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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  • May 23rd, 2025
  • Transgender Temptation Looking for LoveTransgender Temptation Looking for Love Hey there! I'm Bernadine from Janesville, Wisconsin. I may not fit society's idea of "normal," but that's what makes me unique and fabulous. I love being part of the LGBTQ community because it's a place where I can truly be myself without judgment. I'm looking for someone who can appreciate me f...
  • Sparkle in the North: Seeking Connection in Duluth / SuperiorSparkle in the North: Seeking Connection in Duluth / Superior Hey there! I'm Barbara, a proud transgender woman from Duluth / Superior, Wisconsin. I may not fit into society's narrow definitions of beauty, but my unique body type and ethnicity make me stand out in all the right ways. I love embracing my LGBTQ identity and being able to express myself authe...
  • Elegantly Sensual Transgender Beauty Seeks ConnectionElegantly Sensual Transgender Beauty Seeks Connection Hey there! I'm Melina from La Crosse, Wisconsin. I may have a curvy body, but my personality shines brighter than any star in the sky. As a proud transgender woman, I embrace my journey and love being part of the LGBTQ community. I enjoy long walks by the Mississippi River, cozy coffee dates at ...
  • A Sparkling Connection Awaits You 💫A Sparkling Connection Awaits You 💫 Hey there! I'm Cristal, a fun-loving transgender gal from Milwaukee, Wisconsin. I may not fit society's mold, but that's what makes me unique and fabulous! 🌈 I enjoy exploring the city and checking out local spots like Lakefront Brewery, Bradford Beach, or even catching a game at Miller Park. ...
  • 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...
  • 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...
  • 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...
  • 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...
  • Hot Shemale in Wausau Looking for a Wild TimeHot Shemale in Wausau Looking for a Wild Time Are you ready to have some naughty fun with a sexy shemale? My name is Elora and I am looking for a local man who can handle all my desires. I love being both a top and bottom, giving and receiving blowjobs, getting my tight ass played with, sucking on a throbbing cock, and experiencing mind-blowi...
  • Local Shemale Looking for Hot Fun and Great SexLocal Shemale Looking for Hot Fun and Great Sex Are you ready to have a wild time with a sexy shemale in Duluth / Superior? My name is Marcella and I am looking for a local man who can handle all of my naughty desires. I love to suck cock, get fucked hard, give sloppy blowjobs, ride big dicks, gag on throbbing cocks, play with tight asses, and ...
  • Tempting Transgender in Green Bay Looking for LoveTempting Transgender in Green Bay Looking for Love Hey there! I'm Rosanne, a fun-loving transgender gal from Green Bay, Wisconsin. I may not fit society's norms, but that's what makes me unique and fabulous! 🌈 I enjoy being part of the LGBTQ community because it allows me to be my authentic self and connect with amazing people who understand a...
  • Discover Love and Adventure with Jessalin in La Crosse!Discover Love and Adventure with Jessalin in La Crosse! Hey there, fellow adventurers! My name is Jessalin, and I'm a proud transgender individual from the beautiful city of La Crosse, Wisconsin. 🌈 Being transgender has allowed me to embrace my true self and live authentically. I love being part of the LGBTQ+ community because it's filled with amaz...
  • 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...
  • 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...
  • Spark Up Some Magic with Lita!Spark Up Some Magic with Lita! Hey there! I'm Lita, a transgender cutie from Madison, Wisconsin. I may have a curvy body, but my personality shines brighter than the sun! 🌟 I love exploring new places in Madison like the Olbrich Botanical Gardens or grabbing a cup of coffee at Colectivo Coffee. Being part of the LGBTQ comm...
  • Looking for Love and AdventureLooking for Love and Adventure Hey there! My name is Gypsy, and I'm a transgender person living in Milwaukee, Wisconsin. I'm excited to put myself out there and find someone special to share my life with. So, let me tell you a bit about myself! Physically, I have a unique body type that makes me feel confident and comfortable ...
  • Sexy Shemale in Eau Claire Looking for Hot FunSexy Shemale in Eau Claire Looking for Hot Fun Are you ready to have the time of your life with a naughty shemale like me? My name is Sussi and I'm looking for a local man who can handle all my dirty desires. I love getting down and dirty, so if you're into that, we'll get along just fine. I'm a top shemale who loves to dominate and take con...
