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Failmail is the pinnacle of failure or the result of a consistant string of failures and is often used to describe someone else's helpless situation
"He's got failmail!" to describe someone in the process of failing

in a different context "What's wrong with him?" "He just recieved some failmail" or "some failmail just arrived in the post"

or can be used as an insult; "Thats a terrible idea, check your inbox for some failmail you bad"
Failmail by SabaJamal June 3, 2009
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The email that you send and then realise that someone was copied in who shouldn't be.
From: Darren
To: James
CC: Karen
Subject: Karen

Don't you think Karen is a total slut?

From: James
To: Darren
CC: Karen
Subject: RE:Karen

Failmail dude...
Failmail by Jaybone_81 January 21, 2010
Related Words

Failfailha 

A way of describing the 'Kamehameha' technique from the Dragonball: Evolution movie.
It is used to show that the movie ruined the original technique from the anime and manga of Dragonball and failed to be an accurate representation.
The techinique kamehameha from the Dragonball: Evolution movie should be renamed failfailha because it wasnt an accurate representation of the original.
Failfailha by Brinny-Chan June 19, 2009
A family consisting only of failures
Guy 1: The Mom, Dad, Son and Daughter all play WoW,

Guy 2: Wow, what a failmily
Failmily by RyanCoosh January 27, 2009

Fail Mail 

This is not a new term, but a new use for an existing one.

Fail Mail: When a user's email gets stuck in their Outbox and refuses to be sent, for any reason.
John found out why Julia had not received his invitation. There it was, stuck in his Outbox. His beautifully written, sweet, sincere invitation to the girl of his dreams had turned into fail mail.
Fail Mail by Airman Spiff July 14, 2012

Fail Mail 

A group email from your lecturer/boss/other alerting you and others on the mailing list of your failure.
"Yo, I saw your name on the Fail Mail dude....see you in summer school"
Fail Mail by Lpaq the don November 17, 2009

Fail Mail 

a) When you send an e-mail to the wrong person

b) When you receive someone else's mail.

c) When you receive mail or an e-mail saying you have lost a family member, your house burnt down, you lost your job etc.
a) Oh, crap! I just sent the love letter for the girl I'm cheating with to my wife!

b) Hey, Mr. Nicolas! I got you mail by mistake! I didn't know you were a hooker!

c) I got fail mail from my boss. He fired me for being late yesterday.
Fail Mail by Wolf5297 December 19, 2009