Hat: Wack Attack?

So sometime last spring, I went on a winter clothes sale-shopping blitz at UO and ended up with some stuff that I can only just recently wear out of the house. I don't do super well with hats (okay, I hate hats), and this one hat in particular has been confusing me. Until I realized...it is meant to be worn like this:

Only I have a lot more hair than this dude. I would hope the hat looks like this on me:

[photo via]
But my hair isn't quite that long. It is actually sort of an awkward length/texture right now!
At least I can be sure of not looking like this sickly bro:

or this fella!


But I do have a real advice issue here: how does a medium-length, wavy-haired person wear these hats? It looks too much like Erykah Badu when I put my hair back before slouching on the hat, but when my hair is down it's just fuzzin'. What do ya do!?

Tiny Hats!

I'm late on this stuff, but apparently a while back, SNL had a skit about tiny hats that seemed like it may have ripped off the Tim & Eric Tiny Hats sketches. Whatever the case, here are some tiny hats you can buy for $28.

TINY HATS: HOT OR NOT?

[information and photo via]