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Anonymous
The nice thing about TrueCrypt is that it'll work on Windows, Linux, and OSX, it's respectable open-source software (so you know there are no hidden back doors), and there's no header on the encrypted volume, so if you go the advanced route and hide an encrypted volume inside a supposedly empty partition, nobody will be able to tell it's there.
As for DupDetector, might I suggest GQView instead? (It's an image viewer that includes duplicate-detection and various other nice things) There's a Windows port (it's a Linux program) here: http://gqview-win.sourceforge.net/
From the screenshots, it looks like DupDetector's user interface is greatly inferior to GQView's. (Start GQView and then press D to open the "Find Duplicates" dialog. Then you can drag-and-drop files and folders into it)
GQView also makes a nice random porn viewer. (eg. set the slideshow mode to shuffle, right-click a folder and choose "Slideshow Recursive", and then right click the image and choose "Pause Slideshow". You can now use the scroll wheel to flip through the folder's contents in random order)
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