Hilo Transgender Classifieds

Browse Hilo 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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  • April 22nd, 2025
  • Tiffany Shelle - Your Hilo Tranny Girlfriend! ๐Ÿ’žTiffany Shelle - Your Hilo Tranny Girlfriend! ๐Ÿ’ž Tranny Escort - Top/Bottom/GFE in Hilo It’s Tiffany Shelle your perfect tranny girlfriend ๐Ÿฅฐ ๐Ÿ’• SAFE๐Ÿ’• ๐Ÿ’ฏ LEGIT โœจ๐Ÿ’ž SKILLED, Exotic and Erotic ๐Ÿ’ฆ ๐Ÿฅฐ I’m available to explore your shemale fantasy and give you pleasures you've only dreamed of!  I'm 100% functioning s...
  • SECRET CROSSDRESSER? - Meet with Me for Discreet Dressing in HiloSECRET CROSSDRESSER? - Meet with Me for Discreet Dressing in Hilo Secret Crossdressing Hookups in Hilo 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 garage...
  • HOT SHEMALE GIA will Satisfy Your Tranny Fantasy  Hilo!HOT SHEMALE GIA will Satisfy Your Tranny Fantasy Hilo! 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 Hilo!  No strings - just great times, so join my page free for instant access! Shemale Gia's Hilo Sexbook @ShemaleGia27 Photos: 42 Videos:...
  • Transgender Goddess for Late-Night Escapes & Filthy Fun ๐ŸŒ™๐Ÿ’‹Transgender Goddess for Late-Night Escapes & Filthy Fun ๐ŸŒ™๐Ÿ’‹  It’s late. You’re restless. And you’re craving something… different ๐Ÿ˜ - 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...
  • 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. ...
  • 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...
  • TS m/f switch 28 new hereTS m/f switch 28 new here TS m/f Switch in Hilo 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...
  • Crystal, 27 New to the areaCrystal, 27 New to the area Heyyy!. I'm Crystal and I am 27. I'm new to the Hilo 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 ...
  • She-male looking for hot date to please. She-male looking for hot date to please. Asian Shemale in the Hilo Area Hot Asian shemale wants to date and please you in the art of erotic passion. I'm non op, fully functional, lovely and funny. Please to contact me @CarmelShemaleXXX. My name is Carmel. I'm 33 years old. I like to explore your sexual fantasies! Let's make them come tru...
  • Email Hilo Shemales Now! ๐Ÿ’ŒEmail Hilo Shemales Now! ๐Ÿ’Œ Want to Hookup and Find Hilo 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 ๐Ÿ˜‰.. Do you want to meet local shemales who want to fuck and have some sexy fun? I dare y...
  • April 21st, 2025
  • Hot trans chick with nice boobsHot trans chick with nice boobs Hot trans chick in Hilo. Sheila wants to meet you. Hey all, I am Sheila and I am ready for a date! Blonde hair, nice boobs, good curves and very kissable lips. I'm pre-op, top or bottom, love oral sex. Want to explore kinks? Me too!! Want to meet me? Send me a message @HotTransChick...
  • Transgender๐ŸŸขTINA TS๐Ÿ˜‰๐Ÿ’‹ Transgender๐ŸŸขTINA TS๐Ÿ˜‰๐Ÿ’‹ Ready to play with a TGirl Tonight? Hi babe, I'm Tina ๐Ÿ’‹ I'm in Hilo 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.. Let's...
  • Beautiful Krystale 25 Hilo visiting nowBeautiful Krystale 25 Hilo visiting now Beautiful Shemale Visiting Hilo 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: Hilo Sex: Shemale Seeking: Man ...
  • 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, 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...
  • 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 Hilo 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 nearb...
  • HiloHilo's Transtastic Toni... I LIKE to do the Wild Thing! T-Girl Toni for NSA in Hilo Hi you sexy man! I'm Toni a trans woman from here in Hilo. 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 men. ...
  • Free Hawaii Transexuals GuideFree Hawaii Transexuals Guide Hawaii Transexuals Guide The Hawaii Transexuals Guide was prepared by our trans experts at AmericanTransexuals.com. We bring trans women and admirers together for friendship, dating and sex hookups. View our free Hawaii Transexuals Guide online.  Where to Meet Transexuals in Hawaii De...
  • !!!HOT - TRANS FUCKBOOK - HOT!!!!!!HOT - TRANS FUCKBOOK - HOT!!! Hookup With a Hot T-Girl in Hilo Meet sexy shemales ready to have some adult fun with their admirers. Over 1,240 t-girls in Hilo 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 Make Se...
  • 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! ...
  • 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 Hilo tranny tonight. Save your appetite boy! Me: trans, 30yrs, 5'10, functional, thick, uncut and longer than a ...
  • Hi Guys!! 32 y/o Trans looking for someone fun!Hi Guys!! 32 y/o Trans looking for someone fun! Lara 32 y/o Transexual in Hilo for Man Hello, thanks for looking at my ad! I'm Lara. I am 32 years old and transitioned when I was 24 but no surgery other than breast augmentation and some minor body touchups. I pass exceptionally well, fully functional. I'm feminine and classy so you will be proud...
  • Well Endowed Shemale is beautiful Hilo 32Well Endowed Shemale is beautiful Hilo 32 Well Endowed Shemale in Hilo 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!  ...
  • Smoke me out baby!Smoke me out baby! I'm a trans woman 37 years old, 5'9 in Hilo who doesn't smoke, but has a thing for sexy men smoking cigarettes. Call it a fetish or a kink if you will, but I love it. If done right it is soo sexy and inviting to my senses and gets my motor running every time. Truth is that it's erotic all in it's ow...
