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

Browse Madison, 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

October 21st, 2025

Submissive Male Seeks Dominatrix for Kinky BDSM Fun I'm Tabor from Madison, Wisconsin, and I'm a submissive male looking for a Dominant Female Mistress or Dominatrix to force me into submission. I crave being dominated and taught how to properly please a Mistress. You can find me on FreeSexAds.com Alt profiles under username tabormad95397. I enjoy...

INTERACTIVE MAP: Kink Tracker in the Madison Area! Madison Alt & Kink Hookups Meet locals to explore the alternative lifestyles scene in the Madison 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 and ...

Passionate Swingers Seeking Playmates in Madison Hello there, I'm Blaire from Madison, Wisconsin. My husband and I are fun-loving, open-minded, and kink-friendly swingers looking to spice things up in the bedroom. We enjoy exploring our sexuality with like-minded individuals who share our passion for the lifestyle. You can find us on FreeSexAds...

Submissive Male Seeks Dominatrix for Kinky Fun I'm Benny from Madison, 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 kinds of kinky fetishes and roleplay scenarios. I enjoy being spanked, whipped, and h...

Elegantly Transcendent Seeking Connection Hey there! I'm Dawna, a transgender woman from Madison, Wisconsin. I may not fit society's norms, but I embrace my unique self with confidence and pride. Being part of the LGBTQ community has brought so much joy and acceptance into my life. I love exploring local spots like the Olbrich Botanical...

Passion Seekers in Madison Hey there, I'm Mercy from Madison, Wisconsin. My husband and I are a fun-loving, open-minded couple who are kink friendly and always up for some naughty adventures. We can be found on FreeSexAds.com Swingers Lifestyle Profiles under username mercymad92700. We are seeking like-minded individuals o...

Unlock Your Desires with Locke Hey there, Madison! I'm Locke, a friendly guy who's ready to explore a world of pleasure with you. Let me tell you about my unique fetish and what makes it so thrilling for me. I've always had a thing for role-playing as a mischievous schoolboy. There's something exhilarating about being submissi...

Seeking Local Man for Shemale Fun in Madison Are you looking for a hot shemale to fulfill all your wildest fantasies? Look no further, because I'm Shay, a sexy and insatiable shemale from Madison, Wisconsin, seeking a local man for some steamy encounters. I love getting down and dirty with a man who knows how to please me in every way possib...

Gorgeous, Passable Trans in Madison 😍 Gorgeous Passable Trans MtF for Man in Madison 😍 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 ki...

Sue the Shemale Ready to Play and Fuck in Madison I'm a hot and horny shemale looking for a local man to have some wild fun with. My name is Sue, and I love getting down and dirty in the bedroom. I enjoy being both a top and bottom, giving blowjobs, getting my tight ass fucked, sucking on a throbbing cock, and making you cum hard. When we meet...

Kinky Fetish Fun with Brittany from Madison I'm Brittany, a kinky girl from Madison who loves exploring all kinds of fetishes and kinks. I have a passion for BDSM, domination, submission, and roleplay. Whippings, spankings, and humiliation get me excited like nothing else. I love being a Mistress and taking control, but I also enjoy being a...

Elisabeth waiting to be your Queen TRANSEXUAL FOR MAN IN THE Madison 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 Message ...

Sensual Transgender Beauty Looking for Love in Madison Hey there! I'm Nance, a transgender woman from Madison, Wisconsin. I may not fit society's idea of "normal," but that's what makes me unique and special. I love embracing my true self and being part of the LGBTQ community. I'm looking for someone who can appreciate me for who I am, inside and out...

Join Adella from Madison for Some Swinging Fun! Hey there, I'm Adella from Madison, 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 trying new things and meeting new people who share our interests. You can find us in the swingers dating profiles under th...

Seeking a Dominant Woman to Explore My Fetish with Walter Hey there, I'm Walter from Madison, Wisconsin. I have a unique fetish that I absolutely love - I enjoy being tickled! It's something about the sensation that just drives me wild. I'm a submissive guy who would love to spend time with a Dominant woman who can fulfill my desires. I'm friendly, open...

Submissive Male Seeks Dominatrix for Kinky BDSM Fun I'm Christopher, a submissive male from Madison, Wisconsin. I am on the hunt for a Dominant Female Mistress or Dominatrix to force me into submission and teach me how to properly please a Mistress. I can be found on FreeSexAds.com Alt profiles under username christopherm60386. I have always been dr...

