The second thing that I'm trying to remember is this series of animated featurettes, possibly by Disney. They involve a boy, an old man, and a dog. The only one that I really remember invovles them going back in time and facing this bad guy in medeval times. I know there was another one, but I can't remember it as well.
Okay this might sound kinfdof crazy but it sounds a lot like the first video of Adventures in Odyssey. I remember the old man, MR.Whitaker, had an imagination station that was stolen, and he had a dog, Sherman, and the little boy would have to be Dylan, and they wnet into the station and they went into Medieval times. I remember that Mr.Whitaker got hit on the head with a sword so the little boy had to battle. This was so long ago, so I don't know why I thought of it so suddenly, probably just a memory that was kept locked away ofr many years.