My mother was a fanatic about it. Once a month she made me take everything out of my drawers, throw away old junk, vacuum out the insides, then put everything back in. The top shelf of my closet had to be dusted regurlarly, nothing laying around on dressers except nick-nacks, nothing on the floor, bed made daily. And I am a slob today, although, I must admit, I think it's just part of who I am and has nothing to do with 'rebellion' against the way I was raised. I wish I could be neat and organized, but I could just as easily flap my arms and fly to WDW. I truly believe some people are inherently neatnicks and others, like me, inherently messy. I've been diagnosed as ADD, and I do think that has A LOT to do with it.
I go through the same struggle with my oldest DD. Her room is a disaster...she's just like me. She tries, but the stuff just piles up anyway. I do get on her to try to keep it clean (I have to try), but I'm not nearly as bad about it as my mother. I'd be happy with some semblance of organization. I do feel it's important to try to encourage her to learn to keep her room neat mainly because I know how awful it is being so messy and not being able to do anything about it. But, on the other hand, I don't want to drive her nuts like my mother did (actually, I'm sure I drove her as nuts with my messiness!)
Kim