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

Browse Milwaukee, 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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  • June 21st, 2025
  • Unleash Your Wildest Desires with Becca from Milwaukee!Unleash Your Wildest Desires with Becca from Milwaukee! Hey there, fellow adventurers! I'm Becca, a spirited swinger hailing from the vibrant city of Milwaukee, Wisconsin. Together with my incredible husband, we're on a quest to explore the depths of pleasure and embrace all things kinky and fetish-filled. Are you ready to join us? With hearts as open...
  • Elegantly Transcendent Iris Seeks Connection in MilwaukeeElegantly Transcendent Iris Seeks Connection in Milwaukee Hey there! I'm Iris, a proud transgender woman from Milwaukee, Wisconsin. I may not fit society's mold of what a woman should look like, but that's what makes me unique and beautiful. Being part of the LGBTQ community has allowed me to embrace my true self and live authentically. I love explorin...
  • Raunchy Shemale Seeking Hot Man for Wild Fun in MilwaukeeRaunchy Shemale Seeking Hot Man for Wild Fun in Milwaukee I love getting down and dirty with a man who can handle all that I have to offer. My name is Sarajane, and I am a shemale looking for a local guy who wants to explore all of his wildest fantasies with me. From top to bottom, I'm ready to play and make you cum like never before. I enjoy giving sl...
  • Submissive Male Seeks Dominatrix for Kinky FunSubmissive Male Seeks Dominatrix for Kinky Fun I'm Jessey from Milwaukee, Wisconsin, and I am a submissive male looking for a Dominant Female Mistress or Dominatrix to take control and show me the ways of proper submission. I can be found on FreeSexAds.com Alt profiles under username jesseymilw38494. I enjoy being tied up and teased, spanked ...
  • Naughty Shemale Tiffie Seeking Hot Milwaukee Man for Wild FunNaughty Shemale Tiffie Seeking Hot Milwaukee Man for Wild Fun Looking for a local guy who can handle a sexy shemale like me, Tiffie. I love getting down and dirty, so if you're into some raunchy action, I'm your girl... or should I say, shemale! 😈 I enjoy everything from deepthroating your throbbing cock to riding you like a wild stallion. Let's play wit...
  • Tempting Temptress MarenaTempting Temptress Marena Hey there, I'm Marena from Milwaukee, Wisconsin. I have a unique fetish that I absolutely adore - latex clothing! There's something about the sleek and shiny material against my skin that just drives me wild. I love the way it hugs my curves and makes me feel powerful and sexy. I'm a friendly and...
  • Shemale Nightclubs Near You in Milwaukee, WisconsinShemale Nightclubs Near You in Milwaukee, Wisconsin Shemale Nightclubs Near You in Milwaukee, Wisconsin Shemale Clubs Near You in Milwaukee, 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...
  • Passionate Swingers Seeking PlaymatesPassionate Swingers Seeking Playmates Hey there, I'm Canada from Milwaukee, Wisconsin. My husband and I are a fun-loving, open-minded couple who are always up for some kinky fun in the swinging lifestyle. We love exploring new experiences and meeting like-minded individuals who share our passion for pleasure. You can find us on FreeS...
  • Hot Shemale Britte Looking for Local Man to Play WithHot Shemale Britte Looking for Local Man to Play With Are you looking for a naughty shemale to fulfill all your wildest fantasies? Look no further, because I'm here to make all your dreams come true. My name is Britte and I'm a sexy shemale from Milwaukee, Wisconsin seeking a local man for some hot and steamy fun. I love getting down and dirty with ...
  • Tempting Temptress Seeking Submissive SoulsTempting Temptress Seeking Submissive Souls Hey there, naughty ones! My name is Susanne, and I'm a friendly and open-minded woman hailing from the vibrant city of Milwaukee, Wisconsin. Now, let me tell you a little secret – I have a unique fetish that makes my heart race and my imagination soar. Care to join me on this wild ride? You see...
  • F/M seeking love and funF/M seeking love and fun Female to Male Trans Man in Milwaukee 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...
