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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  • November 30th, 2025
  • Sexy Shemale Looking for Hot Fun in Appleton/OshkoshSexy Shemale Looking for Hot Fun in Appleton/Oshkosh I'm a horny shemale named Elly who loves to get down and dirty with a local man. I'm seeking someone who can handle my insatiable appetite for all things naughty. Whether you're into hardcore fucking, sloppy blowjobs, tight ass play, or throbbing orgasms, I'm your girl. I love to ride cock like a...
  • INTERACTIVE MAP: Transexual Tracker in the Wisconsin Area!INTERACTIVE MAP: Transexual Tracker in the Wisconsin Area! Local Trans Hookups Interactive Mapping Meet Local transexuals in the Wisconsin area for friendship or sex hookups. View member thumbnails on the interactive map below to meet local members who want to meet local transexuals or admirers. Click any member photo below to get started. Sign up free for...
  • 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...
  • Elegantly Erotic Transgender Seeks ConnectionElegantly Erotic Transgender Seeks Connection Hey there! I'm Carmelita, a sultry transgender beauty from Madison, Wisconsin. I love embracing my LGBTQ identity and all the freedom and self-expression that comes with it. If you're looking for a unique and unforgettable dating experience, look no further! I enjoy long walks by Lake Monona, coz...
  • Well Endowed Shemale for Man in WisconsinWell Endowed Shemale for Man in Wisconsin Hung Shemale for Man in Wisconsin 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...
  • Looking for Love and Adventure! 🌈Looking for Love and Adventure! 🌈 Hey there, lovely people of Appleton and Oshkosh! My name is Leyla, and I'm a proud transgender woman who's ready to embrace all the wonders that life has to offer. 💃 I may not have the body type of a supermodel or hail from some exotic land, but what I lack in those areas, I make up for with ...
  • Sensual Transgender Seeking Connection in La CrosseSensual Transgender Seeking Connection in La Crosse Hey there! I'm Carol, a transgender woman living in La Crosse, Wisconsin. I love embracing my true self and being a part of the LGBTQ community. If you're looking for someone who is open-minded, caring, and loves to explore new places, then I might just be the one for you. I enjoy spending time a...
  • Sexy Shemale Looking for a Hot Stud to Play WithSexy 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...
  • Local Shemale Looking for Hot Fun in Kenosha-RacineLocal Shemale Looking for Hot Fun in Kenosha-Racine Are you ready to have the time of your life with a sexy shemale in Kenosha-Racine? Well, look no further because I'm here to fulfill all your wildest fantasies! My name is Lanna and I'm a naughty tranny who loves to play and get down and dirty. When it comes to sex, I'm into everything from top ...
  • Hot Shemale Looking to Play in MilwaukeeHot Shemale Looking to Play in Milwaukee Hey sexy, I'm Carly, a naughty shemale from Milwaukee 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 get along just fine. I'm a top who loves to dominate, but I can also be your submissive bottom if that's what you're into. Let's ...
  • 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...
  • Local Shemale Wilow Looking for Hot Fun!Local Shemale Wilow Looking for Hot Fun! I'm a sexy shemale in Appleton / Oshkosh, Wisconsin looking for a man who can handle all my kinky desires. I love being both top and bottom, giving blowjobs, getting my ass pounded, and sucking on a throbbing cock until it explodes with cum. I want to play and explore every dirty fantasy we can th...
  • LetLet's Dance Under the Stars Together Hey there! I'm Erin, a fun-loving transgender gal from Appleton / Oshkosh, Wisconsin. I may not fit society's norms, but I'm proud of who I am and love being part of the LGBTQ community. 🌈 I enjoy long walks by Lake Winnebago, trying out new foods at Fox River Mall, and catching a movie at Mar...
  • 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...
