Author's Note: Hey I know I stepped away from this, but I'm in the process of working through my stories and revising them. I've had writer's block, but I'm moving forward and starting to push through the block. 3-6-2018

Chapter 1

In a little town of Lawrence where creatures such as angels, demons and vampires exist amongst humans, it was considered unfortunate to be born the eldest of three. Especially, if you were human. You were not only first to fail, but because of your failures the good angels wouldn't choose you.

And such was the fate of Dean Winchester.

Dean, along side his brothers Sam and Adam worked in their father's Autoshop. Lawrence had turned into a merchant town sitting at the foot of a rather large mansion, bordering the size of an actual castle. But of course, there were no such things as castles these days.

The boys had gone to the most prestigious school growing up, their father insisting that his sons were meant for so much more than this machine shop and each of them were eager to branch out to have their own adventure and create their own fortune or perhaps be chosen by an angel.

Well all except for Dean of course.

Sam, being the family genius was meant to make his own fortune, study something spectacular and make a name for himself, perhaps learn the trade of the supernatural their father insisted. Adam, being the very youngest was destined to run a small business and earn his living in a simple trade, and Dean – Dean was supposed to look out for the two of them and maintain the auto shop.

After his mother died when he was just five years old, Dean took to looking after little Sammy Winchester. His father, stricken with grief left for days at a time trying desperately to grow the family business to provide and take care of his boys. When Dean turned ten, Adam showed up on their doorstep with a note pinned to his basket stating that he was John Winchester's son – the mother wanting nothing to do with the bastard child.

Without question, John took him in and Adam became their youngest brother.

Since John was constantly working at the shop, Dean was the one who looked after the younger two. There was a certain amount of screaming and fist fighting between the smaller boys growing up, but Dean still managed to get them to school, learn to cook a decent meal and bathe and tuck his brothers in on John's late work nights.

So, Dean had resolved to living a particularly boring life. There was nothing special about him. Sure, he was handsome – sandy short blonde hair, freckled skin from working outside on cars all day. He had managed to stay fit. Despite Sam's constant grumbling about Dean's terrible eating habits, the eldest Winchester still had more muscle and definition than the other two brothers. And Dean's eyes – the deepest enchanting color of green.

But at 25 years old, he still hadn't had an angel or even a demon caller.

Sammy on the other hand was a good three inches taller than Dean with thick brown locks stopping at his thin jawline. He was skinny and lean due to his rigorous running each morning and his skin just as tanned as Dean's – if not more – from his endless hours swimming in the lake over the summer. There were plenty of angels interested in him and even a few demons came by, but John insisted that all supernatural creatures were evil and refused to let them have him.

Adam however, was much smaller than the first two brothers, but he had a bright and innocent wonder about his sharp eyes. He was paler – John refusing to let him work in the shop – and much thinner than the other two. He was bright and studious and his academics rivaled closely with Sam's. He was a great candidate for many of the angels, but was still too young.

And then one-day John died suddenly leaving little room for the brothers to grieve. Their ever vigilant and work oriented father had left specific instructions in his will.

Bobby Singer, keeper of their father's will, held the brothers' final fates in his hands. "Alright ya idjits, John had some final decisions for you boys." He glanced down at the sheet in front of him adjusting his baseball cap.

"Sammy, you will be taking an apprenticeship at a bakery called Heaven's Delights."

Sam laughed in a way that showed that he wasn't at all pleased. "Lucky me that I love baking so much, huh?"

Bobby chose to ignore him and plowed on. "And Adam, you'll be working under the angel… Balthazar -,"

Adam groaned. "He's the mouthy one that used to come into the shop with all those expensive Italian cars, right?"

Bobby grunted. "Right. But he makes a good living working spells, and teaching angel and demon warding."

His eyes locked with Dean. "And Dean, you'll be tending to the shop in your father's absence."

And Dean of course was completely unsurprised by this.

As his brothers prepared to leave on their separate journeys, Dean bid them a reluctant goodbye. It was no secret that the Demon-Angel war on earth was at its breaking point. Stories of angels going rogue and capturing humans, and demons taking and pillaging villages floated through the countryside. Working in the auto shop with a team of mechanics, fellow humans by the name of Garth and Ash and a vampire by the name of Benny, there were always rumors fluctuating around the garage.

The most recent was simply, the Demon of the Wastelands had been spotted roaming the free surface in search for human prey. It was a known fact that he could draw up deals that no human could ignore. Unfortunately, the Demon of the Wastelands went through humans like a person goes through clothing.

