Portland, ME Transgender Classifieds
Browse Portland, ME transgender classifieds to meet local transexuals, crossdressers and shemales for sex, dating or friendship. Contact any of these trans advertisers to swap pics and contact info. Chat online or text and arrange real-time sex hookups if you feel a connection. It's free to search all trans classifieds, or post your own adult ad!
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Show Ads In: Bangor | Portland, ME
- November 12th, 2025
Tantalizing Tina with a HUGE W33NAH! Portland, ME Trans Woman for Hookup!
Hey gents I'm Tina a trans female hot for all you sexy Portland, ME men and wnat to show you a time you'll never forget! Do you like them thick, long and uncut? Then I'm the girl for you. Look no further for a passible and functional t girl - HERE I AM!
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Erotic exotic Asian queen in Portland, ME now (25) Asian Transexual in Portland, ME
Stunning TS - Talia 25. Asian mixed race, non op, loves sex. Nice build with long slender legs to wrap around you. Message me @TaliaAsianQueen for my photos and contact information. Classy in public but trashy in the bedroom. Versatile and attentive to your needs. L...
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British T-girl Seeking Classy Gentleman in Portland, ME... I am Lacy, a white, blonde haired, trans woman, 30 years old, 5'9, 160 pounds, from Manchester, England and need a man who is educated, refined and handsome. I have just relocated to Portland, ME and am financially independent and looking for a gentleman who is like-minded, equally solvent and has e...
SECRET CROSSDRESSER? - Meet with Me for Discreet Dressing in Portland, ME Secret Crossdressing Hookups in Portland, ME
Hey there. I'm Sam (Samantha when dressed up). If you're reading this ad you may be a crossdresser who needs to let your feminine side out to play. Me too! If you're in the closet or married, it's no problem. I live alone, have a nice, home with a privat...
New Body New Me M2F in Portland, ME
Hi, I'm Natasha, newly transitioned, exploring this beautiful new chapter in my life, and ready to date. Gorgeous non-op 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...
Selena Trans girl cute looking for love Hello boys. I am looking for love. You want meet me? I want meet you too! See my pictures @SelenaIsTrans and send me a message to set up a date.
I like going out for food or drinks, having a great time and I especially like great sex! I am preop and can do top or bottom though I kind of prefer top ...
Email Portland, ME Shemales❤️🔥 I'm a well hung TGIRL and Want to have some sexy fun tonight.. Let's Fuck
Want to meet the Shemale and Transsexual of your dreams? Look no further, this website gives you instant access to real TGIRLS, SHEMALES and TRANSSEXUALS!! The best part is they are online and you get connected...
Penny for your thoughts? Penny TS in Portland, ME
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 @PennyTSswitch!!
I'm a mixed race sweetheart, looking for a nice man who will enjoy being with me. Let's enjoy having some fun, hot dates a...
Trans Playmate Sex Kitten... Ebony trans woman in Portland, ME 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. ...
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 my wife doesn't approve. I REALLY need to let my fem side out to play!
I'm seeking cros...
Ebony TS Playmate for Men Who Know What They Want 🖤🍆 If you are the type of person who does not want to waste time with games or small talk… we are already off to a good start 😘
I am a sexy, curvy TS babe who loves attention, loves giving pleasure, and lives to be desired. I will come looking like a dream and be read...
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 and show you...
PLAY😍WITH😍MY😍TRANNY😍COCK I'm a Sexy Shemale LIVINGIN PORTLAND MAINE ❤️😉
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I'm a Transsexual woman living in MaineI want to find another transgender loveror a man who loves tranny women, is that you?? We need to have some fun and get naughty..
TRANSSEXUAL - GFE 🌠...
Strict Shemale Dominatrix in Portland, ME - @DesireeTransDomme Powerful African-Queen Dominatrix in Portland, ME
I am full-time professional Domme Desiree. My Portland, ME area dungeon is well equipped. This is My life, not a hobby. I am a strong-willed shemale who will take charge and maintain total control. Your obedience is required at all times and you wil...
I Need a STEAM ROLLER Baby!!! I want you to inject my soul with that sweet lover's pole till there ain't much of me left behind. I'm your whore so just F my brains out tonight. I'm a naughty trans looking for a top big boy to have his way with me. So it's heels and ass up and earth moving sex the hard way. That's the way I like ...
