Boston Transgender Sex Ads

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  • April 1st, 2025
  • 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 ...
  • 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...
  • 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...
  • 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 ...
  • 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...
  • 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...
  • 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....
  • Debonair Trans dude, looks like BondDebonair 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...
  • F/M seeking love and funF/M seeking love and fun Female to Male Trans Man in Boston 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 grow...
  • 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 Boston 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 naughty fant...
  • 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 ...
  • Sexy Shemale Seeking Local Man for Wild Fun in BostonSexy Shemale Seeking Local Man for Wild Fun in Boston Are you ready to explore your wildest fantasies with a hot and horny shemale? Look no further, because I'm here to make all your dreams come true. My name is Bernadene and I'm a sexy shemale looking for a man who can handle all that I have to offer. When it comes to sex, I love it all – from d...
  • 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...
  • 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...
  • Superior Massage by gorgeous T-GirlSuperior 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...
  • 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...
  • Jasmin T-girl Ready to make friendsJasmin T-girl Ready to make friends Want to Meet a T-Girl in Boston? 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...
  • 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...
  • 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...
  • 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...
  • 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. ...
  • TS Asian lady ready for upscale action (28)TS Asian lady ready for upscale action (28) Asian Transexual Lady for Man in Boston Hot and sexy Asian transexual, fully functional and wants to play with you! Message RubyTS4male...
  • 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 ...
  • Elisabeth waiting to be your QueenElisabeth 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 @...
  • 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...
  • March 31st, 2025
  • 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...
  • 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...
  • 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...
  • Naughty Shemale in Boston Looking for Hot FunNaughty Shemale in Boston Looking for Hot Fun Are you ready to have a wild time with a sexy shemale? I'm Roseanne, and I'm looking for a local man who can handle all of my desires. When it comes to sex, I love it all - from deepthroating your cock to riding you until we both explode with pleasure. I want to play with your ass, suck your dick...
  • New Body New MeNew Body New Me M2F post-op in Boston Hi, I'm Natasha, newly transitioned and ready to date. Gorgeous red head with slender legs and curvy body. Want to come and join me for a drink? I love sex in my new gender!!! Seeking a local area man who will enjoy sex and passion with me. Message me online NatashaM...
  • Transgender Temptation in BostonTransgender Temptation in Boston Hey there! I'm Elana, a transgender cutie from Boston who loves exploring the city and meeting new people. I enjoy being part of the LGBTQ community because it allows me to be my authentic self without any judgment. If you're looking for someone fun and adventurous to go on a date with, look no fu...
  • 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...
  • Hot Shemale in Boston Looking for Naughty FunHot Shemale in Boston Looking for Naughty Fun Are you ready to explore your wildest fantasies with a sexy shemale? Look no further, because I'm here to make all your dreams come true. My name is Marys and I'm a horny shemale seeking a local man for some hot and steamy action. I love it all - from giving sloppy blowjobs to getting my tight as...
  • 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...
  • 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...
  • 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...
  • 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...
  • 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 ...
  • 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...
  • Spark the Flame of Passion with Colette from BostonSpark the Flame of Passion with Colette from Boston Hey there! I'm Colette, a fun-loving transgender gal living in Boston, Massachusetts. I may not fit society's standards of beauty, but my confidence and personality shine bright. I embrace my trans identity and love being part of the LGBTQ community. I enjoy cozy nights at local cafes like Think...
  • 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...
  • Looking for Love and Adventure! 🌈Looking for Love and Adventure! 🌈 Hey there, lovely people of Boston! My name is Kimmie, and I'm a fun-loving transgender individual who's ready to explore the dating world. 💖 I may have a random body type, ethnicy, and nationality, but what truly defines me is my vibrant personality and open-mindedness. Being trans has taught...
  • 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...
  • Raunchy Shemale Anni Looking for Hot Fun in BostonRaunchy Shemale Anni Looking for Hot Fun in Boston Hey there, I'm a kinky shemale from Boston, Massachusetts looking for a local man to have some steamy fun with. My name is Anni and I love getting down and dirty in the bedroom. I'm a top who loves to dominate but can also be a submissive bottom if that's what you're into. I enjoy giving sloppy bl...
  • Flirty Florance Looking for LoveFlirty Florance Looking for Love Hey there! I'm Florance, a fun-loving transgender gal from Boston, Massachusetts. I may not fit into society's boxes, but that's what makes me unique and fabulous! 🌈 I love embracing my true self and connecting with others who appreciate authenticity. I'm looking for someone special to go on a...
  • Trans Beauty Looking for Love 💖Trans Beauty Looking for Love 💖 Hey there! I'm Stacee, a transgender woman from Boston who loves exploring the city and trying new things. I may not fit society's idea of "normal," but that's what makes me unique and special. I embrace my trans identity and all the beauty that comes with it. 🌈 I'm looking for someone who is ...
  • 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 ...
  • Sexy Shemale Looking for Hot Fun in Boston!Sexy Shemale Looking for Hot Fun in Boston! Are you a man who loves to play with a kinky shemale like me? My name is Sheela and I'm looking for a local guy who wants to have some wild and raunchy fun together. I love being both top and bottom, giving blowjobs, getting my tight ass pounded, sucking on a throbbing cock, and making each other ...
  • Looking for Love and Adventure! <br>Looking for Love and Adventure!
    Hey there! My name is Moira, and I'm a transgender woman living in beautiful Boston, Massachusetts. 🌆 I wanted to take a moment to tell you a little bit about myself and what I'm looking for. First off, let me start by saying that being part of the LGBTQ+ community has been an incredible journ...
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