Hawaii Transgender Classifieds

Browse Hawaii transgender classifieds to meet local transexuals, crossdressers and shemales for sex, dating or friendship. Contact any of these trans advertisers to swap pics and contact info. Chat online or text and arrange real-time sex hookups if you feel a connection. It's free to search all trans classifieds, or post your own adult ad!

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Show Ads In: Hilo | Honolulu

  • April 12th, 2025
  • 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 Hawaii 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 sexy...
  • TIFFANY TGIRL - HawaiiTIFFANY TGIRL - Hawaii I'm a TGirl Living in Honolulu Hawaii ❤️😉  My Profile and Pix HereI'm in Honolulu Hawaii and I'm a TGirlI also like to be known as a Transgender. Have you ever hooked up with a Transbefore? If not, I'd love to be your first. You will love how feminine I am, even while hav...
  • HOT SHEMALE GIA will Satisfy Your Tranny Fantasy  Hawaii!HOT SHEMALE GIA will Satisfy Your Tranny Fantasy Hawaii! LET'S TAKE CARE OF THAT TRANNY FANTASY! "Experience your secret tranny desires in real life!"  Hot shemale Gia wants to hook up with you in Hawaii!  No strings - just great times, so join my page free for instant access! Shemale Gia's Hawaii Sexbook @ShemaleGia27 Photos: 42 Vid...
  • Well Endowed Shemale is beautiful Hawaii 32Well Endowed Shemale is beautiful Hawaii 32 Well Endowed Shemale in Hawaii I am Blanca. I am ready to eat your manhood now. Top or bottom. Bareback if you're clean. Come say hello. I'm friendly, sexy as hell and always satisfy my partner. Give me a try. Message me at BlancaShemale32 for my latest pictures and proof of my size! ...
  • Crystal, 27 New to the areaCrystal, 27 New to the area Heyyy!. I'm Crystal and I am 27. I'm new to the Hawaii 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 ...
  • M-F trans woman wants a dateM-F trans woman wants a date I want someone understanding and kind. Please check out my profile and rate me. I am 36, 5 feet 6 and elegant! My name is Lyssa....
  • 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 Hawaii tranny tonight. Save your appetite boy! Me: trans, 30yrs, 5'10, functional, thick, uncut and longer than ...
  • FtM seeking Princess Bride in HawaiiFtM 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...
  • April 11th, 2025
  • Superb Shemale in Hawaii...Superb Shemale in Hawaii... T-Girl for NSA Encounters in Hawaii When you decide to take a walk on the wild side it's always best to take me, Nicky, a superb shemale in Hawaii. I've got everything you need and then some. Fully functional, petite, passible and extra large for extra fun! I love to flirt, fondle, f#ck and do...
  • British T-girl Seeking Classy Gentleman in Hawaii...British T-girl Seeking Classy Gentleman in Hawaii... 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 Hawaii and am financially independent and looking for a gentleman who is like-minded, equally solvent and has excepti...
  • Penny for your thoughts?Penny for your thoughts? Penny TS in Hawaii Hey, I am Penny! I am recently new here and I am non op switch with a pretty nice pair, both top and bottom! Send me a message online!! I'm looking for a nice man who will enjoy being with me. Let's enjoy hot dates and explore sexuality together. If that sounds interesting hit m...
  • DonDon't Worry I Bite! Feisty redhead trans in Hawaii 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 my...
  • Spicy and Hot T-Girl from ColombiaSpicy and Hot T-Girl from Colombia Latina T-Girl in Hawaii Hey guys, I am Colleen and I am looking for a long term relationship. I am open to FWB but would like something more serious eventually. I am 33 and have not had surgery. Nice surpise waiting for you! Send me a private message! ColleenLatinaT...
  • 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...
  • 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...
  • 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...
  • Dr FreakinDr Freakin'furter - Mine's Bigger Than Yours! White T-girl here and I'd bet mine is bigger than yours. We'll just let it be our little intimate surprise when the time comes. No one needs to know our business, Let's just keep it discreet. If you live in the Hawaii area come see if you measure up! Click here for explicit photos. Look fo...
  • Beautiful Krystale 25 Hawaii visiting nowBeautiful Krystale 25 Hawaii visiting now Beautiful Shemale Visiting Hawaii 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: Hawaii Sex: Shemale Seeking: Man ...
