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!

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November 30th, 2025

Raunchy Shemale Seeking Local Man for Wild Fun I love to get down and dirty with a man who knows how to handle a sexy shemale like me. My name is Kara and I'm looking for someone in Madison, Wisconsin who can keep up with my insatiable appetite for pleasure. Whether you're into topping, bottoming, blowjobs, anal play, or just some good old-fa...

Swinging Couple in Madison, New to the Lifestyle Swinging Couple in Madison We are a swinging couple in Madison, 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 things...

Unleash Your Wildest Desires with Judie from Madison! Looking to spice up your love life? Look no further! I'm Judie, a vivacious female swinger hailing from the enchanting city of Madison, Wisconsin. Together with my amazing husband, we're ready to take you on an unforgettable journey through pleasure and exploration. Open-mindedness is our middle ...

Sexy Shemale Looking for a Hot Stud to Play With Are you ready for some wild and kinky fun with a naughty shemale in Madison, Wisconsin? My name is Lyndsie and I'm on the hunt for a local man who can handle all my dirty desires. I love getting down and dirty, exploring every inch of your body and fulfilling all your wildest fantasies. From top t...

Male sub looking for Mistress in Madison Male sub seeking Mistress in Madison I am new in town. My name is Jon-boy. I had to leave my old Dominatrix behind and while I miss Her guidance and affection, I would love to find a new Mistress I can serve. If you are looking for a new sub or another sub to add to your list I would love to be con...

U.S. Swingers Clubs Directory U.S. Swingers Clubs Directory at FreeSexAds.com Related Link: Meet Local Swingers U.S. Swingers Clubs Directory listings are free for swingers clubs. Are you looking for a sex club in your area? You’re in the right place! Browse our handy list to jump-start your search for great sex and new ...

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 ...

Submissive Male Seeks Dominatrix for Kinky BDSM Fun I'm Leigh, a submissive male from Madison, Wisconsin looking for a Dominant Female Mistress or Dominatrix to force me into submission. I want to be taught how to properly please a Mistress and explore all kinds of kinky fetishes and roleplay scenarios. I enjoy being spanked, whipped, and humiliat...

Submissive Male Seeks Dominatrix for Kinky BDSM Fun I am Clancy, a submissive male from Madison, 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 clancym12613. I crave being forced into submission, experiencing whippings, domination, and...

Explore Your Wildest Desires with Jammie from Madison Hey there! My name is Jammie and I have a unique fetish that I absolutely love exploring. I am friendly, open-minded, and always up for trying new things. My fetish involves wearing latex clothing and indulging in some playful domination. I find it incredibly empowering and thrilling to take contr...

Kinky Fetish Fun in Madison I'm Kitti, a naughty little vixen from Madison, Wisconsin who loves to explore all things kinky and taboo. From BDSM to roleplay, I'm always up for trying something new and exciting. Whether you're into domination or submission, I can fulfill your wildest fantasies. I have a weakness for whippi...

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...

Raunchy Shemale Seeking Local Man for Wild Fun Are you ready to experience the ultimate pleasure with a hot shemale like me, Loralee? I'm looking for a man in Madison, Wisconsin who can handle all of my naughty desires. When we meet up, I want to suck your throbbing cock until you explode in my mouth. I love giving sloppy blowjobs and feeling ...

Unleash Your Wildest Desires with Alena from Madison Hey there, fellow pleasure-seekers! I'm Alena, a vivacious female swinger hailing from the vibrant city of Madison, Wisconsin. If you're ready to embark on an unforgettable journey into the realm of passion and exploration, then look no further! Together with my equally open-minded husband, we're...

Explore Your Wildest Fantasies with Janis from Madison Hey there! My name is Janis and I have a unique fetish that I just can't get enough of. I love indulging in foot worship and finding pleasure in the sensation of having my feet adored and pampered. There's something so thrilling about having someone at my feet, worshipping me like a goddess. I'm ...

Debonair Trans dude, looks like Bond F2M Trans Dude in Madison 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.&n...

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...

Sexy Shemale Seeking Local Man for Wild Fun Are you looking for a hot shemale to fulfill all your wildest fantasies? Look no further, because I'm here to satisfy all your desires. My name is Maxine and I'm a sexy shemale from Madison, Wisconsin looking for a man who can handle me in the bedroom. I love getting down and dirty with a man who...

Transcend into Love with Susann Hey there! I'm Susann, a transgender woman from Madison, Wisconsin. I may not fit society's mold of what a woman should look like, but I embrace my unique body type and ethnicity with pride. Being part of the LGBTQ community has allowed me to connect with others who understand and accept me for wh...

Explore Your Wildest Desires with Sharon from Madison Hey there, I'm Sharon from Madison, Wisconsin! I have a unique fetish that I absolutely adore. It's something that really gets my heart racing and my imagination running wild. I love the feeling of silk against my skin - it's like a sensual caress that sends shivers down my spine. I'm a friendly ...

Submissive Male Seeks Dominatrix for Kinky BDSM Fun
I'm Johny from Madison, 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. I enjoy a variety of submissive kinks and fetishes, including roleplay, spankings,...

