San Luis Obispo Transgender Sex Ads

Browse San Luis Obispo transgender sex ads to meet local transexuals, crossdressers and shemales for sex, dating or friendship. It's free to search the trans sex classifieds, or post your own adult ad!

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  • January 2nd, 2026
  • F/M seeking love and funF/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...
  • January 1st, 2026
  • Sensual Transgender Beauty Seeks ConnectionSensual Transgender Beauty Seeks Connection Hey there, I'm Gaylene from San Luis Obispo, California. I'm a curvy Latina beauty who loves embracing my true self as a transgender woman. Being part of the LGBTQ community brings me so much joy and fulfillment. I'm looking for someone special to share intimate moments and deep conversations wit...
  • Brandi 27 tall slim hot trans chick 8.5 inchBrandi 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 your nau...
  • Euphoric Trans Beauty Seeking Connection in San Luis ObispoEuphoric Trans Beauty Seeking Connection in San Luis Obispo Hey there! I'm Halli, a proud transgender woman living in sunny San Luis Obispo. I love embracing my true self and being part of the LGBTQ community. It's all about authenticity and acceptance, right? 🌈 I'm looking to meet someone special who appreciates me for who I am. Let's grab a coffee at...
  • Sensual Transgender Seeking Connection in San Luis ObispoSensual Transgender Seeking Connection in San Luis Obispo Hey there! I'm Babara, a transgender woman living in sunny San Luis Obispo. I love embracing my identity and being part of the LGBTQ community. It's empowering to live authentically and connect with others who appreciate me for who I am. I'm looking for someone special to share fun times and mean...
  • Sexy M2F Preop Trans, Lovely Surprise Waiting in my Panties 💖💖Sexy M2F Preop Trans, Lovely Surprise Waiting in my Panties 💖💖 Preop Trans in San Luis Obispo Hi! I'm Brandi, new TS in the San Luis Obispo area. I'm MtF preop transexual woman. I pass as female very well so we can go to your business function or out for dinner followed by a night of forbidden fun that only we will know about! I am fully functional, 8" thick h...
  • Superior Massage by gorgeous T-GirlSuperior Massage by gorgeous T-Girl T-Girl for Dating in San Luis Obispo 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: ...
  • Debonair Trans dude, looks like BondDebonair 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...
  • Hot Shemale in San Luis Obispo Ready to Play and FuckHot Shemale in San Luis Obispo Ready to Play and Fuck I'm a horny shemale named Holli looking for a local man who can handle my tight ass and huge throbbing cock. I love giving sloppy blowjobs, getting my dick sucked, and having intense orgasms together. Let's play and explore all our wildest fantasies. I enjoy being both a top and bottom, so we can...
  • Elegant Transgender Beauty Seeking Connection in San Luis ObispoElegant Transgender Beauty Seeking Connection in San Luis Obispo Hey there! I'm Arleen, a transgender woman living in sunny San Luis Obispo. I love exploring the local art scene, trying out new restaurants, and taking long walks on the beach. Being part of the LGBTQ community has brought so much joy and acceptance into my life, and I'm excited to connect with s...
  • TS M2F Top in San Luis ObispoTS M2F Top in San Luis Obispo TS Top Seeking Man in San Luis Obispo I'm Sandi wants to meet hot guy for fun and hot sex. Age 28 with long blonde hair, smooth skin and a great body.  Non op functional, nice big ladystick for your pleasure! 😈  Love oral sex, anal sex and yummy kinks of all sorts. I love to explore ki...
  • SHEMALE HOOKUPS! Wanna Have a Great Time in San Luis Obispo, California? SHEMALE HOOKUPS! Wanna Have a Great Time in San Luis Obispo, California? HOT!  SHEMALE HOOKUPS  "The girl with a naughty little secret in her panties!" SIGNUP FREE: INSTANT ACCESS!  Shemale Profiles Browse Uncensored Photos, Swap Your Pics, Join Live Web Cams, Swap Private Messages, Sext & Hook Up! Join free for Instant Access to the San ...
  • Elegantly Transcending BoundariesElegantly Transcending Boundaries Hey there! I'm Luanna, a transgender beauty from San Luis Obispo, California. I may not fit society's mold, but that's what makes me unique and special. I embrace my identity and love being part of the LGBTQ community. I'm looking for someone who appreciates authenticity and loves to have deep c...
