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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  • January 14th, 2026
  • Transgender Cutie Seeking Love in JanesvilleTransgender Cutie Seeking Love in Janesville Hey there, lovely people of Janesville! My name is Audy, and I'm a proud transgender individual who's looking for that special someone to share some incredible moments with. 😊 Let me tell you a bit about myself. I have a unique body type that will make you do a double-take when we meet. 🌟 A...
  • Sparkle with Nicolina: Seeking Connection in MadisonSparkle 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...
  • Hot Shemale in La Crosse Ready to Play and FuckHot Shemale in La Crosse Ready to Play and Fuck I'm a sexy shemale named Adella looking for a local man who can handle all my naughty desires. I love being both top and bottom, giving blowjobs, getting my ass fucked, sucking cock, and making you cum hard. I enjoy tight holes, huge dicks, throbbing orgasms, sloppy gagging, and plenty of playtime...
  • Sexy Shemale Looking for Hot and Wild Fun in Green Bay!Sexy Shemale Looking for Hot and Wild Fun in Green Bay! Are you a local man looking for a steamy encounter with a naughty shemale? Well, look no further because I'm Shannen and I'm here to fulfill all your wildest fantasies. From top to bottom, I love it all - sucking, fucking, riding, gagging, and everything in between. I want to make you cum harder t...
  • Seductively Sensational Transgender in La CrosseSeductively Sensational Transgender in La Crosse Hey there! I'm Perle, a transgender beauty from La Crosse, Wisconsin. I love embracing my true self and being a part of the LGBTQ community. It's all about authenticity and living life to the fullest! If you're looking for someone who is confident, adventurous, and open-minded, then look no furthe...
  • Explore Love and Adventure with Laney from Appleton / Oshkosh!Explore Love and Adventure with Laney from Appleton / Oshkosh! Hey there! I'm Laney, a fun-loving transgender gal from Wisconsin. I may not fit the typical mold, but that's what makes me unique and special. Being part of the LGBTQ community has taught me to embrace my true self and live authentically. I enjoy long walks at Riverside Park, grabbing a bite to...
  • Hot Shemale in Kenosha-Racine Ready to PlayHot Shemale in Kenosha-Racine Ready to Play Hey boys, I'm a sexy shemale named Lidia looking for a local man to have some wild fun with. You can find me on FreeSexAds.com Shemale Profiles at lidia99824. I love getting down and dirty, so let me tell you all the naughty things I enjoy doing: - Being a top and dominating you - Getting my tigh...
  • Sparkle with Paloma: Transgender Beauty in SheboyganSparkle with Paloma: Transgender Beauty in Sheboygan Hey there! I'm Paloma, a proud transgender woman from Sheboygan, Wisconsin. I may not fit society's idea of "normal," but that's what makes me unique and beautiful. I love embracing my true self and being a part of the LGBTQ community. 🌈 I'm looking for someone who can appreciate me for who I ...
  • Raunchy Shemale in Janesville Looking for Local Man to Play WithRaunchy Shemale in Janesville Looking for Local Man to Play With Are you a horny guy looking for a wild time with a sexy shemale? Well, look no further because Glori is here to fulfill all your dirty fantasies. I'm a hot and horny shemale seeking a local man for some mind-blowing sex and fun. I love getting down and dirty, so if you're into it, I'm game for a...
  • Eager to Explore Love in Green BayEager to Explore Love in Green Bay Hey there! My name is Chastity and I'm a confident transgender woman living in Green Bay, Wisconsin. I may not fit society's typical mold, but that's what makes me unique and proud to be who I am. Being part of the LGBTQ community has taught me to embrace my true self and live authentically. I lo...
  • Transgender Temptation in Kenosha-RacineTransgender Temptation in Kenosha-Racine Hey there, I'm Gayle from Kenosha-Racine, Wisconsin. I'm a curvy and confident transgender woman who loves embracing my true self. 🌈 Whether we're grabbing coffee at Common Grounds or exploring the art scene at the Racine Art Museum, I'm always up for a good time. 💃🏽 I enjoy being part o...
  • Hot Shemale Looking for Local Man to Fulfill All Your FantasiesHot Shemale Looking for Local Man to Fulfill All Your Fantasies Are you ready to have the time of your life with a sexy shemale? Well, look no further because I'm here to make all your wildest dreams come true. My name is Josee and I'm a naughty shemale from Janesville, Wisconsin looking for a man who can handle all that I have to offer. I love getting down a...
