[pbw]

You are right the more space we have the more we dream up ways to use it. However I wouldn't go as far to say "drive sizes always stayed about the same in relation to what you could put onto them". People still store text but it's now basically free. Images and audio are heading towards free. Videos still add up. You specifically call out executable programs which I agree have grown in size very rapidly. So I think it depends on what you are putting on the drive. I wouldn't say all space gains have been eaten up by bigger files.