The second major rumor occurred when a black Castle appeared on the hillside one fateful Thursday in April. It was black in color and had large puffs of black clouds billowing from its different pipes and turrets. It would move slowly, almost like a large black spider roaming along the hillside and coming just beside the outskirts of town. And it belonged to one of the most terrifying angels.

From then on people were discouraged from roaming the streets late at night. There were whispers that every Thursday night Castiel Novak, Angel of Thursday, would descend from his strange moving castle to the little market town of Lawrence and steal a human soul.

Dean shuddered at the thought and told his brothers to be careful and call and text often.

-[]-

Almost two months into working at the shop alone, Dean found that he really hadn't had much of a life outside of Sam and Adam. He often found himself talking to his cars, or having idle conversation with Benny about the ins and outs of being a vampire. Hell, even Garth was dating a werewolf. It seemed only Dean's life was boring and uneventful.

The shop was thriving wonderfully. The May Day celebration always brought in a wave of tourists and angels coming to visit the current ruler of Lawrence. Angels of course using human vehicles as a means of bragging rights and transportation, always came into the shop for Dean to alter a paint job or add a modification to car before they drove off towards the giant mansion. The streets were alive with thousands of people bustling in and out of shops, stopping at food kiosks, and wearing flamboyant and vibrant clothing.

Cars, much of which Dean had spent the past three months working on, were lining the streets as well for people to walk by and admire them.

So, Dean gave the men in the shop the day off and retreated to his home where he was getting ready to visit Sam at Heaven's Delight. Judging by his letters, Sam was learning the trade at the bakery quite easily and was even being courted by many angels.

Since angels and demons technically harbored no definitive genders, it wasn't unheard of that humans married their sons and daughters to angels of high households or high standings. Angels and demons simply created vessels, that resembled humans, that they found to be most fitting for them. So Sam, being tall with delicate features and a bright smile was bringing many celestial and demonic beings into Heaven's Delight, generating much appreciated business for Gabriel – the store owner – and much unwanted attention for Sam.

Dean was standing in front of the mirror, careful to dress as plain as possible. He was wearing faded work jeans, a black fitted shirt covered by an unnecessary black and gray plaid flannel and a black leather jacket with a pair of work boots. He was never one to draw attention to himself and wanted nothing more than to slip carefully through the crowded streets and into the bakery.

He flipped the sign to 'closed' in the shop and tactfully made his way through the mob of bodies. Perhaps spending the last two months away from civilization had turned Dean into a recluse, but the mass of people was beginning to make him hyperventilate. He was constantly bumping into someone, never forgetting his 'excuse mes, and sorrys', but still he found it all to be overwhelming.

The first chance he got, he dove down an alleyway shadowed by the recently setting sun. He let out a deep breath he hadn't realized he'd been holding at the relief and safety of being away from the main street. He passed a couple of people passed out on apartment door steps, most of the city by this point had been severely intoxicated. He kept his head down, avoiding any eye contact, glancing occasionally to make sure the bakery was still in sight. He looked back down. Almost there…

"Umph!"

He stumbled back a few paces after running into a man in a soldier's uniform. He was wearing all black which meant that he was on the side of the demons. Dean closed his eyes and took a couple breaths. "Hey," The demon he ran into had a low voice with a thick accent. "Looks like a little human lost its way."

Fan-fucking-tastic.

"I'm not lost." He answered defiantly, clenching his fists at his sides.

Another demon appeared beside the first one. "I don't know Azazael, this little guy looks thirsty." His eyes flashed a dark ugly red. "What say we take him for a nice shot of whiskey? See if he's more fun if we get him to loosen up a bit." His eyes flicked back to a human color as his gaze glided back to Dean's. "What do you say, Dearie?"

Dean furrowed his eyebrows angrily, no way in hell he was gonna be some demon's bitch. "No thanks, my brother's expecting me." He tried to take a step forward but Azazael leaned against the wall beside him lazily. The second demon closed in on his side, boxing Dean against the brick surface.

Dean could feel his hot breath against his face. "He's pretty cute for a human. How old are you anyway?" He inhaled deeply trying to take in Dean's scent. "Young but with…experience." His eyes lit up excitedly, his voice breathy and eager.

"Leave me alone." Dean answered through gritted teeth.

Azazael let out a humorless laugh. "See Alastair, you scare all the humans."

Before Dean could say much more, there was a hand on the small of his back and slim body in a dark navy suit standing beside him. "There you are, Sweetheart. Sorry I'm late." Dean followed the gaze from the white dress shirt, up to the dark blue tie and landing on the fiercest pair of blue eyes he'd ever seen. The stranger's untamed jet black hair and long tan trench coat billowed against the breeze. He turned his head to finally face Dean fully, a dazzling smile on his face. The human noticed a set of emotions dance across the stranger's face before settling into a playful smirk. "I was looking everywhere for you."

