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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  • October 16th, 2025
  • Transgender Temptation: LetTransgender Temptation: Let's Chat, Laugh, and Explore Together Hey there! I'm Ellie from La Crosse, Wisconsin. I'm a proud transgender woman who loves embracing my unique journey and connecting with others in the LGBTQ community. You can check out my pics at my personal profile page @elliela66126. I'm looking for someone who is open-minded, kind-hearted, and...
  • Euphoric Transgender seeking Connection in WausauEuphoric Transgender seeking Connection in Wausau Hey there! I'm Regine, a proud transgender woman from Wausau, Wisconsin. I may not fit society's standards of beauty, but I am confident in my own skin and embrace my unique body type. Being part of the LGBTQ community has brought so much joy and acceptance into my life. I love exploring new plac...
  • 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...
  • Ready for an Adventure? LetReady for an Adventure? Let's Connect! 🌈 Hey there! My name is Mollee and I'm a transgender woman living in the beautiful city of Madison, Wisconsin. I'm excited to put myself out there and see who's ready to join me on this journey called life. So, let me tell you a bit about myself! Physically, I have a curvy body that embraces my fem...
  • Transgender Temptation in Duluth/SuperiorTransgender Temptation in Duluth/Superior Hey there, I'm Lyn and I'm a proud transgender woman living in the Duluth/Superior area. I may not fit into society's traditional boxes, but that's what makes me unique and special. I love being part of the LGBTQ community because it allows me to express myself authentically and embrace my true id...
  • 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...
  • Naughty Shemale Maria Looking for Hot Fun in Kenosha-RacineNaughty Shemale Maria Looking for Hot Fun in Kenosha-Racine Hey sexy, I'm Maria, a hot shemale from Kenosha-Racine looking for a local man to have some wild and kinky fun with. I love getting down and dirty, exploring all kinds of naughty pleasures together. If you're into a shemale who knows how to please and be pleased, then I'm your girl! When it comes...
  • A Sensual Journey: Seeking Connection in Kenosha-RacineA Sensual Journey: Seeking Connection in Kenosha-Racine Hey there, I'm Stephana from Kenosha-Racine, Wisconsin. I'm a curvy and confident transgender woman who loves exploring my identity and connecting with others in the LGBTQ community. 💃 I enjoy long walks by Lake Michigan, sipping coffee at local cafes like Common Grounds Coffee House, and tryi...
  • Euphoric Trans Beauty Seeking ConnectionEuphoric Trans Beauty Seeking Connection Hey there! I'm Kimberlyn, a proud transgender woman from Wausau, Wisconsin. I may not fit society's narrow standards of beauty, but my confidence and authenticity shine through in everything I do. I love exploring my gender identity and embracing all aspects of the LGBTQ community. When it comes...
  • 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...
  • 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...
  • Looking for Love and Adventure!Looking for Love and Adventure! Hey there, lovely people of Green Bay! My name is Hermina, and I'm a transgender woman who's ready to embrace all the wonders of dating. 💖 So, let me give you a little sneak peek into what I look like – picture a body that's curvy in all the right places. I have an infectious smile that can ...
  • Hot Shemale in La Crosse Looking for a Wild TimeHot Shemale in La Crosse Looking for a Wild Time Are you ready to get down and dirty with a naughty shemale like me, Fanya? I'm looking for a local man who can handle all the kinky fun I have in store. From top to bottom, I love it all - blowjobs, anal play, riding that throbbing cock until we both explode with pleasure. I'm always up for some s...
  • Raunchy Shemale Seeking Local Man for Hot EncountersRaunchy Shemale Seeking Local Man for Hot Encounters Are you looking for a wild time with a sexy shemale in La Crosse, Wisconsin? Look no further because I'm here to fulfill all your dirty fantasies. My name is Adi and I'm a naughty shemale who loves to play rough and dirty with a man who can handle me. I enjoy being both a top and a bottom, giving...
