Dean's Letter-

Dear Adam,

I'm not good at this chick flicks moments, in fact I despises them. I need to get this off my chest though, if I don't it will crush me. I'm sorry I couldn't be there, I'm sorry I can't save, I'm sorry I haven't even tried. It's killing me that I can't help you, but I have to keep Sammy safe. Nothing is more important, I wish I could say the same about you since we are related, but I can't. It's awful that I can't, but dad was an asshole. I didn't even know you existed until it was too late. I couldn't save you, and I'm sorry... I promise that I won't forget you, and maybe one day I'll be able to save you.

From,

Dean Winchester

Sam's Letter-

Dear Adam,

I can't even explain how sorry I am. This is my fault; I started the apocalypse that got you killed. I made you jump in, I'm so sorry. I wasn't thinking about what would happen to you. I was only thinking about getting Lucifer out of this world, and you paid the price. I'm sorry I couldn't save you, I'm sorry I haven't even tried... I won't ever forget you, hopefully one day I'll be able to save you. I'm sorry.

From,

Sam Winchester

Castiel's Letter-

Dear Adam,

I don't even know who you are; all I know is that you are the half brother of the Winchester. You are also wondering why I saved Dean and are not saving you. You are in a cage with Lucifer, Dean was not. I will help the Winchester save you when the time comes.

From,

Castiel

P.S.

I'm sorry I called you and assbutt... it felt right in the moment...

Author's Note!

Still only slightly edited.