  • Raunchy Shemale Seeking Hot Man for Wild FunRaunchy Shemale Seeking Hot Man for Wild Fun Hey there, I'm a kinky shemale named Deloria looking for a local man to have some steamy fun with. I love getting down and dirty, exploring all kinds of naughty fantasies. If you're into wild sex and want to play with a hot tranny like me, then look no further! I enjoy being both a top and bottom, ...
  • Hot Shemale in San Luis Obispo Ready to Play and Fuck All Night LongHot Shemale in San Luis Obispo Ready to Play and Fuck All Night Long Are you looking for a wild time with a sexy shemale who knows how to please a man? Look no further, because I'm Odele and I'm ready to show you a good time. I'm a horny shemale seeking a local man for some hot and steamy fun. I love getting down and dirty, so if you're into blowjobs, anal play, ...
  • Gorgeous, Passable Trans in San Luis Obispo 😍Gorgeous, Passable Trans in San Luis Obispo 😍 Gorgeous Passable Trans MtF for Man in San Luis Obispo 😍 I transitioned 6 years ago at age 18. I am pretty, with long light brown hair, a nice figure and long shapely legs. I have brown puppy dog eyes and kissable lips. Check my profile @TransFaye24 for pics and prepare to be stunned! ...
  • Meet California Transexuals Online: Live Chat, Member Profiles, Photo Swaps & Local Trans ClubsMeet California Transexuals Online: Live Chat, Member Profiles, Photo Swaps & Local Trans Clubs Meet California Transexuals Online!  Meet California transexuals online at AmericanTransexuals.com. Our web development team includes transexual women and male trans admirers, so we have a unique understanding of transgender attraction. We have created an online community where you can meet Ca...
  • Sparkle with Suzann in San Luis Obispo!Sparkle with Suzann in San Luis Obispo! Hey there, I'm Suzann and I'm a proud transgender lady living in sunny San Luis Obispo. I love embracing my true self and being part of the LGBTQ community. If you're looking for someone who's genuine, fun-loving, and always up for a good time, then look no further! 🌈 I enjoy spending my days ...
  • INTERACTIVE MAP: Transexual Tracker in the San Luis Obispo Area!INTERACTIVE MAP: Transexual Tracker in the San Luis Obispo Area! Local Trans Hookups Interactive Mapping Meet Local transexuals in the San Luis Obispo area for friendship or sex hookups. View member thumbnails on the interactive map below to meet local members who want to meet local transexuals or admirers. Click any member photo below to get started. Sign up fr...
  • Shemale Nightclubs Near You in San Luis Obispo, CaliforniaShemale Nightclubs Near You in San Luis Obispo, California Shemale Nightclubs Near You in San Luis Obispo, California Shemale Clubs Near You in San Luis Obispo, California is a directory of trans-friendly nightclubs and bars. LGBTQ+ clubs come and go. We strive to keep this transgender clubs directory complete and rely on your input to help us do so. Ple...
  • Elegantly Transcendent Seeking ConnectionElegantly Transcendent Seeking Connection Hey there! I'm Meara, a transgender woman living in sunny San Luis Obispo, California. I may not fit society's traditional mold, but that's what makes me unique and beautiful. I embrace my identity and love being a part of the LGBTQ community. I enjoy exploring local spots like Bubblegum Alley, A...
  • Elegant Transgender Beauty Seeking ConnectionElegant Transgender Beauty Seeking Connection Hey there! I'm Nanon, a transgender woman from San Luis Obispo, California. I may not fit society's standard body type, but my uniqueness is what makes me special. I embrace my ethnicity and nationality with pride, and being part of the LGBTQ community brings me joy. I love exploring local spots ...
  • 27 y/o Sexy Hung Crossdresser in San Luis Obispo27 y/o Sexy Hung Crossdresser in San Luis Obispo Hung Crossdresser for Male in San Luis Obispo Hey, I go by Selena when I'm cross dressed. I love being feminine and servicing my man!, I'm age 27, well hung and so cute when I'm dressed up!! What more could you want in a gurl?!! View my pics and message me @Selena27femCD so we can talk and meet for...
  • Ready to Explore Love and Adventure? LetReady to Explore Love and Adventure? Let's Connect! Hey there! I'm Marcela, a proud transgender woman from sunny San Luis Obispo, California. 🌞 I'm here to find someone special who appreciates the beauty of diversity and embraces the LGBTQ+ community. ❤️ As for me, I have a unique body type that stands out in a crowd. People often describe ...
