Boston Transgender Sex Ads

Browse Boston 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!

Home / Alternative Sex Ads / Transgender Sex Ads

Show Ads In: Boston | Cape Cod / Islands | South Coast | Western MA | Worcester / Central MA

  • December 23rd, 2024
  • A Symphony of SensualityA Symphony of Sensuality Hey there! I'm Melodie, a transgender woman from Boston, Massachusetts. I may have a curvy body, but my heart is even bigger. I love exploring the city and checking out local spots like Fenway Park or the Museum of Fine Arts. Let's grab a coffee at Thinking Cup or go for a stroll in the Public Gar...
  • Sexy Shemale in Boston Looking for Hot FunSexy Shemale in Boston Looking for Hot Fun Are you ready to experience the ultimate pleasure with a hot shemale like me, Arleta? I'm a naughty tranny who loves to play all night long. I'm seeking a local man who can handle my insatiable appetite for sex and fun. I love getting down and dirty with a man who knows how to please me. From pas...
  • Spark Up Some Chemistry with Lissie in Boston!Spark Up Some Chemistry with Lissie in Boston! Hey there! I'm Lissie, a transgender gal from Boston who loves exploring the city and meeting new people. As a member of the LGBTQ community, I embrace my identity and all the unique experiences that come with it. If you're looking for someone who is open-minded, fun-loving, and down-to-earth, the...
  • EveleenEveleen's Sensual Journey in Boston Hey there! I'm Eveleen, a transgender beauty from Boston, Massachusetts. I love exploring the city and trying out new restaurants like The Beehive or Toro. I also enjoy taking long walks in the Public Garden or catching a show at the Wang Theatre. Being part of the LGBTQ community has brought so...
  • December 22nd, 2024
  • Hot Shemale Mallorie Looking for Naughty Fun in BostonHot Shemale Mallorie Looking for Naughty Fun in Boston Are you a man who loves to get down and dirty with a sexy shemale? Well, look no further because I'm Mallorie, your ultimate fantasy come to life! I'm a kinky shemale from Boston, Massachusetts looking for a local man who can handle all my wild desires. I love it all - from being a top or bottom ...
  • INTERACTIVE MAP: Transexual Tracker in the Boston Area!INTERACTIVE MAP: Transexual Tracker in the Boston Area! Local Trans Hookups Interactive Mapping Meet Local transexuals in the Boston area for friendship or sex hookups. View member thumbnails on the interactive map below to meet local members who want to meet local transexuals or admirers. Click any member photo below to get started. Sign up free for in...
  • Hot Shemale in Boston Looking for Some Naughty FunHot Shemale in Boston Looking for Some Naughty Fun Are you ready to explore your wildest fantasies with a sexy shemale like me? My name is Dyna and I'm looking for a local man who can handle all the kinky fun I have to offer. I love being both top and bottom, giving and receiving blowjobs, getting my tight ass pounded, and making sure you have mul...
  • Sexy Shemale Looking for Hot Fun in BostonSexy Shemale Looking for Hot Fun in Boston Are you ready to have the time of your life with a horny shemale? I'm Lyndel, and I'm looking for a local man who can handle all of my desires. I love getting down and dirty, so if you're up for some wild fun, then I'm your girl! I love it all - from giving sloppy blowjobs to taking a huge cock d...
  • Euphoria Awaits with AlysaEuphoria 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. ...
  • Erotic Enchantment Awaits You, LetErotic 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...
  • Elegantly Transgender Seeking Connection in BostonElegantly Transgender Seeking Connection in Boston Hey there! I'm Pippy, a transgender cutie from Boston who loves exploring the city's vibrant LGBTQ+ scene. Whether it's grabbing a coffee at the queer-friendly Diesel Café in Somerville or catching a drag show at Club Cafe in Back Bay, I'm always up for a good time. I embrace my trans identity ...
  • 27 y/o Sexy Hung Crossdresser in Boston27 y/o Sexy Hung Crossdresser in Boston Hung Crossdresser for Male in Boston 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 sexy r...
