For those who store their documents in Google Docs (in the cloud) only (and not synced to their hard drive), attaching multiple files to an email is not possible at this time in Google Apps Mail. Google allows only a single file to be attached per email from within Google Docs. Alternatively, you may share or collaborate with others (for this, see my other post entitled "Collaborating in Google Apps".
Until Google adds this much needed functionality, see my 3 part video (Video Part 1, Part 2, Part 3) for a palatable work around.
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