Sam had been doing a really good job at hiding his emotion when it came to Jessica's death. He'd been angry, sure. But for an entire year, Dean never saw him break down. Not once.
But things only seemed to go downhill in life. After a run-in with yellow eyes, a car accident happened. Then Dean ended up in a coma. John sold his soul, the colt, and his life to save Dean. John passed.
Everything in Sam's life seemed to be crumbling before him. First, Jess died, and then he left his dream of Stanford and a normal life behind. Then John passed. How could it get any worse?
One night, Sam just couldn't take it anymore. He needed a drink. One turned into two. Two turned into three. Three turned into four. And before he knew it, he was the drunkest he'd ever been in life.
And next thing he knew, he found himself calling his child hood best friend... You. He wasn't sure why. He hadn't seen you since before he left for Stanford. It had been over four years. But he needed someone other than Dean...