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Chat with shemales, transsexuals and ladyboys from Oregon in our free shemale, ladyboy and transsexual chat rooms. We strive to be totally inclusive. We welcome shemales, ladyboys, MtF, FtM, pre-op, post-op, non-op, transgender, transsexuals, crossdressers, transvestites, intersex, androgynous, gender fluid, gender queer, genetic males, genetic females, significant others and trans community friends. It is easy to start chatting with others in your shemale & ladyboy community members from Oregon. Click the "Enter Chat Rooms" button to create a free shemale chat profile and start chatting now. Not from Oregon? All transgender chat profiles are easily searchable no matter where you are. With 63 chatting in the shemale chat rooms and with 414 ladyboy community members online you are sure to find fun transsexual friends to chat with. Join us in the free shemale Oregon chat rooms and start connecting.

Popular Nearby Cities: Eugene, Salem, Portland

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Shemale Chatters in Oregon

BigDan's Chat & Dating Profile
Portland, Oregon, US
Fit and endowed stud looking for fun
justme111's Chat & Dating Profile
Oregon, US
I am a fun loving guy who loves to play i love being watched while we play i am looking for open minded people to play with
UncleSteve's Chat & Dating Profile
Portland, Oregon, US
Masculine, experienced top interested in, in person meetings. I lean more towards the passion and genuine connection side of things. Ideal partner… Local (required) Friendly Experienced (I love to encourage and validate femininity but I’m not here guide anyone) Refined look, developed over time Seeking more than a hookup but less than a full relationship.
SirGalahad60's Chat & Dating Profile
Oregon, US
First things first. No picture, no chat. Warning to crossdressers, i really don't care what you're wearing. Long time member. Tired of the normal drama in the rooms. I'm just an old farmer from Oregon and I am looking for a true woman at heart. Tg or gg is really kind of irrelevant. I'm definitely an Alpha man. But not some asshole dom. If you're looking for pain or humiliation. I'm not your man. Their are damn few Trans women. The true ladies are worth protecting.
JosieFaeChild's Chat & Dating Profile
Dallas, Oregon, US
Trans Girl. Been a sissy since I was 12 but officially started transitioning a few months ago.
MarshaLou's Chat & Dating Profile
Pendleton, Oregon, US
I am a long time cder. I like classy clothes sexy lingerie and 4 or 5 inch heels. Love to dress and do so about 80% of the time. I am very fortunate to have a supportive spouse who enjoys Marsha too. I also enjoy fun chats with other girls . Pvt conversations welcome.
Laynah's Chat & Dating Profile
Ontario, Oregon, US
Interested in CD, TG, GG, and maybe others to chat and cam with.
DonaldD's Chat & Dating Profile
Portland, Oregon, US
Submissive white male, looking for black, s****** and dark cross dresser. That is a top looks new rides from Blackhawk. That can suck and swallow, will you ask it? Perform all duties of the bottom, and then a reciprocation needed can host. In Portland Oregon or Mississippi real. Since you're for real, that is very nice, polite. Outgoing on this respectful person. And all batteries respected, thank you.
Littlemermaid's Chat & Dating Profile
Eugene, Oregon, US
I'm interested in Latina tgirls. I've been talking with one 7 hours away and hope to find a closer friend.
Jayym33's Chat & Dating Profile
Beaverton, Oregon, US
Love adventuring and being in nature
TsBunnyPDX's Chat & Dating Profile
Portland, Oregon, US
Haven't been on in years and OMFSM This site has changed soooo much! wow!! Me and Mr Ray went splitzo so im Newly single (for the first time in 25 years) and prolly gonna stay this way for a while. Im honestly Just here to chat..not hookup , no cyber, no cam , auto-iggy if you don't read profiles before messaging! - I left Houston Tx -and am now in Portland OR as of 2020, yah I moved here in the middle of a plague and an uprising. You could say i escaped from behind enemy lines and sought refuge in the separatists nation states of the left coast, settling in the anarchist jurisdiction of Portland OR..... cause that's honestly pretty friggin accurate! got a new fan page for anyone whos into that, and it helps a lot now that im back in college (finally) Or just google Ts Bunny Portland for more on me. Im kinda all over the net and have been for like 30 years (though under various names) My Soul Villain is Harley Quinn, feel free to refer to me as Bunny Quinn, It suits me. Religion: I am a Teapot-agnostic & Anti-Theist Hobbies: I love Lolita Fashion (a fashion from Japan based on enlightenment era dress ) It's focus is on the cute/Kawaii and innocent rather than sexy. Dressing for me, not for attracting others, or for conformity & started becoming active attending Protests meetings and discussions and other trans and humanist and human rights related issues. Stats: Blonde 5ft6. 