Massachusetts Shemale Dating Classifieds
Massachusetts shemale dating classifieds. Meet local crossdressers, transexuals and shemales for romance, sex or just make new transgender friends. escorts, body rubs & sex service listings. Select your location below to find shemales near you. It's free to search or post your own ad!
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Show Ads In: Boston | Cape Cod / Islands | South Coast | Western MA | Worcester / Central MA
July 13th, 2025
Trans Playmate Sex Kitten... Ebony trans woman in Massachusetts 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....
Email Local Shemales Now! π Want to Hookup and Find Local Shemales? RADE PIX - MESSAGE - BROWSE PROFILES
This Website Helps you find local shemales and TGirls meet local men. It's the perfect place to find what you'reinterested in π.. Do you want to meet local shemales who want to fuck and have some sex...
Smoke me out baby! I'm a trans woman 37 years old, 5'9 in Massachusetts 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 i...July 12th, 2025
TS Latina Bombshell β Your Secret Addiction, Your Midnight Obsession ππ Hola, mi amor π
The fiery, curvaceous TS Latina body I possess was made for lust while my soul demands intense passionate nights. Your dream woman has arrived because I possess caramel skin and thick thighs and long hair and soft lips and a throbbing surprise between my legs th...
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 Massachusetts area. Click here and come see me anytime!...
She-male looking for hot date to please. Asian Shemale in the Massachusetts Area
Hot Asian shemale wants to date and please you in the art of erotic passion. I'm non op, fully functional, lovely and funny. Please to contact me @CarmelShemaleXXX. My name is Carmel. I'm 33 years old.
I like to explore your sexual fantasies! Let's make them...
Shy Transexual Escort inΒ Massachusetts Shy transexual Camille here to tease you with my long functioning lady stick. Age 24, slim, healthy and physically fit. I love sex! I do top or bottom, special attention to your needs. Kink friendly so let me know what you like. I love it all. Explore your passion for trans women discreetly with an ...
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 and send message for date....
π¦ Thick, Juicy & Kinky β Come Experience the Best π π₯| Do you feel that you want something new and exciting and that you want to remember for a long time? I am a hot, all natural ebony TS with all the right amount of curves and a naughty and adventurous spirit. I don’t just know how to tease, please and make you want ...
M-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....
Your Flirty CD Sweetheart Awaits ππ Massachusetts 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. π π Feminine, fun and ...
Don't Worry I Bite! Feisty redhead trans in Massachusetts 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 con...
Local Crossdresser ππ LET ME PLAY DRESSUP FOR YOU Your Sexy Crossdresser in Massachusetts
View My Personal Pix - π€« A sexy Crossdresser from Massachusetts, here, and her name is KaralynnCD. I am pre-op but that has not stopped me from enjoying all the benefits that come with being a Crossdressing Trans woman. If you like d...
π Discreet, Naughty & Waiting for a Man Who Can Handle Me π₯ I’m an exotic ebony TS bombshell in Massachusetts with a love for steamy nights, deep connections and uninhibited pleasure, keep it hot and wild and unforgettable! Whether you are looking for an exciting adventure, a sensual night of passion or just something you’v...
Upscale T-Girl in Boston Seeking Gentlemen of Taste for Fun... Hello gentlemen, I'm Aspen a t-girl for discerning men who need refined feminine company in public and wild sexual encounters in private. As you might expect I am all you need to satisfy your trans fantasy and make it come true. Whether it's your first time or not I'll make you comfortable and move ...
Shy Crossdresser Seeks Friend Where I Can Discreetly Dress Up and Possible Dates. Crossdresser Seeks Friend in Massachusetts Area
Hi, my fem name is Gloria. I'm a married crossdresser in the Massachusetts 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...
One Night, No Rules, Just Pleasureβ¦ Massachusetts I'm Having a Night to Myself No Strings, just fun.. TS Seeking...π€«
A man who knows what he wants, but also a man who can be tempted, that’s what I like. We should begin with eye contact, a slow touch, and perhaps truth or dare while drinking cockt...
Sassy CD Looking for a Real Man ππ₯ A sweet, sexy and a little naughty crossdresser here, I like to play and flirt, and I need a strong man who knows what he wants. I enjoy the process of dressing up, teasing and bringing fantasies to life. If you are into sensual encounters and passionate fun then let me and y...
