I do not own anything, but Kripke did a fabulous job! The mistakes are mine however.

Dean Winchester sat in the front seat of his black '67 Impala, his little brother sitting in the seat beside him looking nervous. He could tell Sam was nervous because the kid had a death grip on the shoulder strap of his backpack, white knuckling it all the way. He has to chuckle to himself, only Sam would get himself this worked up about school.
"Sam, relax man. Take a breath; we've been through this before." Dean soothes, squeezing the back of Sam's neck. But today was a big day for Sam; today was his first day of high school and the start of Dean's senior year. He was a mere ten months shy of graduating, ten unbearably long months. "This is the same song and dance that we've had to deal with our whole lives, right?" He shoots his kid brother a cocky grin and opens his door; Sam mirrors the lanky fourteen year old standing beside his brother taking the scene in. The school looked normal enough two hundred and some odd kids milling about, chatting up their friends. Dean takes a deep breath and pushes his little brother forward, following close behind towards the front of the school, they follow the signs to the main office, the secretary hands the boys their class schedules. It was time for the brothers to part ways, which was only making Sam that much more anxious. Sam was good at school, he unlike Dean liked school, but Sam was not good at making friends, making each new move that much more challenging.
The boys go their separate ways, Sam shooting Dean one last nervous look and made his way down to the freshmen hallway. Dean saunters down the senior hallway scanning his schedule. 01 English 12 02 Physics 03 Government Lunch 04 Study Hall 05 Trig.
06 College Preparation Not a bad load but what the hell is College Preparation, he thought to himself, looking up to scan the crowd of his classmates. They all looked fairly normal; the usual cliques were present jocks, nerds, stoners, and hotties. All of the girls were gorgeous, tall and lean. Especially the blonde, standing next to his assigned locker, she had great legs, tanned and toned, and an even better butt.
Dean decided it was time to turn on that Winchester charm; he saunters up to her and gives her a cocky grin. "Hey Darlin'-"
"Not interested," she sighs not even looking up, taking Dean aback. He never gets turned down. Most girls throw themselves at him. She glances over and sees Dean still standing there and smirks, "perhaps I was unclear when I said not interested I really meant was Back off." She clarifies bluntly, eyes blazing.
"Um… I don't get it. Are you playing hard to get? 'Cause that's hot."
She chuckles but in a snide way, "So it's gonna be like that, huh?" she muttered to herself. "Okay Romeo, here's the deal. In case my hostility wasn't a big enough red flag for you. I'm not some blonde bimbo that just blows a guy off to make them try harder." She takes a deep breath before continuing. "Now go away." She orders as she slams her locker door shut. Dean can't help but smile, this girl was full of piss and vinegar which made her all the more challenging. And there is nothing the Winchester men love more than a challenge. As the days and weeks progressed this challenge that Dean had set his sights upon was proving to be more difficult than he had expected. The leggy blonde he had set his sights on was not only immune to his charms but she was also the sheriff's precious baby girl, the only girl in a family of four boys. Katelynne Bree Moore or more commonly referred to as Katy Bree, was a force to be reckoned with, she was tough, smart, athletic. Everything Dean could have possibly wanted in the conquest of the month with one minor hitch; she wanted absolutely nothing to do with him. which in turn made him want her that much more. They had four out of his five classes together and she was always close to him, close enough that he could smell her shampoo and her perfume, Katy Bree smelt like magic. She was driving him crazy; what he wouldn't give to-
"Dean!" John barked, his father's voice pulling him from his thoughts of Katy Bree Moore. "Huh?" Dean's head snapped up to meet John's dark eyes, quickly wiping a hand across his mouth, was he drooling? Get it together Dean; he thought to himself as John heaved an exasperated sigh.
"I asked you if you noticed the impala was running a little rough, I think you need to check the timing belt." his dad scratched at his beard, John's menial patience nonexistence that afternoon.
"Ya think so?" the old girl felt like she was running fine to him, but then again he'd been distracted lately. Dean cleared his throat before continuing "I'll take a look at it tomorrow after school, check things over."
John gave what appeared to be a satisfied nod then asked, "Did you boys run this morning?"
"No sir"
Another nod from his dad, "alright well I'm going to go grab dinner, I want four miles from each of you before I get back, got it?"
"Yes sir," Dean replied as he heaved himself up off the couch. "Sammy," he called "Quit playin' with your hair, we gotta train."
A muffled "jerk" came from Sam's room as John went on his way to grab dinner for himself and the boys.

