Wisconsin Transgender Sex Ads

Browse Wisconsin transgender sex ads to meet local transexuals, crossdressers and shemales for sex, dating or friendship. It's free to search the trans sex classifieds, or post your own adult ad!

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  • April 2nd, 2025
  • Local Shemale Looking for Hot Fun in Kenosha-Racine!Local Shemale Looking for Hot Fun in Kenosha-Racine! Are you ready to experience the ultimate pleasure with a sexy shemale like me, Nelia? I'm a horny tranny who loves to play dirty and get down and dirty with a man who knows how to handle me. If you're looking for a wild time filled with intense orgasms and kinky adventures, then look no further! ...
  • Seeking Connection and AdventureSeeking Connection and Adventure Hey there! My name is Trace and I'm a transgender woman living in Sheboygan, Wisconsin. I love exploring the local scene here, whether it's grabbing a coffee at Paradigm Coffee & Music or taking a stroll along Lake Michigan at Deland Park. I'm all about embracing my authentic self and being part...
  • Local Shemale Looking for Hot Fun and Great SexLocal Shemale Looking for Hot Fun and Great Sex I'm Juliane, a sexy shemale from Wausau, Wisconsin, seeking a local man for some steamy encounters. I love getting down and dirty, exploring all kinds of naughty pleasures with my partner. If you're into wild and kinky fun, then I'm the perfect match for you! I enjoy being both top and bottom, gi...
  • Local Shemale Diena Seeking Hot EncountersLocal Shemale Diena Seeking Hot Encounters Are you looking for a wild time with a sexy shemale in La Crosse? Look no further, because I'm here to fulfill all your fantasies. My name is Diena and I'm ready to show you a good time. I love getting down and dirty with a man who knows how to handle a tranny like me. From passionate kissing to ...
  • Elegant Transgender Beauty Seeking ConnectionElegant Transgender Beauty Seeking Connection Hey there! I'm Minette, a transgender woman from Kenosha-Racine, Wisconsin. I may not fit society's standards of beauty, but I carry myself with confidence and grace. Being part of the LGBTQ community has allowed me to embrace my true self and live authentically. I love exploring new places in to...
  • Raunchy Shemale Seeking Local Man for Wild EncountersRaunchy Shemale Seeking Local Man for Wild Encounters Hey there, I'm a sexy shemale named Angelina looking for a hot man in Sheboygan, Wisconsin to have some steamy fun with. You can find me on FreeSexAds.com Shemale Profiles at angelinash26630. I love getting down and dirty with a guy who knows how to handle a tranny like me. I'm into everything from...
  • Sexy Shemale in Eau Claire Ready to Fulfill Your Wildest Fantasies 💋🍆💦Sexy Shemale in Eau Claire Ready to Fulfill Your Wildest Fantasies 💋🍆💦 Are you looking for a hot and horny shemale to play with? Look no further, because I'm here to make all your dreams come true. My name is Michel and I am a pre-op transgender woman who loves to have fun in the bedroom. 🌈✨ I enjoy being both a top and a bottom, so we can switch things up and ...
  • Local Shemale Ronna Looking for Hot Fun in Kenosha-RacineLocal Shemale Ronna Looking for Hot Fun in Kenosha-Racine I'm a sexy shemale named Ronna looking for a local man to have some wild and kinky fun with. I love it all - from giving sloppy blowjobs to taking a huge throbbing cock deep in my tight ass. I want to play, ride, and cum together until we both reach mind-blowing orgasms. If you're into exploring ...
  • Local Shemale Trula Looking for Hot Fun and Great SexLocal Shemale Trula Looking for Hot Fun and Great Sex Are you ready to have a wild time with a sexy shemale in Wausau, Wisconsin? My name is Trula and I'm looking for a local man who can handle all my naughty desires. I love getting down and dirty, exploring every inch of your body and making you scream with pleasure. I'm a top shemale who loves to...
  • A Sensual Journey: Seeking ConnectionA Sensual Journey: Seeking Connection Hey there, I'm Katy from Wausau, Wisconsin. I'm a curvy blonde bombshell with a passion for life and love. Being transgender has brought so much joy and authenticity to my journey, and I embrace every moment of it. I'm looking for someone who can appreciate me for who I truly am, someone who is o...