Sexy hung and big busted Hung and Busty Shemale in Massachusetts
Tammy, 39, 38DD, 9" and so cute!! What more could you want in a gurl?!! How about you message me @Tammy38DD and we can talk and meet! Send your recent pic for mine....
Hot Shemale in Massachusetts Ready to Fulfill Your Wildest Fantasies ππ¦π I'm TS and Looking to Date in Massachusetts
My name is Shelly and I'm full TS.. Are you looking for a sexy shemale in Massachusetts who knows how to have a good time? Look no further, because I'm here to make all your dreams come true. I'm really excited about possibly meeting some like minded peop...
π Your Secret Ebony Fantasy Is Just One Message Away π π I am going to make your wildest dreams come true. I am a classy yet freaky ebony trans beauty that loves to explore deep desires and steamy fantasies. If you are a man that appreciates soft skin, full lips and a body made for pleasure then we need to talk. If you are loo...
Superb Shemale in Massachusetts... T-Girl for NSA Encounters in Massachusetts
When you decide to take a walk on the wild side it's always best to take me, Nicky, a superb shemale in Massachusetts. I've got everything you need and then some. Fully functional, petite, passible and extra large for extra fun! I love to flirt, fondl...
Massachusetts's Transtastic Toni... I LIKE to do the Wild Thing! T-Girl Toni for NSA in Massachusetts
Hi you sexy man! I'm Toni a trans woman from here in Massachusetts. 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, function...
Jasmin T-girl Ready to make friends Want to Meet a T-Girl in Massachusetts?
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...
TS Latina Bombshell Craving a Real Man to Handle Her ππ₯ Hola, papi π You are my TS Latina fantasy because I carry your weight in all the right places and your softness in all the other places and my body is made for late nights and louder moans. My skin is golden, my tongue is bilingual, and my hips don’t lie... especiall...
Don't Hate Me 'Cause I am Fabu-licious!... Fun and Fabulous T-Girl in Massachusetts
Look no further honey, I'm Franny an Ebony trans woman here in Massachusetts 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 do...
Shemale 4 Men ππ¦ Massachusetts Ready Now!! Come Closer, I Don’t Bite, Unless You Do Enjoy Itπ
View My Private Pictures -
If you’re looking to mess around… I don’t know, maybe in a way that’s a bit spicy for the two of us? I’m a trans beauty with a dirty mind and I love...
Transgenderπ’TINA TSππ Ready to play with a TGirl Tonight?
Hi babe, I'm Tina π I'm in Massachusetts 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 no...
Erotic exotic Asian queen in Massachusetts now (25) Asian Transexual in Massachusetts
Stunning TS - Talia 25. 5' 8" 140lbs, non op, loves sex. Long slender legs to wrap around you. Message me @TaliaAsianQueen for my photos and contact information....
Looking for My TS Queen ππ I’m a confident, successful, and open-minded man looking to connect with a beautiful TS woman for fun, passion, and maybe something more. π I appreciate a woman who knows her worth and loves to be treated right. Whether it’s a romantic dinner, steamy nights, or spontaneous adventures,...
New Body New Me M2F post-op in Massachusetts
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 N...
TS Asian lady ready for upscale action (28) Asian Transexual Lady for Man in Massachusetts
Hot and sexy Asian transexual, fully functional and wants to play with you! Message RubyTS4male...
π Chocolate Queen with Soft Curves & Naughty Desires π₯ π₯| Do you feel that you want something new and exciting and that you want to remember for a long time? I am a hot, all natural ebony TS with all the right amount of curves and a naughty and adventurous spirit. I don’t just know how to tease, please and make you want ...
π Classy on the Streets, Naughty in the Sheets β Letβs Play π π Just one taste and you’ll be addicted! I am a beautiful, funny TS, a queen of color with a nice curvy body, beautiful eyes, and a touch that will drive you crazy. I know what a man needs and how to make him satisfied and craving for more. I am looking for a confide...
Flirty, Dirty, and Ready for Some Fun β€οΈ Massachusetts Shemale Seeking Male Local Shemale Seeks Man For Adventure!
TS Vixen, are you ready to play? Sweet, sultry and a little bit wild, I am a trans goddess and I do enjoy my men to be as much as a wild as I am. πI don’t want to talk – I want to try something a bit more exciting. How ab...
