Portland, ME Transgender Sex Ads

Browse Portland, ME transgender sex ads to meet local transexuals, crossdressers and shemales for sex, dating or friendship. It's free to search the trans sex classifieds, or post your own adult ad!

Home / Alternative Sex Ads / Transgender Sex Ads

Show Ads In: Bangor | Portland, ME

July 1st, 2025

Transgender 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...

Raunchy Shemale Seeking Local Man for Wild Fun I love getting down and dirty with a man who knows how to handle a shemale like me. My name is Seline, and I'm looking for someone in Portland, ME who can keep up with my insatiable appetite for sex. Whether you're into giving or receiving, I'm your girl. From top to bottom, I'll make sure you le...

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 ...

Spark 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 ...

Transgender 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...

Jasmin 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...

Elisabeth 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...

A Sensual Journey with Joline Hey there, I'm Joline from Portland, ME. I'm a curvy and confident transgender woman who loves exploring the vibrant LGBTQ community in our city. Whether it's sipping coffee at Bard Coffee or catching a show at Port City Music Hall, I always enjoy meeting new people and making connections. I embr...

June 30th, 2025

Tempting 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 ...

TS 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...

27 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 ...

A 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...

Sensual Transgender Beauty Ready for Adventure Hey there! I'm Karolina, a transgender woman from Portland, ME. I love embracing my true self and being part of the LGBTQ community. If you're looking for someone who is open-minded, adventurous, and loves to explore new places, then I'm your girl! I enjoy spending time in nature, trying out new...

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 ...

Hot Shemale Looking for Wild Fun in Portland, ME I'm Sher, a sexy shemale ready to rock your world with some mind-blowing action. I'm on the hunt for a local man who can handle all my desires and more. If you're into kinky play and steamy encounters, then I'm the one for you. When it comes to sex, I love it all - from deepthroat blowjobs to rou...

Hot Shemale Looking for Fun in Portland, ME I'm a sexy shemale named Robby looking for a local man to have some wild and raunchy fun with. I love getting down and dirty, exploring all kinds of naughty fantasies together. From deepthroat blowjobs to hardcore anal play, I'm up for anything that gets us both off. I want to ride you hard and ma...

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,...

Brandi 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...

New Body New Me M2F post-op in Portland, ME 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 Na...

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 ...

Hot 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...

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...

Spark up some magic with Inna Hey there! I'm Inna, a transgender beauty from Portland, ME. I love the vibrant LGBTQ community here and enjoy exploring new places like Old Port and Eastern Promenade. Want to grab a coffee at Tandem Coffee Roasters or take a stroll through Deering Oaks Park? I embrace my unique journey as a tr...

Transgender Beauty Seeking Love in Portland Hey there! My name is Nona, and I'm a transgender woman living here in beautiful Portland, ME. 💕 When it comes to describing myself, I have a curvy figure that'll make you weak in the knees. 😏 As for my ethnicity and nationality, let's just say I'm a delightful mix of cultures that will kee...

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...

Well 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...

Shemale 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...

Seeking 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...

Raunchy 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...

Embrace 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 ...

Raunchy 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...

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...

Looking for Love and Adventure! Hey there! My name is Fawnia, and I'm a transgender woman living in beautiful Portland, ME. 🌸 I may not have the body type you'd expect, but trust me, it's what's inside that truly matters. I have a heart full of love and an adventurous spirit that's always seeking new experiences. 💖 As fo...

Superior 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...

Euphoric Transgender Seeking Connection in Portland Hey there! I'm Amara, a proud transgender woman from Portland, ME. I love exploring the vibrant LGBTQ community here and embracing my true self. It's empowering to be able to express who I really am without fear or judgment. I'm looking for someone special to share laughs, deep conversations, an...

Debonair 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...

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...

Sexy Shemale Seeking Local Man for Wild Fun in Portland, ME Are you looking for a hot shemale to fulfill all your wildest fantasies? Look no further because Charisse is here to satisfy all your desires. I love being both a top and bottom, giving and receiving blowjobs, getting my tight ass pounded, sucking on a throbbing cock, and making you cum over and o...

Hot Shemale Looking for Naughty Fun in Portland, ME Are you ready to have some wild and kinky fun with a sexy shemale like me? My name is Ranice and I'm looking for a local man who can handle all of my dirty desires. I love being both a top and a bottom, so we can switch things up and have the best of both worlds. Whether you want to give me a slop...

F/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...

Elegant 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 ...

Euphoric Transgender Beauty Looking for Love Hey there! I'm Mandi, a proud transgender woman from Portland, ME. I may not fit society's standards of beauty, but my unique body type and ethnicity make me one-of-a-kind. You can check out my pics at my personal profile page @mandipor26815. I love being part of the LGBTQ community because it al...

Hot 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 ...

Curious 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...

June 29th, 2025

Ethereal Trans Beauty Seeking Connection Hey there! I'm Cecily, a transgender woman from Portland, ME. I may not fit society's mold of what a woman should look like, but I embrace my uniqueness with pride. Being part of the LGBTQ community has opened my eyes to a world of acceptance and love that I never knew existed. I'm looking for s...

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 the Port...

Elegant Transgender Beauty Looking for Love in Portland Hey there, I'm Darya, a transgender woman living in Portland, ME. I love exploring the local art scene, trying out new restaurants like Duckfat and Eventide Oyster Co., and taking long walks along the Eastern Promenade. Being part of the LGBTQ community has brought so much joy and empowerment into...

FtM seeking Princess Bride in Portland, ME FtM seeking Woman in Portland, ME Hi, I'm Andy, age 33, FtM transgender man living in Portland, ME. 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 ...

Raunchy Shemale Seeking Local Man for Wild Fun in Portland, ME Are you looking for a hot shemale to fulfill all your wildest fantasies? Look no further, because I'm Verna and I'm ready to show you a good time. I love getting down and dirty with a man who knows how to handle a tranny like me. I enjoy everything from giving sloppy blowjobs to taking it hard a...

Meet 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...