Kentucky Transgender Classifieds

Browse Kentucky 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: Bowling Green | Huntington-Ashland | Lexington | Louisville | Western KY

  • July 15th, 2025
  • HOT SHEMALE GIA will Satisfy Your Tranny Fantasy  Kentucky!HOT SHEMALE GIA will Satisfy Your Tranny Fantasy Kentucky! 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 Kentucky!  No strings - just great times, so join my page free for instant access! Shemale Gia's Kentucky Sexbook @ShemaleGia27 Photos: 42 ...
  • Sexy hung and big bustedSexy hung and big busted Hung and Busty Shemale in Kentucky Tammy, 39, big tits!! Well hung, everything works, clean and so cute!! What more could you want in a gurl?!! How about you message me @Tammy39T and we can talk and meet! Send your recent pic for mine. Username: @Tammy39TLocation: KentuckyAge: 39Gender: ...
  • 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 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...
  • !!!HOT - TRANS FUCKBOOK - HOT!!!!!!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 ...
  • Hot sexy shemale doll visiting Kentucky now Hot sexy shemale doll visiting Kentucky now Shemale Visiting Kentucky Very hot sevy and curvy shemale chick with big delicious lady stick, fully functions for top or bottom. Message me on my profile page @TaylaShemale1. Seeking a kind gentleman for romance and fun. I adore introducing men who are new to shemale sex. HMU! Possible long ...
  • Trans Playmate Sex Kitten...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...
  • Penny for your thoughts?Penny for your thoughts? Penny TS in Kentucky 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 @PennyTSswitch!! I'm a mixed race sweetheart, looking for a nice man who will enjoy being with me. Let's enjoy having some fun, hot dates and e...
  • TS Sugar BabyπŸ’Ž Your Perfect Trans Fantasy – Let’s Make It a Reality πŸ’‹TS Sugar BabyπŸ’Ž Your Perfect Trans Fantasy – Let’s Make It a Reality πŸ’‹  πŸ“ Location: Kentucky πŸ’– 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'...
  • 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 Kentucky tranny tonight. Save your appetite boy! Me: trans, 30yrs, 5'10, functional, thick, uncut and longer tha...
  • July 14th, 2025
  • Having fun and Staying YoungHaving fun and Staying Young Young-ish 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 @SherryTransFem33 and message me. Send your pics for mine. I'm hoping to find real chemistry an...
  • 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 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 my wife doesn't approve. I REALLY need to let my fem side out to play! I'm seeking cross dressi...
  • Lexington Thoroughbred T-Girl Filly in Season Baby!Lexington Thoroughbred T-Girl Filly in Season Baby! Fancy Filly t-girl in season here in Lexington wanting a man to take her to the Derby for a few laps. Ride me baby, ride me rough and hard and get me to the finish line. Don't worry I will bring lots of Kentucky's favorite jelly - KY! Enough of the puns, sorry I cant resist. This is a serious person...
  • 🌢️ TS Seductress in Bardstown, Kentucky πŸ‡ΊπŸ‡Έ – Bourbon, Beauty & Bedroom Fun πŸ₯ƒπŸ’‹πŸŒΆοΈ TS Seductress in Bardstown, Kentucky πŸ‡ΊπŸ‡Έ – Bourbon, Beauty & Bedroom Fun πŸ₯ƒπŸ’‹  Hey there sweetheart 😘 I am a southern TS stunner in Bardstown where the bourbon flows  and so do my curves πŸ˜‰ I am 30 caramel skin with a sweet voice and a very naughty  imagination. I am looking for a charming gent who knows how to treat a lady right – in and  out o...
  • Email Kentucky Shemales Now! πŸ’ŒEmail Kentucky Shemales Now! πŸ’Œ Want to Hookup and Find Kentucky 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 πŸ˜‰.. Do you want to meet local shemales who want to fuck and have some sexy fun? I da...
  • The Trevor Project Saves Young LGBTQ+ LivesThe Trevor Project Saves Young LGBTQ+ Lives BonePage Supports The Trevor Project Proudly sponsored by Kentucky 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, bisexua...
  • Beautiful Krystale 25 Kentucky visiting nowBeautiful Krystale 25 Kentucky visiting now Beautiful Preop Shemale Visiting Kentucky Come and join me for a drink. I am lonely here in this new place. Dark olive skin, really beauty. Message me @Krystale25shemale.  Krystale25shemale Username: @Krystale25shemale Age: 25 Location: Kentucky Sex: MtF Trans Seeking: Man ...
  • 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 Kentucky area. Click here and come see me anytime!...
  • Erotic exotic Asian queen in Kentucky now (25)Erotic exotic Asian queen in Kentucky now (25) Asian Transexual in Kentucky Stunning TS - Talia 25. Asian mixed race, non op, loves sex. Nice build with long slender legs to wrap around you. Message me @TaliaAsianQueen for my photos and contact information. Classy in public but trashy in the bedroom. Versatile and attentive to your needs. Longt...
  • II'm a Horny Shemale πŸ˜ˆπŸ’‹ Looking For Sex Tonight!! Sexy ShemaleπŸ’Ž Ready to Rock Your World! Local Transsexual - TGIRL Sext App πŸ“² 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...
  • 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 Kentucky 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...
  • 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 Kentucky area and are interested then drop me a line and introduce yourself. You can...
