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So after looking at my own log files trying to figure out why outlook was not pulling a private feed. I figure out it did not use the standard IE RSS User-Agent [msdn.microsoft.com] as I expected it would (and previously white listed).
So for all those people wondering what this User-Agent is from, it is from Outlooks internal feed reader.
OutlookConnector/1.9 (TmstmpExt; MSOffice 12)
I have a feeling that this User-Agent might be used by outlook for more then RSS feed gathering, but have no other details on it as of yet.
I don't offer an RSS feed and I'm guessing that my site is rarely linked from anyone's feed with the exception of those reading Twitter with a feed reader.
From trend data gathered from logs, I've only seen MSOffice present in capture/copy attempts, but I'll keep a look-out, thanks for the heads-up Ocean10000.