  • Spicy Hot 🌶 Tranny Girl from Colombia Spicy Hot 🌶 Tranny Girl from Colombia Latina Tranny Girl in Boston Hey guys, I am Gabriella and I am looking for a longterm relationship with a gentleman who love sex as much as I do! I am open to FWB but would like something more serious eventually. I am 33 and have not had surgery except breasts. I am smooth and clean, very feminine ...
  • Eager to Explore Love and ConnectionEager 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...
  • Spark a Connection with Kitty in BostonSpark 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...
  • Hot Shemale in Boston Looking to Ride and SuckHot Shemale in Boston Looking to Ride and Suck Are you looking for a naughty shemale to fulfill all your wildest fantasies? Well, look no further because I'm Danny, a sexy shemale from Boston seeking a local man for some hot and steamy fun. I love getting down and dirty with a man who knows how to handle a tranny like me. I enjoy being both ...
  • Spark Some Magic with Gabbie from Boston!Spark Some Magic with Gabbie from Boston! Hey there, I'm Gabbie, a fun-loving transgender woman from Boston, Massachusetts. I may not fit society's norms, but I embrace every part of who I am with pride. Being part of the LGBTQ community has taught me the importance of self-love and acceptance. I enjoy exploring new places in the city li...
  • Shemale Nightclubs Near You in Boston, MassachusettsShemale Nightclubs Near You in Boston, Massachusetts Shemale Nightclubs Near You in Boston, Massachusetts Shemale Clubs Near You in Boston, Massachusetts is a directory of trans-friendly nightclubs and bars. LGBTQ+ clubs come and go. We strive to keep this transgender clubs directory complete and rely on your input to help us do so. Please contact ...
  • Naughty Shemale Looking for Hot Fun in BostonNaughty Shemale Looking for Hot Fun in Boston Hey there boys, it's Vivie here, your favorite sexy shemale from Boston. I'm on the hunt for a local man who can handle all that I have to offer. When it comes to sex, I'm into everything naughty and kinky. I love being both a top and a bottom, giving blowjobs and getting my tight ass pounded. I enj...
  • FtM seeking Princess Bride in BostonFtM 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...
  • Gorgeous, Passable Trans in Boston 😍Gorgeous, Passable Trans in Boston 😍 Gorgeous Passable Trans MtF for Man in Boston 😍 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!  I'm kin...
  • Raunchy Shemale Seeking Local Man for Wild FunRaunchy Shemale Seeking Local Man for Wild Fun Hey boys, looking for a hot shemale to fulfill all your wildest fantasies? Look no further because Lynnette is here to make all your dreams come true. I'm a horny shemale from Boston, Massachusetts, ready to show you a good time. I love getting down and dirty with a man who knows how to handle a tr...
  • Sweet and Sensual Transgender Beauty in BostonSweet and Sensual Transgender Beauty in Boston Hey there! I'm Malissa, a fun-loving transgender gal from Boston, Massachusetts. I may not fit society's mold of what a woman should look like, but I embrace my uniqueness with pride. Being part of the LGBTQ community has brought so much joy and acceptance into my life. I'm looking for someone wh...
  • Hot Shemale Looking for a Wild Time in BostonHot Shemale Looking for a Wild Time in Boston I'm Enya, a sexy shemale looking for a local man who can handle all of me. I love to play both top and bottom, giving and receiving pleasure in every way possible. From deepthroating your cock to riding you until we both cum, I'm down for it all. My tight ass is always hungry for a hard dick, and ...
  • Seeking Connection and AdventureSeeking Connection and Adventure Hey there! I'm Roanne, a transgender woman living in Boston, Massachusetts. I may not fit society's mold of what a woman should look like, but that doesn't stop me from embracing my true self and living authentically. You can check out my pics at my personal profile page @roanneb12275. I love exp...
  • Spark up Some Magic with ViviaSpark up Some Magic with Vivia Hey there, I'm Vivia from Boston, Massachusetts. I'm a curvy, Latina transgender woman who loves exploring the city and trying new things. 🏙️ When it comes to dating, I enjoy connecting with open-minded individuals who appreciate the beauty of the LGBTQ community. 🌈 If you're looking for ...
  • HMU for Sex in BostonHMU for Sex in Boston Newly Single and Ready to Mingle in Boston Hi guys, my name is Barbie, age 28. My husband cheated for the last time. Now it's my time to have some fun! If you want to hook up for passion and hot sex in the Boston, Massachusetts area then message me @BarbieSingle28.      ...