  • Domme looking for male sub who wants to be ownedDomme looking for male sub who wants to be owned Domme for male sub in Milwaukee 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...
  • Superior Massage by gorgeous T-GirlSuperior Massage by gorgeous T-Girl T-Girl for Dating in Milwaukee 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...
  • Join Billie for a Sensual Adventure in Milwaukee!Join Billie for a Sensual Adventure in Milwaukee! Hey there, I'm Billie from Milwaukee, Wisconsin. My husband and I are friendly, open-minded, and always up for exploring new kinks and fetishes. We love meeting like-minded individuals who share our passion for excitement and pleasure. You can find us in the swingers dating profiles under the mem...
  • Sexy Swingers Looking for Passionate EncountersSexy Swingers Looking for Passionate Encounters Hello there, I'm Ellene from Milwaukee, 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 of the swinging community and love to meet new people who share our passion for pleasure. You ca...
  • Jasmin T-girl Ready to make friendsJasmin T-girl Ready to make friends Want to Meet a T-Girl in Milwaukee? 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...
  • Spark a Connection with Darya from Milwaukee!Spark a Connection with Darya from Milwaukee! Hey there! I'm Darya, a transgender woman living in Milwaukee, Wisconsin. I may not fit society's standard idea of beauty, but I embrace my unique body type and ethnicity with pride. As a proud member of the LGBTQ community, I love the freedom and authenticity that comes with being true to myself....
  • Seeking Local Man for Shemale Fun in MilwaukeeSeeking Local Man for Shemale Fun in Milwaukee Are you looking for a wild time with a sexy shemale in Milwaukee? Look no further than me, Meade! I'm ready to show you a good time and fulfill all your naughty fantasies. Whether you're into getting fucked hard or giving sloppy blowjobs, I'm your girl... err, shemale! I love it all - from deep t...
  • Trans Man waiting for right date with hot beautyTrans Man waiting for right date with hot beauty Handsome Trans Man for Dating in Milwaukee 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!&...
  • Kinky Mistress Seeking Submissives for BDSM Fun in MilwaukeeKinky Mistress Seeking Submissives for BDSM Fun in Milwaukee I'm Shena, a dominant woman from Milwaukee who loves exploring all kinds of kinks and fetishes. I enjoy everything from whippings to roleplay, and I'm always looking to push boundaries and try new things. If you're into domination, submission, spankings, or humiliation, then we'll definitely get a...
  • Interviewing for new submissive for evenings and/or weekendsInterviewing for new submissive for evenings and/or weekends Domme Woman for sub male in Milwaukee 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...
  • Kinky Fetish Fun in Milwaukee, WIKinky Fetish Fun in Milwaukee, WI I'm Colette, a naughty little vixen from Milwaukee looking for some kinky playmates to explore all sorts of fetishes with. I love everything from BDSM to roleplay, and I'm always up for trying something new. Whether you're into whippings, domination, or age play, I'm your girl! I get off on bein...
  • Mistress seeks Milwaukee male sub for BDSM and trainingMistress seeks Milwaukee male sub for BDSM and training Mistress seeking male sub in Milwaukee 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...
  • Submissive Male Seeks Dominatrix for Kinky BDSM FunSubmissive Male Seeks Dominatrix for Kinky BDSM Fun I'm Karl from Milwaukee, Wisconsin, and I am a submissive male 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. Some of the submissiv...
  • SHEMALE HOOKUPS! Wanna Have a Great Time in Milwaukee, Wisconsin? SHEMALE HOOKUPS! Wanna Have a Great Time in Milwaukee, 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 Milw...
  • Mistress Leila, Mature Mistress for sub in MilwaukeeMistress Leila, Mature Mistress for sub in Milwaukee Mistress Leila Milwaukee 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 ...
  • Submissive Male Seeks Dominatrix for Kinky BDSM Fun<br>Submissive Male Seeks Dominatrix for Kinky BDSM Fun
    I'm Mike, a submissive male from Milwaukee, Wisconsin, looking for a Dominant Female Mistress or Dominatrix to take control and show me the ways of submission. I can be found on FreeSexAds.com Alt profiles under username mike96433. I enjoy being dominated in various ways, such as whippings, rolep...