  • Seeking Local Man for Shemale Fun in MadisonSeeking Local Man for Shemale Fun in Madison Are you looking for a hot shemale to fulfill all your wildest fantasies? Look no further, because I'm Shay, a sexy and insatiable shemale from Madison, Wisconsin, seeking a local man for some steamy encounters. I love getting down and dirty with a man who knows how to please me in every way possib...
  • Raunchy Shemale Looking for Hot Fun in Green BayRaunchy Shemale Looking for Hot Fun in Green Bay Hey sexy, I'm Misti, a hot shemale in Green Bay looking for a local man to have some wild and steamy fun with. I love getting down and dirty, exploring all kinds of naughty pleasures together. I'm into everything from passionate kissing and deepthroating to rough anal play and intense orgasms. I ...
  • Trans Sugar Baby Seeking Fun and Pleasure with Local Man 💋🔞Trans Sugar Baby Seeking Fun and Pleasure with Local Man 💋🔞 Are you looking for a sexy and adventurous trans grrl to fulfill all your desires? Look no further, because I am Elyse, a transgender woman from Kenosha-Racine, Wisconsin, seeking a local man for friendship, great sex, and fun. As a pre-op trans woman, I am fully functional and ready to play in wa...
  • Elegantly Transcending BoundariesElegantly Transcending Boundaries Hey there, I'm Stace from Sheboygan, Wisconsin. I'm a curvy, Latina transgender woman who loves embracing my true self and connecting with others in the LGBTQ community. I enjoy exploring new places like Blue Harbor Resort or Bookworm Gardens for a fun date night. You can check out my pics at my per...
  • Elegantly Transcendent Seeking ConnectionElegantly Transcendent Seeking Connection Hey there, I'm Alyss from La Crosse, Wisconsin. I'm a curvy Latina beauty who loves exploring my gender identity and embracing my LGBTQ community. I enjoy long walks by the Mississippi River, cozy coffee dates at Cabin Coffee Co., and dancing the night away at The Root Note. I'm looking for someo...
  • Looking for Love and Laughter in La Crosse!Looking for Love and Laughter in La Crosse! Hey there! I'm Molly, a proud transgender woman living in beautiful La Crosse, Wisconsin. 💜 I wanted to put myself out there and see if I can find someone special who appreciates me for who I am. So, here's a little bit about me: Physically, I have a curvy body that matches my vivacious person...
  • Elegantly Transcendent Seeking ConnectionElegantly Transcendent Seeking Connection Hey there! I'm Suzette, a transgender gal from Wausau, Wisconsin. I may not fit society's mold of what a woman should look like, but I embrace my unique beauty and identity with pride. Being part of the LGBTQ community has brought me so much joy and self-discovery. I love exploring new places in ...
  • Local Shemale Looking for Hot and Steamy EncountersLocal Shemale Looking for Hot and Steamy Encounters Hey there, I'm a sexy shemale named Britani from Eau Claire, Wisconsin. I'm looking for a local man who can handle all my naughty desires. When it comes to sex, I love being on top and taking control. I enjoy giving mind-blowing blowjobs, getting my tight ass pounded, and feeling a huge throbbing co...
  • Eclectic Transgender Beauty Seeking ConnectionEclectic Transgender Beauty Seeking Connection Hey there! I'm Cally, a transgender gal from Green Bay, Wisconsin. I may not fit society's standards of beauty, but I embrace my uniqueness and love every bit of myself. Being part of the LGBTQ community has brought me so much joy and self-discovery. I'm looking for someone who can appreciate me...
  • Hot Shemale in Eau Claire Looking for a Wild TimeHot Shemale in Eau Claire Looking for a Wild Time I'm a naughty shemale named Bekki who's on the hunt for a local man to satisfy all my dirty desires. I love getting down and dirty, so if you're up for some raunchy fun, then I'm your girl... err, shemale! When it comes to sex, I'm into it all - from deepthroating your throbbing cock to riding y...
