Western MA, Massachusetts Shemale Dating Classifieds

Western MA, 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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  • December 15th, 2025
  • I Need a STEAM ROLLER Baby!!!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 ...
  • II'm a Horny Shemale ๐Ÿ˜ˆ๐Ÿ’‹ Looking For Sex Tonight!! Sexy Shemale๐Ÿ’Ž Ready to Rock Your World! Local Transsexual - TGIRL Sext App ๐Ÿ“ฒ 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...
  • A monster in the sheets, but a lady in the streets...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 Western MA area and are interested then drop me a line and introduce yourself. You c...
  • Looking for My TS Queen ๐Ÿ‘‘๐Ÿ’‹Looking for My TS Queen ๐Ÿ‘‘๐Ÿ’‹ I’m a confident, successful, and open-minded man looking to connect with a beautiful TS woman for fun, passion, and maybe something more. ๐Ÿ’• 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,...
  • Brandi 27 tall slim hot trans chick 8.5 inchBrandi 27 tall slim hot trans chick 8.5 inch Pre-op TS, fully functional in Western MA 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 na...
  • Twisted Sister - Loves to Ride.... and be Ridden!Twisted Sister - Loves to Ride.... and be Ridden! So, you wanna ROCK?! Fully function and extra large (10inch) surprise for all my Western MA 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'm ...
  • Transgender๐ŸŸขTINA TS๐Ÿ˜‰๐Ÿ’‹ Transgender๐ŸŸขTINA TS๐Ÿ˜‰๐Ÿ’‹ Ready to play with a TGirl Tonight? Hi babe, I'm Tina ๐Ÿ’‹ I'm in Western MA 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.....
  • Trans Playmate Sex Kitten...Trans Playmate Sex Kitten... Ebony trans woman in Western MA 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 ...
  • Latina TS Playmate โ€“ Sweet Accent, Dirty Thoughts ๐Ÿ’ƒ๐Ÿ’‹Latina TS Playmate โ€“ Sweet Accent, Dirty Thoughts ๐Ÿ’ƒ๐Ÿ’‹  You want flavor? Spice? A woman who can dance for you, then ride you like she  owns you? That’s me, papi ๐Ÿ˜˜ 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...
  • I love a confident, seductive TS womanโ€”could you be the one? ๐Ÿ’‹I love a confident, seductive TS womanโ€”could you be the one? ๐Ÿ’‹  A handsome, intelligent and adventurous man, here looking to meet a gorgeous TS woman to have  excitement, chemistry and wild nights. I just love confident women who know what they want and I’m more  than ready to spoil, explore and indulge in pleasure together.  Handsome,...
  • TS m/f switch 28 new hereTS m/f switch 28 new here TS m/f Switch in Western MA 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...
  • Local Crossdresser ๐Ÿ˜‰๐Ÿ˜‡  LET ME PLAY DRESSUP FOR YOULocal Crossdresser ๐Ÿ˜‰๐Ÿ˜‡ LET ME PLAY DRESSUP FOR YOU Your Sexy Crossdresser in Western MA View My Personal Pix - ๐Ÿคซ  A sexy Crossdresser from Western MA, 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 g...
  • TS Beautiesโ€”Letโ€™s Have Some REAL Fun! ๐Ÿ˜๐Ÿ”ฅTS Beautiesโ€”Letโ€™s Have Some REAL Fun! ๐Ÿ˜๐Ÿ”ฅ  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. ๐Ÿ’‹ Must  have confidence, charm...
  • TS Latina Bombshell Craving a Real Man to Handle Her ๐Ÿ‘๐Ÿ”ฅTS Latina Bombshell Craving a Real Man to Handle Her ๐Ÿ‘๐Ÿ”ฅ  Hola, papi ๐Ÿ˜˜ 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...
  • December 14th, 2025
  • Crystal, 27 New to the areaCrystal, 27 New to the area Heyyy!. I'm Crystal and I am 27. I'm new to the Western MA area and want to make some new friends! I am a masseur, hot body and hung. If you want to get together, Send me a private message Crystal27trans <3 ...
  • I LOVE DRESSING AS A SEXY WOMAN.. I want you to see me ( Western MA )I LOVE DRESSING AS A SEXY WOMAN.. I want you to see me ( Western MA ) Sexy Crossdresser Elissa Looking for Hot Fun in Western MA๐Ÿ’‹    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 ...
