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Chat with transgender friends from Canada in our free trans chat rooms. We strive to be totally inclusive. We welcome 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 other transgender community members from Canada. Click the "Enter Chat Rooms" button to create a free transgender chat profile and start chatting now. Not from Canada? All transgender chat profiles are easily searchable no matter where you are. With 9 chatting in the transgender chat rooms and with 124 trans community members online you are sure to find fun trans friends to chat with. Join us in the free transgender Canada chat rooms and start connecting.

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Transgender Chatters in Canada

Michelle2112's Chat & Dating Profile
Toronto, Ontario, CA
Hey, so I'm a pre-op trans woman 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 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, but I prefer that you have a profile with a picture as it seems a little unfair otherwise, and it would be great if you were polite! 'Be happy for this moment. This moment is your life.' - Omar Khayyam
Wills's Chat & Dating Profile
Toronto, Ontario, CA
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. Of late I have been getting back into shape and my libido has gone kinda wild.
lauriejean's Chat & Dating Profile
British Columbia, CA
wannabe woman next door
TomishaJay's Chat & Dating Profile
Victoria, British Columbia, CA
New to expressing this side of me, I love games, movies and 420.
jenblake's Chat & Dating Profile
Oakville, Ontario, CA
First off, I love to PM chat, however, be honest and fair, if you are in a situation that you have to leave suddenly and leave me hanging waiting for a response from you, please do not engage chat with me. I like to see a full length picture of who I am chatting with, not leg shots, or selfies in the mirror, I am real and show that to the world, I expect the same. I am a petite and passable TV, 5'0", 130lbs. Been out in public tons of times since 1986 I have allot to share, and can help in passing, what I have to say, you may not like, but it is real and can assist in teaching you on what to do and what not to do to pass in public. Was married to a female on November 17th, 1990 (Lesbian Wedding), and I walked down the isle in a Wedding dress and she was at the alter I do not attend TG conventions, or go to TG/TV clubs, work part time as a female in a Bridal Salon, so if you want to know anything about Bridal or Prom fashions, I am the one to talk to. I do not chat in the main room, too many fights and quite frankly hard to even follow any single conversation. Feel free to PM message me any time for conversation, but for those that want to "cyber" or "phone", don't bother, men looking for seeking a trans to say they are not Bi or Gay, not me to chat with, go to the Adult room. My wardrobe is extensive, 4 or 5 closets and as my female husband says, "enough clothes in the house for 5 females". I will date men that are in their upper 40's, the ones that are looking for what their wives gave up on years ago, wearing, skirts, heels, looking presentable, and of course recovering the "lost art", that allows every women to smile while walking down the isle :) Enough rambling, hope to see you on-line!. Jennifer
Jack73's Chat & Dating Profile
Toronto, Ontario, CA
Looking for first time
Dave1234567's Chat & Dating Profile
Windsor, Ontario, CA
I am interested in meeting Transwoman and crossdressors,
laurievancouver's Chat & Dating Profile
Vancouver, British Columbia, CA
Longtime cd from canada, outgoing and friendly to all and always willing to help and listen
Yyuenjj's Chat & Dating Profile
Toronto, Ontario, CA
Back in the time I was doing ballet when I was four. I was wearing female leotard and also tights and shorts per class requirement . I like how the way the leotard is wore and I like the tights so much as I like how they fit in the legs and also my penis is so aroused in it . I was wearing the tights two years from age of four to six after that because I stopped ballet and I still wear the tights non stop and the tights was taken away from me and also the ballet outfit . I was still trying to find them few times from age of ten to 13 till later on i realized I can try my mum new nude tights , so I wore them non stop and also tried the purple tights and black tights etc and I was trying to put on the skirt or dresses but I cannot fit into them , later on i only wore them in summer till age of 20 till I start to buy my own , when I was 31 , I was crazily look into the ballet class where I can wore the female outfit of ballet . Now I have about 10 female leotard with different type and also 12 ballet transition tights , have about 100 tights from both Japanese and also Wolford and fogal , about ten skirts and also 4 women shoes and few dresses , I feel so comfort in them and curious if I am a trans or just cross dresser
tara447's Chat & Dating Profile
Ontario, CA
some stuff goes here to make us feel important
nicolescott's Chat & Dating Profile
Saskatchewan, CA
single, crossdresser,like chatting with other crossdressers, tg, ts ,women, men just for chat. Love talking clothes and accessories, enjoy a wide range of topics, have both personnas, really like chatting and having good conversations, i like sports and like joking around.will exchange pics through e-mail once i get to know you better, will get a few pics up here soon i hope!!!
DennisN's Chat & Dating Profile
Hi. Back after a long time. My name is Dennis,
FreeMikeHawk's Chat & Dating Profile
Calgary, Alberta, CA
Always been curious & had a very brief encounter. But I wanted more. Much more. Fit & excellent stamina. Nice body. 8” clean & cut
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.
Sonnnnny9's Chat & Dating Profile
Barrie, Ontario, CA
Curious and interested
BigG's Chat & Dating Profile
North Bay, Ontario, CA
Straight man curios about being with transsexual or corssdresser
AQM63's Chat & Dating Profile
Saskatchewan, CA
I enjoy talking with the ladies here...and have great respect for those that choose to be who THEY are, and not who others want them to be. I also understand that some cannot be who are, due to fears they have. every has some fear. Its all good, as long as they are happy and enjoy themselves NOTE: PLEASE do not just PM me if we have not chatted in the room at all. also...its not polite to NOT ASK!
Jake56434's Chat & Dating Profile
Montreal, Quebec, CA
Looking for something discreet so text me for funnnn
jayshaft's Chat & Dating Profile
Newmarket, Ontario, CA
Married horny party slut looking for discrete play
yoursissydelhi's Chat & Dating Profile
i wanna have sex soo bad

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