You're an angel. You and Dean got close to leaving purgatory. Dean grabbed your hand to go through the portal he dropped you. It's been six months since he escaped and each day he's felt guiltier. One day, you returned. Sam was happy to see you,Dean felt horrible, he's trying not to show it. He speaks with you privately, and asks how you've gotten out of purgatory. He's trying to hide that he feels guilty for dropping you. "I did not fail you." He says, even though you never said that he did.