  • Letโ€™s Get a Drinkโ€ฆ and See Where It Leads ๐Ÿ˜˜Letโ€™s Get a Drinkโ€ฆ and See Where It Leads ๐Ÿ˜˜  One Night, No Limits...  Western MAShemale Seeking Man for sex๐Ÿ’ฆ View More of My Pix - โœ… Some nights are for breaking rules, for letting go, and  for indulging in pure pleasure.  I am a trans goddess with a wild side, and I  am looking for a man who wants to play. We ...
  • Do you know the difference between a dick and a bucket of popcorn?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 Western MA tranny tonight. Save your appetite boy! Me: trans, 30yrs, 5'10, functional, thick, uncut and longer t...
  • Sexy hung and big bustedSexy hung and big busted Hung and Busty Shemale in Western MA 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....
  • Shy Crossdresser Seeks Friend Where I Can Discreetly Dress Up and Possible Dates.Shy Crossdresser Seeks Friend Where I Can Discreetly Dress Up and Possible Dates. Crossdresser Seeks Friend in Western MA Area Hi, my fem name is Gloria. I'm a married crossdresser in the Western MA 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 dress...
  • Hot trans chick with nice boobsHot trans chick with nice boobs Hot trans chick in Western MA. 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...
  • Hot sexy shemale doll visiting Western MA now Hot sexy shemale doll visiting Western MA now Shemale Visiting Western MA Very hot sevy and curvy shemale chick with 8 inch lady stick. Message me on my profile page @TaylaShemale1. Seeking kind gentleman for romance and fun. Possible long term with the right man. ...
  • FtM seeking Princess Bride in Western MAFtM seeking Princess Bride in Western MA FtM seeking Woman in Western MA Hi, I'm Andy, age 33, FtM transgender man living in Western MA. 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 @And...
  • Seeking All TS Beauties in Western MASeeking All TS Beauties in Western MA  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...
  • Hot Shemale in Western MA Ready to Fulfill Your Wildest Fantasies ๐Ÿ‘„๐Ÿ’ฆ๐Ÿ†Hot Shemale in Western MA Ready to Fulfill Your Wildest Fantasies ๐Ÿ‘„๐Ÿ’ฆ๐Ÿ† I'm TS and Looking to Date in Western MA My name is Shelly and I'm full TS.. Are you looking for a sexy shemale in Western MA 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...
  • F/M seeking love and funF/M seeking love and fun Female to Male Trans Man in Western MA My name is Karl and I am a F2M trans dude. I was born female but transitioned to male a few years ago. I love my new body. I like dressing sharp with nice suits and taking good care of my hair and my beard. Sometimes it is just scruff and other times I let it ...
  • Tantalizing Tina with a HUGE W33NAH!Tantalizing Tina with a HUGE W33NAH! Western MA Trans Woman for Hookup! Hey gents I'm Tina a trans female hot for all you sexy Western MA 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...
  • Iโ€™m a Sexy and Naughty T-Girl Here in Western MA.Iโ€™m a Sexy and Naughty T-Girl Here in Western MA. Western MA T-Girl 4 NSA Fabulous Fanny here boys! I'm a trans woman living in the Western MA 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 ...
  • HOT SHEMALE GIA will Satisfy Your Tranny Fantasy \ Western MA!HOT SHEMALE GIA will Satisfy Your Tranny Fantasy Western MA! 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 Western MA!  No strings - just great times, so join my page free for instant access! Shemale Gia's Western MA Sexbook @ShemaleGia27 Photos:...
  • Your Flirty CD Sweetheart Awaits ๐Ÿ’•๐Ÿ˜˜ Western MAYour Flirty CD Sweetheart Awaits ๐Ÿ’•๐Ÿ˜˜ Western MA 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. ๐Ÿ’‹ ๐Ÿ‘  Feminine, fun and ...
  • MALE SEEKING SHEMALE ๐Ÿ†Western MA Ready to Play and Fuck ๐Ÿ’ฆMALE SEEKING SHEMALE ๐Ÿ†Western MA Ready to Play and Fuck ๐Ÿ’ฆ I have a secret.. ๐Ÿคซ I've always want to see what it's like to play with a shemale!!  Hi I'm John, I'm in Western MA  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 heart...
  • ๐Ÿ’ฆ Thick, Juicy & Kinky โ€“ Come Experience the Best ๐Ÿ˜๐Ÿ’ฆ Thick, Juicy & Kinky โ€“ Come Experience the Best ๐Ÿ˜  ๐Ÿ”ฅ| 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 ...
