Chatmail 

When you and your friend use the inbox/e-mail feature of Gmail, Ymail, etc. to chat; to write, read and reply with someone back and forth, typically at the same high speed as chatting.

An option for those times when you cannot have a chat program open on a work computer.

La and I chatmailed all day long for months. I would write something and hit send. She would reply right away. Neither or us were allowed to use a chat program at work.

Chatmail by chris2004x August 25, 2009

cheatmail

The free e-mail account that isn't known to one's romantic partner. Typically Gmail, Hotmail, or Yahoo Mail.

I sent the new girl at work a message from my cheatmail account so my wife doesn't see it.

cheatmail by chingaleta December 30, 2008

catmailed 

the result of being both catfished and blackmailed via webcam on social media or online dating websites. this epidemic has already taken off in Asia and is rapidly expanding to the Western world

Wong was trolling around online and thought he met a hot babe on Chatroulette. Little did he know he'd soon be taking out a fat stack of caysh because he just got catmailed by a dude.

catmailed by Catmailer February 26, 2013

Chatfail 

When Facebook chat or another chat service stops working suddenly, in the middle of a conversation

FB CHAT
You: so can you go this weekend? 9pm

Me: yea, I'd love to 9:01pm
An error occured

(next day at work)

You: wtf, you never responded!

Me: sorry, Chatfail

Chatfail by Wowreallynow April 20, 2010

chattails 

When two or more friends decide to have cocktails and conversation over the phone.

Hey Dana, call me later and we'll 3way call Sheridan and have a couple of "chattails"!

chattails by Julie Corbin January 16, 2008