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Re:How can you destruct already delivered email? by Kliment on Saturday October 02, 2010 @07:53AM (#1750276)
A simple way is to upload it somewhere where it's only viewable with a restricted Flash viewer to prevent copy/paste, then delete it once it expires. Of course, the person can always take a screenshot or photograph the monitor or something like that. Most temporally-limited email services do not deliver the message itself, but a link to it.
Re:How can you destruct already delivered email? by pbhjpbhj on Saturday October 02, 2010 @09:35AM (#1750404)
http://www.thisemailwillselfdestruct.com

I'm going to guess its HTML emails that use javascript to download a decryption key. The js could hash it's own functions to avoid tampering. Rudimentary cut-and-paste protection could be enabled (don't know if the MUA would honour it though). Remove the key from the URL when you want the email to self-destruct (I'm thinking htaccess going to a db so you've set the date in the db beyond which the URL redirects to a key which causes the display of "sorry this email has expired" rather than the plaintext. Add a print-style sheet to blank out an attempt to print it.

Wouldn't work against screenshots and would be reasonably easy to crack but for the "man in the street" I can see it working?

I'm sure there is a far better more devious way of doing this.