San Luis Obispo Transgender Classifieds

Browse San Luis Obispo 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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  • July 23rd, 2026
  • Spicy and Hot T-Girl from Colombia Latina T-Girl in San Luis Obispo 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...
  • Jasmin T-girl Ready to make friends Want to Meet a T-Girl in San Luis Obispo? Hey, I am Jasmin, with a great body and busty. Hit me up @SweetJasminT. I love tatts and I'm 420 friendly, down to party! Lets swap some pics and then meet up for a fun date and see where it goes! I'm preop and functional, very sex positive and love al...
  • Hot sexy shemale doll visiting San Luis Obispo now Shemale Visiting San Luis Obispo 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! Possibl...
  • July 22nd, 2026
  • I'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 San Luis Obispo 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 ...
  • Trans Man waiting for right date with hot beauty Handsome Trans Man for Dating in San Luis Obispo 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 sa...
  • Sexy hung and big busted Hung and Busty Shemale in San Luis Obispo 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: San Luis Obispo,...
  • New Body New Me M2F in San Luis Obispo Hi, I'm Natasha, newly transitioned, exploring this beautiful new chapter in my life, and ready to date. Gorgeous non-op 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 pass...
  • Crystal, 27 New to the area Heyyy!. I'm Crystal and I am 27. I'm new to the San Luis Obispo 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: San Luis Obispo...
  • Don't Hate Me 'Cause I am Fabu-licious!... Fun and Fabulous T-Girl in San Luis Obispo Look no further honey, I'm Franny an Ebony trans woman here in San Luis Obispo 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 the...
  • SECRET CROSSDRESSER? - Meet with Me for Discreet Dressing in San Luis Obispo Secret Crossdressing Hookups in San Luis Obispo 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 pri...
  • 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 San Luis Obispo tranny tonight. Save your appetite boy! Me: trans, 30yrs, 5'10, functional, thick, uncut and lon...
  • San Luis Obispo's Transtastic Toni... I LIKE to do the Wild Thing! T-Girl Toni for NSA in San Luis Obispo Hi you sexy man! I'm Toni a trans woman from here in San Luis Obispo. 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, func...
  • Well Endowed Shemale is beautiful San Luis Obispo 32 Well Endowed Shemale in San Luis Obispo 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 picture...
  • July 21st, 2026
  • Hookup With San Luis Obispo TS Sugar Baby Now! 💌 Want to Hookup and Find San Luis Obispo 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 fu...
  • Tiffany Shelle - Your San Luis Obispo Tranny Girlfriend! 💞 Tranny Escort - Top/Bottom/GFE in San Luis Obispo 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% fu...
  • Letha Aims to Fill YOU With Her Love Gun!!! Trans Woman Needs U 4 Target Practice! Hey boys, my name is LethaWeapon here in San Luis Obispo 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 in...
  • HoneyBunny the Shemale Playmate of the Year! Trans HoneyBunny in San Luis Obispo I'm a redhead, blue eyes, sexy, vivacious, classy and playful. HoneyBunny originally from Laguna is now in the San Luis Obispo area making her own waves and causing a commotion. I'm bottom, fully functional, fully passable and sexy as hell! Are you a playboy look...
  • Beautiful Krystale 25 San Luis Obispo visiting now Beautiful Preop Shemale Visiting San Luis Obispo 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: San Luis Obispo, California Sex: MtF Trans ...
  • 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...
  • TS Temptress Ready to Ruin You (In the Best Way) 😈💦 San Luis Obispo  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...
  • 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 Black Shemales | Asian Shemales | Crossdressing Friends...
  • Twisted Sister - Loves to Ride.... and be Ridden! So, you wanna ROCK?! Fully function and extra large (10inch) surprise for all my San Luis Obispo 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....
  • Penny for your thoughts? Penny TS in San Luis Obispo 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 date...
  • July 20th, 2026
  • !!!HOT - TRANS FUCKBOOK - HOT!!! Hookup With a Hot T-Girl in San Luis Obispo Meet sexy shemales ready to have some adult fun with their admirers. Over 1,240 t-girls in San Luis Obispo to heat up your love life tonight! Join free for instant access to their sexy profiles and chat. View: Explicit Shemale Photos Enjoy 24/...
  • Flawlessly gorgeous trans bombshell in San Luis Obispo Trans MtF for Man in San Luis Obispo 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 b...
  • 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...