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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July 13th, 2025
Well Endowed Shemale is beautiful Massachusetts 32 Well Endowed Shemale in Massachusetts
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 at BlancaShemale32 for my latest pictures and proof of my siz...
BIG BOOBS, BIG LIPS, THICK THIGHS... BIG COCK ππ BBC SHEMALE - BLACK TRANSπ let's play with each others cocks!
Hey there boo thang, I know you're going to like what you see. Shiit, I have something for you baby. I love being feminine and sexy. I do still have my penis and I love to use it. I want to see your mouth on it infact.. Would you...
MALE SEEKING SHEMALE πMassachusetts Ready to Play and Fuck π¦ I have a secret.. π€« I've always want to see what it's like to play with a shemale!!
Hi I'm John, I'm in Massachusetts and I love to be free and have fun.. Are you looking for a man who really knows how to treat you?? I really want to show you what I got sweetie. I have a good he...
SECRET CROSSDRESSER? - Meet with Me for Discreet Dressing in Massachusetts Secret Crossdressing Hookups in Massachusetts
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 priva...
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 Massachusetts area come see if you measure up! Click here for explicit photos. ...
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 ...
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British T-girl Seeking Classy Gentleman in Massachusetts... 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 Massachusetts and am financially independent and looking for a gentleman who is like-minded, equally solvent and has ...
Hi Guys!! I am looking for someone fun! This is Lara and I am 41 and transitioned when I was 24. I pass exceptionally well and you will be surprised at my hidden skills. Call me! ...
TS Latina Snack β Sweet Like Sugar, Dirty Like Tequila ππΉ You can find me at the bar where I serve drinks and flirt with customers while enjoying the atmosphere. I’m your sexy little TS Latina snack — soft lips, juicy thighs, and a tongue that doesn’t stop until you beg me to π I’ll start off sweet, flirty, &nbs...
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Superior Massage by gorgeous T-Girl T-Girl for Dating in Massachusetts
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: Ga...
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 ...
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...
Sexy Shemale Massachusetts I know You Want to Play FEMININE AND SECURE SHEMALE
Hot and kinky shemale seeking a hot and fun guy who isn't scared of a beautiful and secure Trans Woman.. I'm located in Massachusetts; I am AlaneTS and I am here to fulfill all your desires. If you are in the area or planning to be. and looking for a ho...
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...
Brandi 27 tall slim hot trans chick 8.5 inch Pre-op TS, fully functional in Massachusetts
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...
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...
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...
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 Massachusetts area and are interested then drop me a line and introduce yourself. Yo...
Tiffany Shelle - Your Massachusetts Tranny Girlfriend! π Tranny Escort - Top/Bottom/GFE in Massachusetts
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% func...
π« Dark Chocolate Delight Ready to Melt in Your Arms π π Hey, Handsome! I’m a sultry, curvy ebony TS here in Massachusetts... I'm Pre Op, ready to play, with a body made for pleasure and a heart full of passion. Discreet, sensual, and looking for a man who knows how to handle me. Let’s make tonight unforgettable! π I'm writing th...
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....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,...