Disclaimer: I don't own One Tree Hill and Supernatural.

Hey there! Thanks to those who reviewed and took the time to read my story. Anyway, I'm also planning to make a video for this fic, though I'm still not sure if I can really pull that off. Ha! Okay…on with the story…

3: The First Cut is the Deepest

"Wake up, sleeping beauty," a soft voice cooed.

It took the person a few soft nudges before Brooke finally opened her eyes. She fluttered her eyes slowly and looked around the room. Sam Winchester was sitting on her bedside. He immediately flashed a smile when Brooke opened her eyes.

"Let me guess…" Brooke paused for dramatic purpose before rolling her eyes. "I have to go out with Dean?"

Sam smiled and reluctantly nodded. He offered Brooke a hand and helped her get up from her bed. Brooke blushed when she realized that she was standing in front of a man with nothing but a loose shirt and a pajama on her.

Sam immediately looked away when he saw the look on Brooke's face. "Um…uh, Dean said he'll be ready in an hour." Sam shyly glanced again towards Brooke and smiled mostly to himself; she looked so cute.

Brooke watched with a smile on her face as Sam left her room. She stood there for a moment, completely awed by what had just happened. She snapped herself out of her thoughts and went to the bathroom connected to her room and took a quick bath.

-----

Dean impatiently tapped his fingers on the dashboard of his '67 Chevy Impala. He had been waiting for exactly one hour and fifteen minutes. He was clear that Sam understood that he would only wait for only an hour, and he made it a point to make Sam repeat what he ordered his brother to say.

But here he was, sitting and waiting. Honestly, he doesn't know why he's still waiting; he could've just sped off and left without the girl. But something inside him told him to wait for Brooke, and he just couldn't shrug that feeling off.

A slight tap on his car window made him look towards the passenger side of the car. Standing outside the door was Brooke, dressed in a simple blouse and a pair of jeans. Dean reached across the car to unlock the passenger door and let Brooke in. The moment she opened the door, Dean caught the fragrance of her perfume – lavender. He was caught off-guard by the beautiful scent and was speechless for a moment.

"So where are we going?" Brooke's question pulled him back to reality. She looked at Dean with a smile on her face, her dimples showing off.

Dean cleared his throat and started the engine of his car. "Uh…Dad said we have to go somewhere public."

"How about the park?" Brooke suggested.

Dean lifted his brows as he considered her suggestion and then tilted his head sideward. Both of them stayed silent for the rest of their 15-minute trip to the park. Dean couldn't focus because of their awkward silence, so he turned on his radio and blasted a Led Zeppelin album. When they got to the park, some people already recognized Dean's car.

"Wait," Dean said before Brooke could get out of the car. "I have to look nice."

Brooke didn't get what Dean meant by that until he got out of the car and rushed to her door side to open her door. A smile spread across her plump lips because of the gesture, even if it was done on purpose.

They walked hand in hand in the park and looked like a real happy couple; the two of them really put an effort to look like a couple. A bunch of dogs ran towards them, and Brooke knelt down on the grass to play with the dogs. Dean thought it was cute. Most of the people who saw them almost dropped their mouths; they didn't expect Dean Winchester to bring a girl to a park.

The fake couple walked hand in hand around the park for the rest of the afternoon and tried to look as sweet as they could. To the public's eye, they really looked like a happy lovey-dovey couple.

-----

"What happened to your hand?" Brooke asked as Dean parked the car on their driveway. She couldn't contain her curiosity anymore. "Did you fight with someone?"

Dean looked at her for a moment and saw sympathy in her eyes. He cleared his throat and then looked away from her. "It's nothing. It doesn't even hurt anymore." But the truth was it still hurts like hell.

Brooke reached for Dean's battered hand and gently rubbed it. "It doesn't look like it doesn't hurt anymore."

Dean stared at her for a few seconds before he finally realized that she was holding his hand. He pulled out his hand from Brooke's. "It doesn't hurt anymore, so don't even bother." Being rude has become his defense mechanism.

Brooke looked at him with uncertainty. She knew – almost sure enough – that Dean was just trying to look and act tough. The only question that bothers her was why he would act like that. She looked again at him and then sighed. "If that's what you say," she said and then got out of the car.

Dean shut the engine off and got out of the car. "Brooke," he called out before she was out of his sight.

The brunette turned around to face him.

"This thing between us…You know it's just an arrangement, right?" Dean asked, a bit skeptical.

Brooke smirked. "Of course I do."

Dean sighed. "Good."

The two of them stared at each other for an awkward moment, and then Brooke started to head to the house. Dean watched Brooke as she walked to their house, and had to smirk to himself as he thought of how silly this arrangement was.

-----

Dean woke up to the sound of his cell phone – someone was calling him. The number flashing on the screen was unregistered – probably one of the women he slept with a few weeks ago. He turned off his phone and closed his eyes again, but there was loud giggling from the next room, and it annoyed him.

Before he could even shout as loud as he could to stop the girls, Sam entered his room.

"Get out, Sammy," Dean bossed.

Sam ignored Dean's order and sat on his bed. "How was your date with Brooke?"

"What are you, the latest showbiz reporter?" Dean snapped.

Sam handed Dean the day's newspaper. Dean unfolded it, and a photo of him and Brooke playing with dogs at the park was on the front page. Another picture of him and Brooke walking hand in hand was on the other side. The article below the pictures said:

Is Dean Winchester changing his ways?
Dean Winchester, famous for his one night stands, was caught yesterday with a stunning brunette.
The pair was seen enjoying a peaceful day at the park, and according to on-lookers, the two of them looked love-struck.
Is the infamous bachelor finally changing his ways?