  • Transgender Goddess for Late-Night Escapes & Filthy Fun 🌙💋Transgender Goddess for Late-Night Escapes & Filthy Fun 🌙💋  It’s late. You’re restless. And you’re craving something… different 😏 - View My Transsexual Dating Profile - As  your TS fantasy girl I offer sultry and smooth vibes while delivering experiences beyond what your ex could have  imagined. My secret between...
  • Shy Crossdresser Seeks Friend Where I Can Discreetly Dress Up and Possible Dates.Shy Crossdresser Seeks Friend Where I Can Discreetly Dress Up and Possible Dates. Crossdresser Seeks Friend in Hawaii Area Hi, my fem name is Gloria. I'm a married crossdresser in the Hawaii area. I'm 28 years old, clean and disease free. I am passable in appearance and voice but wife doesn't approve. I really need to let my fem side out to play! I'm seeking cross dressing frie...
  • INTERACTIVE MAP: Transexual Tracker in the Hawaii Area!INTERACTIVE MAP: Transexual Tracker in the Hawaii Area! Local Transexual Hookups Meet local transexuals in the Hawaii 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 Hawaii Trans Hookups Map ...
  • II'm the Girl Your Mum 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 Hawaii 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 nea...
  • 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...
  • 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 @...
  • Having fun and Staying YoungHaving fun and Staying Young Young trans fem looking for nice date with lady. I am kind and thoughtful and you will have a very good evening if I take you out. Let me know what you want to do or where you want to go. View profile and message me xoxo, Sherry....
  • Strict Shemale Dominatrix in Hawaii - @DesireeTransDommeStrict Shemale Dominatrix in Hawaii - @DesireeTransDomme Powerful African-Queen Dominatrix in Hawaii I am full-time professional Domme Desiree. My Hawaii area dungeon is well equipped. This is My life, not a hobby. I am a strong-willed shemale who will take charge and maintain total control. Your obedience is required at all times and you will learn to s...
  • April 10th, 2025
  • TS m/f switch 28 new hereTS m/f switch 28 new here TS m/f Switch in Hawaii Sandi wants to meet hot guy for fun and hot sex. Age 28, nice build. Non op functional. Love oral sex, anal sex and kinks of all sorts. View my profile and message me here @SandiSwitchTS...
  • SECRET CROSSDRESSER? - Meet with Me for Discreet Dressing in HawaiiSECRET CROSSDRESSER? - Meet with Me for Discreet Dressing in Hawaii Secret Crossdressing Hookups in Hawaii 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 gara...
  • Email Hawaii Shemales Now! 💌Email Hawaii Shemales Now! 💌 Want to Hookup and Find Hawaii 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're interested in 😉.. Do you want to meet local shemales who want to fuck and have some sexy fun? I dare...
  • !!!HOT - TRANS FUCKBOOK - HOT!!!!!!HOT - TRANS FUCKBOOK - HOT!!! Hookup With a Hot T-Girl in Hawaii Meet sexy shemales ready to have some adult fun with their admirers. Over 1,240 t-girls in Hawaii 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 Mak...
  • 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 Hawaii 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, ...
  • Black/Ebony Transsexual - Your New  Addiction – One Taste and You’ll Beg for More 🍑💋Black/Ebony Transsexual - Your New Addiction – One Taste and You’ll Beg for More 🍑💋  Warning: I’m addictive 😘 View My Ebony TS Profile here - I possess more than attractive features. I am a complete  TS woman who enjoys teasing and pleasing while taking control of your dreams. My body features long legs and  thick thighs and soft lips and a hidden secret th...
  • TS Sugar Baby💎 Your Perfect Trans Fantasy – Let’s Make It a Reality 💋TS Sugar Baby💎 Your Perfect Trans Fantasy – Let’s Make It a Reality 💋  📍 Location: Hawaii 💖 Seeking: Fun, Exciting, &  Discreet Connections Some about me.. Trans SugarBaby: Hey there! I belive I'm a stunning, sweet, and playful trans beauty who loves good  vibes, great chemistry, and unforgettable nights.. I'm in my early 20's and I'm ...
  • Just Took a Shower, Clean and Ready to Get Dirty!Just Took a Shower, Clean and Ready to Get Dirty! T-girl Layla here in Honolulu looking for a man to get dirty with. My place or yours. Would like to go out sometime, but not at the tourist places. Mostly I am looking for a hookup with the right man and maybe a regular thing if that works out for both of us. I'm 32 years old, 5'8, medium frame, bru...
