Cape Cod / Islands Transgender Sex Ads

Browse Cape Cod / Islands 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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  • October 19th, 2025
  • Seeking Local Man for Shemale Fun in Cape Cod / Islands, MassachusettsSeeking Local Man for Shemale Fun in Cape Cod / Islands, Massachusetts Are you ready to explore your wildest fantasies with a sexy shemale like me? My name is Ann and I'm looking for a hot local man who can handle all that I have to offer. I love getting down and dirty, so if you're into some raunchy fun, then I'm the girl for you. I enjoy everything from deepthroat...
  • Sparkling Sea Breeze Seeks ConnectionSparkling Sea Breeze Seeks Connection Hey there! I'm Livia, a transgender woman from Cape Cod / Islands, Massachusetts. I have a curvy body and a mix of Italian and Portuguese heritage that gives me a unique look. I love exploring the local beaches, trying out new seafood restaurants, and taking long walks along the shore. I enjoy be...
  • TS M2F Top in Cape Cod / IslandsTS M2F Top in Cape Cod / Islands TS Top Seeking Man in Cape Cod / Islands 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...
  • Transgender Beauty looking for Love on Cape CodTransgender Beauty looking for Love on Cape Cod Hey there! My name is Karry and I'm a transgender woman living in the beautiful area of Cape Cod / Islands, Massachusetts. I have a curvy body type and I love embracing my femininity every day. I'm looking for someone who is open-minded and accepting of the LGBTQ community. I enjoy going to local...
  • Hot Shemale Angela Looking for Local Man for Wild FunHot Shemale Angela Looking for Local Man for Wild Fun I'm Angela, a sexy shemale from Cape Cod / Islands, Massachusetts, looking for a man who can handle all my desires. I love to be on top and take control, but I also enjoy getting down on my knees and giving sloppy blowjobs. I have a tight ass that loves to be pounded hard, and a huge throbbing coc...
  • Local Shemale Looking for Hot FunLocal Shemale Looking for Hot Fun Are you ready to have the time of your life with a sexy shemale in Cape Cod / Islands, Massachusetts? Look no further because I'm here to fulfill all your wildest fantasies. My name is Noelyn and I'm a horny shemale seeking a local man for some steamy encounters. I love getting down and dirty, so...
  • Debonair Trans dude, looks like BondDebonair Trans dude, looks like Bond F2M Trans Dude in Cape Cod / Islands 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 rela...
  • Raunchy Shemale Seeking Local Man for Wild FunRaunchy 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...
  • Jasmin T-girl Ready to make friendsJasmin T-girl Ready to make friends Want to Meet a T-Girl in Cape Cod / Islands? 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...
  • TS Asian lady ready for upscale action (28)TS Asian lady ready for upscale action (28) Asian Transexual Lady for Man in Cape Cod / Islands Hot and sexy Asian transexual, fully functional and wants to play with you! Message RubyTS4male...
  • Well Endowed Shemale for Man in Cape Cod / IslandsWell Endowed Shemale for Man in Cape Cod / Islands Hung Shemale for Man in Cape Cod / Islands 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 lat...
  • Sexy Transgender Beauty Looking for Love on Cape CodSexy 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...
  • Raunchy Shemale Seeking Local Man for Wild FunRaunchy Shemale Seeking Local Man for Wild Fun Are you ready for a night of mind-blowing pleasure with a horny shemale named Carolee? I'm looking for a hot stud in Cape Cod / Islands, Massachusetts who can satisfy all my naughty desires. When it comes to sex, I'm into everything from deepthroating your throbbing cock to riding you like a wild ...
  • 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...
  • HMU for Sex in Cape Cod / IslandsHMU for Sex in Cape Cod / Islands Newly Single and Ready to Mingle in Cape Cod / Islands 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 Cape Cod / Islands, Massachusetts area then message me @BarbieSingle28. &nbs...
  • Local Shemale Looking for Hot Fun and Wild Encounters<br>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...
  • Seeking Local Man for Raunchy Shemale Fun in Cape Cod/Islands, MASeeking Local Man for Raunchy Shemale Fun in Cape Cod/Islands, MA Are you ready to have the time of your life with a sexy shemale like me? My name is Annette and I am looking for a man who can handle all my naughty desires. When it comes to sex, I love it all - from giving mind-blowing blowjobs to getting my tight ass pounded hard. I'm a top and a bottom, so we ...
  • 27 y/o Sexy Hung Crossdresser in Cape Cod / Islands27 y/o Sexy Hung Crossdresser in Cape Cod / Islands Hung Crossdresser for Male in Cape Cod / Islands 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 ...
