Sora and Pooh Bear from Kingdom Hearts II, both slightly chibified.

100 Acre Woods was definitely my favorite part of the game... it's weird, because I didn't really like it that much in the first game and I haven't ever been a big Winnie-the-Pooh fan (frankly I thought he was sort of annoying). I don't know, maybe i've reached the age where Pooh starts becoming endearing or something. ^__^ Anyway, his lines are always fantastic and squeal-worthy, like "I've got a rumbly in my tumbly" and "I need to do my stoutness exercises," and "oh stuff and fluff" and of course, what he says to Sora near the end of the game when they say goodbye (may not be entirely accurate since it's from memory):

Sora: "Well, I'll be here to visit every now and then."
Pooh: "How about now and now?"
Me: *melts* ^___^

Drawn with pencil, inked. Old film effects thrown on in Photoshop.