This one-shot is based off of season eight where Sam was in a relationship with Amelia (wasn't a big fan to be honest), except it's with my own characters. I really enjoyed writing this one and I couldn't wait to put it up. I hope you enjoy and please remember to review. Happy reading. x

All rights go to the owners of Supernatural, except for my original character.

Cry Me a River

Alex and Dean pulled into a gravel parking lot off the I-70. The Impala drove into an open parking space besides the diner named "Mel's Diner".

Anxious, Alex slouched in her seat and let out a small sigh. She was staring out the window, watching diners come and go from their cars, probably living a worry-free life at that very moment. Dean shut off the engine and glanced over to his sister; she wasn't speaking and she hadn't said much on the drive over. When she received the call a week after reuniting with Dean, she couldn't help but have a feeling that the situation would go south; but deep down, she already knew how it would end.

"Want me to go with you?" Dean offered, filling the silence.

Alex didn't answer for a good minute, she just stared out the window. Then, she finally faced the front of the car. She worked up enough courage to finally get out of the car and get the whole thing over with. "No, I think you should stay here."

"I'll be here then." Dean replied. Nodding and giving one last sigh as an effort to calm her nerves, Alex opened the car door and stepped out, closing the heavy door behind her. The winter air was crisp and chilly, but the sky was grey, which was a major player in her mood. She tucked her hands into the warm pockets of her jacket and slowly walked over to the diner doors. She knew this was bound to happen; after all, she up and left in the middle of the night without a word. Alex was almost to the doors when she suddenly stopped in her tracks and turned around. She was feeling even worse than she did before she got out of the car. Alex made eye contact with Dean, who had stepped out from behind the driver's seat, leaning on the Impala and she didn't even have to say anything…he just knew.

Dean lifted off the car and walked over to Alex, giving her a reassuring smile and a pat on the shoulder. He opened the door, allowing Alex to enter first and look around the inside; and when she found what-more like who she was looking for, her face went hot.

There he sat, James, waiting for Alex to make her way over to his table.

"You going to be okay?" Dean quietly asked while eyeing the guy sitting alone at the table furthest from the door.

Alex nodded and replied over her shoulder, "Yeah, just…don't leave." She felt like a five-year-old saying that to her older brother, but now she was feeling uncertain about the whole meeting. She could've just ignored all his calls, never seen the guy again and she wouldn't have to be in this situation; but her conscience wouldn't let her do that.

"Wouldn't dream of it little sis." Dean went over to sit down at the counter and order a coffee while he waited for Alex. When Alex had told him about the relationship she had been in while he was gone, it took him by surprise a little. She told him that she had stopped hunting and she had made a life with this guy. He knew that his sister had always wanted something more in terms of a "normal life", but they'd had several conversations about having a "normal life" one day; and in the end, both agreed that the two of them just didn't see it in the future…for either of them.

Finally, making her way over to James, Alex tried to put on a smile, although she knew it was more of a sympathetic smile. Looking at James, he wasn't looking too happy, but she couldn't blame the guy. Upon her arrival to the small, round table, James greeted her with a small, hurt filled smiled that disappeared just as quickly as it had come.

"Hey. thanks for meeting me." James said.

"Wasn't a problem." Replied Alex.

"So, is that him?"

"What?" Alex asked, genuinely confused.

Pointing over towards the counter with his coffee cup in hand, James continued, "Your brother. Is that him?"

Glancing over in the direction of Dean, as if to reassure herself that it was in fact her brother, Alex responded, "Yeah, that's Dean."

"Hm."

The pair sat in silence for a moment before one of them spoke again. "Where was he?" James inquired.

"Dean?" Alex asked, feeling like she was being interrogated.

"Yes, Dean."

"I told you. He was…away."

"Away? That's all I get?"

"What do you want me to say? You want the guy's whole life story?"

"I want some answers, Alex. Like, how come you decided to get up, pack your clothes and take off in the middle of the night? Without even saying anything?!" James was raising his voice now and it caught the attention of several diner staff and guest, including Dean. Alex had to turn around (because she knew he would step in if he felt the need to) to send him a look that said "it's okay or I have it under control".

"I needed to meet up with my brother; who was gone for a year. I couldn't leave him by himself."

