*Announcement*

Chapter 5 YAY! =)
Thank you to the new followers, favorites, and the reviews! I would love more reivews though! A comedy show (I mean fanfiction) can only do so well without feedback! =D

Here's a nice long chapter for ya so we can finally get this ship sailing!
(By the way... I kinda may or may not have written this within two days and haven't really looked over it. Meh, HOPE YOU ENJOY!)

Alright! On with Destiel!

*Back to Regular Programing*

Sitcom For A New Generation
Episode 3
The One where Dean tells Sam, Sam gives Dean advice, Dean tries to use advice to real world applications
AKA: Dean is freaking out, talking about feelings, and Sam tries to help him (w/ CAS CAMEO)

The loud rambunctious boys? Yeah, they started to get slightly less... rambunctious after a few minutes coming into the diner and sitting down; Sam having told the rest of his story to his brother who thought of it hilarious. The waitress was flirty and was hitting on both of them hard but they both weren't really interested. Sam being taken and Dean being... well, too flustered by the morning's events to actually be interested.

"So, you wanna tell me what was happening this morning?" Sam's face of 'you can't fool me' was plastered on and Dena couldn't help but roll his eyes. He may not be able to trick his brother but he can sure as hell try.

"Nothing really, I got excited over nothing..."

"Over nothing?"

"Yeah! ... You know me. Jumping at anything with a pulse..."

Sam opened his mouth to say something but the waitress came back with their soda's. "Here you are and your food will be coming out soon." She left them quickly realizing the first time around that they weren't interested. Dean nodded thanks and steeled himself for the Sam Inquisition.

"You jump a lot. I know, but really. This morning was more like a panic attack. You never hang up like that ever. So either something really cool happened this morning or you just got really bored with our conversation..."

Sam's talking soon had no meaning to him and the whole diner wasn't even registering in his brain. When Dean glanced over Sam's shoulder to focus on anything but him he saw Castiel. He had a slight amused glint in his eyes and his mouth was turned slightly in a smirk while he was talking to someone across from him. His heart started to beat slightly faster watching him interact with this person, his eyes squinting slightly in distaste while he gave the man he was talking to a full on smirk then a shake of the head in amusement. He didn't notice but Sam had stopped talking to him and started to observe. 'Something must be really bothering him now...'

"Dean?" Still nothing from the elder Winchester.

"Dean?... Oh my god! Doctor Sexy!" He said it loudly enough that the waitresses at the counter and some other occupants stared at him and a elderly lady was looking around excitedly saying 'where, where?' while her husband just shook his head in exasperation. Sam smiled in slight apology before looking back at his brother.

Still nothing from his older brother and the funniest thing was that behind them out on the side walk a man who rivaled that of Dr. Sexy was standing there waiting to cross the street. Sam wiped his hand down his face and took a sip from his water. The waitress came by with their orders, a bacon cheeseburger for Dean and a salad bowl for Sam, before he decided to finally turn around. (Considering Dean didn't even acknowledge the fact that his life source was in front of him.)

He saw two girls at the counter whispering and giggling something in secret, college age by the looks of it and turned to Dean. Nope not in their direction. He looked up again and sighed heavily. There was no one else besides a couple of people in the far end of the diner and a man facing them with messy black hair, sharp blue eyes and a good looking face.

Good looking... Ahh. Double checking Sam found that Dena was in fact staring at the man in that booth. Now Sam wasn't a psychic but he was smart... like Stanford smart and he was good with facts. Let's list the facts:

1) Dean's sitting there dead to the world staring at the man like its his job.

2) The man was good looking without any doubt.

3) Dean this morning said "oh my god" in a I-just-saw-someone-fucking-hot kind of way and this guy, if he knew his brother was definitely in that category.

Conclusion? Sam figured out what happened this morning.

"So what's his name?"

That jolted Dean out of his reverie pretty well when he blinked his eyes quickly a couple of times before focusing on Sam. "Excuse me?"

"What's the guy's name." Dean swallowed hard before snickering and picking up his burger that he just happened to realize was in front him that second.

"Pfft what guy?"

"The guy you were drooling at the past two minutes." Dean stopped mid bite and stared up at Sam with his 'caught' expression. Sam just took a sip again and bit slightly smugly into his salad. Dean just closed his eyes and breathed out in frustration before glancing back up at the man in question.

"His name is Castiel..."

"And..." Dean hated Sam's prodding with a passion.

"He's the guy I hung up on you for this morning when I was at Elle's.

