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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January 18th, 2026

Trans Man waiting for right date with hot beauty Handsome Trans Man for Dating in Madison Hey! Thanks for looking at my ad. This is the first time I've done this so bear with me plz. I am Jared, FtM trans man. I transitioned at age 25 and I just turned 30. Come and meet me!  Check my personal profile @FtMJared29 and say hi!&nb...

Passionate Swingers Seeking Playmates in Madison, WI Hello there, I'm Nelia from Madison, Wisconsin, and my husband and I are on the hunt for some sexy playmates to join us in our wild adventures. We're a fun-loving, open-minded couple who enjoy exploring our kinks and fantasies with like-minded individuals. You can find us on FreeSexAds.com Swing...

Unleash Your Desires with Adelle in Madison! Hey there! My name is Adelle, and I'm a friendly and open-minded lady from Madison, Wisconsin. Let me tell you about my unique fetish that adds some spice to my life. Brace yourself for an exciting adventure! I have always been intrigued by the world of kinks and fetishes. Exploring different des...

Submissive Male Seeks Dominatrix for Kinky Adventures My name is Jordan and I am a submissive male from Madison, Wisconsin. I am on the hunt for a Dominant Female Mistress or Dominatrix who can force me into submission and teach me how to properly please a Mistress. I can be found on FreeSexAds.com Alt profiles under username jordanm97858. I have al...

Looking for Love and Adventure in Madison! Hey there! My name is Libbi, and I'm a transgender woman living in beautiful Madison, Wisconsin. 🌆 I wanted to put myself out there and see if I can find someone special who shares my love for life and all its amazing possibilities. As a trans woman, I embrace my unique journey and the LGBTQ c...

Passion Seekers in Madison, WI Hello there, I'm Dido from Madison, Wisconsin. My husband and I are a fun-loving, open-minded couple who enjoy exploring our kinkier side in the swinging lifestyle. We are always up for new adventures and love meeting like-minded individuals who share our passion for pleasure. You can find us on ...

Eclectic Transgender Beauty Looking for Love in Madison Hey there, I'm Yevette from Madison, Wisconsin. I'm a curvy Latina beauty who loves exploring my LGBTQ identity. I embrace my uniqueness and am looking for someone who appreciates it too. I enjoy long walks by Lake Monona, trying out new dishes at Graze, and catching live music at the High Noon ...

Kinky Fetish Seeker in Madison, WI Hey there, it's Vonni here! I'm a kinky fetish enthusiast from Madison, Wisconsin looking to explore all sorts of naughty desires. You can find me on FreeSexAds.com Alt profiles under the username vonni38459. I have a thing for BDSM play, especially when it comes to domination and submission. W...

Raunchy Shemale Seeking Local Man for Wild Fun and Hot Sex Hey sexy, I'm Jenilee, a naughty shemale from Madison, Wisconsin looking for a man who can handle all of me. I love getting down and dirty, exploring every kinky desire we both have. Let's make some unforgettable memories together. I'm a versatile shemale who enjoys being both a top and bottom. I l...

Explore Your Wildest Desires with Jo from Madison Hey there, I'm Jo from Madison, Wisconsin and I have a unique fetish that I absolutely adore. I love exploring the world of Femdom and taking control in the bedroom. It's exhilarating to see a submissive male worship at my feet and fulfill my every desire. I may be friendly and open-minded, but ...

Looking for Love in All the Right Places Hey there, lovely people of Madison! My name is Miranda and I'm a transgender gal looking for that special someone who can appreciate all the unique wonders of being LGBTQ. 🌈 First things first, let me tell you a bit about myself. I've got a curvy figure that's just right for cuddling up on th...

Kinky Fetish Fun with Tricia in Madison! I'm Tricia, and I'm a kinky little vixen from Madison looking for some naughty fun. I have a wild side that craves all kinds of fetishes and kinks. From BDSM to roleplay, I love exploring new experiences. I enjoy being a Dominatrix, taking control and giving out whippings to my willing submissive...