Well Endowed Shemale is beautiful Portland, ME 32 Well Endowed Shemale in Portland, ME
I am Blanca. I am ready to eat your manhood now. Top or bottom. Bareback if you're clean. Come say hello. I'm friendly, sexy as hell and always satisfy my partner. Give me a try. Message me @BlancaShemale32 with your recent pic or selfie for my latest pictures a...
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 ...
Smoke me out baby! I'm a trans woman 37 years old, 5'9 in Portland, ME 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...- November 11th, 2025
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Flawlessly gorgeous trans bombshell in Portland, ME Trans MtF for Man in Portland, ME
I transitioned 6 years ago at the age of 18. I'm still fully functional but live 24/7 as a female. I pass flawlessly so let's go out on the town! I am gorgeous, with long light brown hair, hour glass figure and long shapely legs. I am short and cute and I have bedr...
I'm a Horny Shemale 😈💋 Looking For Sex Tonight!! Sexy Shemale💎 Ready to Rock Your World!
Local Transsexual - TGIRL Sext App 📲
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...
Free 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...
Sexy hung and big busted Hung and Busty Shemale in Portland, ME
Tammy, 39, big tits!! Well hung, everything works, clean and so cute!! What more could you want in a gurl?!! How about you message me @Tammy39T and we can talk and meet! Send your recent pic for mine.
Username: @Tammy39TLocation: Portland, ME, Maine...
Hi Guys!! 32 y/o Trans looking for someone fun! Lara 32 y/o Transexual in Portland, ME for Man
Hello, thanks for looking at my ad! I'm Lara. I am 32 years old and transitioned when I was 24 but no surgery other than breast augmentation and some minor body touchups. I pass exceptionally well, fully functional. I'm feminine and classy so you will ...
Tainted Love - Beyond Compare! Kinky Trans Woman in Portland, ME
Hi I'm tgirl Trisha to show you boys a different kind of kinky love in Portland, ME. What kind of kink? You'll have to contact me to find out. I'm open to all sorts of fetish play if you are. I need a hookup with an open minded man. The sort of man who appreci...
Portland, ME💋 TS Tina – Your Naughty Escape, Anytime, Anywhere 🌎🔥 Hey sexy… Your sweet seductive fully loaded TS dream girl Tina is here to fulfill your deepest desires from anywhere in the world 😘
I possess the right amount of softness while maintaining the perfect playful demeanor and I always welcome men who understand how to treat a genuine wild wom...
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 Portland, ME area and are interested then drop me a line and introduce yourself. You...
Jasmin T-girl Ready to make friends Want to Meet a T-Girl in Portland, ME?
Hey, I am Jasmin, with a great body and busty. Hit me up @SweetJasminT. I love tatts and I'm 420 friendly, down to party! Lets swap some pics and then meet up for a fun date and see where it goes! I'm preop and functional, very sex positive and love all s...
I'm the Girl Your Mum Never Warned You About!... But then, how could your mother have known? I'm Dirty Diana corrupting good decent honest men like yourself here in Portland, ME for many moons. I got a big secret and it's show and tell time baby! It's easier to show you than to tell you. I'm fully functional and passible. I need a sexy man who liv...
Transgender🟢TINA TS😉💋 Ready to play with a TGirl Tonight?
Hi babe, I'm Tina 💋 I'm in Portland, ME 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...
Beautiful Krystale 25 Portland, ME visiting now Beautiful Preop 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.
Krystale25shemale
Username: @Krystale25shemale
Age: 25
Location: Portland, ME, Maine
Sex: MtF Trans
Seeking: M...
Having fun and Staying Young Young-ish 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 @SherryTransFem33 and message me. Send your pics for mine. I'm hoping to find real chemistry an...
I 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 Portland, ME area. Click here and come see me anytime!...
Tiffany Shelle - Your Portland, ME Tranny Girlfriend! 💞 Tranny Escort - Top/Bottom/GFE in Portland, ME
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% funct...
Don't Worry I Bite! Feisty redhead trans in Portland, ME full of fun and loves it rough on the bottom. I'm 5'9, 170 pounds, 32 years old, well endowed, fully functional, passible and hot to trot. You can take me anywhere, but I can't promise to always behave. I have a dirty mind and when the urge hits it's hard to cont...
