Oregon Transgender Sex Ads

Browse Oregon 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!

Home / Alternative Sex Ads / Transgender Sex Ads

Show Ads In: Bend | Corvallis/Albany | East Oregon | Eugene | Medford-Ashland-Klamath | Oregon Coast | Portland | Roseburg | Salem

  • August 21st, 2026
  • Raunchy Shemale Looking for Hot Fun in RoseburgRaunchy Shemale Looking for Hot Fun in Roseburg I love getting down and dirty with a man who knows how to handle a shemale like me. My name is Meggie and I'm on the hunt for a local guy who can satisfy all my cravings. Whether you're into sucking, fucking, or just want to play around, I'm game for it all. I enjoy being both top and bottom, gi...
  • Spark Your Curiosity with Rickie from Oregon CoastSpark Your Curiosity with Rickie from Oregon Coast Hey there! I'm Rickie, a proud transgender individual from the beautiful Oregon Coast. I may not fit society's norms, but that's what makes me unique and special. I love embracing my true self and being part of the LGBTQ community. I enjoy long walks on the beach, exploring local art galleries, a...
  • Transgender Cutie Seeking Connection in Corvallis/AlbanyTransgender Cutie Seeking Connection in Corvallis/Albany Hey there! I'm Josy, a fun-loving transgender gal from Corvallis/Albany, Oregon. I may not fit society's standards of beauty, but I rock my own unique body type with confidence. As a proud member of the LGBTQ community, I embrace my identity and love spreading positivity wherever I go. I enjoy e...
  • Local Shemale Looking for Hot Fun in Bend, OregonLocal Shemale Looking for Hot Fun in Bend, Oregon Ready to fulfill all your wildest fantasies, I'm Stephenie, a sexy shemale seeking a man who can handle my insatiable appetite for pleasure. Whether you're into getting topped by a stunning tranny or giving it to me hard and deep, I'm here to make all your dreams come true. From blowjobs that will...
  • Spark a Connection with Kirsteni in East Oregon!Spark a Connection with Kirsteni in East Oregon! Hey there! I'm Kirsteni, a transgender woman living in East Oregon. I love exploring the great outdoors, sipping on coffee at local cafes, and checking out art galleries in town. As a member of the LGBTQ community, I cherish the freedom to express my true self and connect with others who appreciat...
  • Elegantly Eclectic Transgender Seeking ConnectionElegantly Eclectic Transgender Seeking Connection Hey there! I'm Austina, a transgender gal from Corvallis/Albany, Oregon. I'm a proud member of the LGBTQ community and love embracing my true self every day. If you're looking for someone who's open-minded, adventurous, and loves to explore new places, then I might just be the one for you! I enj...
  • August 20th, 2026
  • Elegantly Unique Transgender Seeking ConnectionElegantly Unique Transgender Seeking Connection Hey there! My name is Kailee and I'm a transgender woman from East Oregon, Oregon. I may not fit society's standards of beauty, but I embrace my unique body type and love expressing my true self. Being LGBTQ has brought me so much joy and freedom to be who I am without apologies. I'm looking for...
  • Ethereal Trans Beauty Seeking ConnectionEthereal Trans Beauty Seeking Connection Hey there, I'm Marcela from Oregon Coast, Oregon. I'm a curvy Latina with a passion for exploring new places and meeting new people. Being transgender has allowed me to embrace my true self and connect with others who understand and support me. I love spending time at local coffee shops like Sea...
  • Naughty Shemale in Bend Ready to Play and FuckNaughty Shemale in Bend Ready to Play and Fuck Looking for a hot local man who can handle this tight shemale ass and huge throbbing cock. My name is Jaclin and I'm craving some sloppy blowjobs, deep anal play, and intense orgasms. I love being both top and bottom, so let's switch it up and have some fun together. Whether you want to gag on my...
