Castiel was surprised when he arrived somewhere that was not oblivion. (Not that he expected himself to be able to identify oblivion when he got there, but he still generally expected everything to just.. stop. He was fairly sure that there wasn't anything that could prevent the archangel's blow from exploding him into billions of light motes, and his consolation at the time had been that it probably wouldn't hurt.) Now he looked around, proccupied with his lack of recognition of the City around him, and then watching passively as a car skidded around where he stood in the center of the road, horn blaring and curses spilling. He looked after the human in the car without understanding. He knew the form, of course, and he was just as surprised to find Jimmy Novak's sleeping consciousness intact.
Disoriented but cautious, Castiel vanished with the intent to acquire news of his bretheren in heaven. Only to reappear again in front of a high wall--a wall that was most definitely not the pearly gates or anything resembling them. Castiel rotated and looked back over the City. "...Interesting." He spent the next several hours disappearing and reappearing all over the City, trying to find out what the place was and why he was here, to no real avail.
He was starting to become frustrated--a rare thing for an angel who saw millennia pass without comment--when through the buzz of whispered prayers in the back of his mind, he heard his name in a familiar voice. Castiel appeared in the center of the hotel room, into a cloud of ash and the smell of scorched rayon. "Dean?"