  • <br>Looking for Love and Adventure - Transgender Cutie Seeks Connection
    Looking for Love and Adventure - Transgender Cutie Seeks Connection
    Hey there! I'm Venita, a fabulous transgender individual living in the beautiful Appleton/Oshkosh area of Wisconsin. 🌈✨ I may not fit society's cookie-cutter mold, but that's what makes me unique and special. You can check out my pics at my personal profile page @venitaapp84969 to see just ho...
  • 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 JanesvilleTransgender Beauty Seeking Connection in Janesville Hey there, lovely people of Janesville! My name is Justine, and I'm a fun-loving transgender woman excited to meet someone special in this charming Wisconsin town. 💖 Being trans has empowered me to embrace my true self and live authentically. I adore the LGBTQ community's resilience and the wa...
  • Sexy Transgender Seeks Connection in SheboyganSexy Transgender Seeks Connection in Sheboygan Hey there! I'm Marlane, a proud transgender woman from Sheboygan, Wisconsin. I love embracing my true self and being part of the LGBTQ community. I enjoy exploring new places in town like Blue Harbor Resort or taking a stroll along Lake Michigan. If you're looking for someone who is fun, open-mind...
  • Eclectic Transgender Beauty Seeking ConnectionEclectic Transgender Beauty Seeking Connection Hey there! I'm Sophia, a transgender woman from Wausau, Wisconsin. I may not fit society's norms, but that's what makes me unique and beautiful. I love exploring my identity and connecting with others in the LGBTQ community. I enjoy long walks in Rib Mountain State Park, grabbing a coffee at Bre...
  • Hot Shemale Rikki Looking for Local Man to Fuck and SuckHot Shemale Rikki Looking for Local Man to Fuck and Suck I'm a horny shemale named Rikki from Appleton / Oshkosh, Wisconsin, looking for a man who can handle my insatiable appetite for wild sex. I love being both a top and bottom, giving blowjobs, getting my tight ass pounded, and sucking on a throbbing cock until it explodes with cum. I enjoy all kind...
  • Sexy Shemale Ready to Fulfill Your Wildest Fantasies 😈💋🍆Sexy Shemale Ready to Fulfill Your Wildest Fantasies 😈💋🍆 Are you looking for a kinky shemale to play with in Wausau, Wisconsin? Look no further! I'm Michaella, a hot and horny transgender woman who loves to please. Whether you're into top or bottom play, blowjobs, ass play, or just some good old-fashioned fucking, I'm your girl. I'm pre-op and fully f...
  • Spark Up Some Chemistry with AnjelaSpark Up Some Chemistry with Anjela Hey there! I'm Anjela, a transgender woman from Milwaukee, Wisconsin. I may not fit society's standards of beauty, but I embrace my uniqueness and love every bit of myself. Being part of the LGBTQ community has brought so much joy and acceptance into my life, and I wouldn't have it any other way. ...
  • Hot Shemale in Eau Claire Looking for a Wild TimeHot Shemale in Eau Claire Looking for a Wild Time Are you looking for a sexy shemale to fulfill all your naughty desires? Look no further, because I'm Nicky, and I'm here to make all your wildest fantasies come true. I'm a horny shemale seeking a local man in Eau Claire, Wisconsin, for some mind-blowing sex and fun. I love being both top and bot...
  • Looking for Love and Adventure in Madison!Looking for Love and Adventure in Madison! Hey there! My name is Alexis and I'm a transgender woman living in beautiful Madison, Wisconsin. 💖✨ I wanted to take a moment to tell you a bit about myself and what I enjoy about being part of the LGBTQ+ community. First off, let me just say how proud I am to be my authentic self. Embracing...
  • Elegant Transgender Beauty Seeking ConnectionElegant Transgender Beauty Seeking Connection Hey there! I'm Rori, a transgender woman from Janesville, Wisconsin. I love embracing my true self and being part of the LGBTQ community. I enjoy going to local spots like Riverside Park or Palmer Park for a relaxing date. If you're looking for someone who is open-minded and loves to have fun, the...