  • Transgender Beauty in PortlandTransgender Beauty in Portland Hey there! I'm Meira, a transgender woman living in the beautiful city of Portland, Oregon. I may have a curvy body, but that just means there's more of me to love! I'm proud of my Middle Eastern heritage and love exploring the diverse culture of this city. I enjoy being part of the LGBTQ communi...
  • Ethereal Trans Beauty Seeking ConnectionEthereal Trans Beauty Seeking Connection Hey there! I'm Else, a transgender woman from Roseburg, Oregon. I may not fit society's standards of beauty, but my unique body type and ethnicity make me who I am. I embrace my LGBTQ identity and love exploring new places and meeting new people. I enjoy being trans because it allows me to expres...
  • Naughty Shemale Looking for Hot Encounters in East OregonNaughty Shemale Looking for Hot Encounters in East Oregon Are you ready to have some wild and raunchy fun with a sexy shemale like me? My name is Rhianna, and I am looking for a local man who can handle all the naughty things I have in store. I love being both a top and a bottom, so we can switch things up and see where the night takes us. Whether you wa...
  • Eclectic Transgender Beauty Seeking ConnectionEclectic Transgender Beauty Seeking Connection Hey there! I'm Vikkie, a transgender woman from the Oregon Coast. I may not fit society's typical mold, but that's what makes me unique and fabulous. I love exploring my gender identity and expressing myself authentically as part of the LGBTQ community. I enjoy long walks on the beach, cozy coffee...
  • Hot Shemale in Roseburg Ready to PlayHot Shemale in Roseburg Ready to Play Hey sexy, I'm a naughty shemale named Cristi looking for a man who can handle all my kinky desires. I love being both top and bottom, giving and receiving blowjobs, and getting my tight ass pounded hard. I'm into sloppy wet orgasms, gagging on a huge cock, and riding until we both explode with pleas...
  • Wild Shemale Eva Seeking Local Man for Hot EncountersWild Shemale Eva Seeking Local Man for Hot Encounters Are you looking for a wild shemale who knows how to have a good time? Look no further, because I'm right here in Oregon Coast, Oregon, ready to show you a night you won't forget. My name is Eva and I'm a horny shemale looking for a man who can handle all of my desires. I love being both top and b...
  • Transgender Beauty Looking for LoveTransgender Beauty Looking for Love Hey there! I'm Lotta, a transgender beauty from Portland, Oregon. I love exploring the vibrant LGBTQ community here and soaking up all the love and support. I enjoy being my true self and embracing who I am, and I'm looking for someone special to share that with. I'm on the lookout for a kind-hea...
  • Spark a Connection with Roxie from East Oregon!Spark a Connection with Roxie from East Oregon! Hey there! I'm Roxie, a fun-loving transgender individual from East Oregon. I may not fit society's traditional norms, but that's what makes me unique and special. I embrace my LGBTQ identity and love connecting with like-minded individuals who appreciate authenticity. I enjoy exploring the local...
  • Sexy Transgender Beauty Seeking Connection on the Oregon CoastSexy Transgender Beauty Seeking Connection on the Oregon Coast Hey there, I'm Mariya from the beautiful Oregon Coast. I may not fit society's norms, but that's what makes me unique and special. I embrace my transgender identity and love being part of the LGBTQ community. I'm looking for someone who can appreciate me for who I am, someone who is open-minded ...
  • Local Shemale Seeking Man for Wild Fun and Hot SexLocal Shemale Seeking Man for Wild Fun and Hot Sex I'm Shanie, a sexy shemale from Medford-Ashland-Klamath looking for a man who can handle me in the bedroom. I love getting down and dirty, exploring all kinds of naughty fantasies together. If you're into kinky play, I'm your girl - or should I say, your shemale! When it comes to sex, I'm open to...
  • Spark up some magic with this enchanting transgender beautySpark up some magic with this enchanting transgender beauty Hey there, I'm Mariana from Portland, Oregon. I may have a curvy body, mixed ethnicity, and Brazilian nationality, but what truly makes me unique is my journey as a transgender woman. I love embracing my LGBTQ identity and all the beauty it brings to my life. Looking for someone special to share ...