  • A Night of Magic and Connection 💫A Night of Magic and Connection 💫 Hey there! I'm Lucina, a proud transgender woman from Milwaukee, Wisconsin. I may not fit society's norms, but I am confident in my own skin and love embracing my true self. Being part of the LGBTQ community has brought me so much joy and empowerment. I'm looking for someone who is open-minded, k...
  • Transcend into Love with SusannTranscend into Love with Susann Hey there! I'm Susann, a transgender woman from Madison, Wisconsin. I may not fit society's mold of what a woman should look like, but I embrace my unique body type and ethnicity with pride. Being part of the LGBTQ community has allowed me to connect with others who understand and accept me for wh...
  • LetLet's Spark Some Magic Together 💫 Hey there, I'm Conny from Appleton/Oshkosh, Wisconsin! I'm a proud transgender individual who loves embracing my true self and being part of the LGBTQ community. 🌈 I enjoy long walks by the Fox River, sipping on coffee at Copper Rock Coffee Company, or catching a movie at Marcus Hollywood Cine...
  • Naughty Shemale Kate Looking for Hot Fun in JanesvilleNaughty Shemale Kate Looking for Hot Fun in Janesville Hey boys, I'm a sexy shemale named Kate from Janesville, Wisconsin, looking for a local man who can handle all my dirty desires. When it comes to sex, I love it all - from giving sloppy blowjobs to taking it hard in my tight ass. I'm a versatile top and bottom who loves to play with your cock and ri...
  • LetLet's Embrace Our True Selves Together Hey there, I'm Paule from Madison, Wisconsin. I identify as a transgender woman and I love everything about being part of the LGBTQ community. I enjoy exploring new places in Madison like the Olbrich Botanical Gardens or grabbing a bite to eat at The Old Fashioned. If you're looking for someone wh...
  • Raunchy Shemale Meagan Looking for Hot Fun in MadisonRaunchy Shemale Meagan Looking for Hot Fun in Madison Are you ready to have some wild and kinky fun with a sexy shemale like me? My name is Meagan, and I'm a hot tranny looking for a local man in Madison who can handle all of my desires. I love getting down and dirty, so if you're into that too, then we'll be a perfect match. I'm a top shemale who l...
  • A Sensual Journey: Explore Love with StephanaA Sensual Journey: Explore Love with Stephana Hey there! I'm Stephana, a transgender woman from Janesville, Wisconsin. I love embracing my true self and being part of the LGBTQ community. I find beauty in authenticity and am excited to connect with someone who values that too. I enjoy spending time at local spots like Palmer Park or Riversi...
  • 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...
  • Elegantly Transgender Seeking ConnectionElegantly Transgender Seeking Connection Hey there, I'm Nance from Kenosha-Racine, Wisconsin. I am a proud transgender woman who loves embracing my true self and connecting with others in the LGBTQ community. Whether it's exploring the local art scene at the Anderson Arts Center or grabbing a bite to eat at The Coffee Pot, I'm always up ...
  • 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...
  • 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...
  • 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...
  • Raunchy Shemale Seeking Local Man for Wild Fun in La CrosseRaunchy Shemale Seeking Local Man for Wild Fun in La Crosse Looking for a hot man who can handle all that I have to offer. My name is Pamela and I am a shemale who loves to get down and dirty. I'm seeking a local guy who can keep up with me in the bedroom. I enjoy being both top and bottom, giving and receiving blowjobs, getting my tight ass pounded, sucki...
  • 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 ...
  • 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...
  • Seeking Connection in La CrosseSeeking Connection in La Crosse Hey there! I'm Kylie, a fun-loving transgender woman from La Crosse, Wisconsin. I may not have a typical body type, but that's what makes me unique! I embrace my LGBTQ identity and love meeting new people who appreciate me for who I am. I enjoy exploring the local scene, whether it's grabbing co...
  • 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 Niki Looking for Some Naughty Fun in Sheboygan!Hot Shemale Niki Looking for Some Naughty Fun in Sheboygan! I'm a sexy shemale named Niki who's on the prowl for a local man who can handle all my dirty desires. I love getting down and dirty, so if you're into some raunchy fun, I'm your girl! I'm a top who loves to dominate and take control in the bedroom. I'll make you beg for more as I pound your tigh...