  • Marina TS ๐Ÿ† Visiting and ReadyMarina TS ๐Ÿ† Visiting and Ready Visitng Houston, Texas - Your TGirl Escort Hi guys Marina TS visiting your city …. We can start a sexy friendship, but if you are generous, it would not be bad. Please call me and text me when you are ready....MESSAGE ME HERE. Sexy, latina, femenine and beatiful TS woman here. English/e...
  • TS Latina Dream Girl โ€“ Ride Me Like a Telenovela ๐Ÿ˜ˆ๐Ÿ“บTS Latina Dream Girl โ€“ Ride Me Like a Telenovela ๐Ÿ˜ˆ๐Ÿ“บ  Have you ever imagined a sensual Latina woman with large thighs and a narrow waist and a hidden sexual  secret? That’s me, papi ๐Ÿ˜˜ I’m your spicy TS novela — dramatic,  passionate, and unforgettable in the bedroom. Message me here babe - I want your hands on my h...
  • INTERACTIVE MAP: Transexual Tracker in the Western MA Area!INTERACTIVE MAP: Transexual Tracker in the Western MA Area! Local Transexual Hookups Meet local transexuals in the Western MA 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 Western MA Trans Hookups Map ...
  • Smoke me out baby!Smoke me out baby! I'm a trans woman 37 years old, 5'9 in Western MA 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 in i...
  • SECRET CROSSDRESSER? - Meet with Me for Discreet Dressing in Western MASECRET CROSSDRESSER? - Meet with Me for Discreet Dressing in Western MA Secret Crossdressing Hookups in Western MA 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 ...
  • Selena Trans girl cute looking for loveSelena 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....
  • Flirty, Dirty, and Ready for Some Fun โค๏ธ Western MA Shemale Seeking Male Flirty, Dirty, and Ready for Some Fun โค๏ธ Western MA 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. ๐Ÿ˜˜I don’t want to talk – I want to try something a bit  more exciting. How ab...
  • II'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 Western MA 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...
  • Shy Transexual Escort inย Western MAShy Transexual Escort inย Western MA 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 ...
  • Hi Guys!! I am looking for someone fun!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! ...
  • Dr FreakinDr 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 Western MA area come see if you measure up! Click here for explicit photos. Loo...
  • Shemale 4 Men ๐Ÿ†๐Ÿ’ฆ  Western MA Ready Now!! Shemale 4 Men ๐Ÿ†๐Ÿ’ฆ Western MA Ready Now!!  Come Closer, I Don’t Bite, Unless You Do Enjoy It๐Ÿ˜‰   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...
  • Letโ€™s Play a Gameโ€”Winner Gets Me ๐Ÿ˜‰ Western MA Seeking!!Letโ€™s Play a Gameโ€”Winner Gets Me ๐Ÿ˜‰ Western MA Seeking!! Seduction Starts with One Look…Once I have your attention, baby, I don’t let go. ๐Ÿ˜ 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...
  • ๐Ÿ’– Discreet, Naughty & Waiting for a Man Who Can Handle Me๐Ÿ’– Discreet, Naughty & Waiting for a Man Who Can Handle Me  ๐Ÿ”ฅ I’m an exotic ebony TS bombshell in Western MA 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’ve n...
  • Tainted Love - Beyond Compare!Tainted Love - Beyond Compare! Kinky Trans Woman in Western MA Hi I'm tgirl Trisha to show you boys a different kind of kinky love in Western MA. 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 appreciates...
  • TS Bombshell Looking for a Man Who Can Keep Up! ๐Ÿ’‹ Western MATS Bombshell Looking for a Man Who Can Keep Up! ๐Ÿ’‹ Western MA  Naughty, Nice and Looking for a Thrill!Transsexual Seeking Man for Sexy Fun! View More of My Pictures ๐Ÿ“ธ 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...
  • !!!HOT - TRANS FUCKBOOK - HOT!!!!!!HOT - TRANS FUCKBOOK - HOT!!! Hookup With a Hot T-Girl in Western MA Meet sexy shemales ready to have some adult fun with their admirers. Over 1,240 t-girls in Western MA to heat up your love life tonight! Join free for instant access to their sexy profiles and chat. View: Explicit Shemale Photos Enjoy 24/7 Online C...
  • I Need a Sexy Man to Tame Wild Willy!I Need a Sexy Man to Tame Wild Willy! Hung Western MA Trans Woman Are you a snake charmer? A willy whisperer? A swami of salami? I am Desi, a shemale in Western MA 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 and ...