A/N: My first Supernatural fan fic. This is mostly dialogue, but in future chapters, it will be more "wordy". Season 5 concurrent. This takes place at the end of Episode 1 of Season 5.

DISCLAIMER: I do not own these characters or the show. Technically I own Kaylee, though.

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Castiel stood on the ledge of the tall building. He took in the sight of the city before him. It was night, and the lights of the city created a beautiful landscape.

"Castiel."

The voice was jarring to him, but he didn't show it. He could feel her next to him now, taking in the same view.

"Kaylee. It's been a long time."

"Yes, it has."

"I shouldn't be talking to you."

"Maybe that was true a week ago, but now…now we're in the same boat."

He turned to look at her. Her vessel was a young woman, maybe 24 or 25 years old. She was petite, her brown hair hung below her shoulders.

"Are we?" he challenged her, squinting his eyes.

"Yes, we are."

"Because I seem to remember that you deserted us when we needed you the most."

"No, I deserted them. Uriel and the rest. I could see it, even then. The focus of our efforts had become about keeping heaven safe, keeping ourselves safe. We weren't serving God, we were serving ourselves."

"So then why didn't you say that?"

"No one was ready to hear that. I would have been killed or worse, they would've taken away my grace."

"You might as well have it taken away."

"Don't say that," she pleaded with him.

"What are you doing here? How did you even find me?"

"I love coming here. I thought it was possible you might as well. You forget how well I know you."

"Maybe you did know me, but things have changed Kaylee."

"Yes, they have. You've rebelled. I want to join you."

"What?" he was truly baffled. For so long he'd regarded her as someone he knew one day he or one of his brothers or sisters would have to kill on sight. But now she wanted to work with him.

"I want to help you. I've been waiting a long time for one of you to finally realize what I realized back then. I was hoping it'd be you. In fact, I was sure it would be."

"Why?"

"Because you've always been the best of us. You put the Lord first in everything you do. You trust Him completely and know Him better than any of us. And you would know when your orders were not coming from Him."

"Not necessarily. I followed many orders that did not come from God."

"But you figured it out, Castiel. And that's what matters."

"So what now?" he said, resigned.

"They can't find me, and neither can you." She slipped a piece of paper into his hand. "But now you can contact me whenever you'd like. Anything you need help with, anything at all, don't hesitate to ask."

And then she was gone, and Castiel was alone again.

"You didn't just desert them, you deserted me," Castiel said to empty space.

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A/N: So I thought it would be interesting to show a different kind of angel. Kind of a representation of the direction Castiel is heading. I'll be mostly staying with what the series shows, just adding in some extra scenes here and there.