With IMAP, it is possible to have encrypted e-mail available on multiple
devices as long as you copy you're private key to them. So, if you have a
desktop at home and a laptop both could be configured to read your e-mail.
For something like Tails, an encrypted flash drive with your private key
would be necessary. This would require some configuration on each boot.
Using Thunderbird with the Enigmail plug-in is probably the easiest way to
achieve this. One could use the terminal to encrypt and then attach the
result to the e-mail.
The people that make that argument don't realize how much encryption they
habitually use. I doubt that encrypting e-mail increases your exposure, the
alphabet soups still know who is talking to whom. If your friend does
something stupid today, they'll pay you a visit tomorrow.
