{A/N: Lazily thrown together. I didn't re-read this, so forgive any mistakes.}

Dean- Your best friend is Sam. He can help calm you down and will let you talk it out. He helps you when you and Dean had an argument or when you want to know what he'd like for a holiday when he won't tell you. Of course Dean often gets jealous of yours and Sam's friendship.

Sam- Oddly enough, your best friend is Crowley. Though he may be an off and on enemy, he is your best friend. Sometimes, you both go and walk together, shop, go to a coffee house, drink wine, or many other activities. More often than not, you judge others on everything. From their clothes to their eye color. As rude as it seems, it's, oddly, a stress reliever. 

Castiel- You get along with anyone and everyone. But the person you consider closest to a best friend is Charlie. You have a lot in common and she's like the sister you never had. You talk about everything from relationship troubles to helping her pick out her next cosplay. It's a beautiful friendship.

Gabriel- Your best friend is Hannah. She may not get human emotions, but that doesn't stop you two. At the moment, you're trying to help her understand human emotions. Though, the lessons seem to not be sticking. You'll get through to her eventually!