Southern MD Trans and Crossdressers Classifieds

Southern MD 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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  • November 3rd, 2026
  • II'll Make You Feel Like a King Baby! Trans Queen Seeks King in Southern MD I'm queen Delilah a trans woman here in Southern MD 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 ...
  • Tiffany Shelle - Your Southern MD Tranny Girlfriend! 💞Tiffany Shelle - Your Southern MD Tranny Girlfriend! 💞 Tranny Escort - Top/Bottom/GFE in Southern MD 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% functi...
  • I want to be a whoreI want to be a whore I am a transexual very hot. Good with my mouth and my ass. Comment on my photos. I would appreciate it if you downloaded my photos and share me with other men in the Southern MD area. Click here and come see me anytime!...
  • I LOVE DRESSING AS A SEXY WOMAN.. I want you to see me ( Southern MD )I LOVE DRESSING AS A SEXY WOMAN.. I want you to see me ( Southern MD ) Sexy Crossdresser Elissa Looking for Hot Fun in Southern MD💋    Do you like knowing I'm a man in womens clothes.. do I look sexy??    - VEW MY CD PICTURES Are you wanting to satisfy your innermost desires with a sexy shemale such  as myself? My name is Elissa and I am...
  • Hot trans chick with nice boobsHot trans chick with nice boobs Hot trans chick in Southern MD. 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...
  • Penny for your thoughts?Penny for your thoughts? Penny TS in Southern MD 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 ...
  • 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....
  • November 2nd, 2026
  • 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 Southern MD Area Hi, my fem name is Gloria. I'm a married crossdresser in the Southern MD 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 dre...
  • Your Flirty CD Sweetheart Awaits 💕😘 Southern MDYour Flirty CD Sweetheart Awaits 💕😘 Southern MD I am a  hot, cool and confident crossdresser who enjoys the feeling of being wanted, loved and taken care  of like a lady. Whether you are looking for some hot action, a nice relationship or even a  friend with benefits, I am here to make it unforgettable. 💋 👠 Feminine, fun and ...
  • Debonair Trans dude, looks like BondDebonair Trans dude, looks like Bond F2M Trans Dude in Southern MD 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 relationshi...
  • Hot sexy shemale doll visiting Southern MD now Hot sexy shemale doll visiting Southern MD now Shemale Visiting Southern MD 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. ...
  • HOT SHEMALE GIA will Satisfy Your Tranny Fantasy \ Southern MD!HOT SHEMALE GIA will Satisfy Your Tranny Fantasy Southern MD! 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 Southern MD!  No strings - just great times, so join my page free for instant access! Shemale Gia's Southern MD Sexbook @ShemaleGia27 Photo...
  • TS Asian lady ready for upscale action (28)TS Asian lady ready for upscale action (28) Asian Transexual Lady for Man in Southern MD Hot and sexy Asian transexual, fully functional and wants to play with you! Message RubyTS4male...
  • 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...
  • 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....