Castiel had struggled with the question for weeks.

He had seen TV shows, read books, and listen to songs all about that one question, and they made it so easy. They made it simple, and the more he thought about it the more it made him panic.

It's a simple question, he reminded himself. Do it

He had Sam take him to a local pawn shop, he still couldn't drive, and still had no means to learn, and he could feel it staring at him like a cat wanting it's pray.

"Are you sure?" Sam had asked on the drive back home, and Castiel didn't have an answer then.

And I still don't have one now.

He felt like Frodo from Lord of the Rings, a book series Dean had given him to try and curb the ex-angel's depression, a reluctant ring bearer, and he could most defiantly feel it mock him from inside it's tiny little red velvet box.

She wouldn't be back soon anyway, and he had time to think it over.

But what if he never went through with it? That would be a burden, since he spent what little money he actually earned winning a poker game with Dean and a few other patrons at a bar (he assumed it helped that he truly didn't know how to play), and he wasn't sure he'd be able to get that back. And the fact that he kept his plan in strict confidence, even to Dean and Sam.

Nervousness, it was a sensation he preferred to do without.

And so instead he waited, until he heard the rumble of the Impala outside the front door several hours later.

She and Dean were arguing again, something he was used to now and Sam was watching therm bicker from the sidelines, occasionally stifling a laugh from his brother getting flustered by Meg's clever comebacks.

"At least I didn't get my ass handed to me again!"

"At least I didn't turn into Daphne again in our little Scooby gang and get held hostage!"

"Meg I swear to God you're lucky Cas is here because I would so-"

"So what, Winchester?"

It was the gist of their usual spats, the recently un-demoned woman, however, was more passive than aggressive, but she still didn't let Dean get away with a lot of things, which Castiel admired.

Dean shot Meg an angry look before dumping his duffle on the floor and storming off to his room. "I'm gonna kill her!"

"Dean…" Sam called after him, hoping to cool his brother down.

"Well, now that that's finished…" Meg hissed as she stripped off her jacket, the skin tight black tank top she wore doing little to calm Castiel's nerves.

He liked that they'd built a relationship over the last few months, Meg was almost instantly adjusting to being human and it helped Cas figure himself out a lot easier. Both mentally and…well…physically.

"So you missed out on the hunt. Again."

"I was… preoccupied."

"With what? Castiel you haven't left the bunker in days."

"Actually I have."

She gave him that look that made him shudder, the look where the former demon could tell that he was lying.

"Bullshit."

He swallowed. "Meg…I…"

"Clarence we talked about you talking fifteen years just to say a word."

"I got you something," he said sheepishly, Meg practically relishing in his embarrassment. "It's…a thing humans do."

"If it's not good sex I'm probably not going to be interested."

"It's…"

She huffed and turned away from him, Castiel cursing himself as she lost interest in anything he had to say.

"Meg…"

"What?"

He found himself fumbling over words, before he just dug the little red box from his pocket and thrust it at her.

"What the hell is that?"

"I think I'm been asking the same question for a week."

She took it from him, still eyeing her former angel as she picked at the sides, prying it open and looking at it.

He expected her to yell at him, a usual thing she did when he was "being human", but she was surprised when he saw her face.

"Castiel…"

"I thought it would…make things simpler?" Castiel tried his words, least he wanted to do was sully the moment, as he usually did.

"Are you fucking trying to propose to me?"

"This seemed much simpler when practiced with Dean."

She was looking at him, before a strange grin broke her face. "You sweet bastard."

He smiled awkwardly, as Meg pressed against him fro the first time that night, before grabbing his chin, pulling him down and kissing him.

"Is that a yes?"

"Why the Hell not?"