The second one is very well done compared to the first one, so what went wrong with the first? It's so boxy and pointy...they don't even look like they were done by the same person 0_0
No, you're thinking of drawers (for those confused pronounced droors).
Anyways, I like both of them. I think the first one was purposely drawn to look silly and cartoonish. Overall they're good, but I like the second on better.