A small, flat backpack he can easily carry and put on was the perfect start. We love Stephen Joseph's school backpacks, $21.95.
Inside the backpack, we threw in three pocket notebooks. Ours were purchased at the local drug store, but if you wanted to pick something a bit nicer, how about The Black Apple's Pocket Notebook Three Pack, $10. Add a box of 16 crayons and you're set for impromptu art sessions and tic-tac-toe tournaments.
Crayola's Color Explosion sets, $3.99 - $17.99, are a great alternative to traditional crayons; black paper reveals colorful swirls underneath using special markers.
Finally, the appropriately named Littlest Pet Shop's Teeniest Tiniest Take-a-Longs, $4.99, features tiny little creatures that are ready for play. Complete with their own accoutrement (our son's puppy came with a rubber duck, towel and bathtub) these pets fit in the palm of your hands and are easily attached to your backpack's hanging loop.
Add a deck of cards, some snacks, stickers, a small coloring book and you're all set!