Portland Transgender Sex Ads

Browse Portland 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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June 15th, 2026

Hot Shemale in Portland Ready to Play and Fuck I'm a horny shemale named Milli looking for a local man who can handle all my sexual desires. I love being both a top and a bottom, so I can give it to you hard or take it like a champ. I'm into blowjobs, anal play, deep throating, and getting my tight ass pounded until we both cum hard. Let's exp...

Hot Shemale Looking for Local Man for Wild Fun Hey there, I'm Katheleen and I'm a sexy shemale in Portland, Oregon looking for a man who can handle all my naughty desires. I love being both top and bottom, giving and receiving blowjobs, getting my tight ass pounded, sucking on a huge throbbing cock, and making you cum hard with my sloppy gagging...

Meet Oregon Transexuals Online: Live Chat, Member Profiles, Photo Swaps & Local Trans Clubs Meet Oregon Transexuals Online!  Meet Oregon 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 Oregon tra...

Naughty Shemale Seeking Hot Encounters in Portland Hey there, I'm Maisie, a sexy shemale looking for a local man who can handle all my wild desires. I love to be on top, bottom, and everything in between. I enjoy giving sloppy blowjobs, riding cock like a pro, and having my tight ass pounded hard. I get off on gagging on huge dicks and feeling the...

Elyssa: Let's Explore Portland Together! Hey there! I'm Elyssa, a transgender woman from Portland, Oregon. I love embracing my true self and being a part of the LGBTQ community. You can check out my pics at my personal profile page @elyssapor14918. I'm looking for someone who is open-minded, fun-loving, and ready to explore all that Por...

Sweet and Sensual Transgender Beauty in Portland Hey there! I'm Elena, a transgender woman living in the beautiful city of Portland, Oregon. I love exploring all the amazing LGBTQ+ friendly spots in town like Crush Bar, Local Lounge, and Stag PDX. If you're looking for a fun and adventurous date, I'm your girl! I enjoy being transgender because...

Transcendental Temptation Hey there! I'm Giana, a fun-loving transgender woman from Portland, Oregon. I may not fit society's standards of beauty, but my confidence and charisma make up for it. I embrace my trans identity and love being part of the LGBTQ community. I enjoy exploring the local art scene, sipping on craft ...

Spark 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 ...

Hot Shemale in Portland Ready to Play and Fuck I'm a sexy shemale named Melodie looking for a local man who can handle my insatiable appetite for wild sex and fun. I love being both a top and bottom, giving blowjobs, getting my tight ass pounded, sucking cock until it explodes with cum, and everything in between. I'm always down for some slopp...

F/M seeking love and fun Female to Male Trans Man in Portland 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 let it gr...

TS Asian lady ready for upscale action (28) Asian Transexual Lady for Man in Portland Hot and sexy Asian transexual, fully functional and wants to play with you! Message RubyTS4male...

Well Endowed Shemale for Man in Portland Hung Shemale for Man in Portland 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 uncens...

Jasmin T-girl Ready to make friends Want to Meet a T-Girl in Portland? 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...

A Sensual Journey with Ruthie Hey there, I'm Ruthie from Portland, Oregon. I'm a curvy Latina beauty who loves exploring the vibrant LGBTQ scene in the city. As a transgender woman, I embrace my true self and enjoy connecting with open-minded individuals who appreciate authenticity and diversity. I love spending time at local...

27 y/o Sexy Hung Crossdresser in Portland Hung Crossdresser for Male in Portland 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 a sexy...

Raunchy Shemale Looking for Hot Fun in Portland Hey sexy, I'm Vivyanne and I'm a naughty shemale looking for a local man to have some wild and steamy fun with. I love getting down and dirty, so if you're into that, then we'll get along just fine. I enjoy being both a top and a bottom, giving blowjobs, getting my ass pounded, sucking on a throbbin...

SHEMALE HOOKUPS! Wanna Have a Great Time in Portland, Oregon? 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 th...

