Hawaii Transgender Sex Ads

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Show Ads In: Hilo | Honolulu

May 29th, 2026

Exotic 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 ...

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...

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...

Aloha! Let's Catch a Wave Together 🌺 Hey there, I'm Eleanor from Honolulu, Hawaii. I'm a proud transgender woman who loves embracing my true self and being part of the LGBTQ community. I enjoy exploring the beautiful beaches of Hawaii, trying out new local eateries like Liliha Bakery or Helena's Hawaiian Food, and taking in the stunn...

Raunchy Shemale Seeking Local Man for Wild Fun Are you a man in Honolulu looking for a hot shemale to fulfill all your wildest fantasies? Look no further, because I'm Grayce and I'm here to satisfy your every desire. I love getting down and dirty, so if you're into some kinky action, I'm your girl... or should I say, shemale! I enjoy everythi...

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 @...

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...

Discover the Magic of Love with Calypso in Paradise! 🌈 Hey there, beautiful souls of Honolulu! My name is Calypso, and I'm here to spread love, joy, and acceptance in this amazing LGBTQ community. 💖 I may have a curvy body that embraces every inch of femininity, but what truly defines me is my vibrant spirit. As a proud transgender woman from Hawa...

Hot Shemale in Hilo Seeking Local Man for Wild Fun Are you looking for a sexy shemale to fulfill all your wildest fantasies? Look no further, because I'm Kellen and I'm ready to show you a good time. I'm a top who loves to dominate and take charge in the bedroom. I enjoy giving sloppy blowjobs, getting my tight ass pounded, and making you cum hard...

HMU 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.      ...

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...

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...

Hot Shemale in Honolulu Ready to Play and Fuck Are you looking for a wild time with a sexy shemale in Honolulu? Well, look no further because I'm here to fulfill all your dirty fantasies. My name is Susanne and I'm a horny tranny seeking a local man for some hot and steamy fun. I love to be both top and bottom, giving and receiving blowjobs, ...

FtM seeking Princess Bride in Hawaii FtM seeking Woman in Hawaii Hi, I'm Andy, age 33, FtM transgender man living in Hawaii. 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...

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...

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...

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...

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...

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...

May 28th, 2026

Trans 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...

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...

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 ...

Elegantly Transcending Boundaries Hey there! My name is Nike and I'm a proud transgender woman living in Honolulu, Hawaii. I may not fit society's typical mold, but that's what makes me unique and beautiful in my own way. You can check out my pics at my personal profile page @nikehon91457. I love being part of the LGBTQ community...

Elegant Transgender Beauty Seeking Connection in Honolulu Hey there, I'm Shaylynn from Honolulu, Hawaii. I may not fit society's mold, but that's what makes me unique and special. I love embracing my true self and being a part of the LGBTQ community because it allows me to be authentically me. I enjoy exploring the beautiful beaches of Waikiki or takin...

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...

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...

Hot Shemale in Honolulu Ready to Play and Ride Your Cock I'm a sexy shemale named Claudette looking for a local man in Honolulu who can handle all my naughty desires. I love being both a top and bottom, giving blowjobs, getting my ass pounded, and sucking on a throbbing cock until it explodes with cum. I want to make you gag on my huge dick while you be...

Euphoria Awaits with Kali in Honolulu Hey there! I'm Kali, a transgender woman from Honolulu who loves embracing my true self and connecting with others in the LGBTQ community. Whether we're enjoying a sunset picnic at Ala Moana Beach Park, sipping on cocktails at The Laylow, or exploring the vibrant art scene at the Honolulu Museum o...

Local Shemale Seeking Hot Man for Wild Fun Are you looking for a sexy shemale to fulfill all your dirty desires? Look no further, because I'm here to satisfy your every need. My name is Merridie and I'm a horny shemale from Honolulu, Hawaii who loves to play with men in the bedroom. I enjoy being both a top and bottom, giving and receivin...

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 ...

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 in the Rainbow Paradise 🌈 Hey there, beautiful souls of Honolulu! My name is Dallas, and I'm on a quest to find that special connection. 💖 As a transgender person, I've learned to embrace my true self and celebrate the LGBTQ community. Life is too short not to be authentic, right? So, let me tell you a little bit about...

Raunchy Shemale Myrna Looking for Hot Encounters in Honolulu Are you a man looking for a wild time with a sexy shemale? Look no further, because I'm here to fulfill all your fantasies and desires. My name is Myrna and I'm a sultry shemale seeking a local man for some hot and steamy fun. I love getting down and dirty, so if you're into it, I'm game for anyt...

Hot 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 ...

Exploring Love and Connection in Paradise Hey there! My name is Daniela, and I'm a transgender woman living in the beautiful city of Honolulu, Hawaii. 💖✨ I wanted to take a moment to tell you a bit about myself and what I'm looking for in a partner. As a member of the LGBTQ+ community, I cherish the freedom to express my true self a...

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...

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...

Euphoric 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...

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 ...

Erotic 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...

Hot 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 ...

Euphoric 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...

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...

May 27th, 2026

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 ...

Spark the Flame: Transgender Beauty in Honolulu Hey there! I'm Jeanette, a fun-loving transgender lady from Honolulu, Hawaii. I may not fit society's standards of beauty, but I am confident in my own skin and proud of who I am. Being part of the LGBTQ community has brought me so much joy and acceptance. I love exploring the vibrant culture and...

Let's Dance Under the Hawaiian Moonlight Hey there, I'm Glenine from Honolulu, Hawaii! 🌺 I may not fit society's mold, but that's what makes me unique. I love embracing my transgender identity and being part of the LGBTQ community. It's all about living authentically and loving fearlessly. 💖 If you're looking for someone who's genu...

Hot Shemale in Honolulu Ready to Play and Fuck Looking for a man who can handle all that I have to offer? Look no further because Diamond is here for you. I am a shemale seeking a local man for great sex and fun. You can find me on FreeSexAds.com Shemale Profiles at diamondhon84935. I love getting down and dirty, exploring all kinds of sexual...

Elegant Trans Beauty Looking for Love in Honolulu 🌺 Hey there, I'm Britaney from Honolulu, Hawaii! I'm a curvy Pacific Islander beauty who loves exploring the vibrant LGBTQ community here. Whether it's grabbing a coffee at Morning Glass Coffee or enjoying a sunset picnic at Magic Island Beach Park, I'm always up for an adventure. I love being tra...

Hot Shemale in Honolulu Looking for Some Naughty Fun I love to get down and dirty with a man who knows how to handle a shemale like me. My name is Corene, and I am seeking a local man for some great sex and fun. I enjoy being both a top and bottom, giving blowjobs, getting my ass pounded, sucking dick, and making sure we both have explosive orgasms....

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...