"Thank you. Just proving a thought." He went back to eating his salad in silence while Dean chewed his burger slowly staring at Castiel. He looked even more beautiful than he did earlier that day and curse Dean's moment of chick-flickness that he had to admit it. "Why aren't you going over and saying hi?"

Dean chocked on his burger as he swallowed it down. "Hi? What do you mean?"

Sam shrugged and crunched loudly on his croutons. "Well don't you normally swag your way up to some poor girl or boy and start you little thing of hey good looking or whatever the hell you do? I mean, you're normally confident... right now you're more like... anything but."

On any given day this would have probably hurt Dean's feelings but he couldn't concentrate on the talk they were having anymore. Castiel was leaving with the guy who was just slightly shorter than he was. The shorter man after putting down money on the table started to talk animatedly about something and the other man just stuck his hand in his trench coat and rolled his eyes. Dean's breathe caught in his throat thinking they might see each other but the man just stepped out of the diner and out of Dean's life again. He stared as they went into the car parked on the curb and he swallowed thickly. His brother was right he was being a wimp right now.

"Come on Dean run out and see him!"

"He's... He's going away."

"No he's not! Look he stopped!"

Dean glanced over again and saw that he was looking back at the diner doors. His heart started to thump loudly thinking that Castiel was going to come back in when the shorter man grabbed his attention. His heart and his whole body sank on the seat as he got into his car, a Mercedes, and drove away leaving a slightly sad Dean and an annoyed Sam.

"Well there goes that chance." Dean just put his hands in his hair.

"Damn it I missed it again."

Sam cocked an eyebrow as he kept eating. "Missed what?"

"The chance!"

"What chance?"

Dean threw his hands up in the air. "Chance to give him my phone number or vice versa!"

Sam put up both hands in surrender. "Whoa, okay. No need to go all Attila on me." Dean just put his hands back into his hair and whined pathetically.

"I don't know Sam. This guy... he was... he was fantastic this morning. This girl was hitting on him and he didn't want her so I came to his rescue and we pretended to be in a relationship. She left and he was... oh my god his voice is fucking fantastic. His eyes... they ... they are unbelievable to stare in. He is so ... His charisma rivals mine and that's saying something!" He rubbed his face while looking back at the empty space where the car used to be. "I really don't understand what makes him different from the others..."

"Dean, you're talking about your feelings..." Sam leaned over the table to inspect his brother closer. "Are you drunk?"

Dean sat up straight and away from Sam's face. "No!"

"I was about to say..." Sam leaned back to his side. "You drunk and me not noticing? That's not something that happens on a day to day basis."

Dean's face turned into a glare. "Why did you think that anyway?"

"Well you could have fooled me with all this talk about feelings." Dean's face got slightly red.

"For the love of...shut up! Sorry for one moment I actually do want to talk about feelings! It's just... this guy was... he was something else... I don't know how else to explain it!" He just stopped staring at anything else that wasn't his brother. Sam let the words sink and let his mind filter through everything and process. After a couple of minutes he finally decided to talk again.

"So Dean... tell me. What do you really want to do with Castiel?" Dean was staring at his hand not knowing what else to look at before staring at the younger in confusion. "Well, I mean, once you give him your phone number and you start to talk. What is your plan? I mean, you just dumped your Vera or whatever her name was and now you're already pretty much crushing on some random guy you met this morning. I know you're gonna start being all butch and macho, but the way you're acting it's like you either one, want a fuck buddy and/or one night stand, or you are rebounding hard. Haha, and the way you were staring at him earlier... it was like you found your soul mate."

Dean had opened his mouth halfway through his brother's mini speech to tell him off but he snapped it shut after his brother was done speaking. He had a point. He always had a point. What did Dean want with Castiel. And the last sentence derailed all other thoughts too. Soul mates? For him? Please, that's a joke in and of itself. Soul mates are something people dream up so they can sleep at night.

Besides Dean Winchester doesn't do soul mates.

Dean's thoughts were interrupted by Sam. "Please don't think "I'm Dean Winchester. I don't do soul mates. Blah Blah Blah. Really, I know it sounds a bit far fetched but you should really consider the possibility that he could be! I mean you just broke up with her. You don't automatically jump back on the saddle Dean. Even you are too good for that."

"Hey..." Dean glared up at his brother in slight hurt how could he say that? It might be true but still...

"Seriously, just consider it okay? And next time instead of staring, actually go up and say "Hey!" or something like that."

Dean then looked nervous, more nervous than he has looked in a lot time and that was slightly a breathe of fresh air for Sam.

Good! That means that stupid jerk is actually using his brain for once!

"What if he thinks that's creepy?"

