This weekend I helped my oldest son with his room. I have been dreading this because he wants to hold onto everything. I'm talking rocks from outside, acorns, papers galore, ect. His room isn't tiny, but it's not that big. He has a full size bed in there, a dresser, and a desk. His desk was full of papers and all kinds of stuff. He had even stashed stuff under his bed, and in his closet. It took a good few hours with breaks between to get it done.
But you know what? I think I planted a seed. I had him bring one drawer full of items to the middle of the floor, and we created 3 piles. Throw away, give away, and put away. When everything was said and done, we had an entire box of donations, 90% of his items had a place (we're looking for some smaller sized bins for lego's and such) and he got rid of most of his papers and misc items he brought in from outside. I think he even had fun!
When we first started it, he didn't want to really get rid of much, but when he saw the piles filling up, he got more into it! We humans are very visual. It seems like with me and my family especially, the more progress we SEE, the more we want to do! What I really liked about this experience, is that he was fully involved, and I could almost see the way he was thinking change! I hope that this will help him as he grows up, so that things are always manageable for him and stress free!
I highly encourage you to try this with your child if they're at an age where they can help you. For one, it's always nice to have company when doing this, and two, they might really enjoy it :)