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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  • January 28th, 2026
  • Erotic Enigma Seeking ConnectionErotic Enigma Seeking Connection Hey there, I'm Cameo from Milwaukee, Wisconsin. I'm a curvy Latina beauty with a flair for the dramatic. As a transgender woman, I love embracing my authentic self and connecting with others who appreciate the LGBTQ community. Whether we meet up for coffee at Colectivo Coffee or enjoy a romantic d...
  • Passionate Swingers Looking for Playmates in MilwaukeePassionate Swingers Looking for Playmates in Milwaukee Hello there, I'm Barb from Milwaukee, Wisconsin. My husband and I are fun-loving, open-minded, and kink friendly swingers who are always up for a good time. We love exploring our sexuality and meeting new people who share our passion for the swinging lifestyle. You can find us on FreeSexAds.com S...
  • Explore Your Wildest Desires with Saundra from MilwaukeeExplore Your Wildest Desires with Saundra from Milwaukee Hey there! I'm Saundra, a fun-loving gal from Milwaukee with a unique fetish that I can't wait to share with you. I absolutely adore indulging in role-playing scenarios where I get to take charge and be the dominant one. It's such a thrill for me to explore power dynamics and push boundaries in a ...
  • Unleash Your Desires with Johny from Milwaukee!Unleash Your Desires with Johny from Milwaukee! Hey there, I'm Johny, a friendly guy from Milwaukee who loves to explore the wild world of fetishes. 👋🏻 Let me tell you about my unique fetish - I have a passion for being submissive. 🙇‍♂️ There's something thrilling and exhilarating about surrendering control to a dominant woman. ...
  • Explore Your Wildest Desires with Terrance56565Explore Your Wildest Desires with Terrance56565 Hey there, I'm Terrance from Milwaukee, Wisconsin. I have a unique fetish that I absolutely love - I am really into foot worship. There's something about worshipping a woman's feet that just drives me wild. I love the feeling of submission and the intimacy it brings. I'm a friendly guy who is ope...
  • 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...
  • Transgender Beauty Seeking Connection in Milwaukee!Transgender Beauty Seeking Connection in Milwaukee! Hey there, lovely people of Milwaukee! My name is Ashleigh, and I'm a transgender individual who's ready to embrace life and find someone special to share it with. 💖 As a proud member of the LGBTQ community, I've come to appreciate the beauty of diversity and the strength that comes from being...
  • Seeking Connection in Brew CitySeeking Connection in Brew City Hey there, I'm Deanna from Milwaukee, Wisconsin. I'm a proud transgender woman who loves embracing my true self and being part of the LGBTQ community. I enjoy exploring new places in the city, trying out different cuisines at spots like Odd Duck or Comet Cafe, and taking long walks along Lake Mich...
  • Raunchy Shemale Seeking Local Man for Hot EncountersRaunchy Shemale Seeking Local Man for Hot Encounters Hey boys, I'm a hot and horny shemale named Tallia from Milwaukee looking for a man who can handle all of me. I love getting down and dirty, so if you're into wild and kinky fun, I'm your girl.I'm a top who loves to dominate and take control in the bedroom. I enjoy giving sloppy blowjobs, riding a b...
  • Explore the Intriguing World of Tessie in Milwaukee!Explore the Intriguing World of Tessie in Milwaukee! Hey there, lovely people of Milwaukee! My name is Tessie, and I have a unique fetish that I can't wait to share with you. Are you ready to dive into a world of excitement and exploration? Well then, buckle up! I'm a friendly and open-minded gal who loves to embrace her kinks and fetishes. And let...
  • Submissive Male Seeks Dominatrix for Kinky BDSM FunSubmissive Male Seeks Dominatrix for Kinky BDSM Fun I'm Corwin, a submissive male from Milwaukee, 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 corwinmi21237. I enjoy a variety of submissive kin...
  • Passionate Swingers Looking for Playmates in MilwaukeePassionate Swingers Looking for Playmates in Milwaukee Hey there, I'm Katerine from Milwaukee, Wisconsin. My husband and I are fun-loving, open-minded, and kink friendly swingers who love to explore our wildest fantasies with like-minded individuals. If you're looking for a couple who knows how to have a good time both in and out of the bedroom, then ...
