Hawaii Transgender Sex Ads

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Show Ads In: Hilo | Honolulu

  • November 5th, 2026
  • Raunchy Shemale in Hilo Looking for Hot EncountersRaunchy Shemale in Hilo Looking for Hot Encounters Are you looking for a wild time with a sexy shemale? Look no further, because I'm here to fulfill all your fantasies. My name is Shandie and I'm a horny shemale seeking a local man for some steamy fun. I love getting down and dirty, so if you're into it, I'm your girl. I enjoy giving blowjobs, ge...
  • 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 Hawaii 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...
  • Local Shemale Mandy Looking for Hot TimesLocal Shemale Mandy Looking for Hot Times Are you ready to have some wild and steamy fun with a sexy shemale like me? My name is Mandy, and I am looking for a local man in Honolulu who can handle all the naughty things I have in mind. I love being both a top and a bottom, so we can switch things up and have the best of both worlds. Whethe...
  • LetLet's Dance Under the Hawaiian Moonlight Hey there! I'm Margo, a fun-loving transgender gal from Hilo, Hawaii. I may not have the typical body type you'd expect, but I rock it with pride! 🌺 As a proud member of the LGBTQ community, I love being able to express my true self and connect with others who appreciate authenticity. I'm look...
  • Sexy Shemale in Hilo Ready to Play and FuckSexy Shemale in Hilo Ready to Play and Fuck Hey there, I'm Marjy! I'm a hot shemale looking for a local man to have some wild fun with. I love getting down and dirty, so if you're into that, hit me up! I enjoy giving blowjobs, getting my ass pounded, sucking on a big cock, and experiencing intense orgasms. If you're into role play or want t...
  • HMU for Sex in HawaiiHMU for Sex in Hawaii Newly Single and Ready to Mingle in Hawaii 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 Hawaii area then message me @BarbieSingle28.      ...
  • Hot Shemale in Honolulu Ready to Play and Fuck All Night LongHot Shemale in Honolulu Ready to Play and Fuck All Night Long Are you looking for a wild time with a sexy shemale who knows how to please a man? Look no further, because I'm Kari, your ultimate fantasy come true. I'm a naughty shemale seeking a local man in Honolulu for some hot and steamy fun. I love getting down and dirty with a guy who can handle all of...
  • Spark Some Magic with Carrie from HiloSpark Some Magic with Carrie from Hilo Hey there, I'm Carrie, a fun-loving transgender gal from Hilo, Hawaii. I may not be your typical girl next door, but that's what makes me unique and exciting! 💃 I love embracing my true self and being part of the LGBTQ community. It's empowering to live authentically and connect with others wh...
  • LetLet's Dance Under the Hawaiian Moonlight Hey there, I'm Melinda from Hilo, Hawaii. I may not fit society's idea of what a woman should look like, but that doesn't stop me from being confident and fabulous in my own skin. I love embracing my transgender identity and being a part of the LGBTQ community because it allows me to be true to my...
  • Hot Shemale in Honolulu Seeking Local Man for Wild FunHot Shemale in Honolulu Seeking Local Man for Wild Fun Hey there! I'm Gianina, a sexy shemale looking for a man who can handle all of me. I love getting down and dirty, exploring every naughty fantasy we can think of together. Whether you're into being dominated or taking charge, I'm ready to play.When it comes to sex, I'm open to it all. From deepthroa...
  • Euphoric Trans Beauty Seeking ConnectionEuphoric Trans Beauty Seeking Connection Hey there, I'm Bryana from Hilo, Hawaii. I'm a proud transgender woman with a bubbly personality and a heart full of love. I enjoy embracing my true self and connecting with others in the LGBTQ community. I'm looking for someone special to share meaningful conversations and unforgettable moments...
  • Sexy Shemale in Hilo, Hawaii Ready to PlaySexy Shemale in Hilo, Hawaii Ready to Play Are you looking for a hot shemale to fulfill all your wildest fantasies? Look no further, because I'm Isis and I'm here to make all your dreams come true. I'm a horny shemale seeking a local man for some mind-blowing sex and fun. You can find me in the FreeSexAds.com Shemale Profiles at isishil315...
