I have VCD but have never used it. If a movie is on iTunes, all I have to do is check it, and it goes to my iPad. I don't have them all checked only for space.
How are you getting your movies into iTunes? Or are you just downloading from the iTunes store? I find even their rentals are pretty pricey.
I bought movies from the 2 for $9 clearance bin at WalMart. iTunes wanted $4.95 for the rental and $19.95 for the purchase of the very same movie.
First, all of the movies that I buy in Blu-Ray/DvD/Digital format have a serial number which iTunes understands, putting them in iTunes.
There are utilities available which change formats of other videos. I have downloaded movies from YouTube and converted them to MP4 format (which can be opened in iTunes). There are even add-ons to Firefox such as Download Helper to make this easy (Although when I tried the auto-convert feature on the Mac version, I couldn't get that to work).
If you have DRM protected stuff, conversion may require the DRM broken - but will VCD work with unbroken DRM protected videos?
Look at the movie format you want to convert, Google what you want to do along with your OS, and see what you get:
[ame=http://www.google.com/search?source=ig&hl=en&rlz=&q=convert+wmv+to+mp4+osx&aq=f&aqi=&aql=&oq=#hl=en&newwindow=1&sa=X&ei=yBXZTbb-A4ns0gH7vJT8Aw&ved=0CBUQBSgA&q=convert+wmv+to+mp4+os+x+free&spell=1&bav=on.2,or.r_gc.r_pw.&fp=dd1c585db5dd79e7]convert wmv to mp4 osx - Google Search[/ame]