TS Latina Fantasy Girl β Let Me Rock Your World ππ₯ Mira, papi… I’m not just sexy — I’m dangerous π ( View My Dating Pictures Here )
My TS Latina body features silky skin and long hair and full lips and a tight and juicy physique. I dress to kill. My moans produce musical sounds. My movements flow throug...
Letβs Play a GameβWinner Gets Me π Massachusetts Seeking!! Seduction Starts with One Look…Once I have your attention, baby, I don’t let go. π I’m the trans woman you’ve been dreaming about—sexy, confident, and oh-so-willing to turn up the heat. Let’s start slow… a few drinks, a little teasing, some whispers abo...
Iβm a Sexy and Naughty T-Girl Here in Massachusetts. Massachusetts T-Girl 4 NSA
Fabulous Fanny here boys! I'm a trans woman living in the Massachusetts 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 wo...
TS BeautiesβLetβs Make Some Memories πβ¨ I am a dominant, attractive, and confident man looking for a beautiful transgender woman who enjoys being admired, spoiled, and pleasured. I am down for mutual attraction, passionate flames and unforgettable moments. Whether it is a one time or if it is something on going I a...
TS BeautiesβLetβs Have Some REAL Fun! ππ₯ I am a tall, fit, and successful man and I have a taste for gorgeous TS women who love to be adored, desired and pleasured. Whether you are looking for a wild night, a passionate escape or something ongoing, I know how to treat a woman right.
π Must have confidence, charm...
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 Massachusetts tranny tonight. Save your appetite boy! Me: trans, 30yrs, 5'10, functional, thick, uncut and longe...
I'm the Girl Mother 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 Massachusetts 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 li...
Funky Worcester Chick With a Big... Hi boys I'm FunkyChick here in Worcester bout ta take ya to funky town tonight. Let's get funked up honey and let me show you what's up in FunkyChick's world. Sure, I'm a little wild and crazy, but common, I know you have a crazy kinky side too? Am I right? Let's join forces and see how funked up we...
Ebony Shemale in Massachusetts β€οΈπ Seeking Male for Naughty Fun! Ebony Shemale Stefanie Ready to Fulfill Your Wildest Fantasies π
Are you looking for a hot and kinky black shemale in Massachusetts? Look no further because I am here to satisfy all your desires. My name is StefanieBBC and I'm an Ebony Shemale.. I am a stunning transgender woman who loves ...
Beautiful Krystale 25 Massachusetts visiting now Beautiful Shemale Visiting Massachusetts
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: Massachusetts
Sex: Shemale
Seeking: Man
...
Your Shemale Addiction ππ₯΅ Starts Now Shemale Seeking Male.. Your Fantasy Starts Here
24yr old Transsexual/Shemale in Massachusetts seeking some fun and campanionship. I would like hookups and I'm also wanting love. I think we should play some plans and see what we can come up with.. I'm open minded and ready!! Take a min to View ...
Black Bambi's Got a BIG Love Gun and it's Loaded Baby! I shoot to thrill! Hey boys your gonna get more bang for your dating buck with BlackBambi in Boston! Don't go off half-cocked with those other trans women out there and be left wanting for more. I'm smokin' hot top or bottom.
Love parties, events, traveling and the sexy choice for my horny boos ou...
South Korean Shemale in Boston... Hi men, I am Ye-jun a sexy petite Asian shemale from Korea trained in the oriental art of seduction and pleasure. I am 24 years old, 5'4, 140 pounds, bottom. Pleasing you is number one responsibility. Treat me right and I will make you very happy and you will be back for more of Ye-jun company....
π€ Ebony TS Playmate with a Curvy Body & a Wild Side π Massachusetts π Thick thighs, soft lips, and a wild side—what more could you want? I’m a sensual, passionate ebony TS beauty who knows how to make a man feel special, desired, and completely satisfied. Whether we take it slow and intimate or dive into a steamy, no-strings-attached night of passion,...
π Dark-Skinned TS Beauty Looking for Fun, Passion & Pleasure π I am the Queen of Your Fantasies – Come Worship Me! I am a gorgeous, confident, ebony TS, with a body built for pleasure and a mind full of naughty ideas. If you are looking for high class experience, filled with deep pleasure, seductive touches and sensual moments...