Hot Shemale in Portland Looking for Wild Fun Hey sexy, I'm Jewell and I'm a kinky shemale looking for a local man to have some steamy fun with. I love getting down and dirty, so if you're into that too, we'll get along just fine. I'm always up for a good time and I know how to satisfy your every desire.When it comes to sex, I'm versatile and o...

New Body New Me M2F post-op in Portland 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 Natash...

Shemale Nightclubs Near You in Portland, Oregon Shemale Nightclubs Near You in Portland, Oregon Shemale Clubs Near You in Portland, Oregon 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. Please contact us if you ...

Gorgeous, Passable Trans in Portland 😍 Gorgeous Passable Trans MtF for Man in Portland 😍 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!  I'm k...

Sexy Shemale Seeking Local Man for Wild Fun in Portland Are you ready to have the time of your life with a hot shemale like me? My name is Sheree and I am looking for a man who can handle all my dirty desires. I love being both a top and bottom, giving blowjobs, getting my ass pounded, sucking dick, and making you cum hard. I enjoy playing with toys, r...

Brandi 27 tall slim hot trans chick 8.5 inch Pre-op TS, fully functional in Portland 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 naughty fa...

Superior Massage by gorgeous T-Girl T-Girl for Dating in Portland 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: GayleTG...

Elegant Transgender Beauty Seeking Connection in Portland Hey there! I'm Susi, a proud transgender woman living in the beautiful city of Portland, Oregon. I may not fit society's typical mold, but that's what makes me unique and special. I embrace my identity and love being a part of the LGBTQ community. I'm looking to meet someone who appreciates auth...

Spark Up Some Magic with Collie! Hey there, I'm Collie, a transgender cutie from Portland, Oregon. I'm all about embracing my true self and living authentically as part of the LGBTQ community. If you're looking to meet someone who's genuine and fun-loving, then look no further! I love exploring the local coffee shops like Stumpt...

Elisabeth waiting to be your Queen TRANSEXUAL FOR MAN IN THE Portland 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 Message...

INTERACTIVE MAP: Transexual Tracker in the Portland Area! Local Trans Hookups Interactive Mapping Meet Local transexuals in the Portland 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 free for ...

Transgender 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...

Debonair Trans dude, looks like Bond F2M Trans Dude in Portland 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 relationship.&...

Transgender 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...

Sexy Shemale Diana Ready to Play in Portland Hey boys, I'm Diana and I'm a hot shemale looking for a local man to have some wild fun with. 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 and take control in the bedroom. I enjoy giving blowjobs and making you gag on my throb...

Euphoria Awaits with Colette Hey there! I'm Colette, a transgender lady from Portland, Oregon. I may have a curvy body, but my personality shines brighter than the city lights. I love exploring new places around town like Powell's Books or grabbing a cup of coffee at Stumptown Coffee Roasters. I embrace my LGBTQ identity an...

TS M2F Top in Portland TS Top Seeking Man in Portland 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 kinks and...

Sexy M2F Preop Trans, Lovely Surprise Waiting in my Panties 💖💖 Preop Trans in Portland Hi! I'm Brandi, new TS in the Portland 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 hiding in my pa...

Hot Shemale in Portland Looking for Fun Are you ready to have a wild time with a sexy shemale in Portland? Well, look no further because I'm Lindie and I'm here to fulfill all your dirty fantasies. I love being both a top and a bottom, so we can switch it up however you like. Let's explore each other's bodies and have some mind-blowing ...

Sweet and Sensual Transgender Beauty Seeking Connection Hey there! I'm Deanne, a transgender lady from Portland who loves exploring the vibrant LGBTQ community here. I may not fit society's traditional norms, but that's what makes me unique and beautiful in my own way 💃🏽 I enjoy long walks in Forest Park, sipping on lattes at Stumptown Coffee Ro...