  • Kinky Fetish Fun in MilwaukeeKinky Fetish Fun in Milwaukee My name is Mandie and I'm a kinky girl from Milwaukee, Wisconsin looking for some naughty fun. I love exploring all kinds of fetishes and kinks, from BDSM to roleplay to domination and submission. I enjoy whippings, spankings, and even age play. I'm always open to trying new things and pushing b...
  • Unleash Your Desires with Shannen from Milwaukee!Unleash Your Desires with Shannen from Milwaukee! Are you ready to embark on a tantalizing journey of pleasure and exploration? Look no further, for I am Shannen, a vivacious female swinger hailing from the vibrant city of Milwaukee, Wisconsin. Joined by my equally open-minded husband, we are here to ignite your wildest fantasies and fulfill ever...
  • Explore Your Desires with Spence from Milwaukee!Explore Your Desires with Spence from Milwaukee! Hey there! My name is Spence, and I'm a friendly guy from Milwaukee, Wisconsin. I wanted to share something unique about myself – I have this amazing fetish that brings me so much joy and excitement. It's like a secret world of pleasure that only a few truly understand. You see, I'm into being ...
  • Explore Your Wildest Desires with CalypsoExplore Your Wildest Desires with Calypso Hey there! I'm Calypso from Milwaukee, Wisconsin, and I have a unique fetish that I can't wait to share with you. My fetish involves playing with food in the bedroom - it's messy, it's fun, and it's oh so satisfying. I love the feeling of different textures on my skin and the playful nature of inc...
  • Elegantly Confident Trans Beauty Ready for RomanceElegantly Confident Trans Beauty Ready for Romance Hey there, I'm Beverie from Milwaukee, Wisconsin. As a proud transgender woman, I embrace my uniqueness and love being part of the LGBTQ community. I enjoy exploring new places in the city like Lakefront Brewery, Bradford Beach, or even catching a show at The Pabst Theater. I'm looking for someo...
  • Join Rosalinda for a Sensual Adventure in MilwaukeeJoin Rosalinda for a Sensual Adventure in Milwaukee Hello there! My name is Rosalinda, and I am a female swinger from Milwaukee, 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 welcome you to join us for some steamy fun. ...
  • Sexy M2F Preop Trans, Lovely Surprise Waiting in my Panties 💖💖Sexy M2F Preop Trans, Lovely Surprise Waiting in my Panties 💖💖 Preop Trans in Milwaukee Hi! I'm Brandi, new TS in the Milwaukee 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 ...
  • Unleash Your Wildest Desires with JoliUnleash Your Wildest Desires with Joli Hey there, I'm Joli from Milwaukee, Wisconsin. I have a unique fetish that I absolutely adore - I love dressing up in latex and dominating my partner. The feeling of power and control is exhilarating for me, and I love exploring different kinks and fetishes with an open mind. I am friendly, appro...
  • Submissive Male Seeks Dominatrix for Kinky BDSM Fun<br>Submissive Male Seeks Dominatrix for Kinky BDSM Fun
    I'm Jon from Milwaukee, Wisconsin, and I'm 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 fantasies together. I enjoy being spanked, roleplaying, age...
  • Join Minna for a Sensual Adventure in MilwaukeeJoin Minna for a Sensual Adventure in Milwaukee Hello there! My name is Minna and I am a female swinger from Milwaukee, Wisconsin. My husband and I are a friendly and open-minded couple who love to explore all kinds of kinks and fetishes. We enjoy meeting new people who share our adventurous spirit and are looking to spice things up in the bedr...
  • TonyaTonya's Kinky Desires I'm Tonya from Milwaukee, Wisconsin, and I have some wild kinks that I love exploring. From BDSM to domination and submission, I enjoy it all. Whippings, spankings, roleplay - you name it, I'm into it. But there are still some fetishes I'd love to explore further. I'm always up for trying new thi...
