Perhaps he’d been rubbing off on Castiel a bit too much. It was one thing to have a couple of shots post celebration of a pretty epic battle between the Winchesters (& Co.) and Astoroth, Hell’s number one demon at the time, and his minions. It was an entirely different thing for Castiel to give Dean a crooked smile, one that he must have mimicked from the one Dean had given him earlier and lean in a bit too close and tell Dean, “I wish you would just ask.”

Dean leaned back, a bit shocked by the angel’s move, he had been finally grasping the concept of personal space, and frowned before he said, “ask you what?” Castiel merely widened his grin and leaned back, downing another shot of Jack like a pro and Dean wondered if perhaps the angel had finally imbibed enough alcohol for it to have an effect on him. “I think you’ve had enough, Cas,” Dean laughed, shaking his head as he grabbed the bottle and moved it away from the angel.

Castiel nodded and stood up from Bobby’s table, knocking his chair back as he leaned towards Dean and touched two fingers to Dean’s forehead. The next thing Dean knew, he was standing at the edge of a cliff, the sun beating down on him and he quickly grabbed Castiel, his eyes wide as he looked down where the water lapped at the shore some twenty-odd feet below. He looked at the angel who smiled brightly back at him. Dean realized it was the first time Dean had ever seen Castiel really smile, the first time he’d ever seen Castiel so happy, so free, so alive. So he grinned and threw an arm around the angel’s shoulders. “You’re free to take me anywhere you like, Cas.”