Chapter Eighteen
Days passed. Dean met a vampire named Benny Lafitte, and they escaped Purgatory together. They became blood brothers, but they lost Cas along the way.
Dean found Sam again. They were all each other had left. Cas was gone, as was Bobby, Jo and Ellen, their father, Ash, Pamela, everyone across the line. Kevin was missing.
Eventually, Cas managed to escape Purgatory, only to be put under some sort of alien mind control along the way from heaven's higher-ups.
They ran into Charlie again, and they became close. Garth became a friend, as well. So now they weren't entirely alone. They got Cas back, found Kevin, and grown closer with Charlie and Garth, and had Benny.
They even met their grandfather, and discovered a completely new lifestyle, as the Men of Letters.
But then Garth and Charlie had to get back to their lives, and Sam started the trials, and Benny stayed in the Underworld, and Cas became Naomi's pet angel.
And then they found Metatron.
And the angels fell, and everything went to hell.
...
And then Sam was dying, and Cas was human, not to mention miles away. And Dean tricked Sam into saying yes to Ezekiel to save his life, even though he knew that Sam would be pissed off about it later.
And they captured Crowley, and Kevin was working on decoding the Angel Tablet. They met Charlie again, and found Oz. They fought Abaddon, who had taken over control of the demons after they had captured Crowley.
And Ezekiel kicked Cas out.
And then Cas got his grace back, (well, not his, but it was still grace,) and discovered that it wasn't really Ezekiel at all. That Ezekiel had died in the fall. That it was really an angel named Gadriel, who worked for Metatron.
And then Sam was gone.
And Kevin was dead.
And Dean was alone again.