Hilo Transgender Sex Ads

Browse Hilo 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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  • January 31st, 2026
  • Sexy Shemale in Hilo Ready to PlaySexy Shemale in Hilo Ready to Play Are you looking for a hot shemale to fulfill all your wildest fantasies? Look no further because I'm here to make all your dreams come true. My name is Kristel and I'm a naughty shemale seeking a local man for some mind-blowing sex and fun. I love being both top and bottom, giving and receiving b...
  • 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...
  • FtM seeking Princess Bride in HiloFtM seeking Princess Bride in Hilo FtM seeking Woman in Hilo Hi, I'm Andy, age 33, FtM transgender man living in Hilo. 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 @AndyFtM4Princes...
  • Gorgeous, Passable Trans in Hilo 😍Gorgeous, Passable Trans in Hilo 😍 Gorgeous Passable Trans MtF for Man in Hilo 😍 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 kink ...
  • TS Asian lady ready for upscale action (28)TS Asian lady ready for upscale action (28) Asian Transexual Lady for Man in Hilo Hot and sexy Asian transexual, fully functional and wants to play with you! Message RubyTS4male...
  • 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...
  • TS M2F Top in HiloTS M2F Top in Hilo TS Top Seeking Man in Hilo 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 fan...
  • Sexy M2F Preop Trans, Lovely Surprise Waiting in my Panties 💖💖Sexy M2F Preop Trans, Lovely Surprise Waiting in my Panties 💖💖 Preop Trans in Hilo Hi! I'm Brandi, new TS in the Hilo 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 panties un...
  • INTERACTIVE MAP: Transexual Tracker in the Hilo Area!INTERACTIVE MAP: Transexual Tracker in the Hilo Area! Local Trans Hookups Interactive Mapping Meet Local transexuals in the Hilo 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 inst...
  • F/M seeking love and funF/M seeking love and fun Female to Male Trans Man in Hilo 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. ...
  • 27 y/o Sexy Hung Crossdresser in Hilo27 y/o Sexy Hung Crossdresser in Hilo Hung Crossdresser for Male in Hilo 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 rom...
  • Shemale Nightclubs Near You in Hilo, HawaiiShemale Nightclubs Near You in Hilo, Hawaii Shemale Nightclubs Near You in Hilo, Hawaii Shemale Clubs Near You in Hilo, Hawaii 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 us if you are awar...
  • January 30th, 2026
  • 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...
  • Jasmin T-girl Ready to make friendsJasmin T-girl Ready to make friends Want to Meet a T-Girl in Hilo? 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...
  • Well Endowed Shemale for Man in HiloWell Endowed Shemale for Man in Hilo Hung Shemale for Man in Hilo 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 uncensored...
  • Looking for Love and Adventure in Hilo, Hawaii!Looking for Love and Adventure in Hilo, Hawaii! Hey there! My name is Noelle, and I'm a transgender woman living in the beautiful town of Hilo, Hawaii. 🌺 I wanted to take a moment to share a little bit about myself and see if we might be a great match! Physically, I have a curvy body type that embraces my femininity. 💃 My nationality is ...
  • Sexy Shemale in Hilo Looking for Hot FunSexy Shemale in Hilo Looking for Hot Fun I'm Rochella, a naughty shemale in Hilo looking for a local man to have some wild and steamy fun with. I love getting down and dirty, so if you're into that too, then we'll definitely hit it off! I enjoy being both a top and bottom, giving and receiving blowjobs, playing with my tight ass, ridin...
  • 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...
  • Elisabeth waiting to be your QueenElisabeth waiting to be your Queen TRANSEXUAL FOR MAN IN THE Hilo 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 @El...
  • Spark Up Some Chemistry with Rici from Hilo, HawaiiSpark Up Some Chemistry with Rici from Hilo, Hawaii Hey there! I'm Rici, a fun-loving transgender individual who enjoys exploring the beauty of being LGBTQ. I believe that love knows no boundaries and am looking for someone special to share some unforgettable moments with. If you're up for an adventure, let's meet up at the beautiful Liliuokalani ...
  • 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...
  • 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 ...
  • 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...
  • Meet Hawaii Transexuals Online: Live Chat, Member Profiles, Photo Swaps & Local Trans ClubsMeet Hawaii Transexuals Online: Live Chat, Member Profiles, Photo Swaps & Local Trans Clubs Meet Hawaii Transexuals Online!  Meet Hawaii 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 meet Hawaii tra...
  • 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 Hilo 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 fantas...
  • 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...
  • Discover the Beauty of Love with Deeanne in Hilo, HawaiiDiscover the Beauty of Love with Deeanne in Hilo, Hawaii Hey there! I'm Deeanne, your friendly transgender girl from Hilo, Hawaii. 🌺 Looking for that special connection? Well, you've come to the right place! Let me tell you a little bit about myself. I'm an adventurous spirit who loves exploring the stunning landscapes of our beautiful island. From ...
  • Superior Massage by gorgeous T-GirlSuperior Massage by gorgeous T-Girl T-Girl for Dating in Hilo 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: GayleTGirl ...
  • Spark Up Some Chemistry with ViviSpark Up Some Chemistry with Vivi Hey there, I'm Vivi from Hilo, Hawaii. I'm a proud transgender individual who loves embracing my true self and connecting with others in the LGBTQ community. If you're looking for someone who's genuine, fun-loving, and open-minded, then I might just be the one for you! I enjoy exploring the beaut...
  • Trans Man waiting for right date with hot beautyTrans Man waiting for right date with hot beauty Handsome Trans Man for Dating in Hilo 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! ...
