Honolulu, Hawaii Shemale Dating Classifieds

Honolulu, Hawaii shemale dating classifieds. Meet local crossdressers, transexuals and shemales for romance, sex or just make new transgender friends. escorts, body rubs & sex service listings. Select your location below to find shemales near you. It's free to search or post your own ad!

Home / Shemale Dating /

Show Ads In: Hilo | Honolulu

  • November 2nd, 2025
  • ๐Ÿซ Dark Chocolate Delight Ready to Melt in Your Arms ๐Ÿ˜˜๐Ÿซ Dark Chocolate Delight Ready to Melt in Your Arms ๐Ÿ˜˜ ๐Ÿ’– Hey, Handsome! I’m a sultry, curvy ebony TS  here in Honolulu... I'm Pre Op, ready to play, with a body made for pleasure and a heart full of passion. Discreet, sensual, and looking for a man who knows how to handle me. Let’s make tonight unforgettable! ๐Ÿ˜˜ I'm writing this to...
  • I LOVE DRESSING AS A SEXY WOMAN.. I want you to see me ( Honolulu )I LOVE DRESSING AS A SEXY WOMAN.. I want you to see me ( Honolulu ) Sexy Crossdresser Elissa Looking for Hot Fun in Honolulu๐Ÿ’‹    Do you like knowing I'm a man in womens clothes.. do I look sexy??    - VEW MY CD PICTURES Are you wanting to satisfy your innermost desires with a sexy shemale such  as myself? My name is Elissa and I am a ...
  • TS Asian lady ready for upscale action (28)TS Asian lady ready for upscale action (28) Asian Transexual Lady for Man in Honolulu Hot and sexy Asian transexual, fully functional and wants to play with you! Message RubyTS4male...
  • 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 Honolulu 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 naug...
  • Letโ€™s Get a Drinkโ€ฆ and See Where It Leads ๐Ÿ˜˜Letโ€™s Get a Drinkโ€ฆ and See Where It Leads ๐Ÿ˜˜  One Night, No Limits...  HonoluluShemale Seeking Man for sex๐Ÿ’ฆ View More of My Pix - โœ… Some nights are for breaking rules, for letting go, and  for indulging in pure pleasure.  I am a trans goddess with a wild side, and I  am looking for a man who wants to play. We sh...
  • Twisted Sister - Loves to Ride.... and be Ridden!Twisted Sister - Loves to Ride.... and be Ridden! So, you wanna ROCK?! Fully function and extra large (10inch) surprise for all my Honolulu boos out there. I'm a sexy trans woman currently living in large and lovin' every second of it. Hit me up cause I Wanna ROCK too! I'll show you what a real woman can do and everything you don't know now. I'm se...
  • Latina TS Playmate โ€“ Sweet Accent, Dirty Thoughts ๐Ÿ’ƒ๐Ÿ’‹Latina TS Playmate โ€“ Sweet Accent, Dirty Thoughts ๐Ÿ’ƒ๐Ÿ’‹  You want flavor? Spice? A woman who can dance for you, then ride you like she  owns you? That’s me, papi ๐Ÿ˜˜ I’m a curvy, high-femme  TS Latina with a pretty face, wild hips, and a very naughty surprise underneath. View My Latina TS Pictures - I love to  tease, fl...
  • Trans Man waiting for right date with hot beautyTrans Man waiting for right date with hot beauty Handsome Trans Man for Dating in Honolulu 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!&n...
  • New Body New MeNew Body New Me M2F post-op in Honolulu 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 Natash...
  • DonDon't Worry I Bite! Feisty redhead trans in Honolulu full of fun and loves it rough on the bottom. I'm 5'9, 170 pounds, 32 years old, well endowed, fully functional, passible and hot to trot. You can take me anywhere, but I can't promise to always behave. I have a dirty mind and when the urge hits it's hard to control ...
  • November 1st, 2025
  • II'm a Horny Shemale ๐Ÿ˜ˆ๐Ÿ’‹ Looking For Sex Tonight!! Sexy Shemale๐Ÿ’Ž Ready to Rock Your World! Local Transsexual - TGIRL Sext App ๐Ÿ“ฒ I'm a Transgender and I'm looking for a naughty man with a nice cock here in near me.. Who is wanting to share some sexy fun with me. I've been really horny and hard!! I love taking cock and giving it, what are...