Do you know the difference between a dick and a bucket of popcorn? You don't know? Well then take me to the movies baby! Mmmm think of all that creamy, buttery, salty goodness! Talk about a double feature. lol Hope you have the munchies for this hot Portland, ME tranny tonight. Save your appetite boy! Me: trans, 30yrs, 5'10, functional, thick, uncut and longer...
Letha Aims to Fill YOU With Her Love Gun!!! Trans Woman Needs U 4 Target Practice!
Hey boys, my name is LethaWeapon here in Portland, ME and I got a BIG love gun to whip and pound you with until you scream! I'm def top and alpha and don't take no shit! Imma make you suck me first just for foreplay then I'll throw you back for some hard inser...- November 10th, 2025
HOT SHEMALE GIA will Satisfy Your Tranny Fantasy Portland, ME! LET'S TAKE CARE OF THAT TRANNY FANTASY!
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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
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Hot sexy shemale doll visiting Portland, ME now Shemale Visiting Portland, ME
Very hot sevy and curvy shemale chick with big delicious lady stick, fully functions for top or bottom. Message me on my profile page @TaylaShemale1.
Seeking a kind gentleman for romance and fun. I adore introducing men who are new to shemale sex. HMU! Possible l...
Black/Ebony Transsexual - Your New Addiction – One Taste and You’ll Beg for More 🍑💋 Warning: I’m addictive 😘 View My Ebony TS Profile here -
I possess more than attractive features. I am a complete TS woman who enjoys teasing and pleasing while taking control of your dreams. My body features long legs and thick thighs and soft lips and a hidden secret th...
TS Temptress Ready to Ruin You (In the Best Way) 😈💦 Portland, ME Hey lover 😘 I’m a high-femme TS bombshell — curves for days, lips made for kissing (and more), and a hunger that doesn’t quit. After dinner I appear sweet but I transform into a woman who crawls to the bed naked while wearing only a mischievous expression...
Latina TS Dirty Girl Looking for a Gentleman's Dark Side 🔥👠 Sweet on the surface. Filthy underneath. View My Trassexual Dating Profile Here -
As a TS darling I present like a dream while playing like a fantasy. Stockings. Heels. A tight dress. Soft skin. And a throbbing surprise you’ll love exploring 😘 I need you to undress me gr...
Don't Hate Me 'Cause I am Fabu-licious!... Fun and Fabulous T-Girl in Portland, ME
Look no further honey, I'm Franny an Ebony trans woman here in Portland, ME to fulfill your wildest fantasies. Dreams really do come true when you are with Fabulous Franny. I'm all about the frills and the thrills baby! We can freak it and they don'...
Transgender Goddess for Late-Night Escapes & Filthy Fun 🌙💋 It’s late. You’re restless. And you’re craving something… different 😏 - View My Transsexual Dating Profile -
As your TS fantasy girl I offer sultry and smooth vibes while delivering experiences beyond what your ex could have imagined. My secret between...
Superb Shemale in Portland, ME... T-Girl for NSA Encounters in Portland, ME
When you decide to take a walk on the wild side it's always best to take me, Nicky, a superb shemale in Portland, ME. I've got everything you need and then some. Fully functional, petite, passible and extra large for extra fun! I love to flirt, fondle,...
Portland, ME's Transtastic Toni... I LIKE to do the Wild Thing! T-Girl Toni for NSA in Portland, ME
Hi you sexy man! I'm Toni a trans woman from here in Portland, ME. Looking forward to a fun, sexy evening with you tonight. Let's make some memories that we'll never forget! I'm a 28 year old redhead tgirl who's passionate, warm, funny, hung, functional...
Road Head Sally Drivin' Hard in Portland, ME Tonight! I'm Road Head Sally a horny t-girl for you busy guys on the go in Portland, ME. Hey, what's the best time for road head? When there's gas in the tank baby! Let's go for a wild ride your car or mine and let me treat you to Sally's specialty. I drive or you drive which ever you prefer. We can drive or...- November 9th, 2025
Crystal, 27 New to the area Heyyy!. I'm Crystal and I am 27. I'm new to the Portland, ME area and want to make some new friends! I am a masseuse, hot body, in great shape, and well hung. If you want to get together, Send me a private message Crystal27trans <3
Username: @Crystal27transLocation: Portland, ME, Main...
I'll Make You Feel Like a King Baby! Trans Queen Seeks King in Portland, ME
I'm queen Delilah a trans woman here in Portland, ME 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 scandalou...