The CR_Documentor context menu could use an icon next to it.

As it turns out, the context menu entry that contains the CR_Documentor commands is a CommandBarPopup object an does not support icons. (Oddly enough, I documented that myself a while ago but had forgotten about it: http://www.paraesthesia.com/archive/2009/11/09/context-menu-icons-with-dxcore.aspx )

Additional research reveals that this limitation is not with DXCore but is a factor of the built-in controls used by Office and Visual Studio to create these popups.

Since it's not supported by VS, we really can't do it.