A/N-this chapter is a little short but more is coming soon!

It wasn't right of him to let Sammy and Bobby go on a hunt with no backup because he wanted personal time. He was sending them into the line of fire alone. Sam had tried to convince him that they'd done this before, everything would turn out fine, but Dean still wouldn't believe him. This was his and Cas's chance to have a real date, and Sammy wouldn't let him screw it up.

Dean had even set up reservations at one of the higher end places in town and cleaned up for it, and convinced Cas to do the same. The restaurant was a little pretentious and stuffy compared to their usual hangouts, but wasn't it supposed to be?

Castiel looked as uncomfortable as Dean felt in the five-star joint. Dean was beginning to suspect he royally fucked up in picking such a ritzy place, neither of them were enjoying themselves.

"Cas, do you want to go someplace else?"

"You selected this establishment. You are here. There is nowhere else I should to be."

"Yeah, I know, it's a bit stuffy for me though. I spotted a diner down the road, if you want to go there instead."

"That would be more pleasant."

"Good because I have something to ask you."

Dean got a slice of pie and shared it with Castiel. Dean never shared pie, even with Cas. His hunter was only picking at the berry confection, which was worrying to Cas. He had never seen him leave pie alone.

"Dean, is everything alright?"

"Cas, I've been thinking lately and I know we haven't been together very long -"

The angel frowned, confused. He had known Dean for years.

"As a couple," his hunter amended at Cas's expression, "and, damn, I'm bad at this but – Castiel. Do you, uh, want to get married? To me?"

"Why wouldn't I want that? Clearly we have a deep connection and are well suited to be with one another –"

"Is that a yes?"

"Of course it's a yes."

The phone was half a second from going to voicemail when she finally picked up and this wasn't exactly voicemail-type news.

"Lisa, hey!"

"Dean."

"Yeah, listen –"

"Dean, I told you I wasn't going to do this, we ended it months ago."

"That isn't what I'm calling about."

"Then what are you calling about?"

"Lisa, I wanted to let you know," Dean paused, choosing the right words. "I'm getting married. And I was wondering if you and Ben wanted to come to the wedding."

"What?! To who? Another hunter? Is she one of those girls that helped you and your brother when we moved?"

"Um, I guess he technically isn't a hunter, and I don't think you've met him."

"Him? I didn't know you, uh –"

"Neither did I. Anyways the wedding is in a couple of weeks and well, being a hunter doesn't exactly make many friends so I was calling to ask if you wanted to come."

"Of course, Dean. When is it?"

He gave her the date and place, Lisa chatted for a while, filled him in on what was going on with Ben – his team won a championship in Little League – and they continued their light banter for a few minutes before Lisa said she had to go.

"And Dean?"

"Yeah, Lisa?"

"I'm glad you're happy."