTRESS KIM IS HERE TO DOMINATE YOU.... Seeking new worthy, generous submissive Mistress Kim Sheboygan Dominatrix Message Me Online: MistressKim4subSheboygan Flogging...prostate...nipple play...force by... paddling...dress up play..humiliate... strap on...must obedience......

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 ...

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...

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 ...

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...

October 20th, 2025

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...

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...

Mistress 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 ...

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'...

Hot Shemale in Sheboygan Ready to Play Are you looking for a wild time with a sexy shemale? Look no further, because I'm Lesya and I'm ready to show you a good time. I'm a horny tranny seeking a local man for some hot and steamy fun. If you're into getting down and dirty, then I'm the girl for you. I love giving blowjobs, getting fuck...

Join Jacki for an unforgettable swinging experience in Sheboygan! Hey there, I'm Jacki 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 swinger, we guarantee a fun and satisfying time together. You can find us in the swingers dating...

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...

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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 ...

Want to Fuck My Wife? Let's Swap in Sheboygan Wife Swaps in Sheboygan Attractive, adventurous and athletic couple in the Sheboygan area seeks swinger hookups for social activities and the explore the local swinging lifestyle. He is Thomas, age 29, a self-employed graphic artist. Fit and trim, loves sex!  She is Heather, age 27, employed...

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! ...

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...

27 y/o Sexy Hung Crossdresser in Sheboygan Hung Crossdresser for Male in Sheboygan 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 sex...

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...

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...

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...

Submissive Male Seeks Dominatrix for Kinky Fun I've always had a deep desire to submit to a powerful woman, to be controlled and dominated in every way possible. My name is Fraser, and I'm 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 M...

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...

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