  • Shemale Nightclubs Near You in Cape Cod / Islands, MassachusettsShemale Nightclubs Near You in Cape Cod / Islands, Massachusetts Shemale Nightclubs Near You in Cape Cod / Islands, Massachusetts Shemale Clubs Near You in Cape Cod / Islands, 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 u...
  • Looking for Love and Adventure on Cape Cod!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...
  • Euphoric Trans Beauty Seeking Connection 🌈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...
  • 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 Cape Cod / Islands 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 ...
  • INTERACTIVE MAP: Transexual Tracker in the Cape Cod / Islands Area!INTERACTIVE MAP: Transexual Tracker in the Cape Cod / Islands Area! Local Trans Hookups Interactive Mapping Meet Local transexuals in the Cape Cod / Islands 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...
  • Sexy M2F Preop Trans, Lovely Surprise Waiting in my Panties 💖💖Sexy M2F Preop Trans, Lovely Surprise Waiting in my Panties 💖💖 Preop Trans in Cape Cod / Islands Hi! I'm Brandi, new TS in the Cape Cod / Islands 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" t...
  • Elisabeth waiting to be your QueenElisabeth waiting to be your Queen TRANSEXUAL FOR MAN IN THE Cape Cod / Islands 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! Priva...
  • Transgender Beauty Seeking Love and Adventure on Cape CodTransgender Beauty Seeking Love and Adventure on Cape Cod Hey there! I'm Celisse, a stunning transgender beauty hailing from the breathtaking shores of Cape Cod. 💃🏻✨ If you're looking for someone unique, open-minded, and ready to embrace life's adventures, then you've come to the right place. So, what do I look like? Well, picture this: a radian...
  • Looking for Love and Adventure!Looking for Love and Adventure! Hey there! My name is Rosalynd and I'm a transgender woman living in the beautiful Cape Cod/Islands area of Massachusetts. 💕 I'm excited to put myself out there and find someone special who appreciates me for who I am. So, let me tell you a bit about myself. I have a unique body type that's cu...
  • Seeking Connection on Cape Cod: Transgender Beauty BeckaSeeking Connection on Cape Cod: Transgender Beauty Becka Hey there! I'm Becka, a proud transgender woman from the beautiful Cape Cod / Islands in Massachusetts. I love embracing my true self and being part of the LGBTQ community. It's all about love and acceptance, right? 🌈 I'm looking for someone special to share some laughs and good times with. Ma...
  • Local Shemale Looking for Hot Fun and Great SexLocal 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 Shemale Kathleen Looking for Hot Fun on Cape CodSexy Shemale Kathleen Looking for Hot Fun on Cape Cod I love nothing more than getting down and dirty with a man who knows how to handle a shemale like me. My name is Kathleen, and I am looking for a local guy who can satisfy all my desires. Whether you're into giving or receiving, I'm your girl. I enjoy everything from blowjobs to anal play, and I'...
  • Superior Massage by gorgeous T-GirlSuperior Massage by gorgeous T-Girl T-Girl for Dating in Cape Cod / Islands 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 Usernam...
  • F/M seeking love and funF/M seeking love and fun Female to Male Trans Man in Cape Cod / Islands 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...
  • Looking for Love and Adventure on Cape Cod!Looking for Love and Adventure on Cape Cod! Hey there! My name is Zara and I'm a transgender woman living in beautiful Cape Cod. 💃🏻 I'm here to find someone special who can appreciate me for the unique person I am. So, let me tell you a bit about myself! Physically, I have a curvy figure that'll make your heart skip a beat. 😍 My h...
  • Spicy Hot 🌶 Tranny Girl from Colombia Spicy Hot 🌶 Tranny Girl from Colombia Latina Tranny Girl in Cape Cod / Islands 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, ve...
  • October 18th, 2025
  • Looking for Love and Adventure on Cape Cod! Hey there, lovely people of Cape Cod! My name is Ruby, and I'm a transgender woman who's ready to dive into the dating scene. 💃✨ So, let me tell you a little about myself. I have a curvy figure that embraces my femininity, and my warm smile will surely brighten your day. As for my background...
  • Sexy Shemale Cat Looking for Hot Fun on Cape CodSexy Shemale Cat Looking for Hot Fun on Cape Cod I'm a horny shemale named Cat, and I'm looking for a local man who can handle all my desires. I love to play both top and bottom, giving and receiving pleasure in every way possible. I want to suck your cock until you're begging for more, then ride you until we both explode in ecstasy. I have a ...
