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Dean: he is constantly asking how you are when you guys are on a hunt. Don't get me wrong it is super cute but it does get annoying sometimes.
Sam: his height. Compared to you, he is a Sasquatch. When you guys are in the bunker you have to ask him to pick a book off of the top shelf. You think it's annoying but he thinks it's adorable.
Castiel: how he gets confused a lot. You have to be very patient with him because you know it's not his fault.
Lucifer: when you go anywhere he goes with you because he's afraid you will get hurt considering he has so many enemys.
Crowley: he always is working so you have to distract him sometimes so he will pay attention to you.
Gabriel: you always find rappers of candy are puns your shared apartment. Sometimes he does it so you will get mad.
