Massachusetts Transgender Sex Ads
Browse Massachusetts transgender sex ads to meet local transexuals, crossdressers and shemales for sex, dating or friendship. It's free to search the trans sex classifieds, or post your own adult ad!
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Show Ads In: Boston | Cape Cod / Islands | South Coast | Western MA | Worcester / Central MA
April 2nd, 2025
A Sensual Journey: Seeking Connection
Hey there, I'm Marin from Western MA, Massachusetts. I'm a curvy and confident transgender woman who loves exploring the beauty of life as part of the LGBTQ community. 💃
I enjoy cozy nights in watching movies, trying out new restaurants in Northampton, or taking a stroll through Forest Park in...
Raunchy Shemale Marysa Seeking Local Man for Wild Fun Hey boys, I'm a hot and horny shemale named Marysa from South Coast, Massachusetts looking for a man who can handle all of me. I love getting down and dirty, so if you're into some kinky fun, I'm your girl.
When it comes to sex, I'm not shy about what I like. I enjoy giving and receiving blowjobs, ...
Hot Shemale in South Coast Looking for Wild Fun
I love being a shemale and I'm always on the hunt for a hot man to have some steamy fun with. My name is Louise and I'm looking for a local guy who can handle all of me. I enjoy being both top and bottom, so you better be ready for anything. From blowjobs to anal play, I'm down for it all. I love...
Erotic Temptations Await You, Come Explore with Brook
Hey there, I'm Brook from Cape Cod / Islands, Massachusetts. I may not fit society's typical mold, but that's what makes me unique and special. Being transgender has allowed me to truly embrace who I am and connect with others in the LGBTQ community.
I love exploring new places and trying out di...Seeking Connection and Adventure on Cape Cod!
Hey there! My name is Delphina, and I'm a transgender woman living in the beautiful Cape Cod/Islands area of Massachusetts. 🌊🏖️
I'm here to share a little about myself and hopefully catch your attention! While I believe that true connections go beyond appearances, it's always nice to have...
Spark Up Some Chemistry with Jacklyn
Hey there, I'm Jacklyn from South Coast, Massachusetts! I'm a curvy Latina beauty who loves embracing my transgender identity. Being part of the LGBTQ community has brought so much joy and acceptance into my life. I'm looking to meet someone special who appreciates authenticity and loves to have a...
Local Shemale Lorilyn Looking for Hot Fun and Wild Sex
I'm a sexy shemale from Cape Cod / Islands, Massachusetts, seeking a local man for some steamy encounters. You can find me on FreeSexAds.com Shemale Profiles at lorilynca59466. I love to get down and dirty, exploring all kinds of naughty pleasures with my partner. If you're into wild and raunchy f...
Raunchy Shemale Seeking Local Man for Wild Fun Hey sexy, I'm a hot shemale named Dorothy looking for a man in Cape Cod / Islands who can handle all my dirty desires. When it comes to sex, I'm into everything naughty and nasty. I love being both a top and bottom, giving blowjobs and getting my ass pounded hard. I enjoy sucking cock, riding it unt...
Wild Shemale Looking for a Naughty Man to Play with in Western MA
I'm Andie, a hot and horny shemale looking for a local man who can handle all the kinky fun I have to offer. I love being both a top and a bottom, giving and receiving blowjobs, getting my tight ass pounded, and sucking on a throbbing cock until it explodes with cum. I'm into all kinds of fetishes...
Local Shemale Looking for Hot Fun and Wild Encounters
I'm a sexy shemale from Cape Cod / Islands, Massachusetts, named Laryssa. I'm seeking a local man who can handle all my desires and fantasies. I love getting down and dirty, exploring all kinds of kinky play.
If you're into a wild time, I'm your girl! I enjoy being both top and bottom, giving an...
Sweet and Sensual Transgender Beauty Looking for Love
Hey there, I'm Shea, a transgender woman from Western MA, Massachusetts. I may not fit society's standard beauty norms, but I am proud of my unique body and identity. I love being part of the LGBTQ community because it allows me to express myself freely and authentically.
I enjoy long walks in th...
Erotic Transgender Temptation in Worcester
Hey there, I'm Chelsae from Worcester, MA. I'm a curvy transgender woman who loves embracing my LGBTQ identity. If you're looking for a fun and adventurous date, then look no further! I enjoy exploring new places around Central MA like the Worcester Art Museum or grabbing a bite to eat at Armsby A...
Looking for Love and Adventure on Cape Cod!
Hey there, lovely people of Cape Cod! My name is Dina, and I'm a transgender woman who's excited to dive into the dating scene. 💃🌈
Living in this beautiful part of Massachusetts has its perks, but finding that special someone can be a challenge. So here I am, putting myself out there, hopin...
Hot Shemale Looking for Local Man to Fuck My Tight Ass and Throbbing Cock
I'm Amie, a sexy shemale from Cape Cod / Islands, Massachusetts, seeking a man who can handle all of my naughty desires. I love being both a top and a bottom, giving blowjobs, getting my ass pounded, and sucking on a throbbing cock until it explodes with cum. I'm into all kinds of kinky play, from...
