The April/May 2002 issue of Maxim Blender magazine (w/Shakira on the cover) includes a small section titled "Superfan" in which people send in photos of themselves w/musicians. One of the photos includes Tori Amos.  The photo was sent in by Robert Simpson and shows him posing with Tori.  They do not say anything further about Tori or Robert (other than he won some mp3 player.) The photo appears to be an older one taken around 1992.

Thanks to Holly and irishfaerie for telling me about this, and to Peter Fester who sent me a scan of the photo which you can see below:

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