Wisconsin Trans and Crossdressers Classifieds

Wisconsin trans and crossdressers classifieds - meet local trans women for dating, sex hookups or friendship. Browse transgender and crossdresser classifieds or post your own ad. Meet local TS/CD hotties to live your wildest fantasies!

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  • September 21st, 2026
  • 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 nau...
  • Trans Playmate Sex Kitten...Trans Playmate Sex Kitten... Ebony trans woman in Wisconsin wants to be your sex kitten and playmate so let's make a playdate! I love all men so any race or body type or political side is fine with me. I can get along with anyone and we're gonna have a great time. I do all men, gay, bisexual, bicurious, swingers and groups. I a...
  • Transgender🟢TINA TS😉💋 Transgender🟢TINA TS😉💋 Ready to play with a TGirl Tonight? Hi babe, I'm Tina 💋 I'm in Wisconsin and ready to meeup and hookup in LA tonight.. Let's hang out and have some super sexy fun!! I really need to get out and have some fun. Come check out MY PROFILE, browse my pix, videos and send me a message now.. ...
  • 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...
  • Smoke me out baby!Smoke me out baby! I'm a trans woman 37 years old, 5'9 in Wisconsin who doesn't smoke, but has a thing for sexy men smoking cigarettes. Call it a fetish or a kink if you will, but I love it. If done right it is soo sexy and inviting to my senses and gets my motor running every time. Truth is that it's erotic all in it...
  • A monster in the sheets, but a lady in the streets...A monster in the sheets, but a lady in the streets... Hello men, I'm Lilith a 27 year old sexy femme, fully functional, passible, sexy and hot to trot trans. I can be a bit racy and dirty when it's appropriate, but always maintain my poise in public. If you live in the Wisconsin area and are interested then drop me a line and introduce yourself. You ca...
  • Having fun and Staying YoungHaving fun and Staying Young Young trans fem looking for nice date with lady. I am kind and thoughtful and you will have a very good evening if I take you out. Let me know what you want to do or where you want to go. View profile and message me xoxo, Sherry....
  • Hot sexy shemale doll visiting Wisconsin now Hot sexy shemale doll visiting Wisconsin now Shemale Visiting Wisconsin 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. ...
  • TS Asian lady ready for upscale action (28)TS Asian lady ready for upscale action (28) Asian Transexual Lady for Man in Wisconsin Hot and sexy Asian transexual, fully functional and wants to play with you! Message RubyTS4male...
  • Beautiful Krystale 25 Wisconsin visiting nowBeautiful Krystale 25 Wisconsin visiting now Beautiful Shemale Visiting Wisconsin 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: Wisconsin Sex: Shemale Seeking: Man ...
  • 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 Wisconsin Area Hi, my fem name is Gloria. I'm a married crossdresser in the Wisconsin 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...
  • Debonair Trans dude, looks like BondDebonair Trans dude, looks like Bond F2M Trans Dude in Wisconsin 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....
  • 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...
  • HOT SHEMALE GIA will Satisfy Your Tranny Fantasy \ Wisconsin!HOT SHEMALE GIA will Satisfy Your Tranny Fantasy Wisconsin! LET'S TAKE CARE OF THAT TRANNY FANTASY! "Experience your secret tranny desires in real life!"  Hot shemale Gia wants to hook up with you in Wisconsin!  No strings - just great times, so join my page free for instant access! Shemale Gia's Wisconsin Sexbook @ShemaleGia27 Photos: 4...
  • Taking Applications - Need to Fill an Opening ;)Taking Applications - Need to Fill an Opening ;) Hi I'm Trish a trans single woman looking to fill an opening that has just been vacated here in Green Bay. I am taking applications for a sexy man who can take the initiative and fill this opening. The sooner the better. You will be starting from the top while I work the bottom. Cum over for an oral...
  • September 20th, 2026
  • Erotic exotic Asian queen in Wisconsin now (25)Erotic exotic Asian queen in Wisconsin now (25) Asian Transexual in Wisconsin 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....
  • Spicy and Hot T-Girl from ColombiaSpicy and Hot T-Girl from Colombia Latina T-Girl in Wisconsin 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...