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I save my files like this...

x:\Image Boards\Series\Utawarerumono\41e31834212ff4cdd605bb01e906b931-Eruru Aruru.png

This gives me enough information to avoid dupes, as well as find the pictures using Picasa2 or windows search. It also allows me to easily find the exact file on the 'boorus if it's there. Especially since moe.imouto doesn't tag very well.

http://moe.imouto.org/post/show/9164/

If I don't know the series, or I don't care about the series, they're organized into 4chan like groups (since that's where I first started how many years ago). Most of the time no information is added to the file name, but sometimes I add a series or character name, or artist if known.

x:\Image Boards\a\ddb815bdfa2fdb7d2626ec1bb5ec0869.jpg

http://moe.imouto.org/post/show/27145/

(Note: I'm aware picasa2 has a "Show Duplicate Files" Option. But it doesn't work so great.)

Mostly I just enjoyed that there would always be a common name for a single image between the 'boorus. It made it so easy to avoid saving the same picture multiple times.