Portland, ME Transgender Sex Ads

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Show Ads In: Bangor | Portland, ME

  • May 15th, 2026
  • A Sensual Journey: Seeking Connection in PortlandA Sensual Journey: Seeking Connection in Portland Hey there, I'm Sheryl, a transgender woman from Portland, ME. I may not fit society's standards of beauty, but I embrace my unique body type and ethnicity with pride. As a member of the LGBTQ community, I love the freedom to express myself authentically. I'm looking for someone who appreciates au...
  • Discover Love and Adventure with Eloise!Discover Love and Adventure with Eloise! Hey there! It's Eloise, your friendly transgender cutie from Portland, ME. Are you ready to embark on a thrilling journey of love and connection? Well, look no further because I'm here to sweep you off your feet! As a transgender individual, I've learned to embrace my true self and celebrate the ...
  • Tempting Transgender in Portland Looking for LoveTempting Transgender in Portland Looking for Love Hey there! My name is Claudette and I'm a transgender woman living in Portland, ME. I love exploring the local art scene, checking out new restaurants, and taking long walks by the waterfront. Some of my favorite spots to meet for a date are Coffee By Design, The Holy Donut, or taking a stroll thr...
  • SHEMALE HOOKUPS! Wanna Have a Great Time in Portland, ME, Maine? SHEMALE HOOKUPS! Wanna Have a Great Time in Portland, ME, Maine? HOT!  SHEMALE HOOKUPS  "The girl with a naughty little secret in her panties!" SIGNUP FREE: INSTANT ACCESS!  Shemale Profiles Browse Uncensored Photos, Swap Your Pics, Join Live Web Cams, Swap Private Messages, Sext & Hook Up!  Join free for Instant Access to th...
  • Well Endowed Shemale for Man in Portland, MEWell Endowed Shemale for Man in Portland, ME Hung Shemale for Man in Portland, ME 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 un...
  • Looking for Love and Adventure in Portland!Looking for Love and Adventure in Portland! Hey there, lovely people of Portland! My name is Gaylene, and I'm a proud transgender woman who's ready to explore the dating scene. 💖 I may not have the body type of a supermodel or hail from an exotic land, but what I lack in those areas, I make up for with my vibrant personality and zest fo...
  • Looking for Love and Adventure in Portland, ME!Looking for Love and Adventure in Portland, ME! Hey there! My name is Joyan, and I'm a transgender individual living in beautiful Portland, ME. 🌈 I'm excited to put myself out there and find someone special who shares my love for life and embraces diversity. 💖 As a proud member of the LGBTQ community, I find joy in being true to myself a...
  • Sexy Shemale Dede Ready to Play in Portland, MESexy Shemale Dede Ready to Play in Portland, ME Looking for a hot man who can handle this tight and throbbing shemale ass? Well, look no further because Dede is here to satisfy all your wildest fantasies. I'm a naughty tranny seeking a local man for some mind-blowing sex and fun times. When it comes to the bedroom, I love it all - from giving ...
  • Raunchy Shemale Looking for Hot Fun in Portland, MERaunchy Shemale Looking for Hot Fun in Portland, ME Are you ready for a wild time with a sexy shemale like me? My name is Giorgia and I'm looking for a local man who can handle all my dirty desires. I love being both top and bottom, giving and receiving blowjobs, getting my tight ass pounded, sucking on a throbbing cock until it explodes with cum, ...
  • Elisabeth waiting to be your QueenElisabeth waiting to be your Queen TRANSEXUAL FOR MAN IN THE Portland, ME 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 Mes...
  • 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 Portland, ME 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 naught...
  • Discover the Beauty of Love with Lorine!Discover the Beauty of Love with Lorine! Hey there, lovely people of Portland, ME! My name is Lorine and I'm thrilled to be part of this vibrant LGBTQ community. 💖 As a transgender individual, I've come to embrace my true self and find immense joy in being part of this beautiful spectrum. 🌈 While we may not have crossed paths yet,...