Transgender Beauty Looking for Love 💕
Hey there! I'm Peg, a transgender gal from South Coast, Massachusetts. I may not fit society's standards of beauty, but I embrace my uniqueness and love every inch of myself. Being part of the LGBTQ community has allowed me to truly be myself and connect with amazing people who accept me for who I...
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...
Wild Shemale Seeking Local Man for Hot Fun
I love getting down and dirty, exploring all kinds of naughty fantasies with a willing partner. My name is Dinny, and I'm a shemale from Western MA looking for a man who can handle my insatiable appetite for pleasure. When it comes to sex, I'm open to just about anything. I enjoy being both a top ...
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...
Looking for Love and Adventure in South Coast, Massachusetts!
Hey there, it's Ricca! 🌈 Are you ready to join me on an exciting journey through love and life? I'm a proud transgender individual who loves embracing my true self. Being part of the LGBTQ community has taught me the importance of acceptance, compassion, and living authentically.
Living in bea...
Eager to Explore Love and Connection
Hey there, I'm Jonie from Boston, Massachusetts. I'm a curvy Latina beauty who loves embracing my transgender identity. Being part of the LGBTQ community brings me so much joy and fulfillment. I'm looking for someone who can appreciate me for who I truly am.
I enjoy exploring new restaurants in t...
Gorgeous, Passable Trans in Massachusetts 😍 Gorgeous Passable Trans MtF for Man in Massachusetts 😍
I transitioned 6 years ago at age 18. I am pretty, with long light brown hair, a nice figure and long shapely legs. I have brown puppy dog eyes and kissable lips. Check my profile @TransFaye24 for pics and prepare to be stunned!
...
Local Shemale Looking for Hot Fun and Great Sex
Are you a man in Cape Cod / Islands looking for a wild time with a sexy shemale? Well, look no further because I am here to fulfill all your fantasies and desires. My name is Malanie and I am ready to show you a night you won't forget.
I love being both top and bottom, giving and receiving blowjo...
Sexy M2F Preop Trans, Lovely Surprise Waiting in my Panties 💖💖 Preop Trans in Massachusetts
Hi! I'm Brandi, new TS in the Massachusetts area. I'm MtF preop transexual woman. I pass as female very well so we can go to your business function or out for dinner followed by a night of forbidden fun that only we will know about! I am fully functional, 8" thick hidin...
Sexy Transgender Seeks Fun and Connection
Hey there, I'm Enya from South Coast, Massachusetts. I'm a curvy, mixed-race beauty who loves embracing my transgender identity. Being part of the LGBTQ community brings me so much joy and freedom to express myself authentically.
I'm looking for someone who is open-minded, adventurous, and ready ...
Raunchy Shemale Seeking Local Man for Wild Fun
I'm Janessa, a hot and horny shemale from South Coast, Massachusetts looking for a man who can handle all of me. I love to top and bottom, give blowjobs, get my tight ass pounded, suck on a throbbing cock, and make you cum hard. I'm into sloppy gagging play, riding you until we both explode with o...
Elegantly Transgender Seeking Connection
Hey there! I'm Madelaine, a transgender woman from Worcester, MA. I love being part of the LGBTQ community because it allows me to fully embrace my true self and connect with others who understand and support me. If you're looking for someone who is open-minded, caring, and loves to explore new pl...
Sexy Transgender Beauty Looking for Love on Cape Cod
Hey there! I'm Lorene, a proud transgender woman from the beautiful Cape Cod area in Massachusetts. I may have a curvy body, but I rock it with confidence and sass. Being part of the LGBTQ community brings me so much joy and freedom to express my true self. 🏳️⚧️
I'm looking for someon...
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...
Erotic Temptation: Transgender Beauty Seeking Connection Hey there, I'm Karrie from the beautiful South Coast of Massachusetts. I'm a proud transgender woman who loves embracing my true self and connecting with others in the LGBTQ community.
I enjoy exploring local spots like the scenic beaches of Cape Cod, the charming cafes in Providence, and the vibr...
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 ...
Erotic Enchantment Awaits You, Let's Meet!
Hey there! I'm Raye, a fun-loving transgender person from Boston, Massachusetts. I may not fit society's typical mold, but that's what makes me unique and exciting. I embrace my LGBTQ identity and love connecting with open-minded individuals who appreciate authenticity.
I enjoy exploring the vibr...
Hot Shemale Looking for a Naughty Man in Worcester! Hey there, I'm Kandace, a sexy shemale from Worcester looking for a local man to have some wild fun with. I love getting down and dirty, so if you're into that too, we'll definitely hit it off! You can find me on FreeSexAds.com Shemale Profiles at kandace78982.I'm a top who loves to dominate and tak...
Hot Shemale in Western MA Looking for a Wild Time
I'm Rorie, a sexy shemale from Western MA looking for a local man to have some hot and steamy fun with. I love getting down and dirty, so if you're into that, hit me up! I'm always ready for a good time and can't wait to show you what I can do.
In the bedroom, I'm open to just about anything. I ...
