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San Luis Obispo, California

San Luis Obispo, California Shemale Dating Classifieds

San Luis Obispo, California shemale dating classifieds. Meet local crossdressers, transexuals and shemales for romance, sex or just make new transgender friends. escorts, body rubs & sex service listings. Select your location below to find shemales near you. It's free to search or post your own ad!

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April 16th, 2026

TS Latina Goddess – For Men Who Crave Passion, Fire & Pleasure 🔥💋 Hello sweetheart 😘 The TS Latina bombshell body type defines me through my soft lips and thick thighs and my hidden surprise under red lace. Your pleasure stands as my life purpose because I want to satisfy your desires and make your body experience intense pleasure through my s...

Your Shemale Addiction 😈🥵 Starts Now Shemale Seeking Male.. Your Fantasy Starts Here 24yr old Transsexual/Shemale in San Luis Obispo seeking some fun and campanionship. I would like hookups and I'm also wanting love. I think we should play some plans and see what we can come up with.. I'm open minded and ready!! Take a min to Vie...

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 San Luis Obispo area come see if you measure up! Click here for explicit photos.&nbs...

Debonair Trans dude, looks like Bond F2M Trans Dude in San Luis Obispo 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 relatio...

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 San Luis Obispo area. Click here and come see me anytime!...

💖 Discreet, Naughty & Waiting for a Man Who Can Handle Me 🔥 I’m an exotic ebony TS bombshell in San Luis Obispo with a love for steamy nights, deep connections and uninhibited pleasure, keep it hot and wild and unforgettable! Whether you are looking for an exciting adventure, a sensual night of passion or just something you&rsquo...

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 masseur, hot body and hung. If you want to get together, Send me a private message Crystal27trans <3 ...

Hot trans chick with nice boobs Hot trans chick in San Luis Obispo. 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...

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 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 ...

Elisabeth waiting to be your Queen TRANSEXUAL FOR MAN IN THE San Luis Obispo 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 ...

❤️💋 Your Sexy Spicy Latina TS❤️💋 🔥 A hot transsexual Latina seeks romance in San Luis Obispo, California 🔥 Hey there, I'm Mia TS and I'm from Cali!! I have lived here my whole life. I don’t want to just stand here and do nothing, I want to try new things and explore. I love it when people are op...

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Shy Transexual Escort in San Luis Obispo Shy transexual Camille here to tease you with my long functioning lady stick. Age 24, slim, healthy and physically fit. I love sex! I do top or bottom, special attention to your needs. Kink friendly so let me know what you like. I love it all. Explore your passion for trans women discreetly with an ...

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...

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...

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

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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 am gorgeous, with long light brown hair, hour glass figure and long shapely legs. I am 5 feet 7 and have deep blue eyes and luscious lips. Check my profile pics @TransFaye24 pics and prepare to be stunned! Sen...

Your Flirty CD Sweetheart Awaits 💕😘 San Luis Obispo 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 ...

THE RIGHT GUY FOR THE JOB!!! IF YOU'RE TS/SHEMALE.. I'm The Guy for you!! 😉 My name is Frank and I'm here to see if I can find any transgender ladies who wants a real man to treat them right.. I'm living in xxxx but I'm willing to travel. I have a great house we can have some fun in as well. I have a HOTTUB, arcade, th...

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

Looking for My TS Queen 👑💋 I’m a confident, successful, and open-minded man looking to connect with a beautiful TS woman for fun, passion, and maybe something more. 💕 I appreciate a woman who knows her worth and loves to be treated right. Whether it’s a romantic dinner, steamy nights, or spontaneous adventures,...

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...

MALE SEEKING SHEMALE 🍆San Luis Obispo Ready to Play and Fuck 💦 I have a secret.. 🤫 I've always want to see what it's like to play with a shemale!! Hi I'm John, I'm in San Luis Obispo and I love to be free and have fun.. Are you looking for a man who really knows how to treat you?? I really want to show you what I got sweetie. I have a good ...