  • Local Shemale Lorilyn Looking for Hot Fun and Wild SexLocal 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...
  • Transgender Beauty Seeking Love and Adventure Hey there! My name is Gwyn, and I'm a transgender person living in the beautiful Cape Cod/Islands area of Massachusetts. 🌈✨ I've always believed that love knows no boundaries, and I'm excited to meet someone who shares my passion for adventure and embracing life to the fullest. 💖 So, wha...
  • Gorgeous, Passable Trans in Cape Cod / Islands 😍Gorgeous, Passable Trans in Cape Cod / Islands 😍 Gorgeous Passable Trans MtF for Man in Cape Cod / Islands 😍 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!&nb...
  • Sexy Shemale Seeking Local Man for Wild FunSexy Shemale Seeking Local Man for Wild Fun Are you looking for a hot shemale to fulfill all your wildest fantasies? Look no further, because I'm Margeaux, and I'm ready to show you a good time. I'm a top shemale from Cape Cod / Islands, Massachusetts, seeking a local man who can handle me in the bedroom. I love getting down and dirty, so...
  • Elegant Transgender Beauty Seeking ConnectionElegant Transgender Beauty Seeking Connection Hey there! I'm Sharline, a transgender woman from Cape Cod / Islands, Massachusetts. I may not fit society's standards of beauty, but I embrace my unique body type and ethnicity with pride. As a member of the LGBTQ community, I love the freedom to express myself authentically and connect with othe...
  • Sexy Shemale Looking for Hot Fun on Cape CodSexy Shemale Looking for Hot Fun on Cape Cod I'm a kinky shemale named Harlie who's looking for a local man to have some wild and raunchy fun with. I love being both a top and bottom, giving blowjobs, getting my ass pounded, sucking dick, and making sure we both have mind-blowing orgasms. I'm into all kinds of play, from mild to wild, and I ...
  • Raunchy Shemale Seeking Local Man for Hot Fun in Cape CodRaunchy Shemale Seeking Local Man for Hot Fun in Cape Cod I love to get down and dirty with a man who can handle all the kinky things I have in store. My name is Jenifer, and as a shemale, I am always up for a good time. Whether you're into getting your cock sucked or pounding my tight ass, I'm game for it all. I enjoy being both a top and bottom, so w...
  • A Taste of TranscendenceA Taste of Transcendence Hey there, I'm Chrissa from Cape Cod / Islands, Massachusetts. I may not fit society's idea of "normal," but that's what makes me special. Being trans allows me to embrace my true self and live authentically. I love connecting with others in the LGBTQ community and sharing our unique experiences. ...
  • Raunchy Shemale Seeking Local Man for Hot Fun and Great SexRaunchy Shemale Seeking Local Man for Hot Fun and Great Sex Are you ready to experience the ultimate pleasure with a sexy shemale like me, Gabrielle? I'm looking for a local man who can handle my insatiable appetite for all things naughty. When it comes to sex, I love it all - from giving sloppy blowjobs to taking a huge throbbing cock deep in my tight ass...
  • Elegantly Transcendent: Seeking Connection in Cape CodElegantly Transcendent: Seeking Connection in Cape Cod Hey there! I'm Genna, a proud transgender woman from the beautiful Cape Cod / Islands area of Massachusetts. I have a curvy body and a mix of Italian and Portuguese heritage. You can check out my pics at my personal profile page @gennacape84105. I love being part of the LGBTQ community because it...
  • Trans Man waiting for right date with hot beautyTrans Man waiting for right date with hot beauty Handsome Trans Man for Dating in Cape Cod / Islands 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...
  • Raunchy Shemale Seeking Local Man for Wild FunRaunchy Shemale Seeking Local Man for Wild Fun Hey sexy, I'm a hot and horny shemale named Melina from Cape Cod / Islands, Massachusetts looking for a man who can handle me in the bedroom. 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 open to trying anything and everything. I love givi...
  • Hot Shemale Seeks Local Man for Wild Fun and Hot EncountersHot Shemale Seeks Local Man for Wild Fun and Hot Encounters Are you looking for a sexy shemale who knows how to have a good time? Look no further, because I'm here to fulfill all your wildest fantasies. My name is Roseanna, and I'm a horny shemale from Cape Cod / Islands, Massachusetts looking for a man who can handle my insatiable appetite for pleasure. ...
  • FtM seeking Princess Bride in Cape Cod / IslandsFtM seeking Princess Bride in Cape Cod / Islands FtM seeking Woman in Cape Cod / Islands Hi, I'm Andy, age 33, FtM transgender man living in Cape Cod / Islands. 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 m...