  • Spark Your Curiosity with LissaSpark Your Curiosity with Lissa Hey there! I'm Lissa, a transgender woman from Boston, Massachusetts. I may not fit society's typical mold, but that's what makes me unique and confident in my own skin. I love embracing my LGBTQ identity and all the beauty that comes with it. If you're looking for someone who is genuine, fun-lovi...
  • Sexy Shemale in Boston Looking for Hot FunSexy Shemale in Boston Looking for Hot Fun Hey boys, I'm Jayme, a hot shemale in Boston looking for a man who can handle all my desires. I love to be on top and dominate, but I also enjoy getting down on my knees and giving sloppy blowjobs. My tight ass is ready to be pounded hard, and I love it when you gag me with your huge throbbing cock....
  • Looking for Love and Adventure! Hey there! I'm Harrietta, a fun-loving transgender gal from Boston, Massachusetts. If you're into exciting dates and genuine connections, then keep reading! So, what do I look like? Well, picture this: I have a curvy body that'll make you weak in the knees. My luscious hair frames my face perfect...
  • Sexy M2F Preop Trans, Lovely Surprise Waiting in my Panties 💖💖Sexy M2F Preop Trans, Lovely Surprise Waiting in my Panties 💖💖 Preop Trans in Boston Hi! I'm Brandi, new TS in the Boston 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 hiding in my pantie...
  • LetLet's Explore Boston Together! Hey there! I'm Madelene, a fun-loving transgender woman from Boston, Massachusetts. I may not fit society's standards of beauty, but I embrace my unique body type and ethnicity with pride. I love being part of the LGBTQ community because it allows me to be my true self without any judgment. Whet...
  • Raunchy Shemale Moira Ready to Play in BostonRaunchy Shemale Moira Ready to Play in Boston Are you a man looking for a wild time with a hot shemale? Look no further, because I'm here to fulfill all your dirty fantasies. My name is Moira and I'm a sexy shemale from Boston, Massachusetts seeking a local man for some mind-blowing sex and fun. I love getting down and dirty in the bedroom,...
  • A Sensual Journey of Self-DiscoveryA Sensual Journey of Self-Discovery Hey there, I'm Gaby from Boston, Massachusetts. I'm a curvy Latina beauty with a passion for exploring the world as a proud transgender woman. I love embracing my true self and connecting with others who appreciate authenticity and diversity. I enjoy cozy coffee dates at local cafes like Thinkin...
  • Well Endowed Shemale for Man in BostonWell Endowed Shemale for Man in Boston Hung Shemale for Man in Boston I am Blanca. I can provide top or bottom service. Bareback if you're clean. Love oral sex both giving and receiving. Say hello cause I'm friendly, sexy as hell and always satisfy my partner. Give me a try. Message me privately at BlancaShemale32 for my latest uncensor...
  • December 21st, 2024
  • Exploring Love and Connection as a Transgender BeautyExploring Love and Connection as a Transgender Beauty Hey there, I'm Matti from Boston, Massachusetts. I'm a proud transgender woman who loves embracing my true self and connecting with others in the LGBTQ community. If you're looking for someone who is authentic, compassionate, and full of love, then look no further! I enjoy exploring new places in...
  • Raunchy Shemale in Boston Looking for Hot FunRaunchy Shemale in Boston Looking for Hot Fun I'm Nani, a sexy shemale from Boston looking for a local man who can handle all my dirty desires. I love to be on top, dominating you and making you beg for more. I'll give you the sloppiest blowjob of your life, gagging on your throbbing cock until you explode in ecstasy. I want to ride you until...
  • Meet Massachusetts Transexuals Online: Live Chat, Member Profiles, Photo Swaps & Local Trans ClubsMeet Massachusetts Transexuals Online: Live Chat, Member Profiles, Photo Swaps & Local Trans Clubs Meet Massachusetts Transexuals Online!  Meet Massachusetts transexuals online at AmericanTransexuals.com. Our web development team includes transexual women and male trans admirers, so we have a unique understanding of transgender attraction. We have created an online community where you can m...