  • Spark some Magic with Deedee!Spark some Magic with Deedee! Hey there! I'm Deedee, a playful and adventurous transgender woman from Janesville, Wisconsin. I love embracing my true self and being part of the LGBTQ community. It's all about love, acceptance, and living life to the fullest! 🏳️‍🌈 I'm looking for someone special to share some laughs ...
  • Raunchy Shemale Seeking Local Man for Wild FunRaunchy Shemale Seeking Local Man for Wild Fun Hey boys, looking for a hot shemale to fulfill all your wildest fantasies? Look no further because I'm Geri from Wausau, Wisconsin and I'm ready to show you a good time. Whether you're into getting your cock sucked, fucking my tight ass, or blowing your load all over me, I'm down for it all. I lov...
  • Raunchy Shemale Seeking Local Man for Wild Fun in SheboyganRaunchy Shemale Seeking Local Man for Wild Fun in Sheboygan Looking for a man who can handle a naughty shemale like me? I'm Katrine, and I'm ready to play with you in all the ways you've been dreaming about. I love being on top, bottom, giving blowjobs, getting my tight ass pounded, sucking cock until it throbs, and making you cum harder than ever before. ...
  • 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...
  • Trans Beauty Looking for Love in Duluth / SuperiorTrans Beauty Looking for Love in Duluth / Superior Hey there! I'm Jodee, a transgender cutie from the Northwoods of Wisconsin. I love being part of the LGBTQ community and embracing my true self. If you're looking for someone who is confident, fun-loving, and open-minded, then look no further! I enjoy exploring local art galleries, grabbing a cup...
  • 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...
  • Sexy Shemale in Sheboygan Looking for Hot FunSexy Shemale in Sheboygan Looking for Hot Fun Are you looking for a wild time with a kinky shemale? Look no further because I'm here to fulfill all your dirty fantasies. My name is Chrysa and I'm a horny shemale seeking a local man for some steamy action. I love getting down and dirty, so if you're into it, I'm your girl. I enjoy giving slop...
  • 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...
  • LetLet's Dance Under the Stars Together Hey there, I'm Eleni from Sheboygan, Wisconsin. I may not be your typical girl, but that's what makes me unique! Being transgender has allowed me to embrace my true self and live authentically. I love exploring new places and trying new things. Whether it's grabbing a coffee at Paradigm Coffee & M...
  • 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, Dell? I'm looking for a man in Eau Claire who can handle all of 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 ...
  • Eclectic Transgender Beauty Looking for ConnectionEclectic Transgender Beauty Looking for Connection Hey there! I'm Karly, a transgender woman from Madison, Wisconsin. I may not fit society's standards of beauty, but I embrace my unique body type and ethnicity with pride. As a member of the LGBTQ community, I love the sense of belonging and support that comes with being true to myself. I'm looki...
  • Looking for Love and Adventure in Madison!Looking for Love and Adventure in Madison! Hey there! My name is Madelyn, and I'm a transgender woman living in beautiful Madison, Wisconsin. 🌆 I wanted to write this ad because I believe that love knows no boundaries, and I'm ready to find someone special who feels the same way. 💕 Being trans has helped me discover a whole new worl...
  • Seeking Local Man for Wild Shemale FunSeeking Local Man for Wild Shemale Fun Are you looking for a hot shemale to fulfill all your wildest fantasies? Look no further, because I'm Camilla from Duluth / Superior, Wisconsin, and I'm ready to play! I'm a kinky shemale who loves to get down and dirty with a man who knows how to handle me. I enjoy everything from giving sloppy...
  • Raunchy Shemale Seeking Local Man for Wild FunRaunchy Shemale Seeking Local Man for Wild Fun Are you a kinky guy looking for a hot shemale to fulfill all your wildest fantasies? Look no further, because I'm Cyndi from Duluth / Superior, Wisconsin, and I'm ready to play! I love getting down and dirty with a man who knows how to handle a sexy tranny like me. When it comes to sex, I'm into...