  • British T-girl Seeking Classy Gentleman in Honolulu...British T-girl Seeking Classy Gentleman in Honolulu... I am Lacy, a white, blonde haired, trans woman, 30 years old, 5'9, 160 pounds, from Manchester, England and need a man who is educated, refined and handsome. I have just relocated to Honolulu and am financially independent and looking for a gentleman who is like-minded, equally solvent and has excep...
  • BIG BOOBS, BIG LIPS, THICK THIGHS... BIG COCK ๐Ÿ†๐Ÿ˜‰BIG BOOBS, BIG LIPS, THICK THIGHS... BIG COCK ๐Ÿ†๐Ÿ˜‰ BBC SHEMALE - BLACK TRANS๐Ÿ’Ž let's play with each others cocks! Hey there boo thang, I know you're going to like what you see. Shiit, I have something for you baby. I love being feminine and sexy. I do still have my penis and I love to use it. I want to see your mouth on it infact.. Would you...
  • I want to be a whoreI want to be a whore I am a transexual very hot. Good with my mouth and my ass. Comment on my photos. I would appreciate it if you downloaded my photos and share me with other men in the Honolulu area. Click here and come see me anytime!...
  • Hi Guys!! I am looking for someone fun!Hi Guys!! I am looking for someone fun! This is Lara and I am 41 and transitioned when I was 24. I pass exceptionally well and you will be surprised at my hidden skills. Call me! ...
  • Sexy hung and big bustedSexy hung and big busted Hung and Busty Shemale in Honolulu Tammy, 39, 38DD, 9" and so cute!! What more could you want in a gurl?!! How about you message me @Tammy38DD and we can talk and meet! Send your recent pic for mine....
  • Seeking a Stunning TS for Passion & Pleasure ๐Ÿ˜˜๐Ÿ”ฅSeeking a Stunning TS for Passion & Pleasure ๐Ÿ˜˜๐Ÿ”ฅ  I am a confident, strong and open minded man, who knows what I want from a woman  – a sexy, elegant and fun loving TS woman to share unforgettable moments with. I am here to  explore and enjoy every second of it, whether it is a casual hookup, a fun date or a  deep connect...
  • Letha Aims to Fill YOU With Her Love Gun!!!Letha Aims to Fill YOU With Her Love Gun!!! Trans Woman Needs U 4 Target Practice! Hey boys, my name is LethaWeapon here in Honolulu and I got a BIG love gun to whip and pound you with until you scream! I'm def top and alpha and don't take no shit! Imma make you suck me first just for foreplay then I'll throw you back for some hard insertion...
  • Crystal, 27 New to the areaCrystal, 27 New to the area Heyyy!. I'm Crystal and I am 27. I'm new to the Honolulu area and want to make some new friends! I am a masseur, hot body and hung. If you want to get together, Send me a private message Crystal27trans <3 ...
  • Letโ€™s Play a Gameโ€”Winner Gets Me ๐Ÿ˜‰ Honolulu Seeking!!Letโ€™s Play a Gameโ€”Winner Gets Me ๐Ÿ˜‰ Honolulu Seeking!! Seduction Starts with One Look…Once I have your attention, baby, I don’t let go. ๐Ÿ˜ I’m the trans woman you’ve been dreaming about—sexy, confident, and oh-so-willing to turn up the heat. Let’s start slow… a few drinks, a little teasing, some whispers abo...
  • TS Beautiesโ€”Letโ€™s Have Some REAL Fun! ๐Ÿ˜๐Ÿ”ฅTS Beautiesโ€”Letโ€™s Have Some REAL Fun! ๐Ÿ˜๐Ÿ”ฅ  I am a tall, fit, and successful man and I have a taste for gorgeous TS women  who love to be adored, desired and pleasured. Whether you are looking for a wild  night, a passionate escape or something ongoing, I know how to treat a woman right. ๐Ÿ’‹ Must  have confidence, charm...
