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!
Home / Shemale Dating /
Show Ads In: Boston | Cape Cod / Islands | South Coast | Western MA | Worcester / Central MA
April 3rd, 2025
Trans Woman with Superpowers! What's your superpower baby? Show me yours and I'll show you mine. I'm Scarlett a trans woman here in Boston with the power to make your dreams cum true. I'm sweet, sexy, affectionate, with a big surprise and want you to have your way with me tonight. Don't be shy, this is all about our primal insti...
Trans Man waiting for right date with hot beauty Handsome Trans Man for Dating in Massachusetts
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 ...
Spicy πΆ Latina Shemale in Massachusetts Ready to Fill You ππ LATINA SHEMALE SEEKING π₯πΆ
Are you looking for a spicy/hot HISPANIC TS.. absolutely KINKY and ready to do anything?? I'm from Massachusetts. Don't look any further, because I'm here to make all your wet dreams come true. My name is MARIA TS and I am a pre-op transgender woman who l...
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....
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 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...
Elisabeth waiting to be your Queen TRANSEXUAL FOR MAN IN THE Massachusetts 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 Me...
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...
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 ...
π TS Ebony Goddess Looking for Her King Tonight π₯ π« Juicy, thick, and so addictive! I am a stunning ebony trans vixen with the perfect hourglass figure, long legs, and a playful personality. I have a thing for men who know what they want and are not afraid to go after it. Whether you are a professional or a newbie to the ...
Naughty boys check me out - Good thing I love naughty boys! Tiara here, I live to make your fantasies come true in Boston! I have a bubbly personality, enjoy intimate dinners, shopping, and I always give more than I receive. Fully passable, I dress to impress, STD free, classy, and ready to satisfy your needs and fetishes on short notice. I’m known for...
I LOVE DRESSING AS A SEXY WOMAN.. I want you to see me ( Massachusetts ) Sexy Crossdresser Elissa Looking for Hot Fun in Massachusettsπ
Do you like knowing I'm a man in womens clothes.. do I look sexy?? - VEW MY CD PICTURES
Are you wanting to satisfy your innermost desires with a sexy shemale such as myself? My name is Elissa and I ...
INTERACTIVE MAP: Transexual Tracker in the Massachusetts Area! Local Transexual Hookups
Meet local transexuals in the Massachusetts area. View our interactive map below to meet local trans hookup members who are seeking dating or sex hook ups. Click any thumbnail below to begin your search.
Interactive Massachusetts Trans Hookups Map
...
Tantalizing Tina with a HUGE W33NAH! Massachusetts Trans Woman for Hookup!
Hey gents I'm Tina a trans female hot for all you sexy Massachusetts 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!
...
Latina TS Playmate β Sweet Accent, Dirty Thoughts ππ You want flavor? Spice? A woman who can dance for you, then ride you like she owns you? That’s me, papi π I’m a curvy, high-femme TS Latina with a pretty face, wild hips, and a very naughty surprise underneath. View My Latina TS Pictures -
I love to tease, fl...
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...
Hot trans chick with nice boobs Hot trans chick in Massachusetts. Sheila wants to meet you. Hey all, I am Sheila and I am ready for a date! Blonde hair, nice boobs, good curves and very kissable lips. I'm pre-op, top or bottom, love oral sex. Want to explore kinks? Me too!! Want to meet me? Send me a message @HotTransChick...
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...
SHEMALE HOOKUPS! Wanna Have a Great Time? Join Free Now! HOT! SHEMALE HOOKUPS
"The girl with a naughty little secret in her panties!"
SIGNUP FREE: INSTANT ACCESS! Shemale Profiles
Uncensored Photos
Swap Your Pics
Live Web Cams
Private Messages
Sext & Hook Up!
Join free for Instant Access to the Shemale Profiles
...
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...
Twisted Sister - Loves to Ride.... and be Ridden! So, you wanna ROCK?! Fully function and extra large (10inch) surprise for all my Massachusetts 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...
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...
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...
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 ...
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...
YOUR EBONY SHEMALE - big boobs and a BIG COCK! Massachusetts Hot Hot Hot! Sinead, a black shemale in Massachusetts ready to make all of your wildest fantasies come true! ππ₯
My Pictures and Profile! --
You want to find a sexy ebony shemale in Massachusettsto fulfill all your dreams? Then stop searching because I am ready to make all o...
Flawlessly gorgeous trans bombshell in Massachusetts Trans MtF for Man in Massachusetts
I transitioned 6 years ago at the age of 18. I am gorgeous, with long light brown hair, hour glass figure and long shapely legs. I am 5 feet 7 and have deep blue eyes and luscious lips. Check my profile pics @TransFaye24 pics and prepare to be stunned!
Send ...
Having fun and Staying Young Young 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 and message me
xoxo, Sherry....
I Need a Sexy Man to Tame Wild Willy! Hung Massachusetts Trans Woman
Are you a snake charmer? A willy whisperer? A swami of salami? I am Desi, a shemale in Massachusetts 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 Starbuck...April 2nd, 2025
Debonair Trans dude, looks like Bond F2M Trans Dude in Massachusetts
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 relations...
FtM seeking Princess Bride in Massachusetts FtM seeking Woman in Massachusetts
Hi, I'm Andy, age 33, FtM transgender man living in Massachusetts. 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&nbs...
Email Massachusetts Shemalesβ€οΈβπ₯ 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...
Flirty & Feminine CD Ready for Some Fun ππ I’m a sexy, smooth, and playful crossdresser who enjoys the attention, desiring to be treated like a lady. Seeking for a man who can appreciate a well dressed CD for a casual fun night or even something ongoing. I am a pleaser and I want to be pleased. π
π Bath g...
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 ...
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 ...
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
...
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...
HOT SHEMALE GIA will Satisfy Your Tranny Fantasy Massachusetts! LET'S TAKE CARE OF THAT TRANNY FANTASY!
"Experience your secret tranny desires in real life!"
Hot shemale Gia wants to hook up with you in Massachusetts! No strings - just great times, so join my page free for instant access!
Shemale Gia's Massachusetts Sexbook @ShemaleGia27
P...
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...
Black Boston Trans Hottie Wants to Freak You Tonight!... Hey boys I'm Dotty a black trans women in Boston and at large again after a short time away. I missed y'all, my batteries are recharged and it's good to be back! Who's up for some hot action? As always I'm up for whatever you want and need. Discreet, hung, friendly and passionate. Message Dotty...
Penny for your thoughts? Penny TS in Massachusetts
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!!
I'm looking for a nice man who will enjoy being with me. Let's enjoy hot dates and explore sexuality together. If that sounds interestin...
Seeking All TS Beauties in Massachusetts I am a masculine, dominant, and very passionate man, and I am looking for a sensual and seductive TS woman to explore our deepest desires together. No matter whether you like to be the boss or to be taken care of, I am all about creating electric chemistry and unforgettable moments...
TS Bombshell Looking for a Man Who Can Keep Up! π Massachusetts Naughty, Nice and Looking for a Thrill!Transsexual Seeking Man for Sexy Fun!
View More of My Pictures πΈ
Are you the sort of man who enjoys just a touch of danger, a touch of excitement, and a lot of passion? I’m the trans beauty you’ve been dreaming of — sexy...
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...
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...
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...
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,...
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...
Seeking a Stunning TS for Passion & Pleasure ππ₯ I am a confident, strong and open minded man, who knows what I want from a woman – a sexy, elegant and fun loving TS woman to share unforgettable moments with. I am here to explore and enjoy every second of it, whether it is a casual hookup, a fun date or a deep connect...
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 ...