Lexington Transgender Classifieds

Browse Lexington 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!

Home / Dating / Transgender

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

  • August 22nd, 2026
  • TS Sugar Baby 💎 Femme, Flirty & Looking for the Right Man in Lexington I’m a transgender sugar baby who loves femininity, attention, and being appreciated by a confident man who knows exactly what he wants.. Confidence speaks louder than words. Gentle touches matter more than grand gestures ever could. Let's Link Up Babe - Fond of the sugar dynamic. Getting pamp...
  • Luxury Ebony TS Sugar Baby With Style 👠💎 Hello handsome… I am a ebony trans sugar baby, a beautiful, classy and elegant young lady. I look for confident men that are also very kind to women and who like to spoil a gorgeous lady. Fashion, food and especially great chemistry are my top priorities. let's plan our play date. I love peo...
  • Cute TS Sugar Baby With a Sweet Personality 🌸💕 Hi I’m a trans girl, looking for a nice and confident guy. I like to look pretty and be the centre of attention, so you would need to be confident and also respect women. I love going out with friends and love to be social and have fun and laugh. I also love to be romantic and to be hugged, ki...
  • 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 L...
  • British T-girl Seeking Classy Gentleman in Lexington... 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 Lexington and am financially independent and looking for a gentleman who is like-minded, equally solvent and has exce...
  • TS Temptress Ready to Ruin You (In the Best Way) 😈💦 Lexington  Hey lover 😘 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...
  • Crystal, 27 New to the area Heyyy!. I'm Crystal and I am 27. I'm new to the Lexington 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: Lexington, KentuckyAg...
  • Strict Shemale Dominatrix in Lexington - @DesireeTransDomme Powerful African-Queen Dominatrix in Lexington I am full-time professional Domme Desiree. My Lexington 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 lear...
  • 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...
  • Don't Worry I Bite! Feisty redhead trans in Lexington 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...
  • Petite TS Doll Looking for a Fun Sugar Daddy 🍬💋 Hi babe... I'm a tiny trans girl, very sexy and feminine. I love to have fun and I'm a very loving girl, I have a lovely sweet smile. I love to be worshiped and pampered by a dominant confident man, who always takes care of his girl, and knows how to please her. HMU HERE BABE!! I am pretty affectio...
  • 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 Lexington area and are interested then drop me a line and introduce yourself. You ca...
  • August 21st, 2026
  • 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 Lexington area come see if you measure up! Click here for explicit photos. Look...
  • Ebony TS Playmate for Men Who Know What They Want 🖤🍆  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...
  • The Trevor Project Saves Young LGBTQ+ Lives BonePage Supports The Trevor Project Proudly sponsored by Lexington 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, bisexu...
  • I’m a Sexy and Naughty T-Girl Here in Lexington. Lexington T-Girl 4 NSA Fabulous Fanny here boys! I'm a trans woman living in the Lexington 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 an...
  • Tiffany Shelle - Your Lexington Tranny Girlfriend! 💞 Tranny Escort - Top/Bottom/GFE in Lexington It’s Tiffany Shelle your perfect tranny girlfriend 🥰 💕 SAFE💕 💯 LEGIT ✨💞 SKILLED, Exotic and Erotic 💦 🥰 I’m available to explore your shemale fantasy and give you pleasures you've only dreamed of!  I'm 100% function...
  • !!!HOT - TRANS FUCKBOOK - HOT!!! Hookup With a Hot T-Girl in Lexington Meet sexy shemales ready to have some adult fun with their admirers. Over 1,240 t-girls in Lexington 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 Cha...
  • Having 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...
  • Beautiful Krystale 25 Lexington visiting now Beautiful Preop Shemale Visiting Lexington 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: Lexington, Kentucky Sex: MtF Trans Seeking: Man ...
  • Superb Shemale in Lexington... T-Girl for NSA Encounters in Lexington When you decide to take a walk on the wild side it's always best to take me, Nicky, a superb shemale in Lexington. 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 ...
  • Elisabeth waiting to be your Queen TRANSEXUAL FOR MAN IN THE Lexington 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 wh...
  • HOT SHEMALE GIA will Satisfy Your Tranny Fantasy Lexington! 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 Lexington!  No strings - just great times, so join my page free for instant access! Shemale Gia's Lexington Sexbook @ShemaleGia27 Photos: 4...
  • Hookup With Lexington TS Sugar Baby Now! 💌 Want to Hookup and Find Lexington 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 d...
  • August 20th, 2026
  • Trans Man waiting for right date with hot beauty Handsome Trans Man for Dating in Lexington 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!&...