Raunchy Shemale Seeking Local Man for Wild Fun in Madison Are you ready to experience the ultimate pleasure with a sexy shemale named Jaquelyn? I'm a naughty tranny who loves to play dirty and get down and dirty with a hot man like you. When it comes to sex, I'm open to everything and anything that will make us both cum hard. From deepthroating your thro...

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...

Explore Your Wildest Desires with Priscilla Hey there, I'm Priscilla from Madison, Wisconsin! I have a unique fetish that I absolutely love - I am obsessed with latex clothing. The way it feels against my skin and the way it hugs my body just drives me wild! I'm a friendly and open-minded person who loves to explore different kinks and fe...

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...

Kinky Fetish Explorer Seeking Like-Minded Souls I never thought I'd be brave enough to share my deepest desires, but here I am, ready to explore all things kinky and fetish with someone who shares my passions. My name is Glenine and I'm from Madison, Wisconsin. I have always been drawn to the world of BDSM and domination. The feeling of power e...

Passionate Swingers Looking for Playmates in Madison Hey there, I'm Pearla, a fun-loving and open-minded swinger from Madison, Wisconsin. My husband and I are always up for exploring new adventures in the lifestyle, and we're looking for like-minded individuals or couples to join us for some steamy fun. We're both kink-friendly and love to indulge ...

27 y/o Sexy Hung Crossdresser in Madison Hung Crossdresser for Male in Madison 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 sexy ...

TS M2F Top in Madison TS Top Seeking Man in Madison 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 and ...

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...

Join Mae from Madison for a wild adventure!
Hey there, I'm Mae from Madison, Wisconsin. My husband and I are friendly, open-minded swingers who love to explore all kinds of kinks and fetishes. We're always up for trying new things and meeting like-minded individuals who share our passion for excitement and pleasure. You can find us in the s...

Discover the Submissive Side of George from Madison! Hey there, fellow kink enthusiasts! My name is George, and I'm here to share something unique about myself. Brace yourselves because I have a fetish that will surely pique your curiosity. Allow me to introduce you to my deep fascination with... *drumroll*... feet! Yes, you read that right! There'...

Spicy Hot 🌶 Tranny Girl from Colombia Latina Tranny Girl in Madison 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 feminine...

Transgender Beauty Seeking Connection in Madison Hey there! My name is Ventura, and I'm a transgender individual living in the beautiful city of Madison, Wisconsin. 🌈 I'm here to find someone special who appreciates all the unique qualities that being trans brings to my life. Being part of the LGBTQ community has taught me so much about acce...

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...

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 ...

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...

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November 29th, 2025

Femdom Mistress Roxi in Madison I never settle for anything less than complete submission. Are you ready to bow down before me, Dominatrix Roxi? I am an experienced Femdom who knows exactly how to push your boundaries and fulfill your deepest desires. From strap-ons and pegging to whippings and spankings, I will take you on a j...

Unleash Your Desires with Luci from Madison, Wisconsin Are you ready to embark on a tantalizing journey into the world of pleasure and exploration? Look no further, for Luci is here to fulfill your deepest fantasies. As a female swinger hailing from the vibrant city of Madison, Wisconsin, I am eager to connect with like-minded individuals who crave ...

Explore Kinks and Fetishes with Celine from Madison Hey there! I'm Celine, a female swinger from Madison, 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 into BDSM, role-playing, or something else entirely, we're always up for trying new things. You can find us i...

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...

Explore Your Wildest Desires with Kylynn in Madison Hey there! My name is Kylynn and I have a unique fetish that I absolutely love. I'm from Madison, Wisconsin and I'm always looking to meet new people who share my interests. I'm friendly, open-minded, and always up for exploring different kinks and fetishes. What I really enjoy about my fetish is...

Kinky Mistress Lucille Seeking Submissives for BDSM Fun in Madison I'm Lucille, a kinky Mistress from Madison who loves to explore all kinds of fetishes and kinks. I enjoy whippings, domination, submission, roleplay, spankings, age play, crossdressing, and humiliation. I'm always looking to push boundaries and try new things in the world of BDSM. If you're into ...

Join Jeanine for an unforgettable swinging experience in Madison! Hey there! My name is Jeanine and I am a female swinger 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 creating a safe and exciting environment for everyone involved. You can find us in the swinger...

Submissive Male Seeks Dominatrix for Kinky Fun I'm Zachery from Madison, Wisconsin, and I am 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 age play....

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...

Explore Your Desires with Davin from Madison! Hey there! My name is Davin, and I've got a unique fetish that I can't wait to share with you. Let's dive right in! I'm all about the world of submission, and being a submissive guy has its perks. There's something thrilling about giving up control and letting a Dominant woman take charge. It's l...

Passionate Swingers Looking for Playmates in Madison Hey there, I'm Malinde from Madison, Wisconsin. My husband and I are fun-loving, open-minded, and kink friendly. We love exploring the swinging lifestyle and meeting new like-minded individuals who share our passion for pleasure. You can find us in the FreeSexAds.com Swingers Lifestyle Profiles un...

Temptingly Open-Minded: Join Merrily from Madison on a Swingers Adventure! Are you ready to embark on an electrifying journey into the world of pleasure and exploration? Look no further, for I am Merrily, a vivacious female swinger from Madison, Wisconsin, eager to share unforgettable experiences with like-minded individuals. Together with my loving husband, we are a dy...