  • Sexy Shemale Seeking Local Man for Wild FunSexy Shemale Seeking Local Man for Wild Fun Hey boys, I'm Melisse and I am a horny shemale looking for a man who can handle all of me. I love to be on top, bottom, or anywhere in between. Let's get down and dirty with some intense fucking, blowjobs, ass play, and more. My tight hole is ready for your throbbing cock to slide right in. I want t...
  • 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...
  • Transgender Temptation in Green BayTransgender Temptation in Green Bay Hey there, I'm Tracey from Green Bay, Wisconsin. I'm a curvy and confident transgender woman who loves exploring the LGBTQ community. I enjoy being able to express my true self and connect with others who appreciate authenticity. I'm looking for someone who is open-minded and accepting, someone w...
  • 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 ...
  • Spark up some chemistry with Elmira! 💫Spark up some chemistry with Elmira! 💫 Hey there! I'm Elmira, a fun-loving transgender gal from Sheboygan, Wisconsin. I may not fit into 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 authenticity. I enjoy exploring new places i...
  • Transcendental TemptationTranscendental Temptation Hey there! I'm Meggi, a transgender cutie from Madison, Wisconsin. I love exploring the LGBTQ community and all the amazing people in it. You can check out my pics at my personal profile page @meggi25250. I'm always up for a good time and meeting new friends or maybe something more 😉 I enjoy h...
  • 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 wildest fantasies? Look no further, because I'm Jena from Eau Claire, Wisconsin, and I'm ready to show you a good time. I'm a sexy shemale seeking a local man who can handle my insatiable appetite for pleasure. I love getting down and dirty i...
  • Naughty Shemale in Wausau Looking for Fun!Naughty Shemale in Wausau Looking for Fun! Are you ready to have a wild time with a sexy shemale in Wausau? My name is Dierdre and I'm looking for a local man who can handle all of my desires. I love being both top and bottom, giving blowjobs, getting my ass played with, and riding a throbbing cock until we both explode with orgasms. If yo...
  • Raunchy Shemale Tami in Duluth/Superior Ready to PlayRaunchy Shemale Tami in Duluth/Superior Ready to Play I'm a hot and horny shemale looking for a local 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. My name is Tami, and I'm ready to show you a good time. I enjoy being both a top and a bottom, so we can switch things up and see where...
  • Naughty Shemale Looking for Wild Fun in JanesvilleNaughty Shemale Looking for Wild Fun in Janesville Are you ready to experience the ultimate pleasure with a hot shemale like me, Marcelle? I'm on the hunt for a local man who can handle all my dirty desires and fulfill my wildest fantasies. I love getting down and dirty, exploring every inch of your body as we reach mind-blowing orgasms together. ...
  • Eager to Explore: Transgender Kate from Green BayEager to Explore: Transgender Kate from Green Bay Hey there! I'm Kate, a transgender woman from Green Bay, Wisconsin. I'm a mix of Irish and Mexican heritage, with a curvy body that loves to dance. 🌈 I love being part of the LGBTQ community because it's full of acceptance and love. It's where I can truly be myself without any judgement. If yo...
  • 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...
  • Seeking a Connection Beyond LabelsSeeking a Connection Beyond Labels Hey there! I'm Sheelagh, a proud transgender woman from Wausau, Wisconsin. I may not fit society's traditional mold, but that's what makes me unique and special. I love embracing my true self and being part of the LGBTQ community. It's all about authenticity and living life to the fullest! 🏳️...
  • Raunchy Shemale Seeking Local Man for Wild FunRaunchy 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 ...
  • Elegantly Transcending BoundariesElegantly Transcending Boundaries Hey there! I'm Tera, a transgender beauty from La Crosse, Wisconsin. I may have a curvy body, but my heart is even bigger. I love exploring my identity and embracing the LGBTQ community. It brings me so much joy to be true to myself and connect with others who understand and accept me for who I am...