Dean Winchester was infuriating. Katy Bree Moore sat behind the counter of her mother's diner 'Moore Cookin', waiting for her chocolate crème pie to finish in the oven. Thursdays were chocolate pie day, since Katy was thirteen she had always made six pies on Wednesday night got up early the next morning and baked them for the dessert of the day. She hated Thursdays almost as much as she hated that cocky grin on Dean's smug face, and those perfect straight white teeth, his strong jaw, that leather jacket. He was a gorgeous infuriating man child.
The shrill buzz of the timer interrupted her rant she scurried back to her pies, baked to perfection and pulled them out of the oven. She popped her head into her mother's office said her good byes and drove to school to being what was sure to be a long day. She just didn't realize how long until third period government. The senior project, a subject that sends a cold rush of fear in to the hearts of even the freshmen, every year the government classes are divided in to pairs, selected at random. Each pair is given a topic on which they are expected to write a 15-20 page paper. That paper is later converted in to a presentation in total said paper and presentation count for fifty percent of the final grade of the participants. Today was partner and topic assignments. Katy Bree sat there waiting for her doom to be handed down, and she had this horrible feeling that her day was only going to get worse.
"Okay class now for the time you have all been wait so patiently for … project assignments. Girls you will pick the name of your partner unless I have told you other wise and gentlemen you will be picking the topic from the fish bowls at the end of my desk" Mrs. Jensen gestured toward the two bowls sitting on either side of her desk. "Now remember that I do not allow switching of partners or topics immediately following your selection you must come tell me what you have-" before she could finish her sentence Dean swung open the door and sauntered in to the class room, a whole forty-five minutes late. "Mr. Winchester, so nice of you to join us." grimaced Mrs. Jensen.
Dean flashed her a cocky smile as he slid in to the seat behind me, I could feel his booted feet come to rest on the shelf under my seat that was meant for textbooks, "I had an opening in my schedule thought I'd swing by." He replied.
Jensen rolled her eyes before continuing, "As I was saying you will report you partner and topic to me immediately after selecting them. I wish you the best of luck. You may begin." It was as if she had just told us to go swimming with Jaws, no one moved to do anything for a moment then slowly one by one their classmates began selecting their partners and topics. Katy Bree got up and made her way to the bowl containing names, she reached in and snatched one of the few remaining slips of paper. With shaky fingers she unfolded the slip and her heart literally stopped as she read the name scrawled across it.
"You've got to be kidding me," Katy mumbled under her breath as she stood in line to tell her teacher who her partner would be.
Jensen smiled excitedly, the woman far too happy to be inflicting pain and torture on her students. "Katy whom do you have dear?" she asked compliantly oblivious to Katy's dilemma.
"Dean Winchester," Katy Bree sighed dejectedly, watching as his head snapped in her direction as he rooted around in the remaining topics. A sly smile crossed his face as he confidently snatched a piece up and walked a few steps over to her. Throwing an arm around her shoulders, Katy had to resist the urge to punch him where it counted.
"Howdy partner," he greeted her as the bell rang dismissing them from class. Katy rolled her eyes and slipped from under his arm.
"Don't forget I would like a rough outline for class tomorrow, nothing concrete I would just like for you to spend some time fostering comradely in this partnership being things on the right foot, have a good night see you tomorrow." bellowed Mrs. Jensen over the commotion of students packing up to go to their next classes. Dean smiled at her those perfect straight teeth sparkling, "So Katy Bree. When can I come over to your house?"
She cut her eyes at him before saying, "Never, I work every day after school. Moore Cookin' you can meet me there at six when I have my dinner break. Some of us don't get to be delinquents all day."
Dean looked insulted that she implied he was a delinquent, "I have a job thank you."
"Oh yea where do you work, hoodlums are us?"
He gave a forced laugh before shaking his head, "I take care of my little brother. Our dad's out of town a lot on business and leaves the kid for me to handle."
"Where's your mom?" Katy asked, for the first time her tone was not full of disdain.
Dean looked down at the floor, "My mom died when I was little."
Katy Bree didn't know what to say after he dropped that bomb on her. Here she was thinking that Dean Winchester was some entitled punk, but that wasn't the case at all there was more to him than that façade he put on for the world to see, and yet there was still something dark, edgy just under the surface. "Oh, okay well I guess meet me at the diner at six and we can talk more about the project." She said this because how else do you reply to something like that? He gave a curt nod before leaving Katy by her desk alone to pull her foot out of her mouth.