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Sounds like you found a great service TimW!
In terms of the root e-mail address: within the webmail client, if you go under Options-> Personal Information, you can create whatever identities you want with whatever e-mail address you want. When I e-mailed myself with my public facing e-mail address, I could not find my real address anywhere in the header.
From the Outlook side: Tuffmail doesn't check to see if the From: field is valid, so you should be able to use whatever you want. I have not tested whether it embeds it in the header information though.
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