Hawaii Transgender Sex Ads

Browse Hawaii 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: Hilo | Honolulu

November 30th, 2025

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...

Well 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...

Ethereal 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...

Raunchy 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...

Elegant Transgender Beauty Seeking Connection Hey there, I'm Jeannine from Honolulu, Hawaii. I may not fit society's typical mold, but that's what makes me unique. Being transgender has allowed me to embrace my true self and connect with others in a deeper way. I love exploring new places in Honolulu like Waikiki Beach, Diamond Head Crater, a...

Raunchy 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...

Raunchy Shemale Seeking Local Man for Wild Fun I love getting down and dirty with a man who knows how to handle a shemale like me. My name is Nadine and I'm on the hunt for a hot stud in Honolulu who can satisfy all my cravings. When it comes to sex, I'm into it all - from passionate kissing to rough anal play. I love giving sloppy blowjobs a...

Hot Shemale Looking for a Wild Time in Honolulu I'm Lorena, a sexy shemale here in Honolulu looking for a local man who can handle all of me. I love to be both top and bottom, giving and receiving pleasure in every way possible. I'm into everything from blowjobs to anal play, and I always make sure my partner leaves satisfied with multiple orga...

Sensual 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...

Superior 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...

F/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...

Raunchy 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...

Debonair Trans dude, looks like Bond F2M Trans Dude in Hawaii 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...

Brandi 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...

Ethereal 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 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...

Seeking Connection and Adventure in Honolulu! Hey there! My name is Anette, and I'm a transgender woman living in beautiful Honolulu, Hawaii. 🌺 I wanted to reach out and see if there might be a special someone out there who's interested in getting to know me better. So, let me tell you a bit about myself! I have a unique body type that re...

Sweet 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...

Elegantly 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...

Jasmin 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...

Spark 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...

Spark 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'...

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 ...

Discover the Rainbow Connection with Blinni from Honolulu, Hawaii! Hey there! I'm Blinni, and I'm here to find that special someone who appreciates me for who I am. 🌈💖 So, let me tell you a bit about myself. I have a unique body type that's curvy in all the right places. My ethnicity is a beautiful blend of different cultures, making me a true representati...

27 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...

Discover Love and Adventure with Delores from Hilo, Hawaii! Hey there! My name is Delores and I'm a transgender individual living in beautiful Hilo, Hawaii. 🌺 I'm excited to put myself out there and meet someone special who appreciates me for who I am. If you're looking for a unique and genuine connection, keep reading! Being part of the LGBTQ communit...

Let'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...

TS M2F Top in Hawaii TS Top Seeking Man in Hawaii 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...

Euphoric 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...

Spicy Hot 🌶 Tranny Girl from Colombia Latina Tranny Girl in Hawaii 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 ...

Hot 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...

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 the Hawa...

Local 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...

Elisabeth 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 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 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...

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...

November 29th, 2025

Raunchy 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...

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 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 ...

Let'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...

New 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...

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 ...

Ethereal Transgender Beauty Seeking Connection in Hilo Hey there! I'm Sandye, a transgender woman from Hilo, Hawaii. I may not fit society's mold of what a woman should look like, but my uniqueness is what makes me special. You can check out my pics at my personal profile page @sandye13177. I love being part of the LGBTQ community because it allows m...

Hot Shemale in Hilo Ready to Ride and Suck You Dry I love getting down and dirty with a man who knows how to handle a shemale like me. My name is Janenna, and I'm looking for a local guy in Hilo, Hawaii who can satisfy all my naughty desires. Whether you're into giving or receiving, I'm game for it all. From deepthroating your cock to riding you ...

Raunchy 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...

Discover 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 ...

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...

Sparkle with Starla: Seeking a Connection Hey there! I'm Starla, a transgender woman from Honolulu, Hawaii. I may not fit society's standard idea of beauty, but I am confident in my own skin and proud of who I am. Being part of the LGBTQ community has given me a sense of belonging and acceptance that I cherish every day. I'm looking to ...

Erotic Enchantment Awaits Hey there, I'm Tommie from Honolulu, Hawaii. I'm a curvy and confident transgender looking to meet someone special for some fun and excitement. Whether it's strolling through the lush gardens of Foster Botanical Garden or catching a romantic sunset at Magic Island Beach Park, I'm always up for new...