Transgender "Chat Rooms"
The chat area in URNOTAlone is one of the oldest and long lasting on the web. I will usually poke my head in there at least once a year - usually encountering at least one old friend from days gone by.
For years, one of the favorites of myself and many other trans girls I knew was "Debbie's Den - later evolved to TG Chat. AS I understand, it's been resurrected as the new TG Chat.
TG Chat
A recent addition is "Chatzy" - billed as a place for all members of the trans community. It appears to be a platform where people can gather by invitation to chat about specific subjects or issues - doesn't appear to be a purely social platform.
Chatzy
Transgender Chat Room Tips
There are a host of "chat rooms" situated all over the Internet. However, there are really only a few dedicated specifically to trans-girls. The chat area in URNOTAlone is a good example.
Unlike most, the girls you will meet there are by and large real trans-girls. If you visit often? You'll eventually encounter most every type of gal.
Additional chapters Included in this section on this subject, include:
The Four Big Challenges with Finding a TS Girlfriend
Transsexual and Shemale Dating Websites
Transgender Chat Rooms
Writing a Good Letter to a Trans Woman
The Six Worst Things to Say to a TS
Like other chat rooms on the Web, you can talk both "publicly" and "privately". Rather than tell you what not to do, I'll advise you on how to best meet trans-girls on-line, by suggesting you follow a style similar to that of "Larry from Toronto" - one of my all time fave Admirers whom I eventually became dear friends.
Why was Larry and a few other regulars appealing?
He was always friendly - he always welcomed newcomers to the room regardless if they are fat, thin, have a picture or not, etc.
He was always courteous - he always responded to "hello's", comments and questions. 
He was in the area often enough to where girls got to know him. You can't expect to walk into a strange room and have people just jump to meet you. I think you'll find a TG chat room to be one of the friendliest places you could ever visit. But if you hope to really get to know a trans-girl, you are going to have to invest a little time.
He didn’t interrupt me. Sometimes, unbeknownst to others in the room, girls are having a private conversation with a dear friend with private messages. Could be a family matter, femme matter, or just some "girl talk". Sending uninvited "pm's" over and over, is a quick way to lose the interest of most any girl.
He didn’t throw out sexual innuendo's to girls he has never chatted with. There is a time and place to be "sexually" playful. It's rarely when you first meet a girl. 
I finally had a chance to first meet Larry at SCC in 1999: we’ve remained close friends since. He exemplifies how to be a success on-line in chat rooms as an admirer.
How to get noticed in tg chat rooms
Some newcomers get frustrated that others are ignoring them in the "chats". The first thing you must realize is that a large percentage of the girls are there to talk to one another, another percentage aren't into guys, - thus you are starting with a low percentage shot to begin with. Add to this fact nobody knows you from Adam - and you can see hoe you can get lost in the shuffle.
There are things you can start with that can help. Most these chat rooms also include a profile photo. As with personal ads, people with photos get more attention than those who don't.
Additional Transgender "Chat" Pointers
Use your strengths. Got a great sense of humor? Get us all laughing. Are you great looking? Include a photo. Whatever your strength is - maximize it!!
Stay in your league: If you are a newcomer, with no experience in dealing with t-girls, chasing the best looking girl on the net is going to lower your chances of success. 
Don't be crude: Don't send a crude private message to a girl you don't know. You've just ruined your chances of ever going further than that moment in one split second. Remember: girls talk to each other - goes with the territory. If you are a "jerk" to one girl, don't be too surprised if the rest of them pick up on it quickly.
Consider the time of day: Guys, when it's 8:00AM on a Monday morning and a gal drops in a chat room for some quick "hello's" - very few of them are seeking to get their panties pulled on. I know some of you are just "whoremongers" at heart - but let a girl down a cup of coffee first, will 'ya? If this is primarily a sexual "thing" to you - try to visit at night when gals are more in the mood for such banter. You'll do better. 
Finally, some people are just naturally friendlier than others. Remember, the "prettiest" girls often get "pmed" (private messages) to death when a room is crowded. Just because she doesn't get right back to you - doesn't mean you won't chat with her in the future. I know this to be true, because they are often too busy to talk with me.
basic transgender chat "lingo"
If you chat with a gal on-line, you will often see a variety of shortcut phrases known as community acronyms which might cause you confusion initially. Below are some of those most commonly used - and what they mean.
"TG" - Transgender
"Trans-Girl" - That's us sweetie! A transgendered male - but we get called lots of things depending upon where we are in the process, where we are heading with our transformation, and who says it. (i.e. Transsexuals (TS); Transgender (TG); Transvestites (TV); Crossdressers (CD); Trannies; Girrls; Drag Queens; She-Males; Lady Boys, and yes, even the infamous: "Chicks with Dicks" (LOL).
"En Femme" - We are "en fem" when you are dressed as a woman. Aka "dressed".
"En Drab" - We are "en drab" when you are dressed as a man. Aka "Bubba".
"F/T' or "24/7" - As in if you are asking someone if they live "Full Time" as a woman - or 24 hours a day, 7 days a week".
"P/T" - A term for a girl that only dresses "Part Time".
"GF" - Slang for "girlfriend" - a friendly way of talking to another TG friend.
"GG" - GG is a "genetic girl" or "a girl born genetically as a woman". Also used as a complimentary term for an attractive tg.
"Admirer" - A person who is attracted to TG's.
"HRT" - "Hormone Replacement Therapy" - for girls who are taking hormones, and beginning the process of truly becoming a woman.
"SRS or GRS" - "Sexual / Gender Reassignment Surgery" - for TG's going "all the way" - know what I mean?? 
Using your new vocabulary
Now, all you have to do is learn how to write or talk in such a strange manner. In context, a sample use of your new found lingo - would go something like the following:
"Do you know a T-Girl by the name of Renee Reyes? She's 24/7 but was a P/T girl for years. She’s been on HRT for years and looks totally GG”.
Sounds pretty cool, huh? And all true - except for that little white lie about me looking totally GG. :)