Elegantly Transformed: Let's Meet and Connect! Hey there, I'm Robin from Madison, Wisconsin. I'm a curvy, Hispanic transgender woman who loves embracing my true self and being part of the LGBTQ community. I enjoy exploring new places in Madison like the Olbrich Botanical Gardens, Capitol Square, or even grabbing a bite to eat at The Old Fashione...

Passionate Swingers Looking for Playmates Hello there, I'm Anetta from Madison, Wisconsin. My husband and I are a fun-loving, open-minded couple who enjoy exploring our kinks and fantasies with like-minded individuals. We are active members on FreeSexAds.com Swingers Lifestyle Profiles under the username anetta11923, where you can find us...

Explore Kinks and Fetishes with Maren from Madison Hey there, I'm Maren from Madison, Wisconsin. My husband and I are a friendly and open-minded couple who love to explore all sorts of kinks and fetishes. Whether you're new to the lifestyle or experienced swingers like us, we always make sure to create a safe and respectful environment for everyon...

Spark Up Some Magic with Lita! Hey there! I'm Lita, a transgender cutie from Madison, Wisconsin. I may have a curvy body, but my personality shines brighter than the sun! 🌟 I love exploring new places in Madison like the Olbrich Botanical Gardens or grabbing a cup of coffee at Colectivo Coffee. Being part of the LGBTQ comm...

Kinky Fetish Fun in Madison Hey there, it's Cherin from Madison, Wisconsin. I'm a kinky girl looking for some like-minded individuals to explore all sorts of fetishes with. You can find me on FreeSexAds.com Alt profiles under username cherinmad60417. I have a passion for BDSM, domination, and submission. I love whippings, r...

Join Gabey for Passionate Swinging Fun in Madison Hey there, I'm Gabey from Madison, Wisconsin. My husband and I are a fun-loving, open-minded couple who are always up for some kinky adventures in the swingers lifestyle. We love to explore our deepest desires and fantasies with like-minded individuals who share our passion for pleasure and play. ...

SWINGERS SEX NETWORK Locals Join Free! LOCAL SWINGERS FORUM Swingers, Swaps, Threesomes, Groups & Sex Clubs! Local Swingers | Pic Exchange | Sext with Members  1. Signup Free for instant access2. Chat up hot locals & swap pics 3. Arrange local swing hookups!   KenNKat: ...

Shemale Nightclubs Near You in Madison, Wisconsin Shemale Nightclubs Near You in Madison, Wisconsin Shemale Clubs Near You in Madison, 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 if ...

Interviewing for new submissive for evenings and/or weekends Domme Woman for sub male in Madison 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 mut...

Unleash Your Desires with Sonja from Madison Are you ready to embark on a thrilling journey of pleasure and exploration? Look no further, because I'm Sonja, a vivacious female swinger from Madison, Wisconsin. Together with my husband, we are your ticket to an unforgettable experience. We believe in living life to the fullest and embracing...

Transgender Beauty Seeking Love in Madison Hey there! My name is Rayshell and I'm a proud transgender woman living in the beautiful city of Madison, Wisconsin. 🌈✨ Let me tell you a bit about myself. I have a curvaceous body that will leave you speechless, with luscious lips that love to smile. My ethnicity is diverse, blending differ...

Submissive Male Seeks Dominatrix for Kinky BDSM Fun I'm Rocky, a submissive male from Madison, 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 rockyma61510. I enjoy a variety of submissive kinks a...

Submissive Male Seeks Dominatrix for Kinky BDSM Fun I'm Dalton, a submissive male from Madison, 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 daltonmad97969. I enjoy a variety of submissive kink...

Kinky Fetish Fun in Madison, Wisconsin Hey there, it's Harli from Madison, Wisconsin! Are you ready to dive into some kinky fun with me? I love exploring all kinds of fetishes and kinks, from BDSM to roleplay and everything in between. Whether you're into domination or submission, spankings or whippings, I'm game for it all. Let's push o...

Mistress seeks Madison male sub for BDSM and training Mistress seeking male sub in Madison 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 plea...

Hot Shemale in Madison Ready to Play Are you looking for a wild time with a sexy shemale? Look no further, because I'm here to fulfill all your naughty desires. My name is Lauryn and I'm seeking a local man for some hot and steamy fun. I love getting down and dirty with a guy who knows how to please me. I enjoy being both top and b...

