I would never ever ever buy a movie on iTunes. It would just be stupid. Unless it were only $1, but even then... probably not. Why buy a movie that I can only watch on a tiny little screen, or on my computer? Especially when I already bought it on DVD?
I wish there was a way to take a movie I already own and put it on my iPhone.
Wait... This is America. This is the land of free music, and college crackers with nothing to do and money to spend. Surely one of them has found a way to rip a movie and put it on their iPod.
Google had the answer in the first search result.
The guide is a little outdated now, and you have to download "anyDVD" from SlySoft to get Handbrake to work right. Once you have handbrake open and are ready to rip, you have to select H.264 (Ipod) instead of just H.264. It takes about an hour per DVD (if you do a double pass to get the best quality without increasing the file size) but then you can just plop it on your iPhone and you're good to go.
You know, I would pay $.25 per movie if the studios would let me buy an encoder and charge per use to rip and burn onto my iPhone. But they are so terrified of me "distributing" my ripped content that they shoot themselves in the foot with their DRM, and force me to go and ultimately pay (I'll end up buying AndDVD when the trial wears off) someone else to crack their copy "protection" and basically only succeed in annoying me instead of befriending me. They spend money to annoy me instead of making money by befriending me. Idiots. Complete dolts and morons.