  • Elegance in Green Bay: Seeking ConnectionElegance in Green Bay: Seeking Connection Hey there! My name is Noelle and I'm a transgender woman living in Green Bay, Wisconsin. I may not fit society's norms, but I embrace my uniqueness and love being part of the LGBTQ community. 🏳️‍🌈 I'm looking to meet someone who appreciates authenticity and enjoys deep conversations ove...
  • 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...
  • Sweet and Sensual Transgender Beauty Looking for Love in Sheboygan!Sweet and Sensual Transgender Beauty Looking for Love in Sheboygan! Hey there! I'm Kati, a transgender woman living in Sheboygan, Wisconsin. I may not be your typical girl, but that's what makes me unique and special. I love embracing my true self and being a part of the LGBTQ community. 💖 I'm looking for someone who is open-minded, kind-hearted, and ready to ...
  • 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...
  • Naughty Shemale Looking for Hot Fun in Green Bay!Naughty Shemale Looking for Hot Fun in Green Bay! Are you a man who loves to play with a sexy shemale like me? My name is Carolina, and I'm looking for a local guy who can handle all of my kinky desires. I love being both a top and a bottom, so we can switch things up and have the best of both worlds. I enjoy giving blowjobs, getting my tight ass...
  • Local Shemale Looking for Hot Fun in MadisonLocal Shemale Looking for Hot Fun in Madison Hey sexy, I'm Michele and I'm a naughty shemale looking for a man who can handle all of me. I love to be on top, bottom, give blowjobs, get my ass played with, suck a big cock, ride until we both cum hard, and so much more. Let's explore our wildest fantasies together! You can find me in the FreeSex...
  • Hot Shemale Seeking Local Man for Wild FunHot Shemale Seeking Local Man for Wild Fun Are you looking for a sexy shemale to fulfill all your wildest fantasies? Look no further, because I'm Madelena from Duluth / Superior, Wisconsin, and I'm ready to play! I'm a top tranny who loves to fuck, suck, and ride cock all night long. Whether you want a sloppy blowjob or a tight ass to poun...
  • Transcend with TraceeTranscend with Tracee Hey there! I'm Tracee, a fun-loving transgender woman from Janesville, Wisconsin. I may not fit society's idea of "perfect," but my curves and confidence make me feel sexy in my own skin. I love being part of the LGBTQ community because it's a place where I can truly be myself without judgment. ...
  • 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...
  • 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...
  • Spark Up Some Chemistry with Celia!Spark Up Some Chemistry with Celia! Hey there! I'm Celia, a transgender lady from La Crosse, Wisconsin. I may have a curvy body and hail from a mix of European and Asian descent, but what really matters is the connection we can make. Being LGBTQ has taught me to embrace my true self and live authentically. I love exploring new pla...
  • 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...
  • 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 Shemale in Sheboygan Looking for Hot Fun!Sexy Shemale in Sheboygan Looking for Hot Fun! I'm Sophi, a hot shemale in Sheboygan looking for a man who can handle all my naughty desires. I love getting down and dirty, so if you're into wild and kinky fun, I'm your girl! I enjoy everything from passionate kissing to rough anal play. I love giving and receiving blowjobs, riding a hard coc...
  • Hot Shemale in Duluth / Superior Looking to Play and FuckHot Shemale in Duluth / Superior Looking to Play and Fuck I'm a sexy shemale named Corry who loves to have a good time with local men. I'm seeking a man who can handle my tight ass and huge throbbing cock. I enjoy giving sloppy blowjobs, getting my dick sucked, and having intense orgasms. If you're into role play, anal play, or just want to ride me all ...
  • 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 ...
  • Looking for Love and Adventure in Kenosha-Racine!Looking for Love and Adventure in Kenosha-Racine! Hey there! 👋 My name is Lida, and I'm a transgender person living in the beautiful city of Kenosha-Racine, Wisconsin. I'm excited to put myself out there and find someone special to share some amazing experiences with. 💖 Being trans has taught me so much about self-acceptance and embracing ...
  • Raunchy Shemale Seeking Local Man for Wild FunRaunchy Shemale Seeking Local Man for Wild Fun I'm Pandora, a sexy shemale from Madison looking for a man who can handle all of me. I love getting down and dirty, exploring every inch of each other's bodies. When it comes to sex, I'm open to trying anything and everything. From passionate kissing and deepthroating to rough anal play and intens...
  • 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 Wisconsin 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...