  • New Body New MeNew Body New Me M2F post-op in Hilo 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 NatashaM2F...
  • Hot Shemale in Hilo Ready to Play and FuckHot Shemale in Hilo Ready to Play and Fuck Are you looking for a wild time with a sexy shemale? Look no further, because I'm Amata and I'm here to fulfill all your dirty fantasies. I'm a horny shemale seeking a local man in Hilo, Hawaii for some hot and steamy fun. I love being both a top and bottom, so I can give it to you hard or take ...
  • Hot Shemale in Hilo Ready to Play and FuckHot Shemale in Hilo Ready to Play and Fuck Hey boys, I'm Pippa, a sexy shemale from Hilo 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 get along just fine. I'm a top who loves giving blowjobs and riding cock like there's no tomorrow. My tight ass is always ready for a goo...
  • January 29th, 2026
  • Ethereal Transgender Beauty Seeking Connection in HiloEthereal Transgender Beauty Seeking Connection in Hilo Hey there! I'm Kyle, a proud transgender individual from Hilo, Hawaii. I may not fit society's typical mold, but that's what makes me unique and beautiful. Being part of the LGBTQ community has taught me so much about acceptance and self-love, and I wouldn't change it for the world. If you're look...
  • Raunchy Shemale Dodi Looking for Hot Fun in HiloRaunchy Shemale Dodi Looking for Hot Fun in Hilo I'm a hot and horny shemale ready to show you a good time. I go by the name Dodi, and I'm looking for a local man who can handle all of me. I love getting down and dirty, exploring all sorts of naughty pleasures. If you're into wild and kinky sex, then I'm the tranny for you. I enjoy being both t...
  • Local Shemale Bianca Seeking Hot EncountersLocal Shemale Bianca Seeking Hot Encounters Are you looking for a wild time with a sexy shemale in Hilo, Hawaii? Look no further because I'm here to fulfill all your naughty desires. My name is Bianca and I'm ready to show you a good time. I love getting down and dirty with a man who knows how to handle a hot tranny like me. I enjoy being...
  • Sexy Shemale Ina Looking for Hot Fun in Hilo!Sexy Shemale Ina Looking for Hot Fun in Hilo! I love getting down and dirty with a man who knows how to handle a horny shemale like me. My name is Ina, and I'm on the hunt for a local guy who can keep up with my insatiable appetite for pleasure. When it comes to sex, I'm into it all - from deepthroat blowjobs to rough anal play. I love being ...
  • LetLet's Dance Under the Hawaiian Moonlight Hey there, I'm Shawnee from Hilo, Hawaii. I'm a free-spirited soul who loves embracing my transgender identity and being part of the LGBTQ community. I enjoy exploring new places and meeting new people who appreciate me for who I am. If you're looking for a fun and adventurous date, let's grab som...
  • Looking for Love and Adventure in Hilo, Hawaii!Looking for Love and Adventure in Hilo, Hawaii! Hey there! My name is Hilarie, and I'm a transgender individual living in beautiful Hilo, Hawaii. 🌺 I wanted to take a moment to share a little bit about myself and hopefully catch your attention! First things first, you can check out my pics at my personal profile page @hilarieh90371. 😊 L...
  • SHEMALE HOOKUPS! Wanna Have a Great Time in Hilo, Hawaii? SHEMALE HOOKUPS! Wanna Have a Great Time in Hilo, 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 the Hilo...
  • Sweet and Sensual Transgender Beauty Seeks Connection in HiloSweet and Sensual Transgender Beauty Seeks Connection in Hilo Aloha, lovely people of Hilo! My name is Alyda, and I'm a proud transgender woman ready to embark on an exciting journey of love and connection. 💕 Living here in the breathtaking paradise of Hilo, Hawaii, I've come to appreciate the beauty that surrounds me both inside and out. As a trans indi...
  • Debonair Trans dude, looks like BondDebonair Trans dude, looks like Bond F2M Trans Dude in Hilo 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. ...
  • HMU for Sex in HiloHMU for Sex in Hilo Newly Single and Ready to Mingle in Hilo 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 Hilo, Hawaii area then message me @BarbieSingle28.      ...
  • Unleash Your True Self with Martha from Hilo, HawaiiUnleash Your True Self with Martha from Hilo, Hawaii Hey there! It's Martha, your friendly transgender gal from beautiful Hilo, Hawaii. 🌺 Are you ready to embark on an incredible journey of love and self-discovery? Well then, buckle up because I'm here to sweep you off your feet! Let me paint a picture of what I look like. Picture a confident an...
  • Spicy Hot 🌶 Tranny Girl from Colombia Spicy Hot 🌶 Tranny Girl from Colombia Latina Tranny Girl in Hilo 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 an...
  • Seeking Local Man for Raunchy Shemale Fun in Hilo, HawaiiSeeking Local Man for Raunchy Shemale Fun in Hilo, Hawaii Are you ready for a wild time with a sexy shemale like me, Jessalyn? I'm looking for a hot and horny man who can handle all the kinky things I love to do in the bedroom. When we meet up, get ready for some mind-blowing action. I want to suck your throbbing cock until you explode in my mouth, then ...
  • Raunchy Shemale Seeking Local Man for Wild FunRaunchy Shemale Seeking Local Man for Wild Fun Hey there, I'm Rosalie from Hilo, Hawaii and I'm a horny shemale looking for a man who can handle all my desires. When it comes to sex, I love it all - from deepthroating your cock to riding you like a wild stallion. I want to explore every inch of your body and make you scream with pleasure.Meet me...
  • 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...
  • January 28th, 2026
  • 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...
  • 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...