Kentucky Trans and Crossdressers Classifieds

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Show Ads In: Bowling Green | Huntington-Ashland | Lexington | Louisville | Western KY

July 15th, 2025

Superb Shemale in Kentucky... T-Girl for NSA Encounters in Kentucky When you decide to take a walk on the wild side it's always best to take me, Nicky, a superb shemale in Kentucky. 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 an...

Kentucky's Transtastic Toni... I LIKE to do the Wild Thing! T-Girl Toni for NSA in Kentucky Hi you sexy man! I'm Toni a trans woman from here in Kentucky. 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 lov...

Fuck a TGIRL Tonight ❤️😘 Hi babe, Amber Lynn, I'm a TGirl and I'm ready to meetup and hookup in KY 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. Send me a message now.. Let's make it happen! ✅ ☎️ Tex...

TS m/f switch 28 new here TS m/f Switch in Kentucky 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...

!!!HOT - TRANS FUCKBOOK - HOT!!! Hookup With a Hot T-Girl in Kentucky Meet sexy shemales ready to have some adult fun with their admirers. Over 1,240 t-girls in Kentucky 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 ...

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 ...

July 14th, 2025

New Body New Me M2F post-op in Kentucky 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...

LOUISVILLE😈TRANNY SEX I'm a Sexy Shemale LIVINGIN Louisville, Kentucky ❤️😉 Message Me Now For a Sexy TGIRL Date I'm a post opp Transsexual with a big cock.I also have some nice big boobies you canplay with and suck on.. I'm in Lousville, Kentucky and I love to get out and have fun.You fancy a nice big cock ...

Shy Crossdresser Seeks Friend Where I Can Discreetly Dress Up and Possible Dates. Crossdresser Seeks Friend in Kentucky Area Hi, my fem name is Gloria. I'm a married crossdresser in the Kentucky 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 ...

Erotic exotic Asian queen in Kentucky now (25) Asian Transexual in Kentucky 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....

Selena 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....

SECRET CROSSDRESSER? - Meet with Me for Discreet Dressing in Kentucky Secret Crossdressing Hookups in Kentucky 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...

Email Local Shemales Now! 💌 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 😉.. Do you want to meet local shemales who want to fuck and have some sex...

I'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 Kentucky 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...

Smoke me out baby! I'm a trans woman 37 years old, 5'9 in Kentucky 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'...

Crystal, 27 New to the area Heyyy!. I'm Crystal and I am 27. I'm new to the Kentucky 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 ...

I’m a Sexy and Naughty T-Girl Here in Kentucky. Kentucky T-Girl 4 NSA Fabulous Fanny here boys! I'm a trans woman living in the Kentucky 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 ...

F/M seeking love and fun Female to Male Trans Man in Kentucky 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 gr...

Having 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....

Sexy hung and big busted Hung and Busty Shemale in Kentucky 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....

Elisabeth waiting to be your Queen TRANSEXUAL FOR MAN IN THE Kentucky 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...

T-Girl Leah the Pride of Louisville Baby! Hi gents I'm Leah a trans woman in Louisville ready for some hot action. I'm looking for a local man who is interested in maybe a regular hookup if the chemistry is right. I'm functional, passible, hung, uncut, blonde, blue eyes and horny AF baby! I host, or we go out, or your place is also good. I ...

I LOVE DRESSING AS A SEXY WOMAN.. I want you to see me ( Kentucky ) Sexy Crossdresser Elissa Looking for Hot Fun in Kentucky💋    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 ...

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 Kentucky tranny tonight. Save your appetite boy! Me: trans, 30yrs, 5'10, functional, thick, uncut and longer tha...

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! ...

I'll Make You Feel Like a King Baby! Trans Queen Seeks King in Kentucky I'm queen Delilah a trans woman here in Kentucky 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 positi...

TS Asian lady ready for upscale action (28) Asian Transexual Lady for Man in Kentucky Hot and sexy Asian transexual, fully functional and wants to play with you! Message RubyTS4male...

I Need a Sexy Man to Tame Wild Willy! Hung Kentucky Trans Woman Are you a snake charmer? A willy whisperer? A swami of salami? I am Desi, a shemale in Kentucky 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 ...

Twisted Sister - Loves to Ride.... and be Ridden! So, you wanna ROCK?! Fully function and extra large (10inch) surprise for all my Kentucky 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...

Transgender🟢TINA TS😉💋 Ready to play with a TGirl Tonight? Hi babe, I'm Tina 💋 I'm in Kentucky 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...

She-male looking for hot date to please. Asian Shemale in the Kentucky 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...

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 K...

Superior Massage by gorgeous T-Girl T-Girl for Dating in Kentucky 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...

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 Kentucky area and are interested then drop me a line and introduce yourself. You can...

I 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 Kentucky area. Click here and come see me anytime!...

Tantalizing Tina with a HUGE W33NAH! Kentucky Trans Woman for Hookup! Hey gents I'm Tina a trans female hot for all you sexy Kentucky 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:...

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Flirty & Feminine CD Ready for Some Fun 💕😈  I’m a sexy, smooth, and playful crossdresser who enjoys the attention, desiring  to be treated like a lady. Seeking for a man who can appreciate a well dressed CD for a  casual fun night or even something ongoing. I am a pleaser and I want to be pleased.  💋 💎 Bath g...

Don't Worry I Bite! Feisty redhead trans in Kentucky 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 ...

Local Crossdresser 😉😇 LET ME PLAY DRESSUP FOR YOU Your Sexy Crossdresser in Kentucky View My Personal Pix - 🤫  A sexy Crossdresser from Kentucky, here, and her name is  KaralynnCD. I am pre-op but that has not stopped me from enjoying all the benefits that come with being  a Crossdressing Trans woman. If you like dirty games...

British T-girl Seeking Classy Gentleman in Kentucky... 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 Kentucky and am financially independent and looking for a gentleman who is like-minded, equally solvent and has excep...

Dr 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 Kentucky area come see if you measure up! Click here for explicit photos. Look ...

Trans Playmate Sex Kitten... Ebony trans woman in Kentucky 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...

Hot trans chick with nice boobs Hot trans chick in Kentucky. 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...

Your Flirty CD Sweetheart Awaits 💕😘 Kentucky I am a  hot, cool and confident crossdresser who enjoys the feeling of being wanted, loved and taken care  of like a lady. Whether you are looking for some hot action, a nice relationship or even a  friend with benefits, I am here to make it unforgettable. 💋 👠 Feminine, fun and ...

INTERACTIVE MAP: Transexual Tracker in the Kentucky Area! Local Transexual Hookups Meet local transexuals in the Kentucky 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 Kentucky Trans Hookups Map ...

Brandi 27 tall slim hot trans chick 8.5 inch Pre-op TS, fully functional in Kentucky 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...

Tainted Love - Beyond Compare! Kinky Trans Woman in Kentucky Hi I'm tgirl Trisha to show you boys a different kind of kinky love in Kentucky. 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...

Don't Hate Me 'Cause I am Fabu-licious!... Fun and Fabulous T-Girl in Kentucky Look no further honey, I'm Franny an Ebony trans woman here in Kentucky to fulfill your wildest fantasies. Dreams really do come true when you are with Fabulous Franny. I'm all about the frills and the thrills baby! We can freak it and they don't have t...

Sassy CD Looking for a Real Man 😘🔥  A sweet, sexy and a little naughty crossdresser here, I like to play and  flirt, and I need a strong man who knows what he wants. I enjoy the process of dressing  up, teasing and bringing fantasies to life. If you are into sensual encounters and passionate fun then let me  and y...