Disclaimer: I own literally nothing.

A.N: okay so before you read, sorry in advance if this isn't your thing, it just so happens that I have always believed this to be true and now I am forcing my beliefs upon you yadda yadda yadda. whine at me if you want.

I STILL NEED PROMPTS FOR GODS SAKE I DON"T KNOW WHAT I'M DOING.

also Merry Christmas everyone, which uh reminds me, i wrote most of this whilst extremely hungover and trying not to vomit, for this reason don't expect perfection. have a great new years to guys :)

Chapter:

Dean didn't know what the hell was wrong with their bloodline but their ancestors must have done something goddamn awful to someone for them to end up like this. He didn't even fully understand how it had happened. One minute he was outside as happy as a Winchester can be, tuning up the impala while Adam tuned up his bike. It was hard work he will have you know, so when Gabriel called them in to have a home cooked lunch it was one of the only blessing that midget angel had ever granted them. He and Adam raced inside, fully looking forward to the amazing meal he was positive the angel had prepared. I mean, what reason did he have to doubt him?

They had burst into the kitchen together only to realize that they weren't in the kitchen. Even more distressingly the door was no longer behind them. Instead they were stuck in a room that was lit by a single hanging light that didn't seem to penetrate the edges of the room at all; the room also had a big wooden table that five chairs placed around it, behind the high backed spinning chair at the end of the table was a large white board with the words 'Operation Set Up' written across in what appeared to be sparkly pink marker.

Dean shot a questioning look at Sam who was already sitting at the table giving bitch face #35 that actually looked a little constipated. Dean, sadly never got the chance to laugh at that, due to the fact that the spinning chair twisted around revealing the overdramatic angel himself. The eldest Winchester was forced to rein in every ounce of his will power just to avoid slapping the guy as he spoke using an unnaturally deep voice saying "you must be wondering why I gathered you all here today."

"Gabe you're a psychopath." Adam replied as he plonked down in one of the seats knowing full well that they weren't going anywhere until they 1)Banished the angel, which seemed a little extreme or 2) heard the guy out.

"Why yes, yes I am." Gabriel agreed now speaking in his normal voice. "I am, however, a psychopath with a mission and I want you guys to join me."

"What about lunch?" Dean asked as he hesitantly sat down.

"I will give you all the pie you can eat if you succeed on my little task, all homemade too."

"That's a lot of pie." Sam put in, kinda shocked at the angels' commitment.

"Yes I am aware of that Samsquatch, but if you succeed than I will give you however much of whatever it is that your little old heart desires too, same to you Adam." They couldn't do anything more than gape at Gabriel as he spoke, each of their minds thinking rapidly of all those things that they wanted, all the things they could do with a promise like that. Or Sam and Adam wondered, Dean was still stuck on the pie.

"What is this task supposed to be then?" Adam spoke up with more than a little suspicion lining his tone.

"Well isn't it obvious?" Gabe splayed his hands behind him gesturing to the unnaturally sparkly writing, "All you gotta do is set Harry up."

…

Harry had been grocery shopping with Castiel who had admitted to being more than a little curious about the 'the nutrient seeking process of modern man'. It was to be brutally honest, a wee bit weird but hey, Harry hadn't spent most of his life dealing with Gabriel's crap only to be weirded out by the polite, shy little –or at least in comparison- angel. So he had volunteered to take him along on his next shopping trip. This had gone surprisingly well. The question he asked, though obvious, were not difficult to answer, he was well mannered and caught on quickly. It was almost refreshing.

What he had not expected was to return home to utter oddness at its finest. The three brothers were watching his every move and his every interaction with others as though they were trying to decipher is mind. It was quite frankly terrifying and to be brutally honest yet again he was beginning to doubt his decision to leave them alone with Gabriel for such a prolonged amount of time. Who knew what the littlest angel might have been up to while he was out.

They all seemed to be at arm's length from both him and each other, each thoroughly caught in their own train of thought as they starred him down unintentionally. Harry in turn, did his best to completely ignore it opting instead to tell Castiel how sauces were a perfect way to hide vegetables and other healthy things in a meal when serving children… or in this case Winchesters and Milligans. Castiel listened carefully helping Harry when asked but otherwise content to sit on the bench and watch on.

It wasn't until they had gathered around for a much deserved dinner that someone finally spoke to him. "You know that girl next door?" Dean asked and when Harry replied with only a quizzical look he soldiered on. "You know the pretty, blonde business looking gal in the blue house who always gives us eggs?"

"Oh, you mean Carly?" Harry spoke with a mouthful of food, looking remarkably like Deans usual eating habits. "She's lovely."

"You think so?" he was pretty certain that Harry said sure but it was hard to tell when he had that much food in his mouth. "You should ask her out then." Harry choked. They waited patiently for him to stop hacking; the only one who was really showing any concern was Castiel who after about thirty seconds of watching Harry cough up his lungs was kind enough to put a hand on his shoulder to heal him.

"No," Harry finally managed to get the word out. "just no."

"Man, she's smoking." Adam stated pointedly, waving his fork for emphasis. "Plus she is so into you, what the hell do you mean no?"

"She is engaged to a guy who is currently doing his final tour of Iraq, they are going to get married next fall in the oak forests about an hour away from here. It will be absolutely brilliant if the weather doesn't turn sour, but she said that they would figure that out closer to the date." He finally registered that the Adam, Gabriel and Dean were staring at him kind of shocked. "What?"

"How do you even know that?" the later asked, still shocked.

"Because I talk to her…"

"Well, my bad." Dean shrugged and sat back.

