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1.
This is the process of sending an e-mail then immediately going into sent mail and doing a SHIFT-DELETE to remove the e-mail without going throught the deleted items folder. This is an appropriate tactic when sending sexually explicit e-mails that you don't want recorded by anyone.
We were exchanging very hot and steamy e-mails at work so we immediately SHIFT-DELETED them.
by Nightraider November 09, 2007
 
2.
1) to permanently delete file(s) on a Windows-based computer.

2) A euphemism for the curse word "shit"
holy mother bull shiftdelete! I just shiftdeleted all those files!
by J-Diddy March 20, 2003