Looking for Love in All the Right Places
Hey there, lovely people of Worcester and Central MA! My name is Katerina, and I'm here to put a little extra sparkle into your life. 🌟
So, let me tell you a bit about myself. I've got this gorgeous curvy figure that's just made for hugging. And my stunning blue eyes will have you mesmerized f...
Elegant Enigma Seeking Connection
Hey there! I'm Audrey from South Coast, Massachusetts. I may not fit into society's narrow definitions of gender, but that's what makes me unique and special. I embrace my transgender identity and love being a part of the LGBTQ community. 💖
I enjoy long walks on the beach, exploring local art ...
Discover Love and Adventure with Selle - Transgender Beauty from Cape Cod
Hey there, lovely people of Cape Cod! My name is Selle, and I'm here to shake things up in the dating world. 💃
So, let me tell you a little bit about myself. I have this unique body type that's curvy in all the right places, making heads turn wherever I go. 😏 My ethnicity might be a mystery...
Euphoric Trans Beauty Seeking Connection 🌈
Hey there! I'm Jessa, a vibrant transgender woman from Cape Cod / Islands, Massachusetts. I love exploring the local beaches and charming cafes in the area. If you're looking for a fun and meaningful connection, I might just be the one for you!
I enjoy being part of the LGBTQ community because i...
Hot Shemale in Worcester Looking for a Wild Time Hey there, I'm Karine, a sexy shemale from Worcester looking for a local man to have some naughty fun with. I love getting down and dirty, so if you're into that too, we'll get along just fine. I'm always up for a good time and I have plenty of tricks up my sleeve to keep you satisfied.When it comes...
Hot Shemale Looking for Wild Fun in Worcester Hey sexy, I'm Minetta and I'm a naughty shemale looking for a local man who can handle all of me. I love to play both top and bottom, giving you the best of both worlds. Let's start with a sloppy blowjob that will leave you begging for more, then move on to some intense ass play. I want to ride you ...
A Sensual Journey of Self-Discovery
Hey there, I'm Vivianne from South Coast, Massachusetts. I'm a curvy Latina beauty who is proud to be part of the LGBTQ community. I love embracing my true self and all the unique experiences that come with it. If you're looking for someone who is confident, adventurous, and open-minded, then look...
Naughty Shemale Danette Looking for Hot Fun in Boston
Looking for a hot man in Boston who can handle all that I have to offer. I'm a sexy shemale named Danette, and I'm ready to show you a good time. I love getting down and dirty, so if you're into wild and kinky sex, then I'm the girl for you.
I enjoy everything from giving sloppy blowjobs to takin...
Hot Shemale Looking for Wild Fun
I love being a shemale and I'm looking for a local man in Western MA who can handle all my desires. My name is Tallia and I want to show you a good time. I enjoy being both top and bottom, giving blowjobs, getting my ass played with, sucking cock, riding hard, and making sure we both reach mind-bl...
Seeking Local Man for Shemale Fun and Great Sex
I'm Ally, a sexy shemale from South Coast, Massachusetts, looking for a man who can handle me in the bedroom. I love getting down and dirty with a guy who knows how to please a tranny like me. If you're into wild, raunchy sex, then I'm your girl!
I enjoy all kinds of naughty activities, including...
Spark a Connection with Kitty in Boston
Hey there, I'm Kitty and I'm a transgender woman living in Boston, Massachusetts. I love exploring the city and trying out new restaurants like Union Oyster House or The Beehive. There's nothing better than good food and great conversation!
I enjoy being part of the LGBTQ community because it al...
Elegantly Transcendent Seeking Connection
Hey there, I'm Shannah from Western MA, Massachusetts. I'm a curvy, mixed-race transgender woman who loves embracing my true self. Being part of the LGBTQ community brings so much joy and authenticity to my life.
I'm looking for someone special to share laughs and deep conversations with. Let's g...
Wild Shemale Seeking Local Man for Hot and Steamy Fun
Are you looking for a wild shemale to fulfill all your dirty fantasies? Look no further, because I'm Riannon, the shemale of your dreams! I'm seeking a local man in Western MA who can handle my insatiable appetite for sex and fun.
I love getting down and dirty with a man who knows how to please ...
Local Shemale Looking for Hot Fun and Great Sex
Are you ready for a wild time with a sexy shemale in Cape Cod / Islands, Massachusetts? My name is Jania and I'm looking for a man who can handle all the naughty things I have in store. I love being both top and bottom, so we can switch things up and have a blast together. Whether you want to give...
Euphoria Awaits with Alysa
Hey there! I'm Alysa, a transgender woman from Boston, Massachusetts. I may not fit society's mold of what a woman should look like, but that's what makes me unique and beautiful in my own way. I embrace my LGBTQ identity and love connecting with others who appreciate authenticity and diversity.
...
27 y/o Sexy Hung Crossdresser in Massachusetts Hung Crossdresser for Male in Massachusetts
Hey, I go by Selena when I'm cross dressed. I love being feminine and servicing my man!, I'm age 27, well hung and so cute when I'm dressed up!! What more could you want in a gurl?!! View my pics and message me @Selena27femCD so we can talk and meet for a...
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...