Transgender Ontario, Canada Chat Rooms

hi there, quite new on here.. looking to make friends

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

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

Just here to help

Easy going fun person. Seeking friends that are respectful and have a positive outlook on life. I have identified as transgender since I was a child but only came out to family and some friends in 2020. I live 100% of the time in girl mode when at home. I am getting more confident and have started to present as Laurie in public. My goal on this site is to meet other transgender individuals. Hang out as friends be it watching a movie, cooking a meal, just chatting and gossiping (maybe I should have not said gossiping lol). I do enjoy watching sports particularly the Jays and Leafs. I am a professional living in downtown Toronto. I am enjoying this journey and am very reflective of each step and experience I encounter. Have taken many steps (both mentally and physically through the last 5 years to be the gender I am. Exciting, expensive and sometimes challenging. I live on my own so have a lot of freedom in what I do.

Trying to help Others, I am a CD, 5' 0", part time, have no desire to go full time, very comfortable in public and have been for many years. I ONLY chat in PVT, so feel free to PM me, no need to ask before. I am married and was the one that wore the gown in a Lesbian Wedding years ago, and she and I have an open relationship, she can date other women and I can date men and women. Bottom line, no real picture,not avitars, no chat.

Hi, anyone wanna xhat

checking things out.

62 year old CD looking for friends in the community and other cds to chat and potentially meet up

I am a life long sissy feminine CD ..interested in clean nn smoking top men for romance and passion,

35 sissy toronto looking for dom older daddys for a friends with benifits situation very submissive and love to worship and service

I am a transgender woman of 43 who started HRT November 4, 2025. Please do not send me mail or pm's unless we have previously agreed upon it in chat.

I enjoy all things feminine.I looking to chat with others in the community. I enjoy going out .I love music & dancing .I looking to make friends hangout ,go out dancing. Other events.

I'm looking and ready

Nice person Good sense of humour. Looking for friends.

I am a easygoing drama free person with slim fit athletic type body, clean, open minded person ooking to meet someone who crossdresser or a transgender F2M for chat, hangout, dating, and more. Message to ask anything you want to get to know each other.

Crossdresser looking to meet others.

I love sissies and being dominated

I have been a crossdresser most of my life. I am interested in meetung others with similar interests, just to help me understand, why we have this similar interest

I am still figuring out my path in life and hoping one day to truly understand what that is.

some stuff goes here to make us feel important

30 years living as a woman

Looking for fun

Hi my name is Charles and I am looking for a girl who is open minded and wants a willing guy to be feminized by you and forced to please you as you want.I live in Toronto and I want a girl to come over and stay with me