If they are less than ONE DOLLAR per pin you can bet they are made in China fakes.
Not true. I have bought a lot of $1 at Disney outlet stores (i.e, authorized pins). And all mass produced "collectibles" go down in price on average anymore, as do a lot of limited edition (when the producer mis-guesses the appeal - some of the ones I bought for a buck from Disney were from limited runs of 1000). The collectibles that go up in value are rare, hard to predict, and often lose value along with the rest when the fad passes. I see no reason to assume Disney pins will hold their value when nothing else does, meaning a lot of the $1 pins are probably legit.
OTOH, I seem to have quirky tastes; I get the impression that people who collect the popular stuff end up with a lot more counterfeits.

And some of the pins I buy for a buck or two at Disney's official outlet stores end up on E-bay for a lot more (see the 1st Day of Autumn pin below).
Your post has made me wonder how you can tell if eBay pins are official?
The only possible way to know if most pins are "official" is to buy them direct from Disney. Disney has publicly declared that they never released this or that design, and PinPics or other collector sites sometimes know that a pin was on the market before being officially released, but aside from those occurrences there's no way to know how likely it is if a pin is official or not. Some fraudulent pins are really poorly made but apparently most are indistinguishable from the official pins.
To get back to the original intent of the thread -- I'm not into the weird shaped pins but I have run across some I find really odd. First, I think this one is just strange because of the hearts and the subject of the dangle:
Daisy's nieces couldn't have done the job? Ariel's sisters? If it weren't for the hearts I would have assumed they were recognizing how annoying sisters can be or something, but with the hearts it's just strange.
Second, it's hard to see in this picture, but I own the actual pin, and if you look at the tree it's got two upraised branches with three "fingers" and a "thumb" off to the right side, then the yellow leaf and a branch pointing off to the right make a kind of beaked bird head in between them, add in the various horizontal lines the could be sleeves and a collar, and the tree looks like this priest to some weird nature god doing homage to something off stage, which I find freaky and could not "unsee" once I saw it...
http://www.dizcollect.com/collectibles/pins/first-day-of-autumn-chip-and-dale/