  • Road Head Sally DrivinRoad Head Sally Drivin' Hard in Hilo Tonight! I'm Road Head Sally a horny t-girl for you busy guys on the go in Hilo. 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 at...
  • Sexy hung and big bustedSexy hung and big busted Hung and Busty Shemale in Hilo 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....
  • 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....
  • Email Hilo Shemalesโค๏ธโ€๐Ÿ”ฅEmail Hilo Shemalesโค๏ธโ€๐Ÿ”ฅ I'm a well hung TGIRL and Want to have some sexy fun tonight.. Let's Fuck Want to meet the Shemale and Transsexual of your dreams? Look no further, this website gives you instant access to real TGIRLS, SHEMALES and TRANSSEXUALS!! The best part is they are online and you get connected...
  • April 20th, 2025
  • TS Temptress Ready to Ruin You (In the Best Way) ๐Ÿ˜ˆ๐Ÿ’ฆ HiloTS Temptress Ready to Ruin You (In the Best Way) ๐Ÿ˜ˆ๐Ÿ’ฆ Hilo  Hey lover ๐Ÿ˜˜ I’m a high-femme TS bombshell — curves for days, lips  made for kissing (and more), and a hunger that doesn’t quit. After dinner I appear sweet  but I transform into a woman who crawls to the bed naked while wearing only a mischievous  expression...
  • 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...
  • 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...
  • 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 ...
  • Brandi 27 tall slim hot trans chick fully functionalBrandi 27 tall slim hot trans chick fully functional 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 big functioning ladyclit for top or bottom. I love oral sex!! Kink friendly, have toys to explore all your ...
  • 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 Hilo 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, ...
  • Tantalizing Tina with a HUGE W33NAH!Tantalizing Tina with a HUGE W33NAH! Hilo Trans Woman for Hookup! Hey gents I'm Tina a trans female hot for all you sexy Hilo men and wnat to show you a time you'll never forget! Do you like them thick, long and uncut? Then I'm the girl for you. Look no further for a passible and functional t girl - HERE I AM!  About me: 29 year...
  • British T-girl Seeking Classy Gentleman in Hilo...British T-girl Seeking Classy Gentleman in Hilo... 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 Hilo and am financially independent and looking for a gentleman who is like-minded, equally solvent and has exception...
  • Trans Playmate Sex Kitten...Trans Playmate Sex Kitten... Ebony trans woman in Hilo 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 als...
  • 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...
  • 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 Hilo Area Hi, my fem name is Gloria. I'm a married crossdresser in the Hilo 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 friends ...
  • TRANSGENDER๐Ÿ‘„Hilo HawaiiTRANSGENDER๐Ÿ‘„Hilo Hawaii Transgender HOOKUPS IN Hilo Hawaii ๐Ÿ†โค๏ธ๐Ÿ˜‰  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.  ๐ŸŒˆREAL Shemales LOVER ๐ŸŒˆLICKING AND S...
  • I Need a Sexy Man to Tame Wild Willy!I Need a Sexy Man to Tame Wild Willy! Hung Hilo Trans Woman Are you a snake charmer? A willy whisperer? A swami of salami? I am Desi, a shemale in Hilo with a big wild willy that always seems act out in inappropriate ways at the worst times. For instance I'll be relaxed, minding my own business at my favorite Starbucks and see a beauti...
  • 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 Hilo area and are interested then drop me a line and introduce yourself. You can mes...
  • April 19th, 2025
  • Hot sexy shemale doll visiting Hilo now Hot sexy shemale doll visiting Hilo now Shemale Visiting Hilo 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. ...
  • Flawlessly gorgeous trans bombshell in HiloFlawlessly gorgeous trans bombshell in Hilo Trans MtF for Man in Hilo 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 short and cute and I have bedroom eyes and luscious lips. Check my profile pics @TransFaye24 pics and prepare to be stunned! Send you...
  • Latina TS Dirty Girl Looking for a GentlemanLatina TS Dirty Girl Looking for a Gentleman's Dark Side ๐Ÿ”ฅ๐Ÿ‘   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 ๐Ÿ˜˜ I need you to undress me gr...
  • DonDon't Worry I Bite! Feisty redhead trans in Hilo 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 myse...
  • INTERACTIVE MAP: Transexual Tracker in the Hilo Area!INTERACTIVE MAP: Transexual Tracker in the Hilo Area! Local Transexual Hookups Meet local transexuals in the Hilo 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 Hilo Trans Hookups Map ...
  • Spicy and Hot T-Girl from ColombiaSpicy and Hot T-Girl from Colombia Latina T-Girl in Hilo 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...
  • Tainted Love - Beyond Compare!Tainted Love - Beyond Compare! Kinky Trans Woman in Hilo Hi I'm tgirl Trisha to show you boys a different kind of kinky love in Hilo. 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 brin...
  • Iโ€™m a Sexy and Naughty T-Girl Here in Hilo.Iโ€™m a Sexy and Naughty T-Girl Here in Hilo. Hilo T-Girl 4 NSA Fabulous Fanny here boys! I'm a trans woman living in the Hilo area. Sweet, sexy, friendly and outgoing. I will definitely make you feel happy/sexy vibes and relaxed. I have an amazing body boys. I'm a pretty t-girl with a big present! So forget all your  worries and stress o...
  • Superb Shemale in Hilo...Superb Shemale in Hilo... T-Girl for NSA Encounters in Hilo When you decide to take a walk on the wild side it's always best to take me, Nicky, a superb shemale in Hilo. 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 all...