  • Embrace Your True Self with AngelinaEmbrace Your True Self with Angelina Hey there, I'm Angelina from Portland, ME. I'm a curvy Latina beauty who loves exploring the vibrant LGBTQ community in our city. Whether we grab a coffee at Tandem Coffee Roasters or enjoy a romantic dinner at Fore Street, I'm all about creating meaningful connections and having a good time. You ...
  • 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...
  • 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...
  • Shemale Nightclubs Near You in Portland, ME, MaineShemale Nightclubs Near You in Portland, ME, Maine Shemale Nightclubs Near You in Portland, ME, Maine Shemale Clubs Near You in Portland, ME, Maine 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 i...
  • Hot Shemale Looking for Wild Fun in Portland!Hot Shemale Looking for Wild Fun in Portland! Hey there sexy studs! I'm Melania, a naughty shemale from Portland, ME, looking for a local man to satisfy all my dirty desires. If you're into kinky play and hot steamy action, then I'm the girl for you! I love getting down and dirty with a man who knows how to handle a horny shemale like me. From...
  • Spark a Connection with JosephineSpark a Connection with Josephine Hey there! I'm Josephine, a transgender woman from Portland, ME. I love exploring the vibrant LGBTQ community here and soaking up all the love and support. 🏳️‍🌈 I'm looking for someone special to share laughs and deep conversations with over a cup of coffee at Tandem Coffee Roasters or ...
  • F/M seeking love and funF/M seeking love and fun Female to Male Trans Man in Portland, ME 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 i...
  • Hot Shemale Britani Looking for a Wild Time in Portland, MEHot Shemale Britani Looking for a Wild Time in Portland, ME I love getting down and dirty with a man who knows how to handle a sexy shemale like me. My name is Britani and I'm on the hunt for a local guy who can keep up with my insatiable appetite for all things naughty. Whether you're into giving or receiving, I'm game for it all. From sloppy blowjobs to ...
  • Elegant Transgender Beauty Seeks Connection in PortlandElegant Transgender Beauty Seeks Connection in Portland Hey there, I'm Adina, a confident and charming transgender woman living in Portland, ME. I love exploring the vibrant LGBTQ community here and soaking up all the creative energy this city has to offer. I'm looking for someone special to share laughs, deep conversations, and maybe even a romantic ...
  • 27 y/o Sexy Hung Crossdresser in Portland, ME27 y/o Sexy Hung Crossdresser in Portland, ME Hung Crossdresser for Male in Portland, ME 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 ...
  • Seeking Local Man for Shemale Fun in Portland, MESeeking Local Man for Shemale Fun in Portland, ME I love getting down and dirty with a man who knows how to handle a shemale like me. My name is Maurine and I'm looking for someone in the Portland area who can satisfy all my cravings. I enjoy being both a top and bottom, giving blowjobs, getting my ass pounded, sucking dick, riding cock, and expe...
  • Spicy Hot 🌶 Tranny Girl from Colombia Spicy Hot 🌶 Tranny Girl from Colombia Latina Tranny Girl in Portland, ME Hey guys, I am Gabriella and I am looking for a longterm relationship with a gentleman who love sex as much as I do! I am open to FWB but would like something more serious eventually. I am 33 and have not had surgery except breasts. I am smooth and clean, very fem...
  • HMU for Sex in Portland, MEHMU for Sex in Portland, ME Newly Single and Ready to Mingle in Portland, ME 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 Portland, ME, Maine area then message me @BarbieSingle28.      ...
  • Sexy M2F Preop Trans, Lovely Surprise Waiting in my Panties 💖💖Sexy M2F Preop Trans, Lovely Surprise Waiting in my Panties 💖💖 Preop Trans in Portland, ME Hi! I'm Brandi, new TS in the Portland, ME 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 ...