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....

San Luis Obispo 😈🍆💦 Latina Shemale is Seeking a Real Man!! Real Latina TS Seeking 🔥Ready to Fulfill Your Wildest Fantasies My Spicy Latina Shemale Pix! -Are you looking for a sexy shemale to play with? I'm a bit of a drama queen. I love dressing pretty and getting my nails done. I will also dress sexy in lingerie for you. Do you want to have a hoo...

Brandi 27 tall slim hot trans chick 8.5 inch Pre-op TS, fully functional in San Luis Obispo 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 yo...

Sexy Shemale San Luis Obispo I know You Want to Play FEMININE AND SECURE SHEMALE Hot and kinky shemale seeking a hot and fun guy who isn't scared of a beautiful and secure Trans Woman.. I'm located in San Luis Obispo; I am AlaneTS and I am here to fulfill all your desires. If you are in the area or planning to be. and looking for a ...

April 15th, 2026

Tantalizing Tina with a HUGE W33NAH! San Luis Obispo Trans Woman for Hookup! Hey gents I'm Tina a trans female hot for all you sexy San Luis Obispo 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!&nb...

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

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 at BlancaShemale32 for my latest pictures and proof of my s...

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Trans Playmate Sex Kitten... Ebony trans woman in San Luis Obispo 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 group...

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TS Bombshell Looking for a Man Who Can Keep Up! 💋 San Luis Obispo Naughty, Nice and Looking for a Thrill!Transsexual Seeking Man for Sexy Fun! View More of My Pictures 📸 Are you the sort of man who enjoys just a touch of danger, a touch of excitement, and a lot of passion? I’m the trans beauty you’ve been dreaming of — sexy...

Spicy 🌶 Latina Shemale in San Luis Obispo Ready to Fill You 😉😉 LATINA SHEMALE SEEKING 🔥🌶 Are you looking for a spicy/hot HISPANIC TS.. absolutely KINKY and ready to do anything?? I'm from San Luis Obispo. Don't look any further, because I'm here to make all your wet dreams come true. My name is MARIA TS and I am a pre-op transgender woman who...

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! ...

TS Beauties—Let’s Have Some REAL Fun! 😏🔥 I am a tall, fit, and successful man and I have a taste for gorgeous TS women who love to be adored, desired and pleasured. Whether you are looking for a wild night, a passionate escape or something ongoing, I know how to treat a woman right. 💋 Must have confidence, charm...

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F/M seeking love and fun Female to Male Trans Man in San Luis Obispo 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 le...

New Body New Me M2F post-op in San Luis Obispo 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 ...

👄 Dark-Skinned TS Beauty Looking for Fun, Passion & Pleasure 👑 I am the Queen of Your Fantasies – Come Worship Me! I am a gorgeous, confident, ebony TS, with a body built for pleasure and a mind full of naughty ideas. If you are looking for high class experience, filled with deep pleasure, seductive touches and sensual moments...

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Free California Transexuals Guide California Transexuals Guide The California 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 California Transexuals Guide online. Where to Meet Transexuals i...

TS Beauties—Let’s Make Some Memories 💖✨ I am a dominant, attractive, and confident man looking for a beautiful transgender woman who enjoys being admired, spoiled, and pleasured. I am down for mutual attraction, passionate flames and unforgettable moments. Whether it is a one time or if it is something on going I a...

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...

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British T-girl Seeking Classy Gentleman in San Luis Obispo... 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 San Luis Obispo and am financially independent and looking for a gentleman who is like-minded, equally solvent and ha...

Let’s Play a Game—Winner Gets Me 😉 San Luis Obispo Seeking!! Seduction Starts with One Look…Once I have your attention, baby, I don’t let go. 😏 I’m the trans woman you’ve been dreaming about—sexy, confident, and oh-so-willing to turn up the heat. Let’s start slow… a few drinks, a little teasing, some whispers abo...

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