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what sort of software do you recommend for ripping the dvds
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If you have the HDD space, most probably ISO's are the best format and name friendly, so you would need a program to decrypt and save them to this (further info on doing this cannot be supplied here, Try doom9.net).
Then use My Films or My Video in conjunction with daemon tools or Power ISO to load these, when chosen, this should happen automatically on selection of chosen video.