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that's the way the cookie crumbles 

Timmy: I can't believe I revised for four hours on those topics and not one of them came up in the exam
Jinny: That's the way the cookie crumbles
Timmy: stfu

that's the way the pickle squirts 

The way the seamen in the male reproductive organ the penis, squirts as he ejaculates. Ie, the direction.
Woman: HEY, you got some in my eye!!
Man: Sorry, that's the way the pickle squirts!

that's the way the cookie crumbles 

It means that's how life is. It's used after something unfortunate happens
Jim knocks over Jane's ceramin doll collection and says "Well that's the way cookie crumbles"

that's the way the cookie crumbles 

When something doesn't go your way.
Dude: Bummer, my girl left me.
Other Dude: That's the way the cookie crumbles...

that's the way the cookie crumbles 

Jake went to prison. Oh well, guess that's the way the cookie crumbles.

that's the way the cookie crumbles 

thats just how it goes or how it happens. theres nothing you can do about it.
Your dog just got hit by a car, someone says, thats the way the cookie crumbles.