  • Looking for Love as a Transgender: LetLooking for Love as a Transgender: Let's Explore Madison Together! Hey there! 👋 My name is Michaella, and I'm a proud transgender woman living in the beautiful city of Madison, Wisconsin. 🌆 I wanted to take a moment to tell you a little bit about myself and why I think we could be a great match. Physically, I have an hourglass figure with curves in all the...
  • 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...
  • Spark a Connection with Marillin from MadisonSpark a Connection with Marillin from Madison Hey there! I'm Marillin, a transgender cutie from Madison, Wisconsin. I love exploring the LGBTQ community and embracing my true self. If you're into deep conversations over coffee, we could meet up at Colectivo Coffee or Barriques. Or if you prefer something more active, we could take a stroll ar...
  • Elisabeth waiting to be your QueenElisabeth waiting to be your Queen TRANSEXUAL FOR MAN IN THE Wisconsin AREA Hi baby! I am waiting to meet you. I can host or travel to you. Down to earth preop transexual woman seeking an understanding man who can appreciate my uniqueness. I am a great cook and great fun! Let your hair down and allow me to pamper you! Private Messag...
  • 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...
  • Local Shemale Kiley Looking for Hot Encounters in Kenosha-RacineLocal Shemale Kiley Looking for Hot Encounters in Kenosha-Racine Ready to have some naughty fun with a sexy shemale like me, Kiley? I'm a hot tranny looking for a local man who can handle all my desires. Let's get down and dirty together! I love to suck dick, get fucked hard, and give sloppy blowjobs. I'm versatile, so I can be your top or bottom, whatever you ...
  • Sexy Shemale in Milwaukee Looking for Hot Fun!Sexy Shemale in Milwaukee Looking for Hot Fun! Are you ready to have the time of your life with a naughty shemale like me? My name is Lucia and I am seeking a local man who can handle all my dirty desires. I love being both top and bottom, giving blowjobs, getting my tight ass played with, sucking dick until it's throbbing, and riding cock unt...
  • Seeking a Connection Beyond LabelsSeeking a Connection Beyond Labels Hey there, I'm Mellie from Wausau, Wisconsin. I'm a curvy Latina beauty with a passion for embracing my transgender identity. I love the LGBTQ community for its inclusivity and support, and I'm looking to connect with someone who sees beyond labels. I enjoy cozy coffee dates at Malarkey's Pub or ...
  • 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...
  • Transgender Beauty Seeking Connection in MadisonTransgender 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...
  • Seeking Local Man for Raunchy Shemale FunSeeking Local Man for Raunchy Shemale Fun Hey there, I'm Rosy from Wausau, Wisconsin and I am a shemale looking for a man who can handle all my desires. I love to play both top and bottom, giving and receiving blowjobs, getting my tight ass pounded hard, and sucking on a throbbing cock until it explodes in my mouth. I enjoy exploring differ...
  • 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...
  • Looking for Love and Adventure in Duluth/Superior!Looking for Love and Adventure in Duluth/Superior! Hey there! My name is Ailene, and I'm a fun-loving, adventurous transgender person from the beautiful cities of Duluth and Superior. 🌈 So, let me tell you a bit about myself. I have a unique body type that embraces my individuality and makes me feel confident in my own skin. 💪 My ethnicity ...
  • 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...
  • Seeking Local Man for Shemale Fun in SheboyganSeeking Local Man for Shemale Fun in Sheboygan Are you looking for a hot shemale to fulfill all your wildest fantasies? Well, look no further because I'm Katti, a sexy shemale from Sheboygan who is ready to have some naughty fun with a local man like you. When it comes to sex, I love it all. From being a top and dominating you to being a bott...
  • Hot Shemale Nanine Seeking Local Man for Wild Fun in La CrosseHot Shemale Nanine Seeking Local Man for Wild Fun in La Crosse Are you ready to experience the ultimate pleasure with a naughty shemale like me? My name is Nanine, and I'm looking for a man who can handle all of my dirty desires. I love getting down and dirty, exploring every inch of your body with my eager lips and tongue. From sloppy blowjobs to deep anal p...
  • Sexy Shemale Ready to Play in Kenosha-RacineSexy Shemale Ready to Play in Kenosha-Racine Looking for a hot man who can handle all that I have to offer? Well, look no further because I am here and ready to rock your world. My name is Raye and I am a shemale seeking a local man for some mind-blowing fun. I love it all - from being a top or bottom, giving blowjobs, getting my ass played...
