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I'm looking for a program that can draw boxes around groups of icons on my desktop. Kind of a way to group similar items. Something that persists through a reboot as well. Has anyone seen anything like this?

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Stardock Fences is what you're looking for.

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Try Stardock Fences, or if that's too overpowering, open up your wallpaper in paint and draw a few squares :P

Other options include Samurize and Rainmeter, which can also display information like CPU load and RAM usage.

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