  • Tempting Transgender in MilwaukeeTempting Transgender in Milwaukee Hey there, I'm Riane from Milwaukee, Wisconsin. I'm a curvy Latina beauty who loves embracing my transgender identity. Being part of the LGBTQ community brings so much joy and excitement to my life. I enjoy exploring new places in the city like Lakefront Brewery, Bradford Beach, or even catching a...
  • Passionate Swingers Looking for Playmates in MilwaukeePassionate Swingers Looking for Playmates in Milwaukee Hello there, I'm TeresaAnne from Milwaukee, Wisconsin. My husband and I are fun-loving, open-minded, and kink friendly swingers who are always looking to spice things up in the bedroom. We love exploring new experiences and meeting like-minded individuals who share our passion for the lifestyle. ...
  • 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...
  • 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...
  • 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...
  • 27 y/o Sexy Hung Crossdresser in Milwaukee27 y/o Sexy Hung Crossdresser in Milwaukee Hung Crossdresser for Male in Milwaukee 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...
  • Kinky Fetish Seeker in Milwaukee, WisconsinKinky Fetish Seeker in Milwaukee, Wisconsin I'm Katti, a woman from Milwaukee who loves exploring all kinds of kinks and fetishes. I enjoy BDSM, domination, submission, roleplay, spankings, and much more. I'm always looking to push boundaries and try new things. If you're into whippings or being a submissive, I would love to connect with ...
  • Elegantly Transformed Beauty Seeking ConnectionElegantly Transformed Beauty Seeking Connection Hey there, I'm Madalyn from Milwaukee, Wisconsin. I may not fit society's mold of what a typical transgender person looks like, but that's what makes me unique! I embrace my journey and love being part of the LGBTQ community. If you're looking for someone who is confident in their skin and loves t...
  • Passionate Swingers Looking for PlaymatesPassionate Swingers Looking for Playmates Hey there, I'm Kassi from Milwaukee, Wisconsin. My husband and I are a fun-loving, open-minded couple who are always up for an adventure in the swinging lifestyle. We're kink friendly and love exploring new fantasies with like-minded individuals who share our passion for pleasure. If you're look...
  • Well Endowed Shemale for Man in MilwaukeeWell Endowed Shemale for Man in Milwaukee Hung Shemale for Man in Milwaukee 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...
  • Join Kellia for a Sensual AdventureJoin Kellia for a Sensual Adventure Hello there! My name is Kellia, 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 believe in creating a safe and non-judgmental space for everyone to embrace their desires. You can fi...
  • Milwaukee Strap On Sex HookupsMilwaukee Strap On Sex Hookups Milwaukee Strap On Dating Profiles Browse strap-on profiles of women and men who enjoy hot role reversals!   ...
  • 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...
  • U.S. Swingers Clubs DirectoryU.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 ...
  • MISTRESS KIM IS HERE TO DOMINATE YOU.... Seeking new worthy, generous submissiveMISTRESS KIM IS HERE TO DOMINATE YOU.... Seeking new worthy, generous submissive Mistress Kim Milwaukee Dominatrix Message Me Online: MistressKim4subMilwaukee Flogging...prostate...nipple play...force by... paddling...dress up play..humiliate... strap on...must obedience......
  • Exploring Kinky Fetishes with TrennaExploring Kinky Fetishes with Trenna I'm Trenna from Milwaukee, Wisconsin, and I'm looking to dive into some wild and kinky adventures with the right partner. I have a passion for BDSM, domination, and submission. There's nothing more thrilling to me than exploring new kinks and fetishes. I love roleplay scenarios where I can take o...
  • Passion Seekers in MilwaukeePassion Seekers in Milwaukee Hello there, I'm Marin, a sultry siren from Milwaukee, Wisconsin, ready to dive headfirst into the enticing world of swingers. My husband and I are fun-loving, open-minded, and kink friendly individuals who are always up for some steamy adult playtime. You can find us in the FreeSexAds.com Swinger...
  • 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. ...
  • Brandi 27 tall slim hot trans chick 8.5 inchBrandi 27 tall slim hot trans chick 8.5 inch Pre-op TS, fully functional in Milwaukee 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...
  • 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...
  • <b>Transgender in Milwaukee seeks connection</b>Transgender in Milwaukee seeks connection Hey there! My name is Marin and I'm a transgender person living in the wonderful city of Milwaukee, Wisconsin. 🌆 I wanted to take a moment to write this ad and put myself out there, hoping to find someone special who can appreciate me for who I am. Physically, I have a body that's curvy and v...
  • 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...