  • Local Shemale Seeking Man for Wild Fun and Hot EncountersLocal Shemale Seeking Man for Wild Fun and Hot Encounters Are you a man in Kenosha-Racine looking for a steamy time with a sexy shemale? Look no further because I'm here to fulfill all your deepest desires. My name is Corene, and I'm ready to show you a good time. Whether you're into getting your cock sucked, fucking my tight ass, or exploring new kinks,...
  • Hot Shemale in La Crosse Looking for Naughty FunHot Shemale in La Crosse Looking for Naughty Fun Are you ready to experience the ultimate pleasure with a sexy shemale? Look no further because I'm here to fulfill all your wildest fantasies. My name is Bernardine and I'm a horny shemale seeking a local man for some hot and steamy encounters. I love getting down and dirty, so if you're into wil...
  • Spark Up Some Chemistry with Ariela!Spark Up Some Chemistry with Ariela! Hey there! I'm Ariela, a fun-loving transgender gal from Eau Claire, Wisconsin. You can check out my pics at my personal profile page @ariela80530. I love being part of the LGBTQ community because it allows me to express my true self and connect with amazing people like you. I'm looking for someo...
  • Transgender Beauty Seeking Love in MadisonTransgender Beauty Seeking Love in Madison Hey there! My name is Rayshell and I'm a proud transgender woman living in the beautiful city of Madison, Wisconsin. 🌈✨ Let me tell you a bit about myself. I have a curvaceous body that will leave you speechless, with luscious lips that love to smile. My ethnicity is diverse, blending differ...
  • 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...
  • F/M seeking love and funF/M seeking love and fun Female to Male Trans Man in Wisconsin 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...
  • Transgender Beauty Looking for Love in Janesville!Transgender Beauty Looking for Love in Janesville! Hey there, I'm Crissie from Janesville, Wisconsin. I may not be your typical girl, but that's what makes me special! 💖 I love being part of the LGBTQ community because it allows me to express my true self and connect with amazing people who understand and support me. 🏳️‍🌈 I'm looking...
  • Wild Shemale Looking for Hot Fun in Wausau!Wild Shemale Looking for Hot Fun in Wausau! Are you a naughty boy looking for some steamy action with a sexy shemale? Well, look no further because I'm Rosabel and I'm here to fulfill all your wildest fantasies. I'm a kinky shemale who loves to play both top and bottom, so you can have the best of both worlds with me. I enjoy giving slopp...
  • Spark the Flame with RozalieSpark the Flame with Rozalie Hey there! I'm Rozalie, a fun-loving transgender woman from Janesville, 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 all the love and support that comes with it. If you're looking for someone who is confident, car...
  • Local Shemale Looking for Hot EncountersLocal Shemale Looking for Hot Encounters I'm a hot and horny shemale named Loralie from Eau Claire, Wisconsin, seeking a local man for some wild fun. I love getting down and dirty with a guy who knows how to please me in all the right ways. Whether you're into giving or receiving, I'm up for it all! When it comes to sex, I enjoy everyth...
  • Local Shemale Looking for Hot Fun in La CrosseLocal Shemale Looking for Hot Fun in La Crosse Are you a man in La Crosse, Wisconsin looking for a wild time with a sexy shemale? Look no further because I'm Marissa and I'm ready to show you a good time. You can find me on FreeSexAds.com Shemale Profiles at marissala74365. I love getting down and dirty with a guy who knows how to handle a tr...
  • LetLet's Dance Under the Stars Together Hey there, I'm Mira from La Crosse, Wisconsin. I'm a curvy Latina beauty with a passion for life and love. Being transgender has given me a unique perspective on the world, and I love connecting with others who understand that journey. I enjoy exploring new places in my city like Riverside Park o...
  • 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...
  • 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...
  • 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!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...
  • 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...
  • 27 y/o Sexy Hung Crossdresser in Wisconsin27 y/o Sexy Hung Crossdresser in Wisconsin Hung Crossdresser for Male in Wisconsin 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...
  • Spark the Flame with Darby from JanesvilleSpark the Flame with Darby from Janesville Hey there! I'm Darby, a fun-loving transgender gal from Janesville, Wisconsin. I may not fit society's standards of beauty, but I am confident in my own skin and proud of who I am. Being part of the LGBTQ community has brought me so much joy and acceptance. I'm looking for someone who is open-min...
  • Looking for Love and Adventure in Janesville!Looking for Love and Adventure in Janesville! Hey there, I'm Colette, a fun-loving and adventurous transgender woman living in Janesville, Wisconsin. 💃🌈 Being part of the LGBTQ community has brought so much joy and self-discovery into my life. It's amazing to embrace who I truly am and surround myself with accepting people who celebr...
  • 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. ...