  • Spark Up Some Chemistry with CarlineSpark Up Some Chemistry with Carline Hey there! I'm Carline, a transgender woman from Eugene, Oregon. I may not fit society's idea of "perfect," but I embrace my unique body type and ethnicity with pride. Being part of the LGBTQ community has brought me so much joy and self-discovery. I'm looking for someone who is open-minded, adv...
  • A Taste of Bend: Transgender Beauty Seeks ConnectionA Taste of Bend: Transgender Beauty Seeks Connection Hey there! I'm Hailee, a transgender cutie from Bend, Oregon. I love exploring the local scene here, whether it's grabbing a coffee at Palate Coffee Bar or taking a stroll through Drake Park. I'm all about embracing my true self and living authentically as part of the LGBTQ community. It's empow...
  • Raunchy Shemale Seeking Local Man for Hot EncountersRaunchy Shemale Seeking Local Man for Hot Encounters Hey boys, I'm a sexy shemale named Arlana from Portland, Oregon, and I'm looking for a man who can handle all my naughty desires. When it comes to fun in the bedroom, I love it all - from deepthroating your cock to riding you like there's no tomorrow. I'm a top who knows how to take charge, but I al...
  • Spark the Flame of Passion with Jacky in Medford-Ashland-Klamath!Spark the Flame of Passion with Jacky in Medford-Ashland-Klamath! Hey there, I'm Jacky and I'm a transgender cutie from Medford-Ashland-Klamath, Oregon. You can check out my pics at my personal profile page @jackymedf27732. I love being part of the LGBTQ community because it allows me to express my true self and connect with others who understand and support me....
  • Sexy Shemale Faith Looking for Hot EncountersSexy Shemale Faith Looking for Hot Encounters Are you ready to have the time of your life with a naughty shemale like me? My name is Faith and I'm looking for a local man who can handle all the kinky fun I have to offer. Let's get down and dirty together! I love being both a top and a bottom, so we can switch things up and explore every pos...
  • Seeking Local Man for Wild Shemale Fun in Oregon Coast!Seeking Local Man for Wild Shemale Fun in Oregon Coast! Are you ready to experience the ultimate pleasure with a hot and horny shemale? Look no further, because Alleen is here to fulfill all your deepest desires. I'm a sultry shemale seeking a local man for some mind-blowing sex and fun. I love getting down and dirty, so if you're into it, I'm your g...
  • A Sensual Journey of Self-DiscoveryA Sensual Journey of Self-Discovery Hey there, I'm Carola from East Oregon and I'm a transgender woman who loves embracing my authentic self. Being part of the LGBTQ community has brought so much joy and acceptance into my life, and I'm excited to share that with someone special. I enjoy long walks in the beautiful parks around Eas...
  • Tempting Transgender Seeking ConnectionTempting Transgender Seeking Connection Hey there! I'm Carole, a transgender woman living in Eugene, Oregon. I may not fit society's idea of "perfect," but I embrace my unique body type and ethnicity with pride. Being transgender has allowed me to explore different aspects of myself and connect with the LGBTQ community in ways I never t...
  • Local Shemale Looking for Hot Fun in EugeneLocal Shemale Looking for Hot Fun in Eugene I'm a sexy shemale named Candi, and I'm on the hunt for a man who can handle all my naughty desires. I love being both a top and a bottom, so I can give it to you hard or take it deep - whatever gets you going. Whether you want me to blow your mind with a sloppy blowjob or ride you until we both e...
  • Elegantly Transcending BoundariesElegantly Transcending Boundaries Hey there! I'm Maurine, a transgender woman from Salem, Oregon. I may not fit society's typical mold, but that's what makes me unique and beautiful. I love exploring my identity and embracing the LGBTQ community with open arms. If you're someone who appreciates authenticity and loves to have fun, ...