  • Transgender🟒TINA TSπŸ˜‰πŸ’‹ Transgender🟒TINA TSπŸ˜‰πŸ’‹ Ready to play with a TGirl Tonight? Hi babe, I'm Tina πŸ’‹ 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...
  • Transgender Goddess for Late-Night Escapes & Filthy Fun πŸŒ™πŸ’‹Transgender Goddess for Late-Night Escapes & Filthy Fun πŸŒ™πŸ’‹  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...
  • 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 @SelenaIsTrans and send me a message to set up a date. I like going out for food or drinks, having a great time and I especially like great sex! I am preop and can do top or bottom though I kind of prefer top ...
  • DonDon'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 ...
  • 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 K...
  • KentuckyπŸ’‹ TS Tina – Your Naughty Escape, Anytime, Anywhere 🌎πŸ”₯KentuckyπŸ’‹ TS Tina – Your Naughty Escape, Anytime, Anywhere 🌎πŸ”₯ Hey sexy… Your sweet seductive fully loaded TS dream girl Tina is here to fulfill your deepest desires from anywhere in the world 😘 I possess the right amount of softness while maintaining the perfect playful demeanor and I always welcome men who understand how to treat a genuine wild wom...
  • British T-girl Seeking Classy Gentleman in Kentucky...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...
  • 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 Trans Profiles  &...
  • Superb Shemale in Kentucky...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...
  • Black/Ebony Transsexual - Your New  Addiction – One Taste and You’ll Beg for More πŸ‘πŸ’‹Black/Ebony Transsexual - Your New Addiction – One Taste and You’ll Beg for More πŸ‘πŸ’‹  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...
  • July 13th, 2025
  • T-Girl Leah the Pride of Louisville Baby!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 ...
  • Road Head Sally DrivinRoad Head Sally Drivin' Hard in Kentucky Tonight! I'm Road Head Sally a horny t-girl for you busy guys on the go in Kentucky. 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 par...
  • Hot trans chick with nice boobsHot trans chick with nice boobs Hot trans chick in Kentucky. Sheila wants to meet you. Hey guys, I am Sheila and I am ready for a date! Blonde hair, nice boobs, good curves and very kissable lips. I'm pre-op, well endowed and functional, top or bottom. I love oral sex giving, receiving or 69. Want to explore kinks? Me too!! Want t...
  • 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 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...
  • Well Endowed Shemale is beautiful Kentucky 32Well Endowed Shemale is beautiful Kentucky 32 Well Endowed Shemale in Kentucky 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 @BlancaShemale32 with your recent pic or selfie for my latest pictures and p...
  • II'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...
  • Flawlessly gorgeous trans bombshell in KentuckyFlawlessly gorgeous trans bombshell in Kentucky Trans MtF for Man in Kentucky I transitioned 6 years ago at the age of 18. I'm still fully functional but live 24/7 as a female. I pass flawlessly so let's go out on the town! I am gorgeous, with long light brown hair, hour glass figure and long shapely legs. I am short and cute and I have bedroom ...
  • Transsexual Lover in Louisville, Kentucky – Bourbon Nights & Bedroom Bites πŸ₯ƒπŸ“Transsexual Lover in Louisville, Kentucky – Bourbon Nights & Bedroom Bites πŸ₯ƒπŸ“  Hi baby 😘 I’m a sultry TS delight in Louisville, where the bourbon is  smooth, and I’m even smoother 😈 I’m 30, curvy and confident, with soft  skin, plush lips, and the kind of personality that makes you forget your name. HMU Here babe - Message Me - Let&rsqu...
  • Elisabeth waiting to be your QueenElisabeth 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 and show you wha...
  • LOUISVILLE😈TRANNY SEXLOUISVILLE😈TRANNY SEX I'm a Sexy Shemale LIVINGIN Louisville, Kentucky β€οΈπŸ˜‰ 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 ...
  • 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 Kentucky area come see if you measure up! Click here for explicit photos. Look ...
  • Ebony TS Playmate for Men Who Know What They Want πŸ–€πŸ†Ebony TS Playmate for Men Who Know What They Want πŸ–€πŸ†  If you are the type of person who does not want to waste time with games or small  talk… we are already off to a good start 😘 I am a sexy, curvy TS  babe who loves attention, loves giving pleasure, and lives to be desired. I will come looking like  a dream and be read...
  • KentuckyKentucky'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...
  • Strict Shemale Dominatrix in Kentucky - @DesireeTransDommeStrict Shemale Dominatrix in Kentucky - @DesireeTransDomme Powerful African-Queen Dominatrix in Kentucky I am full-time professional Domme Desiree. My Kentucky 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 ...
  • 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 Kentucky 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 p...
  • Crystal, 27 New to the areaCrystal, 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 masseuse, hot body, in great shape, and well hung. If you want to get together, Send me a private message Crystal27trans <3  Username: @Crystal27transLocation: KentuckyAge: 27Gender:...
  • Latina TS Dirty Girl Looking for a GentlemanLatina TS Dirty Girl Looking for a Gentleman's Dark Side πŸ”₯πŸ‘   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...
  • I’m a Sexy and Naughty T-Girl Here in Kentucky.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 ...
  • July 12th, 2025
  • SECRET CROSSDRESSER? - Meet with Me for Discreet Dressing in KentuckySECRET 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...