Hello again. I would like to thank Valice and rainystv for the reviews. You guys are awesome.

So on with the story, are we all sitting comfortably? Then I'll begin...

Disclaimer: I don't own anything except for my crazy little world.


Dean had spent the rest of Saturday night and the whole of Sunday going over his date was Cas trying to work out what went wrong. it was now Monday morning and he was sitting behind his desk tapping his pen against his blotter none the wiser. Okay the Wine Bar wasn't somewhere he would normally go but Cas liked that stuff right? (Here we go again. No.) Was it because he was obviously uncomfortable in that place, was that what went wrong? (No, it was the place that was wrong.) Did Cas not like him any more cos he wasn't that sort of person? (NO.) He growled in frustration (you and me both sugar) and looked up at the ceiling hoping for some help, from somewhere. It was at that point he heard a chorus of "Hi"s and "how ya doing"s followed by "you got one hell of a lady there" from his work mates. Turning round he saw Charlie enter the precinct. At the sight of her his mind starting working. (Oh goody.)


Charlie had had a very good weekend, and she was equally happy to see that Dean drove Castiel home on Friday night. She was desperate to find out how that went, but first she had to deal with all the guys in the office telling what a hotty her girlfriend was. Something she knew very well thank you. She was slowly making her way to Dean's desk when he suddenly appeared beside her and grabbed her arm.

"Sorry guys. I need to go speak to a witness, thought Charlie would want ot come along." He said with a smile though his eyes where burning into hers. Charlie got the distinct impression that Dean wanted to talk (really?). The question was what about? Had he found out about the agency? At this her eyes went wide as she responded to Dean's 'not really a question' statement.

"Yes. I would love to come with you." She said somewhat breathlessly due to the fact that as soon as the yes had left her lips Dean was dragging her back out the door.

Once they were both in the car Charlie turned to Dean and asked "So what's going on?"

Dean sat behind the swearing wheel. He couldn't quite believe he had done what he just had. Yes okay he needed to speak to someone who knew Cas as well as him which ruled out Sam and Charlie was gay so she wasn't going to judge him for liking a man. But was he really prepared to talk about this, to anyone?

"Dean." Charlie snapped. He had just kidnapped her out of the station and now he was just sitting in his car looking out the front window. They weren't even going anywhere for gods sake. What was going on? (you'll see.)

Dean just carried on looking out the window, though not seeing the view of the police parking lot. No he was seeing a pair of blue eyes shiny up at him from the floor surrounded by books. That was the Cas that he lo-liked. With that thought he took a deep breath and without turning his head he spoke.

"Cas kissed me Friday night. When I took him home."

Charlie sat there speechless. So finally Castiel had made a move. But what did that have to do with why they were sitting in Dean's car in the parking lot on Monday morning? (everything.) She got the distinct impression there was more to this story and as such she stayed quite hoping that that would convince Dean to continue.

"I saw him at Bobby's Saturday morning, we talked... I asked him out...he said yes." Dean continued in a monotone voice. If he put any inflection on the words all his emotions would be revealed.

Charlie raised her eyebrows at this. So Dean and Cas had a date. That was good, very good. Now she just had to make sure that Dean made it a good one.

"we went out Saturday night."

Okay too late for that plan, Charlie reconsidered. What had happened on this date? Cos she would bet everything she owned that it was something serious that she needed to help correct. Right away.

"Sam suggested that I take him to the Wine Bar, so I did."

At that Charlie closed her eyes. Dean and Cas in the Wine Bar? It was not something she could ever imagine either of them would really enjoy. Damn Sam. She waited for Dean to continue and when he didn't she realised that she was going to have to pry to get the rest.

"What happened?" She asked gently.

At the sound of another's voice Dean turned to look at her with a stricken expression on his face as words came tumbling out of his mouth, surprising the both of them.

"I don't know. I mean sure it's not my kind of place but he seemed to be happy going there. And Sam's right I couldn't just take him to The Roadhouse for a first date. But when we were there I couldn't think of anything to say and I felt uncomfortable in the suit and we tired talking but most of our time was spent in silence. Hell we well only there for like an hour max. it was a complete disaster. I wouldn't blame him if he never wanted to see me again, but as I dropped him of he said that he hoped to see me soon, so I guess I didn't completely blow it. But I have no idea what to do to make it better, you know? I mean what does he like? Where can I take him that he would enjoy? What would be a good date? I just...I don't know what to do Charlie. I need help...and well I was hoping, what with you working for him and all, you might be able to help me out." And with that Dean finally finished his rant, looking at Charlie sheepishly as she just blinked at him.

Charlie couldn't quite get over all that Dean had just told her, it was a bit gabbled. She needed to clarify at few points.

"So you went on a date with Castiel to a place that makes you uncomfortable?" she asked.

"Yes." Dean nodded.

"A date that Sam would go on for a first date?" Charlie really couldn't believe that part of the tale.

"Well yeah." Dean said as if it was obvious that he would do as Sam said.

Charlie just shook her head at that. She would deal with that problem later on with the next question. "You and Cas didn't talk?"

"No." Dean replied dejected at remembering that.

"And you want my advice as to how to make it the perfect date for Castiel?" she clarified, cos to her the answer was obvious.

"Yes. That's it exactly." Dean nodded looking up at her beseechinglyly.

"Tell me Dean, what would make it the perfect date for you?" Charlie questioned.

"Well having Cas there." Dean's reply was instant and accompanied with a wide smile. Charlie just rolled her eyes.

"Obviously. I mean what would you do on your idea of the perfect date with Cas?" she clarified for him.

"Whatever he wanted." Dean replied completely honestly with a shrug.

"Dean, stop being obtrusive and think about the damn question." Charlie snapped. God damn Dean Winchester could irritate the hell out of her sometimes. (You and me both sister.)

"Why?" Dean asked genuinely confused by Charlie's suggestion.

"Because Castiel is not going to enjoy any date where you are uncomfortable or dreading it. He's not stupid Dean. He wants to go out with you, not your brother. So think about what you would want to do on a date and then take him on that. I bet he will enjoy it 100 times more than he did Saturday night." Charlie explained slowly. Surely this was obvious. (You'd think so right?)

"Okay, I guess. That is if he'll even given me another chance." Dean replied still frowning as he thought over Charlie's words.

"Oh he'll give you one. I promise." Charlie stated with a smirk.

"How can you be so sure Charlie?" Dean asked cautiously. He didn't understand her certainty.

"Because I have eyes in my head. Now are we going to see a witness or not? Cos if not I really need a coffee." Charlie replied deciding she had given Dean enough to think about for now.

"I'll tell you what, I'll buy you one." Dean said turning on the engine of his car. They would actually have to leave to make his cover story believable. And as he drove through the streets a part of his mind was already trying to work out what his idea of an ideal date would be.