June 14th, 2026

Let's Dance Under the Portland Stars Together Hey there, I'm Correy from Portland, Oregon. I'm a curvy and confident transgender woman who loves exploring the city's vibrant LGBTQ scene. Whether it's grabbing a coffee at Stumptown Coffee Roasters, enjoying a picnic in Washington Park, or dancing the night away at CC Slaughters, I'm always up ...

HMU for Sex in Portland Newly Single and Ready to Mingle in Portland 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 Portland, Oregon area then message me @BarbieSingle28.      ...

Sensual Transgender Seeking Connection in Portland Hey there! My name is Lari and I'm a transgender woman living in Portland, Oregon. I love exploring the city's vibrant LGBTQ community and finding new spots to hang out. Whether it's grabbing a coffee at Stumptown Coffee Roasters, enjoying a picnic at Laurelhurst Park, or catching a show at Missis...

Elegant Enigma Seeking Connection Hey there, I'm Kenna from Portland, Oregon. I'm a curvy transgender woman with a mix of Latina and Japanese heritage. You can check out my pics at my personal profile page @kennap31732. I love being part of the LGBTQ community because it's a place where I can truly be myself. I enjoy exploring n...

Elsa's Enchanting Transgender Dating Ad Hey there, I'm Elsa from Portland, Oregon! I'm a curvy Latina beauty who loves exploring the vibrant LGBTQ community in our city. I embrace my trans identity and enjoy connecting with others who share similar experiences. You can check out my pics at my personal profile page @elsapo66094. I'm lo...

Elegant Enigma Seeking Connection Hey there! I'm Rosanna from Portland, Oregon. I love being part of the LGBTQ community and embracing my true self. I'm a curvy Latina beauty with a passion for exploring new places and trying new things. If you're looking for someone who is open-minded, adventurous, and loves to laugh, then look n...

Raunchy Shemale Seeking Local Man for Wild Fun Hey boys, it's me, Lois. I'm a hot and horny shemale looking for a man in Portland, Oregon who can handle all my dirty desires. I love getting down and dirty with a guy who knows how to please me in every way possible. From top to bottom, I want it all.Come over and let's play at my place or meet up...

Trans Man waiting for right date with hot beauty Handsome Trans Man for Dating in Portland 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!&n...

A Taste of Transcendence Hey there, I'm Loni from Portland, Oregon. I may not fit society's mold, but that's what makes me unique! I love embracing my transgender identity and being a part of the LGBTQ community. 🏳️‍🌈 I'm looking for someone who is open-minded and accepting, who can appreciate me for who I am. ...

Hot Shemale Silvia Ready to Fulfill Your Wildest Fantasies 💋🍆💦 Are you looking for a sexy shemale in Portland who knows how to please a man in every way possible? Look no further, because I am here to make all your dreams come true. My name is Silvia and I am a transgender woman who loves to play and have fun 😘 I am pre-op and fully functioning, ready to ...

Explore Love and Adventure with Rica in Portland, Oregon 🌈 Hey there! I'm Rica, a fun-loving transgender person who's ready to dive into the exciting world of dating. 💖 As a proud member of the LGBTQ+ community, I embrace my uniqueness and celebrate diversity. Being trans has given me a fresh perspective on life, allowing me to appreciate authenticity ...

Sexy Shemale in Portland Looking for Hot Fun Are you ready to experience an unforgettable night of passion with a horny shemale? Well, look no further because I'm Sharon and I'm here to fulfill all your wildest fantasies. I'm a sultry shemale seeking a local man who can handle my insatiable appetite for sex and fun. When it comes to gettin...

Seeking Local Man for Raunchy Shemale Fun I'm a naughty shemale named Carlynne looking for a man in Portland, Oregon who can handle my insatiable appetite for all things dirty and kinky. I love to be on top, bottom, give blowjobs, get my ass pounded, suck dick, and make us both explode with mind-blowing orgasms. I'm into role play, rough ...