Eclectic Transgender Beauty Looking for Connection Hey there! I'm Karly, a transgender woman from Madison, Wisconsin. I may not fit society's standards of beauty, but I embrace my unique body type and ethnicity with pride. As a member of the LGBTQ community, I love the sense of belonging and support that comes with being true to myself. I'm looki...

Hot Shemale in Madison Looking to Play and Fuck Are you ready for a wild time with a sexy shemale? I'm Kenna, and I'm on the hunt for a local man who can handle all of my naughty desires. When it comes to sex, I love it all - from giving sloppy blowjobs to taking a huge cock deep in my tight ass. I'm a versatile tranny who can be your top or bo...

Sparkle with Nicolina: Seeking Connection in Madison Hey there! I'm Nicolina, a proud transgender woman from Madison, Wisconsin. I may not fit society's norms, but I embrace my uniqueness and love spreading positivity wherever I go. 🌈 I enjoy the freedom of expressing my true self and being part of the LGBTQ community. It's empowering to live au...

Looking for Love and Adventure in Madison, Wisconsin! Hey there, lovely people of Madison! My name is Ted, and I'm a proud transgender individual living in this beautiful city. 🌈 I wanted to reach out and see if there's someone special out there who'd like to join me on an exciting journey of love and companionship. So, let me tell you a bit abou...

Explore Flinn's Unique Fetish with a Submissive Twist Hey there, I'm Flinn from Madison, Wisconsin. I have a unique fetish that I absolutely love - I enjoy being tickled! It's such a fun and playful experience for me. I'm a submissive guy who would love to spend time with a Dominant woman who can bring my tickling fantasies to life. I'm friendly, op...

Kinky Fetish Seeker in Madison, WI I'm Sofie, and I have a wild side that craves exploration. I love all things kinky and am always looking for new experiences to satisfy my desires. Whether it's BDSM, domination, submission, roleplay, or anything in between, I'm up for it all. I enjoy whippings, spankings, and age play. The fee...

Passionate Swingers Looking for Playmates in Madison Hey there, I'm Adrianne from Madison, Wisconsin. My husband and I are a fun-loving, open-minded couple who love exploring our kinks and fantasies with like-minded individuals. We're always up for new adventures and are looking to spice things up in the bedroom with some sexy playmates. You ca...

Passionate Swingers Looking for Playmates Hey there, I'm Melany 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 love exploring new fantasies and pushing boundaries together. You can find us on FreeSexAds.com Swingers Lifestyle Profiles under t...

Submissive Male Seeks Dominatrix for Kinky Fun Are you a strong and dominant woman looking for a submissive male to serve you? Look no further, because I am Douglas, a willing slave in need of a Mistress to show me the ways of submission. I can be found on FreeSexAds.com Alt profiles under username douglasm89583. I crave the feeling of being ...

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 Desires with Conan from Madison, Wisconsin! Hey there! My name is Conan and I've got a secret to share. I have this amazing fetish that makes me feel alive and adventurous! It's like an exhilarating rollercoaster ride for my senses. Curious to know what it is? Well, let me tell you! I am absolutely fascinated by the world of submission. Th...

Join Evelina for a Wild Ride in Madison! Hey there, I'm Evelina from Madison, Wisconsin. My husband and I are a friendly, open-minded couple 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 passions. You can find us on swingers dating profiles un...

A Date with Destiny Hey there, I'm Trula from Madison, Wisconsin. I'm a curvy transgender woman of Hispanic descent, and I love embracing my unique identity within the LGBTQ community. If you're looking for someone who's confident, fun-loving, and always up for new adventures, then look no further! I enjoy exploring l...

January 17th, 2026

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...

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...

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...

Join Sayre for an Unforgettable Swinging Experience! Hey there, I'm Sayre 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 looking for new and exciting experiences with like-minded individuals. You can find us in the swingers dating profiles under the m...

Join Vonnie for an Unforgettable Experience Hey there! I'm Vonnie, 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 space for like-minded individuals to come together and have some fun. You can fin...

