This is the last Dean and Bobby will see of each other for a very long time. And, for the record, at this point next week, Bobby will be hunting a rugaru outside of Dayton. But not Dean. Dean didn't want Cas to save him. Every part of him, every fiber he's got, wants to die, or find a way to bring Sam back. But he isn't gonna do either. Because he made a promise.
Dean hugged Bobby goodbye. The last good bye they would have in a long time. Dean got into his car. He drove for hours, throughout the night and into the next day. He drove until he wanted to drop from exhaustion.
He didn't stop driving for 15 hours, because he made a promise.
He promised his little brother that he would live a normal, happy life. He had almost gone to Lisa, figuring a normal life with her and Ben would have made Sammy happy, but Dean knew while it might have been normal, it wouldn't have made him happy.
So he drove to the one person who he knew could make him happy. She was far from normal, but hell, did it really matter?
Dean had met Buffy in Sunnydale years earlier. His dad had sent him there to check out reports of a Halloween frat party gone wild. Dean had been missing Sammy while he was at college, so he thought a frat party or two would be a good way to let loose.
He had arrived in Sunnydale and found that the frat party was a bust. Probably some spiked punch. Or so he thought. He had been scouting the town, looking for any clues when it had turned dark, and he found himself outside one of Sunnydale's many cemeteries. He had decided to high tail it back to the motel for the night when he saw a pretty blond girl get knocked to the ground inside the cemetery.
Hoping to play the knight in shining armour, Dean ran into rescue the girl.