Here's a neat trick for the Files App in the last Dev update of Chrome OS:

By clicking the Play button or the video while holding <Ctrl>, the video will play in a looped mode.

The cherry on top is the informative message accompanying it: "This video will keep playing until the cows come home". If you're not sure what it means, check out http://en.wiktionary.org/wiki/until_the_cows_come_home

Source: http://codereview.chromium.org/17153007/
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