Milwaukee Trans and Crossdressers Classifieds

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  • August 3rd, 2026
  • Tantalizing Tina with a HUGE W33NAH!Tantalizing Tina with a HUGE W33NAH! Milwaukee Trans Woman for Hookup! Hey gents I'm Tina a trans female hot for all you sexy Milwaukee men and wnat to show you a time you'll never forget! Do you like them thick, long and uncut? Then I'm the girl for you. Look no further for a passible and functional t girl - HERE I AM!  About m...
  • II'll Make You Feel Like a King Baby! Trans Queen Seeks King in Milwaukee I'm queen Delilah a trans woman here in Milwaukee searching for her king. You'll get the royal treatment when you're with me honey! Just grab hold of my magic scepter and his majesty can have anything he desires. Imagine the intrigue and scandalous posi...
  • Twisted Sister - Loves to Ride.... and be Ridden!Twisted Sister - Loves to Ride.... and be Ridden! So, you wanna ROCK?! Fully function and extra large (10inch) surprise for all my Milwaukee boos out there. I'm a sexy trans woman currently living in large and lovin' every second of it. Hit me up cause I Wanna ROCK too! I'll show you what a real woman can do and everything you don't know now. I'm s...
  • Erotic exotic Asian queen in Milwaukee now (25)Erotic exotic Asian queen in Milwaukee now (25) Asian Transexual in Milwaukee Stunning TS - Talia 25. 5' 8" 140lbs, non op, loves sex. Long slender legs to wrap around you. Message me @TaliaAsianQueen for my photos and contact information....
  • Beautiful Krystale 25 Milwaukee visiting nowBeautiful Krystale 25 Milwaukee visiting now Beautiful Shemale Visiting Milwaukee Come and join me for a drink. I am lonely here in this new place. Dark olive skin, really beauty. Message me.  Krystale25shemale Age: 25 Location: Milwaukee Sex: Shemale Seeking: Man ...
  • Hot sexy shemale doll visiting Milwaukee now Hot sexy shemale doll visiting Milwaukee now Shemale Visiting Milwaukee Very hot sevy and curvy shemale chick with 8 inch lady stick. Message me on my profile page @TaylaShemale1. Seeking kind gentleman for romance and fun. Possible long term with the right man. ...
  • Penny for your thoughts?Penny for your thoughts? Penny TS in Milwaukee Hey, I am Penny! I am recently new here and I am non op switch with a pretty nice pair, both top and bottom! Send me a message online!! I'm looking for a nice man who will enjoy being with me. Let's enjoy hot dates and explore sexuality together. If that sounds interesting hi...
  • Flirty & Feminine CD Ready for Some Fun 💕😈Flirty & Feminine CD Ready for Some Fun 💕😈  I’m a sexy, smooth, and playful crossdresser who enjoys the attention, desiring  to be treated like a lady. Seeking for a man who can appreciate a well dressed CD for a  casual fun night or even something ongoing. I am a pleaser and I want to be pleased.  ðŸ’‹ 💎 Bath g...
  • FtM seeking Princess Bride in MilwaukeeFtM seeking Princess Bride in Milwaukee FtM seeking Woman in Milwaukee Hi, I'm Andy, age 33, FtM transgender man living in Milwaukee. 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 @AndyF...
  • Shy Crossdresser Seeks Friend Where I Can Discreetly Dress Up and Possible Dates.Shy Crossdresser Seeks Friend Where I Can Discreetly Dress Up and Possible Dates. Crossdresser Seeks Friend in Milwaukee Area Hi, my fem name is Gloria. I'm a married crossdresser in the Milwaukee area. I'm 28 years old, clean and disease free. I am passable in appearance and voice but wife doesn't approve. I really need to let my fem side out to play! I'm seeking cross dressin...
  • August 2nd, 2026
  • Tiffany Shelle - Your Milwaukee Tranny Girlfriend! 💞Tiffany Shelle - Your Milwaukee Tranny Girlfriend! 💞 Tranny Escort - Top/Bottom/GFE in Milwaukee It’s Tiffany Shelle your perfect tranny girlfriend 🥰 💕 SAFE💕 💯 LEGIT ✨💞 SKILLED, Exotic and Erotic 💦 🥰 I’m available to explore your shemale fantasy and give you pleasures you've only dreamed of!  I'm 100% function...
  • SuperFabulistic Shawna in Milwaukee...SuperFabulistic Shawna in Milwaukee... Tgirl Shawna here in Milwaukee tryna meet some hot guy for a hookup. I'm a freaky ebony hottie down for some serious booty call. Imma make you holla baby! I got a big treat gonna be right up your alley. So, come get you some of this superfabulistic Shawna - you know you WANNA! And come by here and s...
  • Jasmin T-girl Ready to make friendsJasmin T-girl Ready to make friends Want to Meet a T-Girl in Milwaukee? 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...
  • Spicy and Hot T-Girl from ColombiaSpicy and Hot T-Girl from Colombia Latina T-Girl in Milwaukee Hey guys, I am Colleen and I am looking for a long term relationship. I am open to FWB but would like something more serious eventually. I am 33 and have not had surgery. Nice surpise waiting for you! Send me a private message! ColleenLatinaT...
  • Hot trans chick with nice boobsHot trans chick with nice boobs Hot trans chick in Milwaukee. Sheila wants to meet you. Hey all, I am Sheila and I am ready for a date! Blonde hair, nice boobs, good curves and very kissable lips. I'm pre-op, top or bottom, love oral sex. Want to explore kinks? Me too!! Want to meet me? Send me a message @HotTransChick...
  • August 1st, 2026
  • M-F trans woman wants a dateM-F trans woman wants a date I want someone understanding and kind. Please check out my profile and rate me. I am 36, 5 feet 6 and elegant! My name is Lyssa....