Sam rolled his eyes. "Did you or did you not just say that you guys seemed to really hit it off? He seemed really interested? Please he'll be happy to see you again! And this time you'll give him his phone number."

"But how do you know I will see him again?"

"I don't know... I don't wanna profile too much but he seems to be a person of habit. Try the Elle's again tomorrow and if its a no show then go again here though this seems a bit..." At that moment a gang of high schooler's out for lunch came in loudly singing the newest Taylor Swift song. "obnoxious. From a glance he seems like the quiet type. Look for the library or whatever."

Dean stared at his lawyer brother for a good minute not believing his ears.

Audience... I'd just like to point out... my brother would have been one damned good detective. I mean really what the hell is he doing being a lawyer? Really this is just insane... Why couldn't I be smart too? Damn it...

He shook his head slightly and leaned it on to his palms. "You know, this would be easier if I knew his job! With the way you're talking it would probably be some kind of romantic gesture!"

Sam hummed as though he was agreeing when he paused in taking the last bite of his salad. 'When did he have time to eat that?! He's been talking to me!'

"You know... I think he could be a teacher. I really wouldn't push it past him. And his car did have a NYU sticker on the bumper. Maybe you should try there!"

Dean's eyes widened. "What do you mean try?"

"As in right now! Come on! He probably has a good twenty minutes before his next class or whatever, maybe we can catch him in the break room." Sam was already taking out money for a tip when Dean's hand shot out and grabbed it.

"I am not going. I was JOKING Sam, what the hell do you think would happen besides security being called on us? He'll think I'm some stalker freak! What do you want me to do exactly walk in and be like "Oh hey! I knew I'd find you here, you just seemed to be a professor for me. Oh by the way can we fuck?!"

After he screamed fuck the high schooler's and the old couple that were sitting near them stopped in the conversations and turned back around to stare at Dean. He stared right back becoming defensive.

"It's a valid question! Who would want to go out with a guy who could be a stalker?!" They still stared and Dean started to smolder. "Come on! You have to ad-"

"Dean!" The elder turned to look at him. "All they heard was you screaming fuck. By the way you're still holding my hand."

Dean's face turned bright red before he quickly let go and turned back around at them. "You misheard me... stop staring at me!"

After a few more seconds of openly gawking they all turned around back to their companions. The teens started to laugh and the old couple chuckled quietly. Dean just shook his head and Sam could of sworn he heard him say 'perverts'.

"We're going." After he put down the meal to cover them both he left without waiting for his brother who was quickly following him out looking distressed.

"Sammy! Sam! I can't do this! Really, this is stupid why are you doing this to me?! It's just one guy I'll find another one I'm sure."

Sam stopped which made the other knock into him before he turned around quickly and looked down at his brother. 'Damn it why couldn't I have gotten some height too?'

"Are you really going to give up so easily? You were, not ten minutes ago, staring at this man like he was the last piece of apple pie in the entire world, and now you have the audacity to tell me that you will "find another guy"?" Sam had used quotation marks and a big word in that sentence. Dean inwardly flinched... he made Sam pissed or at the very least frustrated. "No Dean. You listen to me and you listen good. What I have in mind is fool proof excluding the one variable. Just do what I say and when I drop you off at the campus you will enter single and leave with a date. Or at least a phone number."

Sam returned back to his car and started it up not moving an centimeter until Dean begrudgingly entered into the passenger seat. Silence permeated the car as it started to drive in the way Castiel went, which went straight to the NYU campus. Dean as he saw the buildings tower above him made him want to freak out more than he really needed at that moment.

Guys, guys this is bad. This is really, really bad. This... I HAVE LOST THE ABILITY TO EVEN COMPREHEND. What the fuck I'm using big words... Look, its not that I'm afraid of commitment or anything though that's the rumor around the city. It's just that... come on! I only saw this guy once and... and now Sam is expecting to me to just pick him up like that? Um HELLO! This is the real world and not some fucking Disney story! Though... I would love to climb up that tower any night and and fight the dragon under tha-... Okay off topic and I probably shouldn't walk around campus with a boner...

STILL! What would I actually say?!

Sam parked a little bit before the gate that had New York University scripted above it and turned to look at his older brother. "Okay. This is what you gotta do." Dean held up a hand stopping his brother's explaining. "What?"

"Before you move on I have a question... what was the one variable that wouldn't make your plan fool proof?" Sam stared at him for a moment.

"You." The seriousness of the face left Dean no room for argument as he just turned right back around facing the front, childishly avoiding eye contact with him. "And you can't find any reason why?" Sam huffed before finally continuing on with his plan.