130lb 34D-27-35 Long legs cute tush Morality: Do unto others as THEY would have you do unto them... in other words.... consent. The only moral absolute. Favorite Quotes: If tears could build a stairway, or memories a lane, id march that highway to hell to bring home again - me Smart people to stupid things better - Me Those who can make you believe absurdities can make you commit atrocities. - Voltaire Be the change you want to see in the world- Mahatma Gandhi Religious suffering is, at one and the same time, the expression of real suffering and a protest against real suffering. Religion is the sigh of the oppressed creature, the heart of a heartless world, and the soul of soulless conditions. It is the opium of the people. The abolition of religion as the illusory happiness of the people is the demand for their real happiness. To call on them to give up their illusions about their condition is to call on them to give up a condition that requires illusions. The criticism of religion is, therefore, in embryo, the criticism of that vale of tears of which religion is the halo. Criticism has plucked the imaginary flowers on the chain not in order that man shall continue to bear that chain without fantasy or consolation, but so that he shall throw off the chain and cull the living flower. - Karl Marx Never attribute malice that which can be adequately explained by stupidity - Halon's Razor That which can be asserted without evidence can be dismissed without evidence - Hitches Razor There are 2 things infinite, the universe, and human stupidity, I am not yet certain of the former - Albert E = MC Squared Favorite musicains: Tim Minchin, Unlucky Morpheus (especially loud playing workshop) Das Feenreich Kyary Pamyu pamyu , Versailles (hizaki) , Bond , Baby Metal, Pink Floyd, tombstone da deadman aka rational warrior Steve Vai, Yngwie Malmsteen - Mostly Neoclassical metal
TVCharlene's Chat & Dating Profile
Oregon, US
Happily married, she loves us gurls! We seek another crossdresser to interact with on a friendship and more intimate level. We have fled the woke madness of the big city and have taken up residence in a small town up in the mountains. I’ll keep it short here but if you are interested in doing the same let’s talk!!!
cindy13's Chat & Dating Profile
Redmond, Oregon, US
4/2023...OK literally been 10 years since any empty nesters and the MRS. is OK with the androgynous look around the house, but not pushing it much beyond skinny jeans, top and flats. Still have Covid hair, not had it cut since lockdowns. Got on again for the first time since shockwave died...the people here are still awesome, but having trouble navigating around still. So, if I can remember how I logged on,I'll be back. 7/11/13 Yikes! I'm guessing 2 years since any updates...My Cindy time is down to almost 0 (zero). Thought that when the kids turned 18 or 19 they would move out. WRONG. I do get to keep smooth now (amazing how long a stick of deodorant lasts when applied to skin), but the chest is becoming an area of confrontation. Still on flickr if you have way too much time on your hands. 7/11 Wow, been a while. Still same ol me.. but the Misses has decided that smooth legs are ok, all of the time. I do still stop by for the occasional chat session, but please be nice, and take the half second to spell out most of your words. 11/09 Well my wife surprised me again!! SHE painted my nails and let me shave...Love you Hon!! 6/09 HI again..After 26 years, my wife has maybe not accepted Cindy, but at least realizes that she is not going anywhere (even commented on my hair and clothes!!). Don't give up....if the marriage is strong, it will make it. Love you Hun! 12/07 It has been just about a year since I got up the guts to flaunt myself here. Thanks to those who have left a comment..they have all been nice! If I am in chat, I am there to relax with friends, but I can always use more. Full profile is a BIG help. Not being a guy is a big help too.This should be read I don't date!!!! Where to begin..Closeted long time CD, Shaved my legs (at long last), and surprised my wife. OOOPPPSS!! Love nylon any where on my body. Favorite look is a bit slutty, or Office gal. Best achieved look is 'guy in a dress' (NEVER under estimate the power of PhotoShop). I would like to thank all of you that had the courage(and camera), to post before I did. Been looking at all of you for a LONG time before getting the nerve to post. I am not looking for anyone, or anything, just wanted to get 'out' (OK, show off)
EmilyPDX's Chat & Dating Profile
Portland, Oregon, US
i am passive, submissive, bottom and enjoy being very sensual and erotic. i love making and meeting friends.
pattylace's Chat & Dating Profile
Oregon, US
i love to cross dress
michaelmarler227's Chat & Dating Profile
Scio, Oregon, US
I am a retired farmer, 60, 5 10, 200, bald, beard, Dom, want to chat, help the ladies to enjoy. Prefer ladies who will do what I ask on chat. I am very helpful
Bob97501's Chat & Dating Profile
Medford, Oregon, US
Im a gentleman from the old school--you treat a lady like a lady. Flowers on a date---and enjoy the look of a lady dressed feminine and as ladies used to. And the ladies here are more ladylike than most real ladies I have met.
THEBob's Chat & Dating Profile
Oregon, US
Just your basic guy who is reasonably knowledgeable and understanding about trans issues.
Wandering82's Chat & Dating Profile
Clackamas, Oregon, US
Honest straight forward man who likes to meet new people and hopefully find someone to talk and play with
Indiscretionist's Chat & Dating Profile
Portland, Oregon, US
Closeted occasional crossdresser looking for likeminded friends to chat with, share stories with, and play with.
Benrose0469's Chat & Dating Profile
Cave Junction, Oregon, US
Have had Trans long relationship and fun sucking Trans cock and/or having cock shoved hard and deep in my ass to cum or brought around to have sucked to finish..afterwards a little warm salty pee to swallow and wash my mouth..enjoy time with just one or if she wishes, she can share me to her friend or friends happy and love it all

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