  • A Sensual Journey of Self-DiscoveryA Sensual Journey of Self-Discovery Hey there, I'm Mattie from Roseburg, Oregon. I love embracing my true self as a transgender individual and being part of the LGBTQ community. It's all about living authentically and finding joy in every moment. If you're looking for someone who is open-minded, adventurous, and ready to explore new...
  • Local Shemale Fawne Looking for Hot EncountersLocal Shemale Fawne Looking for Hot Encounters Are you ready to have some wild and steamy fun with a sexy shemale in the Medford-Ashland-Klamath area? Well, look no further because I'm here to fulfill all your naughty desires. My name is Fawne and I'm a hot tranny looking for a local man who can handle my insatiable appetite for pleasure. I ...
  • Raunchy Shemale Seeking Local Man for Wild Fun and Hot SexRaunchy Shemale Seeking Local Man for Wild Fun and Hot Sex Hey boys, I'm Delinda, a hot shemale from Eugene, Oregon looking for a man who can handle all my desires. I love getting down and dirty, exploring every inch of your body with my talented hands and mouth. When it comes to sex, I'm open to anything and everything. Whether you want me to be your top o...
  • Hot Shemale Madonna Looking for Local Man to Have Some Wild FunHot Shemale Madonna Looking for Local Man to Have Some Wild Fun Hey there, I am a sexy shemale named Madonna and I am seeking a local man in Roseburg, Oregon for some mind-blowing sex and fun. You can find me in the FreeSexAds.com Shemale Profiles at madonna36600. I love being both top and bottom, giving and receiving blowjobs, getting my tight ass played with,...
  • Seeking Love and Adventure 💕Seeking Love and Adventure 💕 Hey there! I'm Gracia, a transgender cutie from Corvallis/Albany, Oregon. I may not fit society's standards of beauty, but my unique body type adds to my charm. I love exploring my ethnicity and nationality through fashion and food. You can check out my pics at my personal profile page @gracia5962...
  • Transgender Beauty Seeking ConnectionTransgender Beauty Seeking Connection Hey there, I'm Susanna from Salem, Oregon. I'm a curvy, Latina transgender woman who loves exploring the LGBTQ community and all it has to offer. From Pride parades to cozy coffee shops, I enjoy meeting new people and making meaningful connections. I'm looking for someone who is open-minded, kind...
  • Seeking Local Man for Wild Shemale Fun in East Oregon!Seeking Local Man for Wild Shemale Fun in East Oregon! Are you ready to explore your wildest fantasies with a sexy shemale like me, Mureil? I'm looking for a man who can handle all the naughty things I have in store. From steamy blowjobs to deep anal play, I love it all. Let's get together and make some unforgettable memories!🍆💦🍑 You can fin...
  • Hot Shemale Looking for Wild Fun in Oregon CoastHot Shemale Looking for Wild Fun in Oregon Coast Hey there, I'm Sharyl, a sexy shemale from Oregon Coast looking for a local man who can handle all my naughty desires. I love getting down and dirty, so if you're up for some kinky fun, I'm your girl!When it comes to sex, I'm into everything from deepthroating to anal play. I love being both a top a...
  • Transgender Temptation in Medford-Ashland-KlamathTransgender Temptation in Medford-Ashland-Klamath Hey there, I'm Katleen from Medford-Ashland-Klamath, Oregon. I'm a curvy transgender woman with a mix of Latina and European heritage. I love being part of the LGBTQ community because it allows me to express my true self without any judgment. If you're looking for someone who is confident, adventu...
  • Elegant Enigma Seeking ConnectionElegant Enigma Seeking Connection Hey there! I'm Josefina, a transgender woman living in beautiful Bend, Oregon. I love exploring the outdoors here, whether it's hiking along the Deschutes River or checking out the local breweries downtown. I'm looking for someone who is open-minded and accepting of all gender identities. I enjo...