~Unknowingly to them~

They passed a street that was the last turn before the university drive itself. There down that road was Castiel dropping his brother off in front of a liquor store. "You can't really believe how amazing the quality of the stuff here is should have some when you come over next!"

Castiel just shook his head a looked at his watch, he barely had twenty minutes before he needed to head up to his theology class. "No thank you Gabriel."

"Really you should finally let all that stupid professor 'gotta-stick-up-my-ass' out and just let yourself go! Just one time! I promise it will just be me and you and not some while ass party." Castiel gave him a doubtful look and Gabriel responded with raising his right hand. "Scouts honor."

"One, Gabriel, I do not know if you remember this or not but you were NEVER a scout. Two, you promised me that before and when I got to your apartment I found two hookers on your floor with tequila shots on them." Gabriel sighed at the happy memory before shaking himself and looking at his brother in as much seriousness as he could muster.

"But you left immediately after you saw them!"

"Gabriel..." His face shown in epiphany and snapped his fingers.

"Oh! Okay, next time I'll find some Magic Mike's how about that?" Castiel shook his head in amusement and slight annoyance before responding.

"Gabriel, enough. I need to get to class and you need to... do what ever you need to do so please get out of my car." Gabriel gave him a pouty face before finally leaving his car. He leaned down after he got out and pointed a finger at his brother.

"Mark my words Cassie... you're going to see that Dean boy again... because of you inability to act on anything whatsoever and instead just string them along and then letting them fall because you believe you're protecting yourself, you're just going to push him away. Castiel, listen to me." At that he was, considering that when Gabriel was serious, as rare an occurrence as it was, when he said his full name.

"I have never seen you talk about anyone like this before, at least, after what happened with... him." Gabriel's eyes shown with sympathy and affection. "Please just try this time around? Whatever happens just go with the flow and just the moments happen. If not for yourself, then for at least me?"

"Gabe..." Castiel actually felt some warmth to what his brother was saying.

"No, I'm serious Cassie. There is only so much of the "Oh I'm broken hearted and single and I can't get over it even though it's been 8 years ago pity me please!" speeches I can take any more!" With that he winked, to show that he was joking, and closed the door heading into the shop leaving Castiel alone with his thoughts.

Maybe, maybe Gabriel is right you know? I know I regret not actually doing anything but... this has to be for the better. Right? I am not just talking to you guys just because I'm expecting you all to just start shouting your opinions and advice at me. I'm being serious with that right question. He seems to think oh yeah! You should go for this guy because he seems like the one for you blah blah blah. And what does he mean I haven't seen you talk about someone. There was definitely that guy last month at the amusement park. I mean, he was cute... sure we actually did exchange phone numbers and I just threw his away and ignored all calls from numbers I didn't know for a couple weeks in fear it might be him... but I'm SURE I talked about him like I did with Dean... With his emerald eyes and... full lips that were just begging to be kissed again... that was a nice kiss... and ... how his body just filled in that shirt underneath his leather jacket and how I just wanted to fuck that mouth till tomorrow and...

I'm starting to sound like Gabriel...

... I'm going to be late for class...

Castiel drove down the street and into the small alleyway that his car, mercifully, could fit through. He used this and other path's just like it to get to the parking lots for falculty. Thankfully he remembered to bring his stuff with him this time and only needed to rush to the classroom which was also, Thank God, was only a two minute walk from his parking space he just found.

Okay, so maybe I should be focusing on running, but I mean... For the love of white castle burgers I cannot think straight anymore because of this man. It's ridiculous how I can't stop thinking about him. Dean Winchester, this enigma from my morning that will not go away. I should have forgotten him by now. Maybe, this is a sign.

Alright don't play with me you guys have probably started to say "Stop saying maybe!" and "Go out and find him Castiel!"

Where the hell would I start?! I mean, I hardly got any information from him... I barely know HIM as it is besides his name. OH damn it, missed a turn hold on. Okay, what was I saying? Oh yeah! Gabriel is crazy, I mean lets be honest here, I am not going to see him again. There is no possi-

Soon a grunt was heard and Castiel was sent falling to the ground before he felt arms wrap around him and something firm softening the fall. He grunted slightly from the fall and shook his head slightly having hit it on something on the way down. He breathed in slightly not wanting to accept the fact that he had just fallen on campus when he noticed that he was still surrounded by the arms... so conclusion he was on a body, a nice one at that, he smelled leather and grease and something else that he was starting to really like to smell... soon he peaked his eyes open and saw his briefcase with his manila folders he was carrying opened and the papers flying everywhere. He then decided to finally look up and unbelievably what was staring back at him was a pair of forest green eyes.

"Dean?!"