  • 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...
  • 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...
  • Erotic Enchantment Awaits YouErotic Enchantment Awaits You Hey there, I'm Malissia from Green Bay, Wisconsin. I'm a curvy and confident transgender woman who loves exploring the LGBTQ community and all it has to offer. Whether it's chatting over coffee at Luna Coffee or taking a stroll through the beautiful landscapes at Bay Beach Wildlife Sanctuary, I'm ...
  • Hot Shemale in Milwaukee Looking for Wild FunHot Shemale in Milwaukee Looking for Wild Fun Are you ready to have the time of your life with a sexy shemale? I'm Marina, and I'm seeking a local man who can handle all the naughty things I have in store. From deepthroating your cock to riding you like there's no tomorrow, I love it all. Let's explore our wildest fantasies together and make ...
  • 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 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...
  • 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 here to make all your dreams come true. My name is Kerrie and I'm a sexy shemale from Green Bay, Wisconsin, ready to rock your world. I love getting down and dirty with a man who knows how to hand...
  • Hot Shemale in Kenosha-Racine Ready to PlayHot Shemale in Kenosha-Racine Ready to Play I love getting down and dirty with a man who knows how to handle a shemale like me. My name is Hali, and I'm looking for a local guy who can keep up with my insatiable appetite for sex and fun. Whether you're into giving or receiving, I'm your girl - or should I say, your shemale. I enjoy everyth...
  • New Body New MeNew Body New Me M2F post-op in Wisconsin Hi, I'm Natasha, newly transitioned and ready to date. Gorgeous red head with slender legs and curvy body. Want to come and join me for a drink? I love sex in my new gender!!! Seeking a local area man who will enjoy sex and passion with me. Message me online Natas...
  • <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...
  • Raunchy Shemale Dyana Seeking Local Man for Wild FunRaunchy Shemale Dyana Seeking Local Man for Wild Fun Looking for a hot guy in Madison who can handle a naughty shemale like me? I'm Dyana, and I'm ready to show you a good time. Let's get down and dirty together for some mind-blowing action. I love being both top and bottom, so we can switch things up and explore all our desires. From deepthroati...
  • Discover the Beauty of Love with CherishDiscover the Beauty of Love with Cherish Hey there! Are you ready to embark on a journey of love and acceptance? My name is Cherish, and I'm a transgender individual from Eau Claire, Wisconsin. 🌈 I believe that love knows no boundaries, and I embrace my unique identity as a trans person. Being part of the LGBTQ community has opened m...
  • 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. ...
  • Sweet and Sensual Transgender Beauty Looking for Love in Appleton/OshkoshSweet and Sensual Transgender Beauty Looking for Love in Appleton/Oshkosh Hey there, I'm Maribel, a proud transgender woman living in the Appleton/Oshkosh area. I may not be your typical girl next door, 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 love and acceptance, right? I enjoy spe...
  • Hot Shemale in La Crosse Looking to Fulfill Your Wildest Fantasies 😈💋🍆Hot Shemale in La Crosse Looking to Fulfill Your Wildest Fantasies 😈💋🍆 Are you ready to experience the ultimate pleasure with a sexy shemale in La Crosse? Look no further, because I'm here to make all your dreams come true. My name is Jenna and I am a stunning transgender woman who loves to play and explore new things in the bedroom. 💃🏻🔥 I am pre-op and ful...
  • 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...
  • <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...
  • Sparkle with Ranee: LetSparkle with Ranee: Let's Dance Under the Moonlight Hey there! I'm Ranee, a transgender beauty from Eau Claire, Wisconsin. I may not fit society's mold, but that's what makes me unique and special. I love embracing my true self and being a part of the LGBTQ community. I enjoy long walks in Carson Park, sipping on coffee at Racy D'lene's Coffee Lou...