  • Euphoric Trans Beauty Seeking ConnectionEuphoric Trans Beauty Seeking Connection Hey there! I'm Shana, a transgender woman from Hilo, Hawaii. I may not fit society's standards of beauty, but I embrace my uniqueness and radiate confidence. Being part of the LGBTQ community has allowed me to truly be myself and connect with others on a deeper level. I love exploring the local a...
  • Sexy M2F Preop Trans, Lovely Surprise Waiting in my Panties 💖💖Sexy M2F Preop Trans, Lovely Surprise Waiting in my Panties 💖💖 Preop Trans in Hawaii Hi! I'm Brandi, new TS in the Hawaii 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...
  • Sexy Shemale Desirae Looking for Hot Fun in HonoluluSexy Shemale Desirae Looking for Hot Fun in Honolulu I'm a naughty shemale looking for a local man who can handle all of my desires. I love to be on top, bottom, give blowjobs, get my ass played with, suck cock, and make you cum hard. I want to explore all your wildest fantasies and make sure we both have mind-blowing orgasms together. Let's play an...
  • Superior Massage by gorgeous T-GirlSuperior Massage by gorgeous T-Girl T-Girl for Dating in Hawaii 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...
  • Well Endowed Shemale for Man in HawaiiWell Endowed Shemale for Man in Hawaii Hung Shemale for Man in Hawaii 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...
  • TS Asian lady ready for upscale action (28)TS Asian lady ready for upscale action (28) Asian Transexual Lady for Man in Hawaii Hot and sexy Asian transexual, fully functional and wants to play with you! Message RubyTS4male...
  • Erotic Temptation: LetErotic Temptation: Let's Explore Together Hey there, I'm Christin from Honolulu, Hawaii. I may not fit society's typical mold, but that's what makes me unique and special. I love being part of the LGBTQ community because it allows me to express my true self without any judgment. I'm looking for someone who is open-minded and ready to em...
  • November 4th, 2026
  • New Body New MeNew Body New Me M2F post-op in Hawaii 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...
  • Sensual Transgender Seeks Connection in HonoluluSensual Transgender Seeks Connection in Honolulu Hey there! I'm Trace, a transgender cutie living in beautiful Honolulu, Hawaii. I love exploring the local beaches, trying out new restaurants in Waikiki, and catching a movie at the Dole Cannery theaters. 🏖️🍣🎥 I'm proud to be a part of the LGBTQ community and embrace my unique journey...
  • Ethereal Trans Beauty Seeking Connection in Honolulu 🌺Ethereal Trans Beauty Seeking Connection in Honolulu 🌺 Hey there! I'm Alena, a transgender woman living in beautiful Honolulu, Hawaii. 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 enjoy the freedom to express myself authentically and connect with others w...
  • Spark up some romance with a Transgender Beauty in Honolulu!Spark up some romance with a Transgender Beauty in Honolulu! Hey there! I'm Tommi, a transgender cutie from Honolulu, Hawaii. I may not fit society's norms, but that's what makes me unique and special. I love being part of the LGBTQ community because it allows me to express myself freely and authentically. If you're looking for someone who is confident, fun...
  • Sexy Shemale in Hilo Ready to Fulfill Your Wildest Fantasies 💋Sexy Shemale in Hilo Ready to Fulfill Your Wildest Fantasies 💋 Are you looking for a hot and kinky shemale to play with? Look no further, because I'm here to satisfy all your desires. My name is Rhetta and I am a pre-op transgender woman who loves to have fun in the bedroom. You can find my bio at rhettahi85858. I enjoy being both a top and a bottom, giving ...
  • Hot Shemale in Honolulu Looking for Wild FunHot Shemale in Honolulu Looking for Wild Fun Are you a man who craves a sexy shemale to fulfill all your dirty desires? Look no further, because I'm Marjy, a horny tranny ready to play with you. I love being both top and bottom, giving and receiving blowjobs, rimming, anal play, and so much more. Let's explore our wildest fantasies together ...