  • Naughty Shemale Mia Ready to Play in Boston!Naughty Shemale Mia Ready to Play in Boston! Looking for a hot man who can handle all that I have to offer. I'm Mia, a sexy shemale from Boston craving some steamy action. You can find me in the FreeSexAds.com Shemale Profiles at miab43392. I love being both a top and bottom, giving and receiving blowjobs, getting my ass licked and fucked, ...
  • TS M2F Top in BostonTS M2F Top in Boston TS Top Seeking Man in Boston I'm Sandi wants to meet hot guy for fun and hot sex. Age 28 with long blonde hair, smooth skin and a great body.  Non op functional, nice big ladystick for your pleasure! 😈  Love oral sex, anal sex and yummy kinks of all sorts. I love to explore kinks and f...
  • Seeking a Local Man for Some Raunchy Shemale FunSeeking a Local Man for Some Raunchy Shemale Fun Hey there, I'm Kathrine, a sexy shemale from Boston looking for a man who can handle all of me. I love getting down and dirty, exploring every inch of your body with my throbbing cock. I'm a versatile babe who loves to top and bottom, giving you the ultimate pleasure in every position imaginable. ...
  • SHEMALE HOOKUPS! Wanna Have a Great Time in Boston, Massachusetts? SHEMALE HOOKUPS! Wanna Have a Great Time in Boston, Massachusetts? HOT!  SHEMALE HOOKUPS  "The girl with a naughty little secret in her panties!" SIGNUP FREE: INSTANT ACCESS!  Shemale Profiles Browse Uncensored Photos, Swap Your Pics, Join Live Web Cams, Swap Private Messages, Sext & Hook Up! Join free for Instant Access to the Bost...
  • Naughty Shemale Danette Looking for Hot Fun in BostonNaughty 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...
  • LetLet's Explore Love and Adventure Together! 🌈 Hey there, lovely people of Boston! My name is Malory, and I'm excited to dive into the world of dating as a proud transgender individual. 💖 I believe that love knows no boundaries, and I'm eager to meet someone who shares my enthusiasm for life. Whether you identify as LGBTQ or simply appreci...
  • Elegant Enigma Seeking ConnectionElegant Enigma Seeking Connection Hey there, I'm Karlee from Boston, Massachusetts. I may not fit society's typical mold, but that's what makes me unique! As a transgender individual, I embrace my journey and love being part of the LGBTQ community. I enjoy exploring new places in Boston like the Public Garden or catching a show ...
  • Hot Shemale in Boston Looking for FunHot Shemale in Boston Looking for Fun Hey there, I'm Mandie, a sexy shemale from Boston 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. When it comes to sex, I'm versatile and enjoy both giving and receiving. Whether you want me to be your top o...
  • Naughty Shemale Seeking Local Man for Wild FunNaughty Shemale Seeking Local Man for Wild Fun Looking for a man who can handle a horny shemale like me? Look no further! I'm Marlena, a sexy tranny from Boston, Massachusetts, ready to show you a good time. I love getting down and dirty, so if you're into that, we'll get along just fine. I enjoy everything from passionate kissing to rough a...
  • Spark Up Some Chemistry with BreaSpark Up Some Chemistry with Brea Hey there, I'm Brea from Boston, Massachusetts. I'm a curvy Latina beauty who loves exploring new places and meeting new people. You can check out my pics at my personal profile page @breabos37210. I'm proud to be part of the LGBTQ community because it allows me to express my true self and connec...
  • December 20th, 2024
  • Spark Up Some Magic with KaroleSpark Up Some Magic with Karole Hey there, I'm Karole from Boston, Massachusetts. I'm a curvy and confident transgender babe who loves embracing my true self. Being part of the LGBTQ community brings me so much joy and freedom to express myself in ways that feel right. I'm looking for someone special to share some unforgettabl...
  • Sexy Shemale in Boston Looking for Hot FunSexy Shemale in Boston Looking for Hot Fun I love to get down and dirty with a man who knows how to please a shemale like me. My name is Marijo and I am seeking a local guy for some wild and raunchy encounters. I enjoy being on top, giving blowjobs, getting my tight ass played with, and riding a throbbing cock until we both explode with or...