  • Submissive Male Seeks Dominatrix for Kinky BDSM FunSubmissive Male Seeks Dominatrix for Kinky BDSM Fun I'm Gaven, a submissive male from Milwaukee, Wisconsin, looking for a Dominant Female Mistress or Dominatrix to take control and force me into submission. I crave the feeling of being dominated and taught how to properly please a Mistress. Some of my favorite submissive kinks include roleplay, s...
  • Tantalizing Temptress Seeking Submissive SoulsTantalizing Temptress Seeking Submissive Souls Hey there, I'm Dorena from Milwaukee, Wisconsin. I have a unique fetish that drives me wild - I absolutely adore wearing latex from head to toe. The way it hugs my body and makes me feel powerful is simply intoxicating. I'm a friendly and open-minded individual who loves to explore different kin...
  • 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 ...
  • Gorgeous, Passable Trans in Milwaukee 😍Gorgeous, Passable Trans in Milwaukee 😍 Gorgeous Passable Trans MtF for Man in Milwaukee 😍 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 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...
  • Looking for Love and Adventure!Looking for Love and Adventure! Hey there! My name is Margaret, and I'm a transgender woman living in beautiful Milwaukee, Wisconsin. 🌆 I wanted to take a moment to tell you a bit about myself and what I'm looking for. Physically, I have a curvy figure that's just right for cuddling up with on those chilly Wisconsin nights. ...
  • Join Marjie for a Sensual Adventure in MilwaukeeJoin Marjie for a Sensual Adventure in Milwaukee Hey there! I'm Marjie, a fun-loving swinger from Milwaukee, Wisconsin. My husband and I are always up for new experiences and love to explore all kinds of kinks and fetishes. We're friendly, open-minded, and ready to meet like-minded individuals who share our passion for adventure. You can find u...
  • Spark the Flame: Transgender Beauty in MilwaukeeSpark the Flame: Transgender Beauty in Milwaukee Hey there, I'm Leelah from Milwaukee, Wisconsin. I may not fit society's idea of "normal," but that's what makes me unique and beautiful. Being transgender allows me to explore different aspects of my identity and express myself in ways that feel authentic and true. 🌈 I'm looking for someone w...
  • 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...
  • SusanneSusanne's Kinky Fetish Adventures Hi there! My name is Susanne and I'm a kinky girl from Milwaukee, Wisconsin who loves to explore all sorts of fetishes. You can find me in the FreeSexAds.com Alt profiles under username susanne47826. I have always been drawn to BDSM and domination play. There's nothing more thrilling to me than ...
  • Explore Your Wildest Desires with Jordan from MilwaukeeExplore Your Wildest Desires with Jordan from Milwaukee Hey there, I'm Jordan and I have a unique fetish that sets my heart racing. I absolutely love indulging in foot worship! There's something so sensual and intimate about having my feet pampered and adored. I'm a friendly and open-minded individual who is always eager to explore new kinks and feti...
  • 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 ...
  • Join Adriena for a Sensual AdventureJoin Adriena for a Sensual Adventure Hello there! My name is Adriena, and I am a female swinger from Milwaukee, 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 adventurous spirit and are always up for trying new things. You ca...
  • Transgender Cutie Seeking Love, Laughter, and Adventure!Transgender Cutie Seeking Love, Laughter, and Adventure! Hey there! I'm Jammie, a fun-loving transgender person from Milwaukee, Wisconsin. 🌟 I'm proud to be part of the LGBTQ community and embrace my unique journey. 💖 So, let me tell you a bit about myself. I have an infectious smile that can light up any room and a warm personality that will mak...
  • Hot Shemale in Milwaukee Looking to Fuck and SuckHot Shemale in Milwaukee Looking to Fuck and Suck Are you looking for a shemale who knows how to have a good time? Look no further, because I'm Meg and I'm ready to play! I love being both top and bottom, giving blowjobs, getting my tight ass fucked, and making you cum hard. Whether you want a sloppy blowjob or a deep anal ride, I'm your girl. M...
  • Tempting Transgender looking for Love in MilwaukeeTempting Transgender looking for Love in Milwaukee Hey there, I'm Rubi from Milwaukee, Wisconsin. I'm a curvy Latina beauty who loves exploring the city and trying new things. As a transgender woman, I embrace my identity and love being part of the LGBTQ community. I enjoy long walks by Lake Michigan, sipping coffee at Colectivo Coffee, and danc...