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Chat with shemales, transsexuals and ladyboys from Canada 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 Canada. Click the "Enter Chat Rooms" button to create a free shemale chat profile and start chatting now. Not from Canada? All transgender chat profiles are easily searchable no matter where you are. With 32 chatting in the shemale chat rooms and with 411 ladyboy community members online you are sure to find fun transsexual friends to chat with. Join us in the free shemale Canada chat rooms and start connecting.

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Shemale Chatters in Canada

Lisa36's Chat & Dating Profile
Calgary, Alberta, CA
Seeking new friends to chat and share pictures with
Janej's Chat & Dating Profile
Recently out to my partner, and seems it's going to be okay. I enjoy my kitchen, working on and riding my motorcycles, all music, movies, reading, and running. Looking to meet anyone really but also advice as I try to be more true to myself and perhaps come out more.
Scottyrf's Chat & Dating Profile
Alberta Beach, Alberta, CA
I love wearing women's clothing and being with other's who do
JoannePare53's Chat & Dating Profile
Montreal, Quebec, CA
Transwoman interested in meeting and enjoying life!
timbrain122's Chat & Dating Profile
Greater Sudbury, Ontario, CA
very big into sex i like 69 oral one 90 and bubble rap sex
Goliath's Chat & Dating Profile
Edmonton, Alberta, CA
Want my dreams to come true. I would like to hook up with a passable CD or translady
VivianneLove89's Chat & Dating Profile
Lifelong crossdresser. Started putting on girls clothes when I was 12. I enjoy dressing up fully, head to toe, like a classy woman. I enjoy putting on makeup, wearing different wigs, getting pedicures with different colors each time. I like putting on fake nails, fake lashes, and women's jewelry, including earrings. I get my eyebrows waxed too. My profile picture isn't me, but it's what I strive for :)
ShannonSteels's Chat & Dating Profile
Thunder Bay, Ontario, CA
This is such a wonderful place. Everyone here is so special. I Love you all. 2020 Wow I can't believe how time flies and I am still desperately seeking a friend that lives here that I can relate to!!! Can’t believe what’s happening in the world!! It was only a matter of time before Mother Nature bit us in the ass!!! Stay safe girls and this to shall pass!!! This has changed my outlook on life!! I am pretty much full time in my isolation!!!! Lifelong Trans finally out and about. 5'10 and life has been good so I woun/t mention me weight lol (I'm a work in progress)in lonely NW Ontario, Canada. I wish my partner and I could move to a place where Transexuals are loved and accepted for the wonderful people that we are. I love everything Feminine and I know everyone here is striving toward the beauty of femininity Looking for other humans for friendship, support and to support in my lifelong journey to womanhood. I know with the help of all the beautiful people here I can reach my goals. I know now how far I want to go down this path but who knows what tomorrow will bring. Feb 10 2017 Update - I seem to be moving forward in the direction of womanhood. Even with still no support in Thunder Bay other than my loving partner. The urge and time spent as a woman is growing more and more every second it seems but the isolation associated also is becoming more. The need for HRT seems to be growing but not knowing where I will obtain it is a problem. Looking for help on line for a start. I welcome any help from the girls here. I hope to someday soon meet Everyone here. I Love you All Deeply. Kisses Shannon xoxoxoxox Thank You for this wonderful Site. You bring sunshine to everyone here.
Wills's Chat & Dating Profile
Toronto, Ontario, CA
I am About Me An admirer of beautiful people. m an admirer of beautiful people inside and out. 'Try'sexual 50 m Canada top, masculine and fit. Am really here largely to make friends: regardless of gender. Love intelligent conversation and cyber can be fun. I'm definitely a top. I love subs 20 - 40ish, (absolutely no one less than 20 please). Nature has played a bit of a dirty trick on slim young guys they have evolved to perfectly take cock. Not surprisingly I love women, sissies, babes, emo, goth, barbies and yet love natural and fresh, too. Gender is just too arbitrary to concern myself with. In public, I strive to be a gentleman. In private, what happens is up to consenting adults. Been listening to the Syn Thetic podcast lately. Anyone else?