  • SECRET CROSSDRESSER? - Meet with Me for Discreet Dressing in HonoluluSECRET CROSSDRESSER? - Meet with Me for Discreet Dressing in Honolulu Secret Crossdressing Hookups in Honolulu Hey there. I'm Sam (Samantha when dressed up). If you're reading this ad you may be a crossdresser who needs to let your feminine side out to play. Me too! If you're in the closet or married, it's no problem. I live alone, have a nice, home with a private ga...
  • !!!HOT - TRANS FUCKBOOK - HOT!!!!!!HOT - TRANS FUCKBOOK - HOT!!! Hookup With a Hot T-Girl in Honolulu Meet sexy shemales ready to have some adult fun with their admirers. Over 1,240 t-girls in Honolulu to heat up your love life tonight! Join free for instant access to their sexy profiles and chat. View: Explicit Shemale Photos Enjoy 24/7 Online Chat ...
  • II'm the Girl Mother Never Warned You About!... But then, how could your mother have known? I'm Dirty Diana corrupting good decent honest men like yourself here in Honolulu for many moons. I got a big secret and it's show and tell time baby! It's easier to show you than to tell you. I'm fully functional and passible. I need a sexy man who lives n...
  • Flawlessly gorgeous trans bombshell in HonoluluFlawlessly gorgeous trans bombshell in Honolulu Trans MtF for Man in Honolulu I transitioned 6 years ago at the age of 18. I am gorgeous, with long light brown hair, hour glass figure and long shapely legs. I am 5 feet 7 and have deep blue eyes and luscious lips. Check my profile pics @TransFaye24 pics and prepare to be stunned! Send your ...
  • Looking for a TS Woman Who Loves to Be Desired ๐Ÿ’ฆ๐Ÿ”ฅ HonoluluLooking for a TS Woman Who Loves to Be Desired ๐Ÿ’ฆ๐Ÿ”ฅ Honolulu  Male Seeking Transsexual for fun and whatever else!! I am a charming, confident and masculine guy and I have a special interest in beautiful TS  women. I would be happy to meet anyone who wants to have fun, enjoy and indulge in the  process. ๐Ÿ’‹ I would love to meet a shemale or tra...
  • Beautiful Krystale 25 Honolulu visiting nowBeautiful Krystale 25 Honolulu visiting now Beautiful Shemale Visiting Honolulu Come and join me for a drink. I am lonely here in this new place. Dark olive skin, really beauty. Message me.  Krystale25shemale Age: 25 Location: Honolulu Sex: Shemale Seeking: Man ...
  • Email Local Shemales Now! ๐Ÿ’ŒEmail Local Shemales Now! ๐Ÿ’Œ Want to Hookup and Find Local Shemales? RADE PIX - MESSAGE - BROWSE PROFILES This Website Helps you find local shemales and TGirls meet local men. It's the perfect place to find what you'reinterested in ๐Ÿ˜‰.. Do you want to meet local shemales who want to fuck and have some sex...
  • ๐Ÿ’– Discreet, Naughty & Waiting for a Man Who Can Handle Me๐Ÿ’– Discreet, Naughty & Waiting for a Man Who Can Handle Me  ๐Ÿ”ฅ I’m an exotic ebony TS bombshell in Honolulu with a love for steamy nights,  deep connections and uninhibited pleasure, keep it hot and wild and unforgettable! Whether you are looking for  an exciting adventure, a sensual night of passion or just something you’ve nev...
  • SHEMALE HOOKUPS! Wanna Have a Great Time? Join Free Now!SHEMALE HOOKUPS! Wanna Have a Great Time? Join Free Now! HOT!  SHEMALE HOOKUPS  "The girl with a naughty little secret in her panties!" SIGNUP FREE: INSTANT ACCESS! Shemale Profiles Uncensored Photos Swap Your Pics Live Web Cams Private Messages Sext & Hook Up! Join free for Instant Access to the Shemale Profiles  ...
  • Honolulu ๐Ÿ˜ˆ๐Ÿ†๐Ÿ’ฆ Latina Shemale is Seeking a Real Man!! Honolulu ๐Ÿ˜ˆ๐Ÿ†๐Ÿ’ฆ Latina Shemale is Seeking a Real Man!! Real Latina TS Seeking ๐Ÿ”ฅReady to Fulfill Your Wildest Fantasies  My Spicy Latina Shemale Pix! -Are you looking for a sexy shemale to play with? I'm a bit of a drama queen. I love dressing pretty and getting my nails done. I will also dress sexy in lingerie for you. Do you want to have a hoo...