  • A Journey of Self-DiscoveryA Journey of Self-Discovery Hey there, I'm Arliene from Portland, ME. I'm a curvy Filipino-American trans woman who loves exploring the vibrant LGBTQ community in our city. Whether it's grabbing a cup of coffee at Tandem Coffee Roasters or enjoying a scenic walk through Deering Oaks Park, I always find joy in connecting with...
  • Raunchy Shemale Elena Seeking Local Man for Hot Encounters<br>Raunchy Shemale Elena Seeking Local Man for Hot Encounters
    Are you ready to experience the ultimate pleasure with a sexy shemale in Portland, ME? Look no further because I am here to fulfill all your wildest fantasies. My name is Elena and I am a naughty shemale looking for a man who can handle my insatiable appetite for sex and fun. When it comes to get...
  • Gorgeous, Passable Trans in Portland, ME 😍Gorgeous, Passable Trans in Portland, ME 😍 Gorgeous Passable Trans MtF for Man in Portland, ME 😍 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...
  • Raunchy Shemale Seeking Local Man for Wild FunRaunchy Shemale Seeking Local Man for Wild Fun I'm Marcy, a hot and horny shemale in Portland, ME looking for a man who can handle all that I have to offer. I love to suck and fuck, top or bottom, whatever gets you off. My tight ass is always ready for a good pounding, and my huge throbbing cock is sure to leave you begging for more. I enjoy g...
  • May 14th, 2026
  • Transgender Temptation in PortlandTransgender Temptation in Portland Hey there, I'm Dea, a proud transgender woman living in Portland, ME. I love embracing my true self and being a part of the LGBTQ community. It's all about authenticity and living life to the fullest! If you're looking for someone who is open-minded, adventurous, and loves to explore new places, t...
  • Hot Shemale in Portland Looking for Wild FunHot Shemale in Portland Looking for Wild Fun Are you ready to get down and dirty with a sexy shemale like me? My name is Liana and I am looking for a local man who can handle all of my naughty desires. I love being on top, giving blowjobs, getting my ass pounded, and so much more. If you're into exploring new sexual experiences, then I'm the...
  • Raunchy Shemale Looking for Hot EncountersRaunchy Shemale Looking for Hot Encounters Are you ready to get down and dirty with a sexy shemale who knows how to please? Look no further, because I'm Shana, your ultimate fantasy come true. I'm a hot tranny from Portland, ME, Maine seeking a local man for some wild and unforgettable fun. When it comes to sex, I'm open-minded and adven...
  • Debonair Trans dude, looks like BondDebonair Trans dude, looks like Bond F2M Trans Dude in Portland, ME 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 relationsh...
  • Spark up some magic with me 💫Spark up some magic with me 💫 Hey there, I'm Danni from Portland, ME 🌲🌊! I'm a fun-loving trans woman who loves exploring the LGBTQ scene in the city. From grabbing a coffee at Tandem Coffee Roasters ☕️ to enjoying a nice dinner at Central Provisions 🍽️, I'm always up for an adventure. You can check out my pics ...
  • Superior Massage by gorgeous T-GirlSuperior Massage by gorgeous T-Girl T-Girl for Dating in Portland, ME 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: Gay...
  • INTERACTIVE MAP: Transexual Tracker in the Portland, ME Area!INTERACTIVE MAP: Transexual Tracker in the Portland, ME Area! Local Trans Hookups Interactive Mapping Meet Local transexuals in the Portland, ME 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 ...
  • Meet Maine Transexuals Online: Live Chat, Member Profiles, Photo Swaps & Local Trans ClubsMeet Maine Transexuals Online: Live Chat, Member Profiles, Photo Swaps & Local Trans Clubs Meet Maine Transexuals Online!  Meet Maine 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 Maine transe...
  • Seeking Local Man for Raunchy Shemale FunSeeking Local Man for Raunchy Shemale Fun Are you ready to experience the wildest night of your life? I'm Amalia, a sexy shemale from Portland, ME, looking for a local man who can handle all the naughty things I have in store. When it comes to sex, I don't hold back. I love being on top and taking control, but I also enjoy getting down on...
