Delete media from usb after certain date

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Hello,

I'm looking to setup a USB that I can loan to a friend that will automatically delete the files. eg: friend plugs in USB, it automatically loads program/file that then begins the count down (without them doing anything other than plugging it in). Then on the last day, the files are deleted or better yet, can't be opened.
Alternatively, it it's possible. Have the files only able to be opened say 3 times.

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