  • A Sensual Journey: Seeking ConnectionA Sensual Journey: Seeking Connection Hey there, I'm Elly from Eau Claire, Wisconsin. I'm a curvy and confident transgender woman who loves exploring new places and meeting new people. I embrace my LGBTQ identity and cherish the freedom to be my true self every day. If you're looking for a genuine connection and a fun time, then let's...
  • Hot Shemale in Sheboygan Ready to PlayHot Shemale in Sheboygan Ready to Play Are you looking for a wild time with a sexy shemale? Look no further, because I'm Lesya and I'm ready to show you a good time. I'm a horny tranny seeking a local man for some hot and steamy fun. If you're into getting down and dirty, then I'm the girl for you. I love giving blowjobs, getting fuck...
  • Looking for Love and Adventure!Looking for Love and Adventure! Hey there! My name is Tricia, and I'm a transgender woman living in beautiful Milwaukee, Wisconsin. 💜 I may not have the body type of a supermodel, but I embrace my curves and feel confident in my own skin. 🌺 My ethnicity is a unique blend that adds a touch of mystery to my appearance. 🌟...
  • Local Shemale Looking for Hot and Steamy EncountersLocal Shemale Looking for Hot and Steamy Encounters I love to get down and dirty with a man who knows how to handle a shemale like me. My name is Brook and I am seeking a local man in Appleton / Oshkosh, Wisconsin for some unforgettable fun. I enjoy being both a top and bottom, giving blowjobs, getting my ass pounded, sucking dick, and experiencin...
  • Raunchy Shemale Seeking Local Man for Wild FunRaunchy 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...
  • Looking for Love and Adventure!Looking for Love and Adventure! Hey there! My name is Jaymee, and I'm a transgender person from Appleton/Oshkosh, Wisconsin. I'm excited to put myself out there and see what the dating world has in store for me! 🌈❤️ So, let me tell you a bit about myself. I have a unique body type that's curvy in all the right places. My...
  • Raunchy Shemale Seeking Local Man for Wild FunRaunchy Shemale Seeking Local Man for Wild Fun Are you looking for a kinky shemale to fulfill all your wildest fantasies? Look no further, because I'm here to make all your dirty dreams come true. My name is Karee and I'm a sexy shemale from Kenosha-Racine, Wisconsin who loves to get down and dirty with a hot man like you. I love everything f...
  • A Sensual Journey: Seeking ConnectionA Sensual Journey: Seeking Connection Hey there, I'm Sharl from Milwaukee, Wisconsin. I'm a curvy and confident transgender woman who loves exploring the vibrant LGBTQ community in our city. Whether it's grabbing a coffee at Colectivo Coffee, taking a stroll through Lake Park, or catching a show at the Pabst Theater, I'm always up for...
  • Raunchy Shemale Seeking Local Man for Wild FunRaunchy Shemale Seeking Local Man for Wild Fun I'm a sexy shemale named Leeanne from Green Bay, Wisconsin looking for a man who can handle all my naughty desires. I love to be on top and take control, but I also enjoy getting down on my knees and giving mind-blowing blowjobs. My tight ass is always ready to be pounded hard, and I can ride you ...
  • Erotic Enchantment AwaitsErotic Enchantment Awaits Hey there, I'm Lindsy from Kenosha-Racine, Wisconsin. I'm a curvy and confident transgender woman who loves embracing my true self and being part of the LGBTQ community. 💃🏳️‍🌈 I'm looking for someone who is open-minded, adventurous, and ready to explore the local scene with me. We co...
  • Hot Shemale in Madison Looking for a Wild TimeHot Shemale in Madison Looking for a Wild Time I'm Britte, a sexy shemale from Madison, Wisconsin, and I'm on the hunt for a local man who can handle all my naughty desires. When it comes to sex, I love it all - from giving sloppy blowjobs to riding your cock until we both explode with orgasms. I'm a top who loves to dominate, but I can also b...
  • Transgender Beauty Looking for Love in MilwaukeeTransgender Beauty Looking for Love in Milwaukee Hey there! My name is Madeleine and I'm a proud transgender woman living in Milwaukee, Wisconsin. I may not fit society's standards of beauty, but I embrace my unique body type and ethnicity with confidence. I love being part of the LGBTQ community because it allows me to express myself freely a...
  • 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....