"Oh don't worry about it," Harry waved a dismissing hand. "She's not my type anyway."

…

"How is she not his type?" Adam Asked incredulously to the occupants of the dimly lit lounge room they had all gathered in late that night. "She is bloody hot."

"She does have a great…." Dean cupped his hands in front of his chest a look of appreciation across his face, and then he got a look of Sam's bitch face number #4 a real original doozy and dropped his hands. "Personality."

"Wait, wait, wait" Adam waved his hand around. "Maybe that's the problem."

"How could that be a problem?" Dean asked.

"Actually," Sam put in for the first time, "Adam has a point. Harry is just a little guy."

"Exactly, he might get lost in all that."

"Right…" Dean said, still slightly confused as to how that was such a bad thing. "We can work with this I suppose."

…..

The very next day, Adam – whose middle name was not subtle – walked straight into the lounge room were Harry was intergrading Castiel into the wonders of Foxtel and stood in front of the tv until he had their attention. "You should date that girl who keeps giving you discounts at the diner out of town." He stated bluntly, ignoring the shock on the young wizards face.

"Suzi?" Harry sputtered out.

"Yeah she seems lovely and nice and she gives us cheap food on a regular basis. What's not to like."

"I don't know, I guess right." Harry gave a nonchalant shrug. "She isn't really my type though."

….

"We were wrong," Adam burst into Sam's room without knocking. "He doesn't like flat chested girls either."

"Well, it was only a theory." Sam shrugged, slowly putting down the book he had been reading. "What do you suggest we do now?"

"Nothing at the moment," Dean's voice shocked them all. "There's a hunt two states over, a haunted house that's turned into a local attraction. We are heading out in twenty minutes."

…

So there Sam and Harry were, waiting patiently for the other two to come back with enough greasy food to strike them all down with heart disease whilst sitting in a crappy hotel doing an all-night research about who exactly this damn ghost could be when Sam noticed something on one of the coffee cups that Harry had been all but glued to. It was a number, or more specifically, a phone number. Immediately he jumped on the opportunity. "You gonner call her up?"

"Who sorry?" the shorter man asked and Sam just gestured to the coffee cup he had cradled in his palm. "Oh, didn't even see it there."

"Well who wrote it?"

"Good question." Harrys face scrunched up in concentration. "I reckon it was that brunette girl behind the counter."

"I know the one." Sam had, after all, done his fair share of the coffee runs. "So back to the original question, you gonner call her?"

"She's not really my type, you know what I mean?"

"Yeah, I suppose so."

….

They were on the way home tried and beaten. As it turns out it had been one of those 'Remains were not found' situations. Only by sheer luck had Sam and Harry thought to go over the house blueprints and retail photos. It was through this that they managed to find that there had been several crucial and spontaneous remodelling's executed around the time of the murders. They later discovered that there was a reason why there were SEVERAL, instead of just the one. The place had been crawling with the dead and it was no more than pure luck that had resulted in them getting rid of all the bodies before being completely ripped apart and you could really tell.

They dragged themselves into a little diner and flopped into a corner booth heads rested on the table as they waited patiently for the waitress to arrive. It didn't take too long and when the pretty waitress came over and they rattled off all their orders, but let's face it, she only had eyes for Harry so just how accurate the orders had been written down was somewhat questionable.

"You should ask her what her number is." Adam stated bluntly.

"Would you guys just lay off for god's sake. I don't have to have a girlfriend and I am so sick of you trying to set me up with literally anyone that looks like they're fractionally interested in me. Now Adam give me your Keys." He had risen to his full and somewhat unimpressive height as he spoke and Adam knew better than to disobey, calmly handing over the keys to his bike and watching as Harry stormed out into the night.

…..

When they finally reached home to find Harry already there and having coffee with Castiel, each of them were quick to offer up their apologies. Harry, being the nice guy he was, accepted immediately offering up a sorry of his own. Between them all they agreed that it would be worth going out for a drink at the local bar, to celebrate their success over adversity and their amazing hard work that paid off, but mostly just to get smashed and let Castiel drive them home

It didn't take long for them to get there, gathering around a table and beginning to drink… and drink… and drink.

In fact it wasn't long at all until they were well on the way to wasted – excluding Castiel of course – and they were busy laughing and joking around. The conversation rapidly went back to them trying to set Harry up with anyone or anything that moved within a hundred metre radius, each time Harry would just continue to say no. The boys were rapidly becoming lost as to who the hell they should elect.

Harry was laughing and saying that it was about time they gave up when Castiel suddenly cut in. "Harry, I have the urge to have a drink but I am unsure as to what it is I should select, would you be so kind as to purchase me one."

"Sure thing Cas, just give me a sec." They watched as Harry walked rather well for someone who had knocked back as many drinks as he had, in the general direction of the bar.

"What the hell Cas, why ask Harry." Dean asked.

"Yeah, he is practically teetotal compared to how much Dean dinks." Adam put in with a smirk.

"And we all know that Adam is the master of social drinking." Sam added.

"Because, I believe that this is the correct opportunity he requires to make the acquaintance of that gentleman." All three of them turned in sync to stare blatantly at Harry who was leaning against the bar talking to a tall, blonde guy with a flirtatious smirk playing across his lips. Even as they gaped Harry laughed and bumped the guys side gently.

"I can honestly say that I didn't see that coming at all." Adam said leaning on the table.

"How the hell did you know Cas?"

"I saw them exchanging glances, as you often do with women."

"Well." Sam rose his glass. "They really weren't his type after all were they?"