  • Looking for Love and Adventure in Portland, ME!Looking for Love and Adventure in Portland, ME! Hey there! My name is Marta, and I'm a proud transgender woman living in beautiful Portland, ME. 💕 I'm here to find someone special who appreciates me for who I am and wants to embark on exciting adventures together. As a trans woman, I embrace my uniqueness and celebrate the LGBTQ+ community....
  • Hot Shemale in Portland, ME Looking for a Wild TimeHot Shemale in Portland, ME Looking for a Wild Time Are you ready to experience the ultimate pleasure with a sexy shemale like me? My name is Cory and I am seeking a local man who can handle all of my desires. I love being both top and bottom, giving and receiving blowjobs, getting my ass pounded hard, sucking on a throbbing cock, and experiencing ...
  • A Sensual Journey: Seeking Connection in Portland, MEA Sensual Journey: Seeking Connection in Portland, ME Hey there, I'm Nicki from Portland, ME. I'm a curvy transgender woman with a mix of European and Asian heritage. I love exploring my identity and embracing the LGBTQ community. It's liberating to be true to myself and connect with others who understand that journey. I'm looking for someone specia...
  • Elegantly Transcending BoundariesElegantly Transcending Boundaries Hey there, I'm Deeann from Portland, ME. I am a curvy and confident transgender woman who loves embracing my true self. Being part of the LGBTQ community brings me so much joy and freedom to express myself authentically. If you're looking for a fun and adventurous date, let's meet up at the charmi...
  • Tempting Transgender in Portland Looking for LoveTempting Transgender in Portland Looking for Love Hey there, I'm Carlena, a fun-loving transgender woman from Portland, ME. I may not fit society's idea of "normal," but that's what makes me unique and beautiful. I embrace my LGBTQ identity and love being part of such a diverse community. I'm looking for someone who appreciates authenticity and ...
  • Euphoric Transgender Beauty Seeking ConnectionEuphoric Transgender Beauty Seeking Connection Hey there! I'm Amanda, a confident and charming transgender woman from Portland, ME. I have a curvy body and mixed heritage background that adds to my unique charm. I love embracing my LGBTQ identity and all the beauty that comes with it. I'm looking for someone who appreciates authenticity and e...
  • Euphoria Seeker Looking for ConnectionEuphoria Seeker Looking for Connection Hey there! I'm Lily, a transgender woman from Portland, ME. I may not fit society's norms, but that just makes me all the more unique and special. I love exploring my LGBTQ identity and embracing every part of who I am. I'm looking for someone who is open-minded, kind-hearted, and ready to go on...
  • TS M2F Top in Portland, METS M2F Top in Portland, ME TS Top Seeking Man in Portland, ME 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...
  • Spark a Connection with Tatum from Portland, ME!Spark a Connection with Tatum from Portland, ME! Hey there! I'm Tatum, a fun-loving transgender individual from Portland, ME. I may have a curvy body type, mixed ethnicity, and American nationality. You can check out my pics at my personal profile page @tatumport67593. I love being part of the LGBTQ community because it allows me to fully embra...
  • Curious and Confident: LetCurious and Confident: Let's Explore Together! Hey there! 💃🌈 Looking for someone who loves adventure, laughter, and appreciates the beauty of life? Well, you've found me! I'm Giana, a proud transgender woman from Portland, ME. 🌟 As an LGBTQ community member, I embrace my uniqueness with open arms. Being trans has given me the streng...
  • Transgender Cutie Seeking Connection in PortlandTransgender Cutie Seeking Connection in Portland Hey there, I'm Sammy, a fun-loving transgender gal from Portland, ME. I may not fit society's mold, but that's what makes me unique and proud to be part of the LGBTQ community. I enjoy exploring the local art scene, grabbing a cup of coffee at Tandem Coffee Roasters, or taking a stroll through the...