-When I upload files, are you serving them infinitely, or just caching them so I can fetch them from my server?
-Are there any x-domain issues here? Can it work over SSL?
2. We haven't tested it properly yet. But there are no rocket science; I believe, everything is going to be fine as soon as we get the SSL certificate
(Also, by "illegal content", think "Feds literally busting down your door and hauling you away" sort of illegal content, and by "you", I mean, you, va1en0k. This is not necessarily a reason to stop right now, but don't get too far down this path without legal consultation about how you should protect yourself from this eventuality. There are things you can and should do, like make sure you qualify for DMCA safe harbor provisions.)