Madison Transgender Sex Ads

Browse Madison 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 20th, 2026

TS Asian lady ready for upscale action (28) Asian Transexual Lady for Man in Madison Hot and sexy Asian transexual, fully functional and wants to play with you! Message RubyTS4male...

Raunchy 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 inch Pre-op TS, fully functional in Madison 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 fan...

Well Endowed Shemale for Man in Madison Hung Shemale for Man in Madison 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 uncenso...

Raunchy 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 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...

Spark My Flame 🔥 Hey there, I'm Mandy from Madison, Wisconsin. I'm a curvy, Latina transgender woman who loves embracing my true self and being part of the LGBTQ community. I enjoy exploring new places in Madison like the Olbrich Botanical Gardens or grabbing a cup of coffee at Colectivo Coffee. If you're up for s...

Transcend 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...

Elegantly Transformed: Let's Meet and Connect! Hey there, I'm Robin from Madison, Wisconsin. I'm a curvy, Hispanic transgender woman who loves embracing my true self and being part of the LGBTQ community. I enjoy exploring new places in Madison like the Olbrich Botanical Gardens, Capitol Square, or even grabbing a bite to eat at The Old Fashione...

Shemale Nightclubs Near You in Madison, Wisconsin Shemale Nightclubs Near You in Madison, Wisconsin Shemale Clubs Near You in Madison, Wisconsin is a directory of trans-friendly nightclubs and bars. LGBTQ+ clubs come and go. We strive to keep this transgender clubs directory complete and rely on your input to help us do so. Please contact us if ...

Transgender Cutie Seeking Love and Adventure in Madison! Hey there, lovely people of Madison! My name is Kathrine, and I'm a proud transgender woman navigating life with confidence and joy. 🌈❤️ Let me start by telling you a bit about myself. I have a curvy body that will make you weak in the knees, with soft skin that's just begging to be touche...

Raunchy 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...

New Body New Me M2F post-op in Madison 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 Natasha...

Sparkle with Lizabeth: Seeking Connection in Madison Hey there, I'm Lizabeth from Madison, Wisconsin. I'm a curvy, Latina transgender woman who loves exploring the LGBTQ community and embracing my true self. I find joy in connecting with others who appreciate authenticity and diversity. I enjoy spending time at local spots like the Chazen Museum of...

INTERACTIVE MAP: Transexual Tracker in the Madison Area! Local Trans Hookups Interactive Mapping Meet Local transexuals in the Madison 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 i...

Transgender 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...

Sensual Transgender Beauty Looking for Love in Madison Hey there! I'm Nance, a transgender woman from Madison, Wisconsin. I may not fit society's idea of "normal," but that's what makes me unique and special. I love embracing my true self and being part of the LGBTQ community. I'm looking for someone who can appreciate me for who I am, inside and out...

Gorgeous, Passable Trans in Madison 😍 Gorgeous Passable Trans MtF for Man in Madison 😍 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 ki...

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...

Superior Massage by gorgeous T-Girl T-Girl for Dating in Madison 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: GayleTGi...

Sexy 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...

Elegantly 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...

Sexy M2F Preop Trans, Lovely Surprise Waiting in my Panties 💖💖 Preop Trans in Madison Hi! I'm Brandi, new TS in the Madison 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 pant...

Jasmin T-girl Ready to make friends Want to Meet a T-Girl in Madison? 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...

Ready 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...

Sexy 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...

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...

F/M seeking love and fun Female to Male Trans Man in Madison 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 gro...

Elisabeth waiting to be your Queen TRANSEXUAL FOR MAN IN THE Madison 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 Message ...

January 19th, 2026

HMU for Sex in Madison Newly Single and Ready to Mingle in Madison Hi guys, my name is Barbie, age 28. My husband cheated for the last time. Now it's my time to have some fun! If you want to hook up for passion and hot sex in the Madison, Wisconsin area then message me @BarbieSingle28.      ...

Explore Love Beyond Boundaries with TeresaAnne Hey there! I'm TeresaAnne from Madison, Wisconsin. I'm a curvy and confident trans woman who loves embracing my true self. Being part of the LGBTQ community brings me so much joy and freedom to express my authentic identity. I'm looking for someone who appreciates honesty, humor, and good conver...