  • Sexy Shemale Seeking Local Man for Hot FunSexy Shemale Seeking Local Man for Hot Fun Looking for a man who can handle this tight, throbbing shemale ass? Look no further! I'm Cora, a sexy shemale from Appleton / Oshkosh, Wisconsin, ready to show you a good time. I love to play both top and bottom, giving and receiving blowjobs that will leave you begging for more. I enjoy getting m...
  • Discover Love and Adventure with Glenna in Wausau! Hey there! 👋 My name is Glenna, and I'm excited to meet someone special here in Wausau, Wisconsin. 🌆 As a transgender woman, I embrace my unique journey and the LGBTQ community that has given me so much love and support. 🌈 When it comes to appearances, I have a body type that's curvy in ...
  • Local Shemale Looking for Hot Fun and Great SexLocal Shemale Looking for Hot Fun and Great Sex Are you ready for a wild time with a sexy shemale? My name is Raye and I'm looking for a local man in La Crosse, Wisconsin who can handle all the naughty things I have in store. I love being both top and bottom, giving and receiving blowjobs, getting my tight ass pounded, sucking on a throbbing co...
  • Superior Massage by gorgeous T-GirlSuperior Massage by gorgeous T-Girl T-Girl for Dating in Wisconsin 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...
  • Transgender Cutie Seeking Connection in Kenosha-Racine!Transgender Cutie Seeking Connection in Kenosha-Racine! Hey there! I'm Clair, a proud transgender individual from Kenosha-Racine, Wisconsin. 🌈✨ I wanted to share my excitement and put myself out there in this unique dating ad. So let's dive right in! Being trans has brought so much joy into my life. Embracing who I truly am has allowed me to conn...
  • Sweet and Sensual Transgender Beauty Looking for Love in La Crosse!Sweet and Sensual Transgender Beauty Looking for Love in La Crosse! Hey there, I'm Brit from La Crosse, Wisconsin! I'm a curvy, Latina transgender woman who loves embracing my true self and being part of the LGBTQ community. I enjoy long walks by the Mississippi River, cozy coffee dates at Moka, and dancing the night away at The Starlite Lounge. If you're looking ...
  • Jasmin T-girl Ready to make friendsJasmin T-girl Ready to make friends Want to Meet a T-Girl in Wisconsin? 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...
  • Sexy Shemale in Green Bay Looking for Hot FunSexy Shemale in Green Bay Looking for Hot Fun I'm Alaine, a sexy shemale from Green Bay, Wisconsin, looking for a local man who can handle all the naughty things I have to offer. I love being both top and bottom, giving and receiving blowjobs, and getting my tight ass pounded hard. I enjoy playing with my huge throbbing cock and making you cu...
  • Transgender Beauty in Milwaukee: Seeking Love and Adventure Hey there! 👋 My name is Angelique, and I'm a stunning transgender woman living in the heart of Milwaukee, Wisconsin. 💃 With my luscious curves and captivating smile, I turn heads wherever I go. But let me tell you, there's so much more to me than meets the eye! Being transgender has allowed...
  • Raunchy Shemale Seeking Local Man for Wild FunRaunchy Shemale Seeking Local Man for Wild Fun Are you looking for a hot shemale to fulfill all your dirty fantasies? Look no further, because I'm here to satisfy your every desire. My name is Mari and I'm a sexy shemale from Kenosha-Racine, Wisconsin, ready to play with a local man who can handle me. I love getting down and dirty in the bedr...
  • Local Shemale Fortuna Looking for Hot FunLocal Shemale Fortuna Looking for Hot Fun I'm a sexy shemale named Fortuna from Wausau, Wisconsin, and I'm on the hunt for a local man who can handle all my wild desires. I love getting down and dirty in the bedroom, and I want someone who can keep up with me. When it comes to sex, I'm into everything from deepthroating to anal play. I ...
  • Seeking Local Man for Raunchy Shemale Fun in JanesvilleSeeking Local Man for Raunchy Shemale Fun in Janesville Ready to get down and dirty with a sexy shemale like me, Charita? I'm looking for a man who's not afraid to explore all of his wildest fantasies with a tranny like myself. I love being both top and bottom, giving and receiving blowjobs, getting my tight ass pounded, sucking on a throbbing cock unt...