  • Elegantly Transcendent Seeking ConnectionElegantly Transcendent Seeking Connection Hey there, I'm Nathalie from Salem, Oregon. I'm a curvy and confident transgender woman who loves exploring the beauty of my identity. Being part of the LGBTQ community has brought so much joy and authenticity into my life. I embrace my journey with open arms and an open heart. I'm looking for so...
  • A Sensual Journey with CrystaA Sensual Journey with Crysta Hey there, I'm Crysta from Bend, Oregon. I may not fit into society's norms, but that's what makes me unique and beautiful. As a transgender individual, I embrace my journey of self-discovery and love sharing it with others in the LGBTQ community. Whether we meet up for a cozy coffee at Palate or ...
  • Hot Shemale in East Oregon Ready to Fulfill Your Wildest Fantasies 💋Hot Shemale in East Oregon Ready to Fulfill Your Wildest Fantasies 💋 Are you looking for a sexy shemale to play with? Look no further, because I'm here to satisfy all your desires. My name is Matti and I'm a pre-op trans woman who loves to have fun in the bedroom. 💃 I enjoy being both a top and a bottom, so we can switch things up and explore different position...
  • Spark Up Some Chemistry with Anette!Spark Up Some Chemistry with Anette! Hey there! I'm Anette, a transgender lady from Oregon Coast, Oregon. I may not fit society's idea of "normal," but that's what makes me unique and special. I love exploring my gender identity and being part of the LGBTQ community because it allows me to be my authentic self. I'm looking for some...
  • Sexy Shemale Looking for Hot Fun in Medford-Ashland-Klamath!Sexy Shemale Looking for Hot Fun in Medford-Ashland-Klamath! Are you ready to get down and dirty with a kinky shemale who knows how to have a good time? I'm Nicky, and I'm looking for a local man who can handle all of my naughty desires. From top to bottom, I love it all – sucking, fucking, riding, gagging, and cumming hard. My tight ass is always hungry ...
  • Hot Shemale in Salem Ready to Play and FuckHot Shemale in Salem Ready to Play and Fuck I'm a sexy shemale named Lillian looking for a local man who can handle my insatiable appetite for wild sex and fun. If you're into kinky play, I'm your girl. I love being both a top and bottom, giving blowjobs, getting my ass pounded, sucking dick, and making sure we both have explosive orgasms. ...
  • Neely the Shemale Ready to Ride and Play in Salem!Neely the Shemale Ready to Ride and Play in Salem! Hey there, I'm Neely, a hot shemale from Salem looking for a local man who can handle all my naughty desires. I love being on top, giving sloppy blowjobs, and getting my tight ass pounded hard. I want to gag on your throbbing cock until you explode with pleasure. Let's play all night long and make e...
  • Transgender Beauty Looking for Love in PortlandTransgender Beauty Looking for Love in Portland Hey there! I'm Winne, a transgender woman living in the beautiful city of Portland, Oregon. I love exploring all the amazing coffee shops and food carts around town, so if you're into trying new things, we'll get along just fine. I'm proud to be a part of the LGBTQ community and I enjoy being ab...
  • Sparkling Angelia Looking for LoveSparkling Angelia Looking for Love Hey there! I'm Angelia, a transgender woman from the Oregon Coast who loves embracing my true self. I enjoy long walks on the beach, cozy coffee dates at local cafes like Sea Star Bakery, and exploring the beautiful trails at Ecola State Park. I'm looking for someone who is open-minded, kind-hear...
  • Looking for Love and Adventure in Eugene, Oregon! 💖Looking for Love and Adventure in Eugene, Oregon! 💖 Hey there! My name is Sandy, and I'm a proud transgender person living in beautiful Eugene, Oregon. 🌲✨ I wanted to create this ad to find someone special who appreciates the LGBTQ community and all its vibrant colors. 🏳️‍🌈 I may have a random body type, ethnicity, and nationality, ...