  • Jasmin T-girl Ready to make friendsJasmin T-girl Ready to make friends Want to Meet a T-Girl in Hawaii? 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...
  • INTERACTIVE MAP: Transexual Tracker in the Hawaii Area!INTERACTIVE MAP: Transexual Tracker in the Hawaii Area! Local Trans Hookups Interactive Mapping Meet Local transexuals in the Hawaii 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...
  • Raunchy Shemale Seeking Local Man for Wild FunRaunchy Shemale Seeking Local Man for Wild Fun Hey boys, I'm Leeanne, a hot shemale from Honolulu looking for a man who can handle all my dirty desires. When it comes to sex, I'm not shy about what I want. I love being on top and riding you until we both explode with pleasure. My tight ass is always hungry for a huge throbbing cock, and my mouth...
  • SHEMALE HOOKUPS! Wanna Have a Great Time in Hawaii? SHEMALE HOOKUPS! Wanna Have a Great Time in Hawaii? 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 th...
  • Ethereal Trans Beauty Seeking Connection in Honolulu 🌺Ethereal Trans Beauty Seeking Connection in Honolulu 🌺 Hey there! I'm Lanie, a transgender woman from Honolulu, Hawaii. 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 sense of community and acceptance that comes with being trans. I'm looking for s...
  • 27 y/o Sexy Hung Crossdresser in Hawaii27 y/o Sexy Hung Crossdresser in Hawaii Hung Crossdresser for Male in Hawaii 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...
  • Sexy Shemale in Hilo Ready to Play and FuckSexy Shemale in Hilo Ready to Play and Fuck Hey boys, I'm Alecia, a hot shemale from Hilo looking for a local man who can handle all my naughty desires. I love being both a top and bottom, giving blowjobs, getting my tight ass fucked hard, and sucking on a throbbing cock until it explodes with cum. I'm into role play, BDSM, and making sure we...
  • Gorgeous, Passable Trans in Hawaii 😍Gorgeous, Passable Trans in Hawaii 😍 Gorgeous Passable Trans MtF for Man in Hawaii 😍 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 in Hilo Looking for Hot FunRaunchy Shemale in Hilo Looking for Hot Fun Are you ready to get down and dirty with a sexy shemale in Hilo? Well, look no further because I'm here to fulfill all your wildest fantasies. My name is Saba and I'm a horny shemale looking for a local man who can handle me in the bedroom. I love getting my tight ass pounded hard and deep. I wa...
  • Raunchy Shemale Seeking Local Man for Wild FunRaunchy Shemale Seeking Local Man for Wild Fun Hey boys, it's Norah here, your favorite shemale from Honolulu! I'm on the hunt for a man who can handle all of my naughty desires. I love getting down and dirty in the bedroom, so if you're up for some hot and steamy action, I'm your girl... or should I say, shemale!When it comes to sex, I'm a tota...
  • Elegantly Embracing TranscendenceElegantly Embracing Transcendence Hey there! I'm Virginia, a sassy transgender beauty from Honolulu, Hawaii. I may not fit society's standards of beauty, but my confidence and charm will sweep you off your feet. I love exploring the vibrant LGBTQ community here and soaking up the sun at Waikiki Beach. Let's grab a delicious meal a...
  • Raunchy Shemale Seeking Local Man for Wild Fun in HonoluluRaunchy Shemale Seeking Local Man for Wild Fun in Honolulu Are you looking for a hot shemale to fulfill all your wildest fantasies? Look no further, because Janella is here to satisfy all your desires. I love being both a top and a bottom, so we can switch things up and have the best of both worlds. From blowjobs to anal play, I'm down for it all. I enjoy...
  • F/M seeking love and funF/M seeking love and fun Female to Male Trans Man in Hawaii 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...
  • Elisabeth waiting to be your QueenElisabeth waiting to be your Queen TRANSEXUAL FOR MAN IN THE Hawaii 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 @...