27 y/o Sexy Hung Crossdresser in Madison Hung Crossdresser for Male in Madison 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 sexy ...

Seeking 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...

TS M2F Top in Madison TS Top Seeking Man in Madison I'm Sandi wants to meet hot guy for fun and hot sex. Age 28 with long blonde hair, smooth skin and a great body.  Non op functional, nice big ladystick for your pleasure! 😈  Love oral sex, anal sex and yummy kinks of all sorts. I love to explore kinks and ...

Discover the Magic of Love with Tasha! Hey there! 👋 Looking for a connection that's as unique and beautiful as a rainbow? Well, you've come to the right place! My name is Tasha, and I'm a proud transgender woman from Madison, Wisconsin. 🌈 I may not fit society's mold of what a person should look like, but who needs molds anyway?...

Hot Shemale in Madison Ready to Play Are you looking for a wild time with a sexy shemale? Look no further, because I'm here to fulfill all your naughty desires. My name is Lauryn and I'm seeking a local man for some hot and steamy fun. I love getting down and dirty with a guy who knows how to please me. I enjoy being both top and b...

Transcendental 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...

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Raunchy Shemale Seeking Local Man for Wild Fun in Madison Are you ready to experience the ultimate pleasure with a sexy shemale named Jaquelyn? I'm a naughty tranny who loves to play dirty and get down and dirty with a hot man like you. When it comes to sex, I'm open to everything and anything that will make us both cum hard. From deepthroating your thro...

Seeking 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...

Spark 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...

Transgender Beauty Seeking Connection in Madison Hey there! 👋 My name is Ashly, and I'm a proud transgender woman living in beautiful Madison, Wisconsin. 🌈 I wanted to take a moment to share a little about myself and hopefully catch your attention. 😉 As an LGBTQ individual, I find joy in embracing my true self and celebrating the diver...

Debonair Trans dude, looks like Bond F2M Trans Dude in Madison Looking for someone a little different from the average guy? Hey, I'm Barry, age 31, fit and healthy. I have a square jaw, sparkling eyes and short dark hair. I like to dress sharp. I am currently looking for a fun lady to spend time with. Possible longterm relationship.&n...

Euphoric Trans Beauty Seeking Connection Hey there, I'm Maure from Madison, Wisconsin. I'm a curvy Latina beauty who loves embracing my transgender identity. Being part of the LGBTQ community brings me so much joy and freedom to express myself authentically. I'm looking for someone who appreciates that journey and wants to share some spe...

Sue the Shemale Ready to Play and Fuck in Madison I'm a hot and horny shemale looking for a local man to have some wild fun with. My name is Sue, and I love getting down and dirty in the bedroom. I enjoy being both a top and bottom, giving blowjobs, getting my tight ass fucked, sucking on a throbbing cock, and making you cum hard. When we meet...

Elegantly Transcendent Seeking Connection Hey there! I'm Dawna, a transgender woman from Madison, Wisconsin. I may not fit society's norms, but I embrace my unique self with confidence and pride. Being part of the LGBTQ community has brought so much joy and acceptance into my life. I love exploring local spots like the Olbrich Botanical...

Raunchy 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...

Raunchy Shemale Seeking Local Man for Wild Fun I love to play rough and dirty with a man who can handle my insatiable appetite for pleasure. My name is Marilin, a sexy shemale from Madison, Wisconsin, looking for someone who can keep up with me in the bedroom. I can be your naughty little secret, fulfilling all your wildest fantasies. You can ...

Meet Wisconsin Transexuals Online: Live Chat, Member Profiles, Photo Swaps & Local Trans Clubs Meet Wisconsin Transexuals Online!  Meet Wisconsin transexuals online at AmericanTransexuals.com. Our web development team includes transexual women and male trans admirers, so we have a unique understanding of transgender attraction. We have created an online community where you can meet Wisc...

FtM seeking Princess Bride in Madison FtM seeking Woman in Madison Hi, I'm Andy, age 33, FtM transgender man living in Madison. Also, you must love that movie! If you don't get the reference you can still message me anyway! I love that movie and I will watch it with you over and again. View my pics and send me a message @AndyFtM4P...