FWIW Handbrake is not cracking any encryption or circumventing encryption by definition; It's screen caping whats on the disk. So while this could constitute reproduction which depending on the copyright laws of your country there is no "decryption" going on with it.
Lets assume the DVD is a home movie, as such the resulting file could be placed in iTunes and shared to other devices on your shared account as a "home movie", but not a "Home Video" which limits that files sharing to movies purchased exclusively through Apple Computer. Select the file, get info in iTunes (CMD+i) and you can change a video file to a list of video types in the Options tab
Rules of copyright are governed by the decisions of your countries government and can not be superseded by Apple Computer. Apple can state they do not do business with countries and do not want their software or hardware distributed within those countries but that is the extent of their legal precedence.
Please be mindful of how you proceed.