Unleash Your Desires with Britte from Madison Hey there, I'm Britte and my husband and I are ready to spice up our sex life with some adventurous couples in Madison, Wisconsin. We're fun-loving, open-minded, and kink friendly - always looking for new ways to explore our passions and push our boundaries. 💋🔥 You can find us on FreeSexAds...

Submissive Male Seeks Dominatrix for Kinky BDSM Fun
Are you a Dominant Female Mistress looking for a submissive male to bend to your will? Look no further, because I'm Terrance and I'm ready to submit to your every command. You can find me on FreeSexAds.com Alt profiles under username terrancema19578. I crave the feeling of being dominated, forced...

SHEMALE HOOKUPS! Wanna Have a Great Time in Madison, Wisconsin? HOT!  SHEMALE HOOKUPS  "The girl with a naughty little secret in her panties!" SIGNUP FREE: INSTANT ACCESS!  Shemale Profiles Browse Uncensored Photos, Swap Your Pics, Join Live Web Cams, Swap Private Messages, Sext & Hook Up! Join free for Instant Access to the Madi...

Well Endowed Shemale for Man in Madison Hung Shemale for Man in Madison 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 uncenso...

Domme looking for male sub who wants to be owned Domme for male sub in Madison 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 serious...

Explore Your Desires with Laina from Madison! Hey there! My name is Laina and I'm here to share something about myself that might surprise you. You see, I have a unique fetish that adds some spice to my life. It's called "Ticklemania"! 🙈 What do I love about it, you ask? Well, the feeling of being tickled makes me giggle uncontrollably an...

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...

Explore Love Beyond Boundaries with TeresaAnne Hey there! I'm TeresaAnne from Madison, Wisconsin. I'm a curvy and confident trans woman who loves embracing my true self. Being part of the LGBTQ community brings me so much joy and freedom to express my authentic identity. I'm looking for someone who appreciates honesty, humor, and good conver...

MISTRESS KIM IS HERE TO DOMINATE YOU.... Seeking new worthy, generous submissive Mistress Kim Madison Dominatrix Message Me Online: MistressKim4subMadison Flogging...prostate...nipple play...force by... paddling...dress up play..humiliate... strap on...must obedience......

Brandi 27 tall slim hot trans chick 8.5 inch Pre-op TS, fully functional in Madison 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 fan...

Explore Your Wildest Desires with Marv from Madison Hey there, I'm Marv and I have a unique fetish that drives me wild. I love being tickled all over my body, especially on my feet! The sensation of someone's fingers dancing across my skin sends shivers down my spine and makes me feel so submissive. I'm looking for a Dominant woman who enjoys taki...

Femdom Mistress Olivia in Madison, Wisconsin "Are you ready to submit to me and explore your deepest desires?" Domina Olivia here, ready to take control and dominate you in ways you've only dreamed of. From strap-ons and pegging to whippings and spankings, I will push your limits and bring you to your knees. Let me guide you through the wor...

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

Explore Your Wildest Desires with Ines from Madison Hey there! I'm Ines, a friendly and open-minded gal from Madison, Wisconsin. I have a unique fetish that really gets me going - I love exploring the world of Femdom. There's something so empowering about taking control and being worshipped by a submissive male. It's a thrill like no other! I'm al...

Unleash Your Wildest Desires with Kaylyn from Madison Hey there, I'm Kaylyn from Madison, Wisconsin. My husband and I are a friendly and open-minded couple who love to explore all kinds of kinks and fetishes. We believe in living life to the fullest and indulging in our deepest desires. You can find us on swingers dating profiles under the member na...

FtM seeking Princess Bride in Madison FtM seeking Woman in Madison Hi, I'm Andy, age 33, FtM transgender man living in Madison. 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 @AndyFtM4P...

Mistress has opening for a male submissive training in Madison area Mistress Seeks submissive male in Madison Mistress seeks submissive male for training in Madison. 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 disc...

Unleash Your Desires with Aurel in Madison! Hey there! Are you ready to dive into a world of pleasure and explore your deepest desires? Look no further, because I'm here to introduce you to the enchanting world of Aurel. 😍 I'm a friendly and open-minded woman from Madison, Wisconsin, who loves to embrace her unique fetishes. And let me ...