  • HMU for Sex in San Luis ObispoHMU for Sex in San Luis Obispo Newly Single and Ready to Mingle in San Luis Obispo Hi guys, my name is Barbie, age 28. My husband cheated for the last time. Now it's my time to have some fun! If you want to hook up for passion and hot sex in the San Luis Obispo, California area then message me @BarbieSingle28.    ...
  • Seeking Local Man for Wild Shemale FunSeeking Local Man for Wild Shemale Fun Are you ready to explore your wildest fantasies with a hot shemale in San Luis Obispo? Look no further, because I'm Diann and I'm here to fulfill all your desires. I love being both top and bottom, giving and receiving blowjobs, getting my tight ass pounded, and making you cum over and over again....
  • Transgender Temptation: LetTransgender Temptation: Let's Meet Up! Hey there, I'm Lori from San Luis Obispo, California. I'm a curvy Latina beauty with a flair for fun and adventure. As a proud member of the LGBTQ community, I love embracing my true self and connecting with others who share similar experiences. I'm looking for someone who is open-minded, kind-he...
  • Sensual Transgender Beauty Looking for LoveSensual Transgender Beauty Looking for Love Hey there, I'm Chrissa from San Luis Obispo, California. I may have a curvy body, but my heart is full of love and passion. As a proud transgender woman, I embrace my journey and enjoy connecting with others in the LGBTQ community. I love exploring local spots like Bubblegum Alley or taking a str...
  • Well Endowed Shemale for Man in San Luis ObispoWell Endowed Shemale for Man in San Luis Obispo Hung Shemale for Man in San Luis Obispo I am Blanca. I can provide top or bottom service. Bareback if you're clean. Love oral sex both giving and receiving. Say hello cause I'm friendly, sexy as hell and always satisfy my partner. Give me a try. Message me privately at BlancaShemale32 for my latest...
  • Unleash Your True Desires with PrisUnleash Your True Desires with Pris Hey there, I'm Pris from San Luis Obispo, California. I'm a curvy Latina beauty who loves embracing my transgender identity. Being part of the LGBTQ community has brought me so much joy and self-discovery. I'm looking for someone who can appreciate and celebrate all aspects of who I am. I enjoy l...
  • Transgender Beauty Seeking Connection in San Luis ObispoTransgender Beauty Seeking Connection in San Luis Obispo Hey there! My name is Tina, and I'm a transgender woman living in sunny San Luis Obispo, California. 💁‍♀️ I wanted to take a moment to share a little bit about myself and what I'm looking for in this crazy thing called dating. First off, let me tell you that being trans has been an incre...
  • Looking for Love and Adventure
    Hey there, lovely people of San Luis Obispo! My name is Brigida, and I'm a proud transgender woman ready to embrace life's wonders with someone special. 💖 So, let me tell you a bit about myself. I have a unique body type that's curvy in all the right places, making me feel confident and beauti...
  • Eclectic Transgender Beauty Seeking ConnectionEclectic Transgender Beauty Seeking Connection Hey there! I'm Raychel, a transgender woman from San Luis Obispo, California. I may not fit society's typical mold, but that's what makes me unique and beautiful. I embrace my identity as a member of the LGBTQ community and love connecting with others who share similar experiences. I enjoy explo...
  • Raunchy Shemale Seeking Local Man for Wild FunRaunchy Shemale Seeking Local Man for Wild Fun Hey there, I'm a naughty shemale named Kristine looking for a man in San Luis Obispo who can handle my insatiable desires. I love to top, bottom, give blowjobs, get my ass played with, suck cock, and make you explode with pleasure. I enjoy meeting up at local spots like Madonna Inn or Laguna Lake ...
  • Jasmin T-girl Ready to make friendsJasmin T-girl Ready to make friends Want to Meet a T-Girl in San Luis Obispo? Hey, I am Jasmin, 8" with a great body and busty. I love tatts and I'm 420 friendly, down to party! Lets swap some pics and then meet up for hot dates and see where it goes!  Hit me up @SweetJasminT...
  • Raunchy Shemale Seeking Local Man for Wild FunRaunchy Shemale Seeking Local Man for Wild Fun Hey sexy, I'm Carolee, a hot shemale from San Luis Obispo looking for a man who can handle all my desires. I love to be on top, riding you until we both explode with pleasure. I also enjoy getting down on my knees and giving sloppy blowjobs, making you gag on my throbbing cock. Let's play with each ...
  • LetLet's Get Lost in Each Other's Eyes Hey there, I'm Ashli, a fun-loving transgender woman from San Luis Obispo, California. I may not fit into society's traditional boxes, but that just makes me more interesting! You can check out my pics at my personal profile page @ashlisan27584. I love being part of the LGBTQ community because it'...