Passionate Swingers Seeking Playmates in Madison Hello there, I'm Gina from Madison, Wisconsin. My husband and I are fun-loving, open-minded, and kink friendly individuals who love to explore the exciting world of swinging. We are always looking to connect with like-minded couples or singles who share our passion for pleasure. You can find us o...

Elegant Transgender Beauty Seeking Connection Hey there! I'm Brandise, a stunning transgender woman living in Madison, Wisconsin. I love exploring the vibrant LGBTQ community here and meeting new people who appreciate me for who I am. You can check out my pics at my personal profile page @brandise72102. I enjoy being trans because it allows ...

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...

Passionate Swingers Looking for Playmates in Madison Hey there, I'm Karyn, a fun-loving and open-minded swinger from Madison, Wisconsin. My husband and I are always up for new adventures and exploring our kinks with like-minded individuals. We believe that life is too short to not indulge in all the pleasures it has to offer. You can find us on Fre...

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,...

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...

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 ...

Hot Shemale Denna Ready to Play in Madison! Hey boys, I'm Denna, a sexy shemale from Madison looking for a local man to have some wild fun with. I love getting down and dirty, so if you're into that too, we'll have a great time together. I enjoy being both a top and a bottom, so we can switch things up and see where the night takes us. I lov...

Sexy Shemale Looking for Hot Fun in Madison Are you a horny man looking for a wild time with a sexy shemale? Look no further, because I'm Debora and I'm ready to rock your world. I'm a kinky tranny who loves to get down and dirty with a willing partner. Whether you're into blowjobs, anal play, or just some good old-fashioned fucking, I'm yo...

Spark My Flame 🔥 Hey there, I'm Mandy from Madison, Wisconsin. I'm a curvy, Latina 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 or grabbing a cup of coffee at Colectivo Coffee. If you're up for s...

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 ...

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...

Kiersten's Kinky Desires I'm Kiersten from Madison, Wisconsin, and I have some wild fetishes that I just can't wait to explore with the right person. I love the feeling of being dominated and controlled, it really gets me going. Whether it's through BDSM, roleplay, or even some good old-fashioned spankings, I'm always up ...

Join Malanie for a Sensual Adventure in Madison Hello there! My name is Malanie, and I am a female swinger from Madison, Wisconsin. My husband and I are a friendly and open-minded couple who love to explore various kinks and fetishes. We enjoy meeting new people who share our interests and are always up for trying new things. You can find us o...

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 ...

Explore Your Wildest Desires with Carmita! Hey there, I'm Carmita from Madison, Wisconsin! I have a unique fetish that I absolutely adore. It's all about role-playing as a strict and dominant Femdom. I love taking charge and exploring the power dynamics in a relationship. I'm a friendly and open-minded person who loves to try new things a...

Explore Your Desires with Desiree Hello there! My name is Desiree and I am a female swinger from Madison, Wisconsin. My husband and I are a friendly, open-minded couple who love to explore all kinds of kinks and fetishes. We believe in creating a safe and exciting space for like-minded individuals to come together and indulge in t...

Submissive Male Seeks Dominatrix for Kinky Harvard Fetish I'm Harvard, a submissive male from Madison, Wisconsin looking for a Dominant Female Mistress or Dominatrix to take control and force me into submission. I want to learn how to properly please a Mistress and explore all kinds of kinky fetishes and roleplay scenarios. I enjoy whippings, spankings...

Spark Up Some Chemistry with Mariann Hey there! I'm Mariann from Madison, Wisconsin. I'm a curvy Latina beauty who loves to embrace my transgender identity and all things LGBTQ+. I enjoy exploring new places in the city like State Street Brats, Memorial Union Terrace, and Olbrich Botanical Gardens for a romantic date. I'm looking fo...

Experienced Dominatrix Seeking Submissive for Kinky Adventures Hello there, I am Cherilyn from Madison, Wisconsin. Are you ready to explore your deepest desires and submit to a powerful Mistress? Look no further, as I am here to take control and guide you through a world of pleasure and pain. 🖤 I have a wide range of kinks and fetishes that I enjoy, inclu...