Dean smirked and tossed the newspaper to Sam. "Dad's gonna love this." His voice was thick with sarcasm.

Sam stood up and shook his head. "Anyway, the girls – Jo and Brooke - are going out to go shopping, and then they'll head to Le Bernardin. You're going to meet Brooke there by 6pm. Don't forget," Sam said before leaving Dean's room.

-----

Brooke checked her wrist watch for the tenth time. She had been waiting for Dean for almost an hour now. Jo dropped her at this restaurant because they both thought Dean was already there.

You shouldn't have expected him to be here, Brooke told herself. You shouldn't expect anything from him.

Brooke decided to wait ten more minutes, and when ten minutes had already passed, she called Sam to pick her up.

"I'm so sorry Brooke," Sam said as he ushered Brooke to his car. "Dean is such an ass."

A small smile escaped Brooke's lips as she watched Sam get into the driver's seat. "You don't have to be sorry for your brother."

"He's probably with another woman now in a bar," Sam said as he started the engine of his car. He really did feel sorry for Brooke; she has to endure a lifetime with Dean…well, at least until they decide not to continue the arrangement. Sam knew Dean very well, and he was sure that Dean will back out of the arrangement within no time.

When they got back to the house, John Winchester was shouting. Sam and Brooke can hear it even from the driveway.

"Don't you have any decency left in you?" John roared. "How could you make your girlfriend wait for you alone? You knew that you're supposed to have a date with her!"

Sam and Brooke walked to the house side by side, and for the first time, Brooke saw John Winchester enraged like a bull. He didn't even notice Sam and Brooke enter the house; he was focused on Dean, who was obviously drunk.

"What if I made her wait on purpose?" Dean said sluggishly. "I mean, she's just a girl you arranged to marry me. I don't even like her. And I'm not going to treat her like a girlfriend anymore just to make you look good."

A pang of hurt stabbed Brooke in the chest. Even if she didn't like the arrangement, she kept it to herself. She didn't say out loud that she doesn't like Dean. Sam sensed what Brooke felt and unconsciously wrapped an arm around her shoulder.

"You're such a jerk," Sam said out loud to Dean.

Both John and Dean looked towards Sam, and Dean was shocked when he saw Brooke standing beside Sam. He felt embarrassed and awkward. He was sure that Brooke was hurt because of what he had said.

Brooke sighed and then mustered up a fake smile before walking out of the living room.

-----

The next day, Brooke had breakfast with the whole Winchester family, though Dean was careful enough not to look at her. They all ate in silence; it almost made Brooke crazy. Heck, she was crazy. No person in their right mind would agree to marry one of the most infamous boys in Manhattan.

After their breakfast, John and Ellen went to work while the rest of the Winchesters as well as Brooke stayed in the house. Jo followed Brooke to her room so she could bond with the brunette. They lounged on Brooke's bed and looked through the photo albums Brooke brought.

"This was during our school's championship game. I was sixteen back then." Brooke pointed her finger to a photo of her sandwiched in between Peyton and Haley, all three of them dressed in their cheer uniforms. "They're my best friends."

"You were a cheerleader? I bet you were so popular in your town," Jo mused and then flipped over to the next page. She had to laugh when she saw Brooke dressed as a devil with her curly best friend dressed as a gothic angel.

A small smile escaped Brooke's lips; those were the good times. "I miss my friends so much."

Jo felt sympathy for Brooke and almost thought of blaming her eldest stepbrother for making the brunette's life change. "Tell me more about -"

A loud thud made Jo stop talking. Brooke and Jo jumped out of the bed and ran to the nearest window. They saw Dean at the backyard hitting his car with a crowbar.

Jo shook her head.

"Maybe I should go check on him," Brooke said and before Jo could say something to stop the brunette, Brooke was already on her way out of her room.

Brooke could see how angry Dean was as he came into view when she went out of the back door. Dean kept on hitting his car trunk with the crowbar; he looked like he didn't want to stop. She took a deep breath as she walked towards Dean.

"Dean…" she murmured.

Dean stopped and turned to look at the brunette in front of him. His eyes were scorching; it almost burned Brooke on the spot.

Brooke tried not to feel scared, but she couldn't. The way Dean looked at her was so intense; it sent a shiver down her spine. "What's the matter?"

"You," Dean replied harshly, "You're the problem." His voice was cold, hard, and distant.

Brooke was taken aback by his caustic response. Tears were already about to flood her rosy cheeks.

Dean didn't care if she got hurt by his words. He stopped caring a long time ago, but a pang of guilt hit him as he watched Brooke fight her tears. "Get out of my sight," he muttered coldly.

Brooke's lips trembled as Dean stared at her intently with angst in his eyes. She removed her gaze on him and slowly walked away. Her knees felt weak as she dragged herself back to the house.

When Brooke closed the door, she broke down in tears. She couldn't help but feel small because of the way Dean treats her, but most importantly, she felt sorry for herself. She couldn't believe how she got herself to the mess she's in right now.

Right then, Jo passed by the kitchen and saw Brooke sitting on the floor, crying. She rushed to her side and wrapped her arms around the brunette. "What happened?"

Brooke just shook her head as her tears continued to run down her cheeks.

-----

Dean threw the crowbar angrily and slammed his fists on his car. "Damn it!"

His life was so messed up; he didn't know how to fix it anymore. Three years ago, he was living a happy life with his family and girlfriend. Now, he had changed big time and he couldn't believe that he obeyed his father's order to get married to a woman he barely knew.

The thing that made him feel angry the most was the fact that he could just back out of the arrangement with a snap of his fingers, but for some unknown reason, he couldn't.