  • Transgender๐ŸŸขTINA TS๐Ÿ˜‰๐Ÿ’‹ Transgender๐ŸŸขTINA TS๐Ÿ˜‰๐Ÿ’‹ Ready to play with a TGirl Tonight? Hi babe, I'm Tina ๐Ÿ’‹ I'm in Honolulu and ready to meeup and hookup in LA tonight.. Let's hang out and have some super sexy fun!! I really need to get out and have some fun. Come check out MY PROFILE, browse my pix, videos and send me a message now.. L...
  • TS Latina Fantasy Girl โ€“ Let Me Rock Your World ๐Ÿ’‹๐Ÿ”ฅTS Latina Fantasy Girl โ€“ Let Me Rock Your World ๐Ÿ’‹๐Ÿ”ฅ  Mira, papi… I’m not just sexy — I’m dangerous ๐Ÿ˜˜ ( View My Dating Pictures Here ) My  TS Latina body features silky skin and long hair and full lips and a tight and juicy physique. I  dress to kill. My moans produce musical sounds. My movements flow throug...
  • Shy Transexual Escort inย HonoluluShy Transexual Escort inย Honolulu Shy transexual Camille here to tease you with my long functioning lady stick. Age 24, slim, healthy and physically fit. I love sex! I do top or bottom, special attention to your needs. Kink friendly so let me know what you like. I love it all. Explore your passion for trans women discreetly with an ...
  • Looking for My TS Queen ๐Ÿ‘‘๐Ÿ’‹Looking for My TS Queen ๐Ÿ‘‘๐Ÿ’‹ I’m a confident, successful, and open-minded man looking to connect with a beautiful TS woman for fun, passion, and maybe something more. ๐Ÿ’• I appreciate a woman who knows her worth and loves to be treated right. Whether it’s a romantic dinner, steamy nights, or spontaneous adventures,...
  • Trans Playmate Sex Kitten...Trans Playmate Sex Kitten... Ebony trans woman in Honolulu wants to be your sex kitten and playmate so let's make a playdate! I love all men so any race or body type or political side is fine with me. I can get along with anyone and we're gonna have a great time. I do all men, gay, bisexual, bicurious, swingers and groups. I am...
  • MALE SEEKING SHEMALE ๐Ÿ†Honolulu Ready to Play and Fuck ๐Ÿ’ฆMALE SEEKING SHEMALE ๐Ÿ†Honolulu Ready to Play and Fuck ๐Ÿ’ฆ I have a secret.. ๐Ÿคซ I've always want to see what it's like to play with a shemale!!  Hi I'm John, I'm in Honolulu  and I love to be free and have fun.. Are you looking for a man who really knows how to treat you?? I really want to show you what I got sweetie. I have a good heart a...
  • TS Beautiesโ€”Letโ€™s Make Some Memories ๐Ÿ’–โœจTS Beautiesโ€”Letโ€™s Make Some Memories ๐Ÿ’–โœจ  I am a dominant, attractive, and confident man looking for a beautiful transgender woman who enjoys being  admired, spoiled, and pleasured.  I am down for mutual attraction, passionate flames and unforgettable  moments. Whether it is a one time or if it is something on going I a...
  • ๐Ÿ‘‘ Chocolate Queen with Soft Curves & Naughty Desires ๐Ÿ”ฅ๐Ÿ‘‘ Chocolate Queen with Soft Curves & Naughty Desires ๐Ÿ”ฅ  ๐Ÿ”ฅ| Do you feel that you want something new and exciting and that you want to  remember for a long time? I am a hot, all natural ebony TS with all the right amount  of curves and a naughty and adventurous spirit. I don’t just know how to tease, please and  make you want ...
  • TS Latina Bombshell Craving a Real Man to Handle Her ๐Ÿ‘๐Ÿ”ฅTS Latina Bombshell Craving a Real Man to Handle Her ๐Ÿ‘๐Ÿ”ฅ  Hola, papi ๐Ÿ˜˜ You are my TS Latina fantasy because I carry your weight in all  the right places and your softness in all the other places and my body is made for late nights  and louder moans. My skin is golden, my tongue is bilingual, and my hips don’t  lie... especiall...
