Kent Compton (http://blogs.msdn.com/Kentc/) provided a tip on how to select multiple Outlook items with a TabletPC pen (e.g. deleting email).
"Here's what I do for deleting/marking read/etc. contiguous emails:
1) Hover your mouse just on the inside of the line that divides your folders and email (see below). The mouse's pointer will point to the right as opposed to the default left. 2) Press the pen down and drag it up or down for the messages you want to deleting/marking read/etc. 3) Hit the delete key or press the pen's right mouse button for the other actions."
Updated: Fixed newlines