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
- February 26th, 2026
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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 ...- February 25th, 2026
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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Black/Ebony Transsexual - Your New Addiction β One Taste and Youβll Beg for More ππ Warning: I’m addictive π 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...
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...
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 ...
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...
Ebony TS Playmate for Men Who Know What They Want π€π 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 π
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...
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. ...
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...
Iβm a Sexy and Naughty T-Girl Here in Portland, ME. Portland, ME T-Girl 4 NSA
Fabulous Fanny here boys! I'm a trans woman living in the Portland, ME area. Sweet, sexy, friendly and outgoing. I will definitely make you feel happy/sexy vibes and relaxed. I have an amazing body boys. I'm a pretty t-girl with a big present! So forget all your worr...
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...
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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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...
Transgenderπ’TINA TSππ Ready to play with a TGirl Tonight?
Hi babe, I'm Tina π 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...
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...
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I'm a Horny Shemale ππ Looking For Sex Tonight!! Sexy Shemaleπ Ready to Rock Your World!
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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...
Portland, MEπ TS Tina β Your Naughty Escape, Anytime, Anywhere ππ₯ Hey sexy… Your sweet seductive fully loaded TS dream girl Tina is here to fulfill your deepest desires from anywhere in the world π
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...
π₯ TS Yessica β Verified & Ready in Portland, ME π₯ TS Yessica shows her confident and playful personality when she meets new people because she shows them her authentic self. π You have discovered your perfect trans escort who will create unforgettable experiences while providing an outstanding encounter. I dedicate my free time to people who gen...
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'...
Twisted Sister - Loves to Ride.... and be Ridden! So, you wanna ROCK?! Fully function and extra large (10inch) surprise for all my Portland, ME boos out there. I'm a sexy trans woman currently living in large and lovin' every second of it. Hit me up cause I Wanna ROCK too! I'll show you what a real woman can do and everything you don't know now. I'...
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...
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...
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...
TS Temptress Ready to Ruin You (In the Best Way) ππ¦ Portland, ME Hey lover π 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...
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 ...
π Confident TS Sugar Baby in Portland, ME π I enter any space with my confident trans woman presence which immediately makes me the center of attention. I find great happiness when people express their admiration and appreciation for me while they actively provide me with care. I find complete happiness when someone else handles everything be...- February 24th, 2026
TS Tina β Your Seductive Fantasy in Portland, ME π₯ Your dream TS girl Tina has arrived to create a hot experience while she will help you discover your most intense sexual fantasies. I create a perfect combination of wild and warm sensations through my soft touch and my playful nature. I find men who understand how to handle a woman with confidence ...
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...
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!"
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Shemale Gia's Portland, ME Sexbook @ShemaleGia27
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TS Sugar Baby π Femme, Flirty & Looking for the Right Man in Portland, ME I’m a transgender sugar baby who loves femininity, attention, and being appreciated by a confident man who knows exactly what he wants.. Confidence speaks louder than words. Gentle touches matter more than grand gestures ever could. Let's Link Up Babe -
Fond of the sugar dynamic. Getting pamp...
Tiffany Shelle - Your Portland, ME Tranny Girlfriend! π Tranny Escort - Top/Bottom/GFE in Portland, ME
It’s Tiffany Shelle your perfect tranny girlfriend π₯° π SAFEπ π― LEGIT β¨π SKILLED, Exotic and Erotic π¦ π₯° I’m available to explore your shemale fantasy and give you pleasures you've only dreamed of!
I'm 100% funct...
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,...
Latina TS Dirty Girl Looking for a Gentleman's Dark Side π₯π 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 π I need you to undress me gr...
Trans 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...
PLAYπWITHπMYπTRANNYπCOCK I'm a Sexy Shemale LIVINGIN PORTLAND MAINE β€οΈπ
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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 π ...
Partners in crime, or? Sexy, Slytherin, Aries, ISTP and more, if that gives you a hint about my personality traits. So, I’m a sexy, sensual, tender, animal loving, bookworm. I am a bit of a flirty whore, who loves mystical magical movies and stories, so let’s get that out in the open. If you live in the P...
Trans Sugar Baby Energy in Portland, ME - I'm ready for a night out! Hey there… I’m a sweet, confident, and playful trans beauty in my early 20s who loves good vibes, strong chemistry, and nights that turn into stories you replay later π I enjoy being admired, feeling cared for, and bringing a little sparkle wherever I go. Yes, I can be your “ba...
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...
Low-Key TS Sugar Baby π Soft Vibes, Selective Energy in Portland, ME I’m a TS sugar baby who keeps things calm, classy, and intentional. Evenings without noise, talks that flow naturally - these mean something to me. Confidence shows in stillness, not noise. Soft in manner, sharp in choices. Comfortable standing out, never trying too hard. ππLet's Link Up...
TS Sugar Babyπ Your Perfect Trans Fantasy β Letβs Make It a Reality π π Location: Portland, ME
π Seeking: Fun, Exciting, & Discreet Connections
Some about me.. Trans SugarBaby: Hey there! I belive I'm a stunning, sweet, and playful trans beauty who loves good vibes, great chemistry, and unforgettable nights.. I'm in my early 20's an...
Hot trans chick with nice boobs Hot trans chick in Portland, ME. Sheila wants to meet you. Hey guys, I am Sheila and I am ready for a date! Blonde hair, nice boobs, good curves and very kissable lips. I'm pre-op, well endowed and functional, top or bottom. I love oral sex giving, receiving or 69. Want to explore kinks? Me too!! Wa...
Dr Freakin'furter - Mine's Bigger Than Yours! White T-girl here and I'd bet mine is bigger than yours. We'll just let it be our little intimate surprise when the time comes. No one needs to know our business, Let's just keep it discreet. If you live in the Portland, ME area come see if you measure up! Click here for explicit photos. L...
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...
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...- February 23rd, 2026
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...
π₯ Sexy Trans Beauty in Portland, ME β Letβs Play π π₯ I’m a confident, flirty trans woman looking for a naughty, open-minded man who knows how to have a good time. I require someone who lives near me to establish genuine emotional bonds through playful games while they disclose their sexual interests to me π. waiting for your message babe!!
I...