  • Erotic exotic Asian queen in Hawaii now (25)Erotic exotic Asian queen in Hawaii now (25) Asian Transexual in Hawaii Stunning TS - Talia 25. 5' 8" 140lbs, non op, loves sex. Long slender legs to wrap around you. Message me @TaliaAsianQueen for my photos and contact information....
  • Road Head Sally DrivinRoad Head Sally Drivin' Hard in Hawaii Tonight! I'm Road Head Sally a horny t-girl for you busy guys on the go in Hawaii. Hey, what's the best time for road head? When there's gas in the tank baby! Let's go for a wild ride your car or mine and let me treat you to Sally's specialty. I drive or you drive which ever you prefer. We can drive or park ...
  • II'll Make You Feel Like a King Baby! Trans Queen Seeks King in Hawaii I'm queen Delilah a trans woman here in Hawaii searching for her king. You'll get the royal treatment when you're with me honey! Just grab hold of my magic scepter and his majesty can have anything he desires. Imagine the intrigue and scandalous positions ...
  • Brandi 27 tall slim hot trans chick fully functionalBrandi 27 tall slim hot trans chick fully functional 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 big functioning ladyclit for top or bottom. I love oral sex!! Kink friendly, have toys to explore all you...
  • Hot sexy shemale doll visiting Hawaii now Hot sexy shemale doll visiting Hawaii now Shemale Visiting Hawaii Very hot sevy and curvy shemale chick with big delicious lady stick. Message me on my profile page @TaylaShemale1. Seeking kind gentleman for romance and fun. Possible long term with the right man. ...
  • I Need a STEAM ROLLER Baby!!!I Need a STEAM ROLLER Baby!!! I want you to inject my soul with that sweet lover's pole till there ain't much of me left behind. I'm your whore so just F my brains out tonight. I'm a naughty trans looking for a top big boy to have his way with me. So it's heels and ass up and earth moving sex the hard way. That's the way I like ...
  • TRANSGENDER👄Hilo HawaiiTRANSGENDER👄Hilo Hawaii Transgender HOOKUPS IN Hilo Hawaii 🍆❤️😉  Check out My Profile and Pix HereI'm in Hilo Hawaii and I'm a ShemaleI also like to be known as a TGirl. Have you ever hooked up with a Transbefore? If not, I'd love to be your first.  🌈REAL Shemales LOVER 🌈LICKING AND S...
  • 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...
  • The Trevor Project Saves Young LGBTQ+ LivesThe Trevor Project Saves Young LGBTQ+ Lives BonePage Supports The Trevor Project Proudly sponsored by Hawaii Lesbian, Gay, Bisexual & Trans Dating Community The Trevor Project Donations, by Megan Morrison BonePage.com proudly supports The Trevor Project, an organization dedicated to suicide prevention among lesbian, gay, bisexual,...
  • April 9th, 2025
  • A monster in the sheets, but a lady in the streets...A monster in the sheets, but a lady in the streets... Hello men, I'm Lilith a 27 year old sexy femme, fully functional, passible, sexy and hot to trot trans. I can be a bit racy and dirty when it's appropriate, but always maintain my poise in public. If you live in the Hawaii area and are interested then drop me a line and introduce yourself. You can m...
  • HawaiiHawaii's Transtastic Toni... I LIKE to do the Wild Thing! T-Girl Toni for NSA in Hawaii Hi you sexy man! I'm Toni a trans woman from here in Hawaii. Looking forward to a fun, sexy evening with you tonight. Let's make some memories that we'll never forget! I'm a 28 year old redhead tgirl who's passionate, warm, funny, hung, functional and loves m...
  • Tainted Love - Beyond Compare!Tainted Love - Beyond Compare! Kinky Trans Woman in Hawaii Hi I'm tgirl Trisha to show you boys a different kind of kinky love in Hawaii. 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 what I ...
  • Latina TS Dirty Girl Looking for a GentlemanLatina TS Dirty Girl Looking for a Gentleman's Dark Side 🔥👠  Sweet on the surface. Filthy underneath. View My Trassexual Dating Profile Here - As a TS darling I present like a dream while  playing like a fantasy. Stockings. Heels. A tight dress. Soft skin. And a  throbbing surprise you’ll love exploring 😘 I need you to undress me gr...
  • Sexy hung and big bustedSexy hung and big busted Hung and Busty Shemale in Hawaii 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....
  • 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  ...
  • Selena Trans girl cute looking for loveSelena Trans girl cute looking for love Hello boys. I am looking for love. You want meet me? I want meet you too. See my pictures and send message for date....