  • Sexy Shemale in Hilo Looking for Hot FunSexy Shemale in Hilo Looking for Hot Fun Are you looking for a wild time with a naughty shemale? Well, look no further because I'm Erinna and I'm ready to rock your world. I'm a sexy shemale seeking a local man for some steamy encounters. I love getting down and dirty, so if you're into that, hit me up! I enjoy all kinds of kinky stuff ...
  • Spark Some Magic with Tammy from HonoluluSpark Some Magic with Tammy from Honolulu Hey there, I'm Tammy and I'm a proud transgender woman living in the beautiful city of Honolulu, Hawaii. I may not fit society's standards of beauty, but I embrace my unique body type and ethnicity with confidence. Being LGBTQ has taught me the importance of self-love and acceptance, and I wouldn'...
  • Euphoric Connections Await You with LesyaEuphoric Connections Await You with Lesya Hey there! I'm Lesya, a transgender woman from Honolulu, Hawaii. I may not fit society's mold, but that's what makes me unique and special. I love embracing my LGBTQ identity and all the wonderful experiences that come with it. If you're looking for someone who is open-minded, adventurous, and lov...
  • Raunchy Shemale Looking for Hot Fun in HonoluluRaunchy Shemale Looking for Hot Fun in Honolulu I'm a horny shemale named Chryste looking for a local man who can handle all my dirty desires. I love getting down and dirty, exploring every inch of your body with my talented tongue and throbbing cock. I'm a top who loves to dominate, but I can also be a submissive bottom if that's what gets you...
  • Ethereal Trans Beauty Seeking Connection in Honolulu 🌺Ethereal Trans Beauty Seeking Connection in Honolulu 🌺 Hey there! My name is Rosina and I'm a proud transgender woman living in Honolulu, Hawaii. I have a curvy body and my heritage is Polynesian. I love embracing my LGBTQ identity and all the unique experiences that come with it. I'm looking for someone special to share meaningful conversations and ...
  • Raunchy Shemale Seeking Local Man for Hot EncountersRaunchy Shemale Seeking Local Man for Hot Encounters Are you ready to get down and dirty with a sexy shemale in Hilo, Hawaii? Look no further because I'm Patricia, a hot and horny shemale who loves to play all night long. I'm looking for a man who can handle my insatiable appetite for pleasure and fun. When it comes to sex, I love it all - from de...
  • Trans Man waiting for right date with hot beautyTrans Man waiting for right date with hot beauty Handsome Trans Man for Dating in Hawaii 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 hi!&nbs...
  • Spark up some island romance with me, Laurette from Hilo!Spark up some island romance with me, Laurette from Hilo! Hey there! I'm Laurette, a proud transgender woman living in beautiful Hilo, Hawaii. I may not fit society's idea of "perfect", but my unique body type and ethnicity make me who I am - and I wouldn't change a thing. Being part of the LGBTQ community has brought so much joy and acceptance into my l...
  • Elegant Transgender Beauty Seeking ConnectionElegant Transgender Beauty Seeking Connection Hey there, I'm Viviyan from Honolulu, Hawaii. I'm a curvy and confident transgender woman who loves embracing my true self. I enjoy being part of the LGBTQ community because it allows me to connect with others who understand and support me. Whether we grab a coffee at Morning Glass Coffee + Cafe or ...
  • Exotic Trans Beauty Seeking Connection in HonoluluExotic Trans Beauty Seeking Connection in Honolulu Hey there! I'm Janella, a transgender woman living in the beautiful city of Honolulu, Hawaii. I may not fit society's standards of beauty, but I embrace my unique body type and ethnicity with pride. I love exploring the LGBTQ community here and finding new spots to hang out like Bacchus Waikiki ...
  • Ethereal Transgender Beauty Seeking ConnectionEthereal Transgender Beauty Seeking Connection Hey there! I'm Oprah, a transgender woman from Hilo, Hawaii. I may not fit society's standards of beauty, but I am proud of my curves and embrace my unique identity. Being part of the LGBTQ community has brought me so much joy and freedom to express myself authentically. I love exploring new plac...