Portland, ME Trans and Crossdressers Classifieds

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Show Ads In: Bangor | Portland, ME

  • June 19th, 2026
  • I Need a Sexy Man to Tame Wild Willy!I Need a Sexy Man to Tame Wild Willy! Hung Portland, ME Trans Woman Are you a snake charmer? A willy whisperer? A swami of salami? I am Desi, a shemale in Portland, ME with a big wild willy that always seems act out in inappropriate ways at the worst times. For instance I'll be relaxed, minding my own business at my favorite Starbucks ...
  • Trans Man waiting for right date with hot beautyTrans Man waiting for right date with hot beauty Handsome Trans Man for Dating in Portland, ME Hey! Thanks for looking at my ad. This is the first time I've done this so bear with me plz. I am Jared, FtM trans man. I transitioned at age 25 and I just turned 30. Come and meet me!  Check my personal profile @FtMJared29 and say h...
  • Your Flirty CD Sweetheart Awaits πŸ’•πŸ˜˜ Portland, MEYour Flirty CD Sweetheart Awaits πŸ’•πŸ˜˜ Portland, ME 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. πŸ’‹ πŸ‘  Feminine, fun and ...
  • HOT SHEMALE GIA will Satisfy Your Tranny Fantasy \ Portland, ME!HOT SHEMALE GIA will Satisfy Your Tranny Fantasy Portland, ME! 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 Portland, ME!  No strings - just great times, so join my page free for instant access! Shemale Gia's Portland, ME Sexbook @ShemaleGia27 Pho...
  • TS Asian lady ready for upscale action (28)TS Asian lady ready for upscale action (28) Asian Transexual Lady for Man in Portland, ME Hot and sexy Asian transexual, fully functional and wants to play with you! Message RubyTS4male...
  • 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....
  • June 18th, 2026
  • II'm a Horny Shemale πŸ˜ˆπŸ’‹ Looking For Sex Tonight!! Sexy ShemaleπŸ’Ž Ready to Rock Your World! Local Transsexual - TGIRL Sext App πŸ“² I'm a Transgender and I'm looking for a naughty man with a nice cock here in near me.. Who is wanting to share some sexy fun with me. I've been really horny and hard!! I love taking cock and giving it, what are...
  • Spicy and Hot T-Girl from ColombiaSpicy and Hot T-Girl from Colombia Latina T-Girl in Portland, ME 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...
  • Free Maine Transexuals GuideFree Maine Transexuals Guide Maine Transexuals Guide The Maine Transexuals Guide was prepared by our trans experts at AmericanTransexuals.com. We bring trans women and admirers together for friendship, dating and sex hookups. View our free Maine Transexuals Guide online.  Where to Meet Transexuals in Maine Despit...
  • Tiffany Shelle - Your Portland, ME Tranny Girlfriend! πŸ’žTiffany Shelle - Your Portland, ME Tranny Girlfriend! πŸ’ž Tranny Escort - Top/Bottom/GFE in Portland, ME It’s Tiffany Shelle your perfect tranny girlfriend πŸ₯° πŸ’• SAFEπŸ’• πŸ’― LEGIT βœ¨πŸ’ž SKILLED, Exotic and Erotic πŸ’¦ πŸ₯° I’m available to explore your shemale fantasy and give you pleasures you've only dreamed of!  I'm 100% funct...
  • Beautiful Krystale 25 Portland, ME visiting nowBeautiful Krystale 25 Portland, ME visiting now Beautiful Shemale Visiting Portland, ME 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: Portland, ME Sex: Shemale Seeking: Man ...
  • Hot sexy shemale doll visiting Portland, ME now Hot sexy shemale doll visiting Portland, ME now Shemale Visiting Portland, ME 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. ...
  • 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 Portland, ME Area Hi, my fem name is Gloria. I'm a married crossdresser in the Portland, ME 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 d...
  • Hot trans chick with nice boobsHot trans chick with nice boobs Hot trans chick in Portland, ME. 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...
  • 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....
  • Jasmin T-girl Ready to make friendsJasmin T-girl Ready to make friends Want to Meet a T-Girl in Portland, ME? 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...