Dean was shocked at its sincerity. The hand on his lower back applied a bit more pressure and Dean felt himself blush. He was pretty sure he was forgetting his line.

"Hey! Hey! Get your own damn human!" Alastair drew their attention away from each other and back to him. "We're busy here." He growled gesturing between Dean and himself.

"Are you really?" The stranger managed to look politely confused. He shook his head incredulously. "Why, it looked to me like the two of you were just leaving." He lifted his arm up, his index and middle fingers pointing directly at the demons in front of him. With a flick of his wrist the demons bristled standing completely still.

"What tha-," Alastair started. The stranger then flicked his fingers to the right, then behind him and the two demons shoulder to shoulder marched away.

The stranger slid his hand away from Dean looping his arm through the eldest Winchester's and shoving his hands in his pockets. He began walking in the same direction as Dean had. He glanced over at the stranger beside him noticing that he was staring resolutely straight ahead, a playful smirk still plastered on his face. "Don't hold it against them." Dean jumped slightly and both his hands clutched the stranger's arm as they continued down the alleyway. "They're just following orders." Dean's heart was hammering wildly in his chest. Who was this stranger? And could he possibly be… an angel? His heart dropped to his stomach. It was Thursday… could it be-?

"Where to then, Sweetheart? I'll be your escort this evening." They locked eyes, that dazzling smile plastered to his face once again. Dean felt his guard melt away and he relaxed, inching in a little closer to the strange man.

"Oh! I'm actually just going to the bakery."

The stranger let out a haughty laugh. "What a coincidence, my brother owns the bakery." They continued on their way, a small smile on Dean's face. The stranger was comfortable and welcoming. He bit his lip realizing he should probably ask for his name when he heard rustling behind him. He turned to look but the stranger reached out for one of Dean's hands resting on his arm and gripped it tightly. "Don't be alarmed, but I'm being followed. Act normal."

Fear enveloped Dean and the stranger continued to pull them forward at a faster pace. "Sorry, looks like you're involved." He pulled Dean flush against his side. "This way." He darted down a smaller alley, demons still closing in. He slipped his hand gripping around Dean's waist tightly, clutching onto his hip bone. "Hold on and bend your knees." They stopped abruptly and Dean did as he was told. A moment later the two of them were up in the air, high above the May Day night parade rolling through the streets. Dean cried out startled. The stranger let go of Dean's waist and interlocked their fingers. "Now straighten your legs and start walking."

It was the strangest feeling that Dean had ever experienced in his life. They were walking in the open sky, the feeling of stairs against Dean's feet but when he looked down all he could see were the streets busy with people below. Someone must see them up here, right? "See, not so hard is it?" He looked over at his stranger and couldn't help but melt at his excited and encouraging smile. "You are a natural!" He exclaimed proudly. The bakery loomed into view and the stranger whisked Dean over to stand on the balcony, keeping one hand still interlocked with his. "I'll make sure to draw them off." He smirked pleasantly and Dean couldn't help but beam back at his hero. "Wait a bit before you head back outside."

Dean nodded wistfully. "Okay."

"That's my human." He answered affectionately before slipping his hand away from Dean's and dropping to the crowd below. The eldest Winchester ran to the railing alarmed that the stranger had fallen, only to find a sea of normal faces.

"Dean!" He tore his gaze away from the crowd below as Sammy came rushing towards him, enveloping him in a bone crushing hug. "Someone said they saw you land on the second floor with someone." He looked around expecting to find another person close by.

Dean peered over the edge. "So, I wasn't dreaming."

Sam led him into the building and into an empty office, closing the door behind him. Dean recounted his story with the mysterious man and Sam gaped at him. "Dean do you-," He hesitated. "Do you think it could have been an angel?"

Dean blinked thoughtfully out the window watching but not seeing the crowd below. "I think he was Sammy. But he was so…nice."

"Dean!" Sammy answered aghast. "You need to be careful! What if it had been Castiel? He would have eaten your soul!"

Dean laughed hollowly. "Nah he wouldn't Sam. He only eats pure souls."

The door opened and a small man in a pale blue suit popped his head in. "Samsquatch, can I get you and your brother anything to eat?"

Dean didn't' miss the shy smile that Sam gave him. "Some apple pie would be great Gabriel, thank you."

The owner of the bakery winked flirtatiously and closed the door behind him. "Got something you wanna tell me, Sammy?"

His little brother blushed and cast his gaze to the floor.