Boston, Massachusetts Shemale Dating Classifieds
Boston, 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
April 3rd, 2025
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 Boston area come see if you measure up! Click here for explicit photos. Look fo...
Free Massachusetts Transexuals Guide Massachusetts Transexuals Guide
The Massachusetts 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 Massachusetts Transexuals Guide online.
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TS m/f switch 28 new here TS m/f Switch in Boston
Sandi wants to meet hot guy for fun and hot sex. Age 28, nice build, 7.5". Non op functional. Love oral sex, anal sex and kinks of all sorts. View my profile and message me here @SandiSwitchTS...
Hot Shemale in Boston Ready to Fulfill Your Wildest Fantasies ππ¦π I'm TS and Looking to Date in Boston
My name is Shelly and I'm full TS.. Are you looking for a sexy shemale in Boston 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 people and having ...
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...
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 ...
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 Boston area. Click here and come see me anytime!...
TS Latina Seductress β Thick, Wet & Ready to Be Used ππ Papi… I’ve been thinking about you π View More Sexy TS PIX -
My curvy figure and thick TS Latina body has caramel skin while my filthy mind and mouth were made for you π. I become submissive only when you want me to submit while I transform into a dominant forc...
SECRET CROSSDRESSER? - Meet with Me for Discreet Dressing in Boston Secret Crossdressing Hookups in Boston
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 private gara...
Superb Shemale in Boston... T-Girl for NSA Encounters in Boston
When you decide to take a walk on the wild side it's always best to take me, Nicky, a superb shemale in Boston. I've got everything you need and then some. Fully functional, petite, passible and extra large for extra fun! I love to flirt, fondle, f#ck and do...
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...
Iβm a Sexy and Naughty T-Girl Here in Boston. Boston T-Girl 4 NSA
Fabulous Fanny here boys! I'm a trans woman living in the Boston 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 worries and stre...April 2nd, 2025
Debonair Trans dude, looks like Bond F2M Trans Dude in Boston
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 relationship.&nb...
FtM seeking Princess Bride in Boston FtM seeking Woman in Boston
Hi, I'm Andy, age 33, FtM transgender man living in Boston. 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 @AndyFtM4Pri...
Email Boston Shemalesβ€οΈβπ₯ I'm a well hung TGIRL and Want to have some sexy fun tonight.. Let's Fuck
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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
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Your Flirty CD Sweetheart Awaits ππ Boston 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 ...
Boston's Transtastic Toni... I LIKE to do the Wild Thing! T-Girl Toni for NSA in Boston
Hi you sexy man! I'm Toni a trans woman from here in Boston. 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 and loves m...
Sexy hung and big busted Hung and Busty Shemale in Boston
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 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...
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 ...
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...
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 Boston tranny tonight. Save your appetite boy! Me: trans, 30yrs, 5'10, functional, thick, uncut and longer than ...
Beautiful Krystale 25 Boston visiting now Beautiful Shemale Visiting Boston
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: Boston
Sex: Shemale
Seeking: Man
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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...
Well Endowed Shemale is beautiful Boston 32 Well Endowed Shemale in Boston
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 size! ...
INTERACTIVE MAP: Transexual Tracker in the Boston Area! Local Transexual Hookups
Meet local transexuals in the Boston 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 Boston Trans Hookups Map
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HOT SHEMALE GIA will Satisfy Your Tranny Fantasy Boston! LET'S TAKE CARE OF THAT TRANNY FANTASY!
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Shemale Gia's Boston Sexbook @ShemaleGia27
Photos: 42
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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...
Sexy Shemale Boston 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 Boston; 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 hot and k...
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...
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Superior Massage by gorgeous T-Girl T-Girl for Dating in Boston
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: GayleTGir...
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 Boston 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 lives nea...
Penny for your thoughts? Penny TS in Boston
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 interesting hit m...
Elisabeth waiting to be your Queen TRANSEXUAL FOR MAN IN THE Boston 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 Message @...
THE RIGHT GUY FOR THE JOB!!! IF YOU'RE TS/SHEMALE.. I'm The Guy for you!! π
My name is Frank and I'm here to see if I can find any transgender ladies who wants a real man to treat them right.. I'm living in xxxx but I'm willing to travel. I have a great house we can have some fun in as well. I have a HOTTUB, arcade, th...
I LOVE DRESSING AS A SEXY WOMAN.. I want you to see me ( Boston ) Sexy Crossdresser Elissa Looking for Hot Fun in Bostonπ
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 am a pr...
Trans Playmate Sex Kitten... Ebony trans woman in Boston 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. I am a...
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 Boston area and are interested then drop me a line and introduce yourself. You can m...
Transgenderπ’TINA TSππ Ready to play with a TGirl Tonight?
Hi babe, I'm Tina π I'm in Boston 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.. Let...
Seeking All TS Beauties in Boston 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 Boston 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...
Tantalizing Tina with a HUGE W33NAH! Boston Trans Woman for Hookup!
Hey gents I'm Tina a trans female hot for all you sexy Boston 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!
About me: 29 ...
Local Crossdresser ππ LET ME PLAY DRESSUP FOR YOU Your Sexy Crossdresser in Boston
View My Personal Pix - π€« A sexy Crossdresser from Boston, 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 dirty games and...
Spicy πΆ Latina Shemale in Boston 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 Boston. 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 loves to...
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...
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...
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My Pictures and Profile! --
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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 B...