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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 38 chatting in the shemale chat rooms and with 396 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

Carrie's Chat & Dating Profile
Vancouver, British Columbia, CA
A fifty something part-time CD who has only been doing the full look for only about 2 years. I do go out dressed and working towards being more passable.
jocan's Chat & Dating Profile
Kingston, Ontario, CA
Hi back on here after taking some time off still figuring myself
julie55's Chat & Dating Profile
Alberta, CA
I mature tgirl that enjoys the beauty shop and housewife theme
Stacey45's Chat & Dating Profile
Vancouver, British Columbia, CA
Hi. Just here for casual conversation. Although I’m in the cyber room I don’t like doing that . No private messages please and thank you
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.
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. Quick update Nov 23, 2023 Just a quick note to let you all know what’s going on in my life as Shannon!!! My dysphoria has progressively gotten worse as I age!!! I have started Hormones which so helped with physical and mental changes!!! I have progressed to almost full time with a supportive partner!! Only thing my physician has retired and my prescription has run out!!! Pout!!!! I’m sure I will find a new one soon!!! I’m still seeking out a good TG friend to explore my feminine side and theirs!!! Travel seems the only way!!! Thunder Bay is still a lonely place!!! Come on girls I don’t bite and could be a good helpful friend!!! Not looking for sex but who knows what will happen!!!
Dad36's Chat & Dating Profile
Orillia, Ontario, CA
Im here to have fun
Crisiecd1's Chat & Dating Profile
Toronto, Ontario, CA
Hi, I am a closeted cross dresser and have been so for as long as I can remember. I love to chat with other cds. I love to dress….and I prefer mature cds but will chat with anyone. As a closeted cd it be a very lonely…so I am happy to chat. DMs welcome from other cds.
AnnaChristopher's Chat & Dating Profile
Calgary, Alberta, CA
Just a simple gal living a simple life. I've been around the Trans community since dirt was invented. Actually, I put the T in dirt. :) Started dressing up when I was 5, brought my Femme side out when I was 12 and I've never looked back. I'm 5'8", 120 pounds. Well, 5'13" in heels :). Green eyes and reddish brown or blonde hair. Love everything when it comes to women's clothing. More so Pantyhose, or any kind of hosiery! I also sell women's clothing wholesale. I don't think of myself as a female. Nor do I really think I'm a Male, TV, TS, CD, TG, DQ, SM. I'm a HB, and dern proud of it. If you are unsure as to what HB is, just ask. Please drop a note to say hi and I will respond as time permits. Hugs be with you, Anna PS: Oh, yea, I love donuts as well :)
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
Michelle2112's Chat & Dating Profile
Toronto, Ontario, CA
Hey, so I'm a 5' 11" 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 looking for an older guy, at peace with themselves that knows what they want. Minimal drama, pleasant times and laughs, with affection and care. 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!), interesting streaming 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 hockey fan and just love Sid, I enjoy motorsports as well as being a fan of Formula 1. 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 but it would be great if you were polite and had a profile picture with something meaningful about you as well! 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." Fun fact: In 2018 Dr. Joshua Safer, Executive Director of the Center for Transgender Medicine at Mt. Sinai Hospital, said, “Being transgender is not a matter of choice. It is not a fad … it is generally an overwhelming sense that their gender is not the one on their birth certificate.”
NorthernGuy2's Chat & Dating Profile
Hi, I'm Dennis and the CA means Canada. Sorry for any confusion, 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
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.
TransVirgin69's Chat & Dating Profile
Niagara Falls, Ontario, CA
I have recently been interested in discovering my sexuality and trying to experience different sexual encounters
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
rallie1's Chat & Dating Profile
Quebec, Quebec, CA
Been into the woman thing for a long time
hayleecdgurl's Chat & Dating Profile
Toronto, Ontario, CA
Just a shy cross dresser
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.
Lisa36's Chat & Dating Profile
Calgary, Alberta, CA
Seeking new friends to chat and share pictures with
Lynniegirl's Chat & Dating Profile
Toronto, Ontario, CA
I am a balanced, very out girl next door type. I have lived a cross life working still as a boy .. and otherwise very feminine for just under 25 yrs. A therapist I was working with shared with me that finding a partner was like "finding a needle in a haystack." Well I found that needle.. she is warm, loving and amazing.... oh and loves me for the girl I am. I am very out. What started out as a night time and very private thing, morphed into a life for myself that is not much different than any of the many gg's I count as friends. I am out to my family and mostly all of my friends and have been blessed with acceptance, support and loving help to create just a regular girl life for me to blend into the world as nothing more unusual than a cute, funny and sharp witted girl. I am not looking for cyber, dates or anything more than good banter and positive energy. Lynnie My fav quote is: "Owning our story can be hard but not nearly as difficult as spending our lives running from it. Embracing our vulnerabilities is risky but not nearly as dangerous as giving up on love and belonging and the experiences that make us the most vulnerable. Only when we are brave enough to explore the darkness will we discover the infinite power of our light." Brene Brown I adore witty bright hipsters....
Bowsette's Chat & Dating Profile
Langley Township, British Columbia, CA
Horny CD that loves RP. I'm owned by JulieDuJour
Richard71165's Chat & Dating Profile
Winnipeg, Manitoba, CA
Retired enjoying my golden years
timbrain122's Chat & Dating Profile
Greater Sudbury, Ontario, CA
very big into sex i like 69 oral one 90 and bubble rap sex

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