Ripping DVDs to hard drive that will be connected to DVD Player

I use DVD shrink to rip my DVDs to my hard drive. However, when I connect my hard drive to my DVD player via USB (my DVD player supports Windows Media Player which I have), the DVD player says that no files can be found. Does anybody know how I could simply rip them to my hard drive, connect it to my DVD player, and then watch the movies? Also, how many movies should be able to fit on a 500GB hard drive? thanks for all the help!

i should also mention that the DVD player i am using is not software on my computer, it is an actual Philips DVD player

maybe it can

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