NorthernGuy2's Chat & Dating Profile
I've been here on and off over the years. Looking forward to reconnecting with old friends and making new ones. Feel free to chat
AQM63's Chat & Dating Profile
Saskatchewan, CA
simple guy that admires the ladies on this site, and their courage to be who they are, and not who others think they should be...CD's, Tgirls very sexy. Lately, I've noticed that some who have pm'd, talk with me, but at times have a problem returning replies to comments...and when checking, see they are also in chatting in the room as well, and or maybe other pm's. Sorry, but If I am pm'd by someone, I naturally assume they want to talk with ME . I just find it a bit dissrespectful, and would rather not pm with those that carry on multiple conversations. If this is a common practice for you, don't PM me, please.
LizzyCD's Chat & Dating Profile
Ottawa, Ontario, CA
Nice, easy going crossdresser. I love to chat with like minded people. We can chat if you're miles away, or meet if you are close by. What can we chat about? Pretty well anything you'd like to, I love sharing experiences. Hugs!
cindifemme2's Chat & Dating Profile
Toronto, Ontario, CA
I love being feminine.Always working at it.Please ask
Michelle2112's Chat & Dating Profile
Toronto, Ontario, CA
Hey, so I'm a pre-op transwoman living full time since 01/2020 looking to connect with people. I am independent and consider myself to be an ardent feminist. I'm typically a bit reserved out of the gate, but that can change depending on how comfortable I feel around someone. I tend to see myself as: analytical and kind of artsy, love technology, love movies in general (I guess most people would say loving 'film' or 'cinema' is too pretentious!), gritty Netflix and Anime series, music is an integral part of who I am, and I love having conversations about anything from the mundane to politics. I don't eat meat but love all sorts of food. Indian food is my absolute favourite but am always interested in other styles... I'm a huge hockey fan and just love Sid. As I get older I find that I seek connections with people that are more meaningful and interesting, be they friendships or something of a more romantic nature. I find as the world around us seems to become a harsher place that we need to be kinder - to others AND to ourselves. I mostly don't mind if folks PM me and it would be great if you were polite! And lastly for those angry men out there who show their true colours after chatting a while, an excerpt from Psychology Today - "Finally, it is important to emphasize that a transgender individual’s gender expression is not responsible for eliciting the prejudice of others. Rather, transprejudice stems from an internal process in which the person holding the prejudice experiences a threat to an aspect of their own identity, and thus lashes out against trans individuals as a means of trying to reaffirm the boundaries surrounding important aspects how they define their identity—in this case, their gender."
dawn's Chat & Dating Profile
I am looking for a loving, caring Mistress to treat me like the sissy princess I am. My PM is open for anyone who wants to chat Just so there is no misunderstanding, the picture i posted is not me, it is who i am in my soul.
Robert722's Chat & Dating Profile
Ontario, CA
An older bi male widowed for some time now . Caring and supportive
dawnawlm's Chat & Dating Profile
Oshawa, Ontario, CA
I am a sweet, fun loving chick lol. Quite submissive .. would love to find a dominant mature (over 50) man to be with. PM is fine :) P.S. not interested in under 30 folks ... apologies
rallie's Chat & Dating Profile
In this case the CA means Canada not California .....Been cross dressing a long time
Tarn's Chat & Dating Profile
Calgary, Alberta, CA
I am ex military. 5’11” 210lbs brown hair / beard. Green eyes. I believe cs/tv/tg ladies are far more feminine and attractive than most gg’s for the simple fact that they want to be beautiful and feminine. Unlike most gg’s who view them as weakness or a burden
sybarite's Chat & Dating Profile
Toronto, Ontario, CA
I enjoy spending an evening with an intelligent and enchanting woman as we share a bottle of vino while the dulcet sounds of bossa nova waft across a dimly lit room.
Fasteddy's Chat & Dating Profile
Vancouver, British Columbia, CA
love to get to know some friendly girls in my neighborhood ;>

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