  • Erotic Enchantment Awaits YouErotic Enchantment Awaits You Hey there, I'm Bridgette from Green Bay, Wisconsin. I'm a curvy and confident transgender woman who loves embracing my true self. Being part of the LGBTQ community brings me so much joy and fulfillment. I enjoy exploring new places in town like Lambeau Field or catching a game at the Resch Center....
  • Seeking a Connection Beyond Gender NormsSeeking a Connection Beyond Gender Norms Hey there! I'm Lola, a fun-loving transgender woman from Madison, Wisconsin. I may not fit society's traditional mold, but that's what makes me unique and special. 🌈 I enjoy embracing my true self and connecting with others who appreciate authenticity. Whether we grab a cup of coffee at Colect...
  • Sexy Transgender Beauty Looking for Love 💋Sexy Transgender Beauty Looking for Love 💋 Hey there! I'm Millie, a fun-loving transgender woman from Kenosha-Racine, Wisconsin. I may not fit society's idea of "normal," but that's what makes me unique and special. I embrace my LGBTQ identity and love being part of such a diverse community 🏳️‍🌈. I'm looking for someone who can ...
  • Sexy Transgender in Duluth/Superior Looking for LoveSexy Transgender in Duluth/Superior Looking for Love Hey there! I'm Teressa, a fun and outgoing transgender woman living in the Duluth/Superior area. I love exploring the local scene and checking out new places to hang out. Whether it's grabbing a coffee at Amazing Grace Bakery or catching a movie at Marcus Duluth Cinema, I'm always up for a good ti...
  • Raunchy Shemale Seeking Local Man for Wild FunRaunchy Shemale Seeking Local Man for Wild Fun Are you ready for a night of pure ecstasy with a naughty shemale in Green Bay, Wisconsin? Look no further because I'm Emiline, and I'm here to fulfill all your wildest fantasies. I'm a top shemale who loves to dominate and take control in the bedroom. From sloppy blowjobs to tight ass play, I guar...
  • Elegantly Transcending BoundariesElegantly Transcending Boundaries Hey there! I'm Rozelle, a transgender beauty from Duluth / Superior, Wisconsin. I may not fit society's norms, but that's what makes me unique and fabulous! 💃 I love exploring my identity and embracing the LGBTQ community. It's empowering to be true to myself and connect with others who unders...
  • Gorgeous, Passable Trans in Wisconsin 😍Gorgeous, Passable Trans in Wisconsin 😍 Gorgeous Passable Trans MtF for Man in Wisconsin 😍 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 ...
  • 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...
  • 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...
  • 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...
  • Sexy Shemale in Sheboygan Looking for Hot Fun!Sexy Shemale in Sheboygan Looking for Hot Fun! I'm Mira, a kinky shemale from Sheboygan looking for a local man to have some wild and raunchy fun with. I love being both top and bottom, so I can give it to you hard or take it like a champ. I enjoy giving sloppy blowjobs, getting my tight ass pounded, and riding a throbbing cock until we both e...
  • Spark Some Magic with Lacie in Appleton/Oshkosh!Spark Some Magic with Lacie in Appleton/Oshkosh! Hey there, I'm Lacie and I'm a transgender cutie looking to meet someone special in the Appleton/Oshkosh area. 🌈 Whether we grab a cup of coffee at Planet Perk or take a stroll through the gardens at the Paine Art Center, I'm all about creating fun and memorable moments together. I love being ...
  • Transgender Beauty Seeking Connection in Wausau!Transgender Beauty Seeking Connection in Wausau! Hey there! My name is Jessamyn, and I'm a proud transgender woman living in the beautiful city of Wausau, Wisconsin. 💃🏼 I'm here to find someone special who appreciates the unique beauty that being trans brings to my life. Being part of the LGBTQ community has taught me so much about love, ...
  • Sexy M2F Preop Trans, Lovely Surprise Waiting in my Panties 💖💖Sexy M2F Preop Trans, Lovely Surprise Waiting in my Panties 💖💖 Preop Trans in Wisconsin Hi! I'm Brandi, new TS in the Wisconsin 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 ...
  • Hot Shemale in Sheboygan Looking for Some Naughty FunHot Shemale in Sheboygan Looking for Some Naughty Fun Are you a man who craves the touch of a sexy shemale? Look no further, because I'm Brea, your ultimate fantasy come to life. I'm a horny shemale seeking a local man for some mind-blowing sex and unforgettable fun. 💋 I love nothing more than getting down and dirty with a guy who knows how to ha...