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Hi Lukeind. Welcome to the world of Kindle Touch quirks. Thanks to a lot of helpful people on the forum I may be able to shed some light.
With regards to the minor problem, Kindle uses a book reader and a periodical reader. When you e-mail the document to the Kindle Touch it converts it to a book. If you want the table of contents you have to side load the Instapaper document using usb.
With regards to the major problem, connect using calibre and delete the files. Just sort by author name "calibre."
Unfortunately this is life with the Kindle Touch. Lets see what changes the first upgrade brings us.
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