  • TS m/f switch 28 new hereTS m/f switch 28 new here TS m/f Switch in Honolulu Sandi wants to meet hot guy for fun and hot sex. Age 28, nice build, 7.5". Non op functional. Love oral sex, anal sex and kinks of all sorts. View my profile and message me here @SandiSwitchTS...
  • INTERACTIVE MAP: Transexual Tracker in the Honolulu Area!INTERACTIVE MAP: Transexual Tracker in the Honolulu Area! Local Transexual Hookups Meet local transexuals in the Honolulu area. View our interactive map below to meet local trans hookup members who are seeking dating or sex hook ups. Click any thumbnail below to begin your search. Interactive Honolulu Trans Hookups Map ...
  • ๐Ÿ–ค Ebony TS Playmate with a Curvy Body & a Wild Side ๐Ÿ˜˜ Honolulu๐Ÿ–ค Ebony TS Playmate with a Curvy Body & a Wild Side ๐Ÿ˜˜ Honolulu ๐Ÿ‘ Thick thighs, soft lips, and a wild side—what more could you want? I’m a sensual, passionate ebony TS beauty who knows how to make a man feel special, desired, and completely satisfied. Whether we take it slow and intimate or dive into a steamy, no-strings-attached night of passion,...
  • Shemale 4 Men ๐Ÿ†๐Ÿ’ฆ  Honolulu Ready Now!! Shemale 4 Men ๐Ÿ†๐Ÿ’ฆ Honolulu Ready Now!!  Come Closer, I Don’t Bite, Unless You Do Enjoy It๐Ÿ˜‰   View My Private Pictures -  If you’re looking  to mess around… I don’t know, maybe in a way that’s a bit spicy for the  two of us? I’m a trans beauty with a dirty mind and I love...
  • ๐Ÿ‘  Classy on the Streets, Naughty in the Sheets โ€“ Letโ€™s Play ๐Ÿ’‹๐Ÿ‘  Classy on the Streets, Naughty in the Sheets โ€“ Letโ€™s Play ๐Ÿ’‹  ๐Ÿ’– Just one taste and you’ll be addicted! I am a beautiful, funny TS,  a queen of color with a nice curvy body, beautiful eyes, and a touch that will drive  you crazy. I know what a man needs and how to make him satisfied and craving for more.  I am looking for a confide...
  • THE RIGHT GUY FOR THE JOB!!!THE RIGHT GUY FOR THE JOB!!! IF YOU'RE TS/SHEMALE.. I'm The Guy for you!! ๐Ÿ˜‰ My name is Frank and I'm here to see if I can find any transgender ladies who wants a real man to treat them right.. I'm living in xxxx but I'm willing to travel. I have a great house we can have some fun in as well. I have a HOTTUB, arcade, th...
  • Do you know the difference between a dick and a bucket of popcorn?Do you know the difference between a dick and a bucket of popcorn? You don't know? Well then take me to the movies baby! Mmmm think of all that creamy, buttery, salty goodness! Talk about a double feature. lol Hope you have the munchies for this hot Honolulu tranny tonight. Save your appetite boy! Me: trans, 30yrs, 5'10, functional, thick, uncut and longer tha...
  • Tainted Love - Beyond Compare!Tainted Love - Beyond Compare! Kinky Trans Woman in Honolulu Hi I'm tgirl Trisha to show you boys a different kind of kinky love in Honolulu. What kind of kink? You'll have to contact me to find out. I'm open to all sorts of fetish play if you are. I need a hookup with an open minded man. The sort of man who appreciates wha...
  • Superior Massage by gorgeous T-GirlSuperior Massage by gorgeous T-Girl T-Girl for Dating in Honolulu 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: GayleTG...
  • Partners in crime, or?Partners in crime, or? Sexy, Slytherin, Aries, ISTP and more, if that gives you a hint about my personality traits. So, I’m a sexy, sensual, tender, animal loving, bookworm. I am a bit of a flirty whore, who loves mystical magical movies and stories, so let’s get that out in the open. If you live in the H...