  • TS Asian lady ready for upscale action (28)TS Asian lady ready for upscale action (28) Asian Transexual Lady for Man in San Luis Obispo Hot and sexy Asian transexual, fully functional and wants to play with you! Message RubyTS4male...
  • Hot Shemale in San Luis Obispo Looking for Some Naughty FunHot Shemale in San Luis Obispo Looking for Some Naughty Fun Are you ready for a wild time with a sexy shemale? My name is Kelcey and I'm looking for a local man who can handle all of my dirty desires. I love getting down and dirty, so if you're into that too, we'll get along just fine. I'm a top who loves to dominate, but I also enjoy being on the bottom ...
  • Ethereal Transgender Beauty Seeking Connection in San Luis ObispoEthereal Transgender Beauty Seeking Connection in San Luis Obispo Hey there! I'm Celesta, a transgender woman living in the lovely town of San Luis Obispo. I may not fit society's standards of beauty, but my unique body type and ethnicity make me who I am - a proud Latina from Mexico. Being part of the LGBTQ community has brought so much joy and acceptance into ...
  • Looking for Love and Adventure!Looking for Love and Adventure! Hey there, lovely people of San Luis Obispo! My name is Jacklin, and I'm a transgender woman who's ready to dive into the world of dating. 💕 Living in this beautiful city has given me so much joy, and I can't wait to share it with someone special. Whether it's exploring the charming streets of...
  • Spark a Connection with BrandiseSpark a Connection with Brandise Hey there! I'm Brandise, a transgender woman from San Luis Obispo, California. I may not fit society's idea of "perfect," but I embrace my unique body type and ethnicity with pride. Being LGBTQ has taught me the importance of self-love and acceptance, and I bring that positivity into every aspect ...
  • Looking for Love and AdventureLooking for Love and Adventure Hey there! My name is Zabrina, and I'm a transgender woman living in sunny San Luis Obispo, California. 🌞 I wanted to take a moment to tell you a bit about myself and what I'm looking for. Physically, I have a curvaceous body that's as unique as my personality. 🌈 I embrace my individuality ...
  • Sexy Shemale in San Luis Obispo Ready to PlaySexy Shemale in San Luis Obispo Ready to Play Hey there, are you looking for a naughty shemale to fulfill all your wildest fantasies? Look no further because I'm Kaylee, a hot and horny shemale from San Luis Obispo seeking a local man for some unforgettable fun. You can find me in the FreeSexAds.com Shemale Profiles at kayleesan93174. I love t...
  • Elegantly Transgender and Ready to MingleElegantly Transgender and Ready to Mingle Hey there, I'm Keri from San Luis Obispo, California. I may have a curvy body type, but that just means there's more of me to love! As a transgender individual, I embrace my uniqueness and love being a part of the LGBTQ community. If you're looking for a fun and adventurous date, look no further! ...
  • Elegant Roseanna Seeking Connection in San Luis ObispoElegant Roseanna Seeking Connection in San Luis Obispo Hey there! I'm Roseanna, a transgender woman living in sunny San Luis Obispo. I love exploring the local wineries, taking long walks on the beach, and trying out new restaurants downtown. There's nothing quite like the Central Coast vibe! I embrace my trans identity and love being a part of the L...
  • Elisabeth waiting to be your QueenElisabeth 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 ...
  • December 31st, 2025
  • Looking for Love and Adventure in San Luis Obispo! <br>Looking for Love and Adventure in San Luis Obispo!
    Hey there, lovely people of San Luis Obispo! My name is Sherry, and I'm a transgender woman who's ready to dive into the exciting world of dating. 💖 So, let me tell you a bit about myself. I have a curvy figure that's just perfect for cuddling up with on chilly nights. My heritage brings toget...
  • Spark Up Some Chemistry with EleanoreSpark Up Some Chemistry with Eleanore Hey there! I'm Eleanore from San Luis Obispo, California. I'm a fun-loving transgender gal who enjoys exploring the LGBTQ community. I embrace my unique identity and love meeting new people who appreciate diversity. I'm looking for someone who is open-minded and ready for some exciting adventures...
  • Exploring Love and IdentityExploring Love and Identity Hey there! I'm Alex, a transgender individual from San Luis Obispo, California. I have a curvy body type and I am of Hispanic descent. I love embracing my LGBTQ identity and all the unique experiences that come with it. I'm looking for someone who is open-minded, kind-hearted, and ready to explor...