  • Spark the Flame of Passion with Kylie from Milwaukee!Spark the Flame of Passion with Kylie from Milwaukee! Hey there! I'm Kylie, a fun-loving transgender gal from Milwaukee, Wisconsin. I may not fit 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 diversity. I enjoy exploring new places in Cream C...
  • Hot Shemale Missy in Milwaukee Looking for Wild FunHot Shemale Missy in Milwaukee Looking for Wild Fun Ready to fulfill all your wildest fantasies, I'm Missy, a sexy shemale from Milwaukee seeking a local man for some hot and steamy fun. I love getting down and dirty, exploring every inch of your body with my skilled hands and mouth. Whether you're into being dominated or taking control, I can be y...
  • Explore Kinks and Fetishes with Cherry from MilwaukeeExplore Kinks and Fetishes with Cherry from Milwaukee Hey there! My name is Cherry and I am a female swinger from Milwaukee, Wisconsin. My husband and I are a friendly and open-minded couple who love to explore all kinds of kinks and fetishes. We enjoy meeting new people who share our adventurous spirit and are always up for trying new things. You c...
  • Explore Your Wildest Desires with Lorrie from MilwaukeeExplore Your Wildest Desires with Lorrie from Milwaukee Hey there! My name is Lorrie and I have a unique fetish that I absolutely love exploring. I am friendly, open-minded, and always up for trying new things. I enjoy the thrill of pushing boundaries and discovering new kinks and fetishes. One of my favorite fetishes is Femdom. The idea of taking con...
  • HMU for Sex in MilwaukeeHMU for Sex in Milwaukee Newly Single and Ready to Mingle in Milwaukee 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 Milwaukee, Wisconsin area then message me @BarbieSingle28.      ...
  • Submissive Male Seeks Dominatrix for Kinky BDSM FunSubmissive Male Seeks Dominatrix for Kinky BDSM Fun I'm Trenton, a submissive male from Milwaukee, Wisconsin, looking for a Dominant Female Mistress or Dominatrix to take control and show me the ways of submission. I can be found on FreeSexAds.com Alt profiles under username trentonm99056. I crave being forced into submission, learning how to prop...
  • Join Kate for a Sensual Adventure in MilwaukeeJoin Kate for a Sensual Adventure in Milwaukee Hello there! I'm Kate, a female swinger from Milwaukee, Wisconsin. My husband and I are friendly, open-minded individuals who love to explore various kinks and fetishes. We enjoy meeting new people who share our interests and passion for excitement in the bedroom. You can find us on swingers datin...
  • Swinging Couple in Milwaukee, New to the LifestyleSwinging Couple in Milwaukee, New to the Lifestyle Swinging Couple in Milwaukee We are a swinging couple in Milwaukee, 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...
  • Kinky Dominatrix seeks puppy to train 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...
  • Passion Seekers in MilwaukeePassion Seekers in Milwaukee Hey there, I'm Andi from Milwaukee, Wisconsin. My husband and I are a fun-loving, open-minded couple who enjoy exploring our kinks and fantasies. We are active members of the swinging lifestyle community and always looking for new friends to join us on our sexy adventures. You can find us on Free...
  • A Sensual Journey of Self-DiscoveryA Sensual Journey of Self-Discovery Hey there, I'm Lorine from Milwaukee, Wisconsin! I'm a curvy and confident transgender woman who loves exploring the LGBTQ community. I find joy in embracing my true self and connecting with others who appreciate authenticity. If you're looking for a fun and adventurous date, let's meet up at the ...
  • Kinky Fetish Fun in MilwaukeeKinky Fetish Fun in Milwaukee I'm Dorthy, and I'm a kinky little vixen from Milwaukee, Wisconsin. I love exploring all sorts of fetishes and kinks, from BDSM to roleplay to age play. There's nothing I won't try at least once! 🖤 I enjoy being a Dominatrix and taking control of my submissives. Whippings, spankings, and humil...