"Sounds like a personal problem." James mumbled.

"Excuse me?" Alex challenged, crossing her arms.

"What?" James asked, throwing his hands up in the air. "Don't even think or try to tell me that I don't have a right to be pissed off. Alex, you left; without a single word. Then you go and ignore my calls and text? That's not okay."

"…I know. And I'm sorry, believe me. It's just…it's hard okay?"

"What's hard?"

Alex let out a frustrated sigh. She ran a hand roughly on her face and up through her hair; she didn't feel like explaining this. So, she just sat there, staring at the window, shaking her head.

"…no answer?" James continued to interrogate.

"Oh my god, you know what? I don't need to explain this to you again. Once was enough."

"Oh, what? It's hard to keep a steady relationship because of your job? Your little 'family business'?"

"If you already know the damn answer then why do you ask?"

Adjusting in his seat, James sat forward and he grabbed both of Alex's hands in his. She was cautious, but she didn't pull away from him. "Okay, the way I see it…" he started, "we have two options here."

"Um, okay?"

"Either we walk out of this diner together, forgetting this ever happened, which I'm more than willing to do because I love you, or you walk out by yourself; or I guess in this case with your surgically attached brother over there."

Alex was looking at James like he had two heads. Was he seriously doing this? "You're seriously giving me an ultimatum?"

"Well, I don't know what else to do here! We had a great thing going and it can continue, but a week ago you just dropped it like it was nothing."

Alex was beyond balked; but at the same time, she also knew that she was in the wrong and part of her wanted to stay and clean up the mess she had caused; but she couldn't bring herself to do it. Looking up at James, she could see the realization in his face; the realization of the choice she had silently made while he was waiting for a verbal answer. He let go of her hands and sat back in his chair, scoffing. "Seriously, Alex?" he hissed, heavy with irritation.

"James, look I-"

"Yeah, yeah, I know! It's complicated, right?" he interrupted. "If you could've told me right months ago that this is how we would end up, I would've said get the hell out of here so I don't waste my time…"

"And that's my que." Alex thought to herself. She stood up from her seat, moved around to James' side of the table and struck his face with one forceful slap.

"God! What the hell is wrong with you?!" James shouted, now out of his seat.

"Goodbye, James. I hope you have a nice life." Those parting words had kind of a double meaning for Alex. One part of her felt like she really meant those words because James did nothing to deserve what had happened, but the other part felt like it was a sarcastic remark where she hoped his life went to shit.

Not caring about the attention that she had drawn to herself, Alex strode swiftly over to the seat where Dean was sitting, watching her fume across the diner. Alex didn't stop by him, but she tugged on his jacket as she sped by and yelled "Let's go!"

Dean didn't have to be told twice, though. He got up from his stool and pulled out money for the coffee he had bought and followed Alex out the door. The pair got into the Impala and without question, Dean started up the engine, pulling out of the parking lot and leaving the disastrous scene behind.

It was dark out now and the pair had been driving around aimlessly for a few hours. Dean was hoping that it would give his sister a chance to cool off; and maybe talk about the whole scene back at the diner. He wasn't one for the emotional "chick flick moment", but knowing his sister, he knew that she would want to talk eventually.

"…how's your hand?" he asked hesitantly, not knowing how she would respond.

"Hm, it's fine." Alex replied monotone, flexing her fingers.

"Listen, Alex-"

"I'll talk when I want to talk, okay?"

"Okay, I just…never mind."

Alex didn't mean to snap at Dean the way she did. She was still heated from the diner and she could tell it wasn't going away any time soon. "That son of a bitch tried to give me an ultimatum!" she spat out quickly.

"What was it?" Dean asked, glancing from the road over to Alex.

"He basically said it was him or you."

Dean gave her a look of confusion, mixed with aversion. "That sounds weird when you say it like that."

"But you know what I mean." Alex stated.

The pair drove in silence. None of the relationships that either of them had, never seemed to stick. Was it due to the kind of life they lived or was it something else? Could it be because of who they are as individuals?

"I'm sorry, Alex."

Alex quickly turned her attention towards Dean. Her face was pensive at first, but then it softened as she said, "You don't need to be sorry. None of this is your fault."

Dean didn't reply with words, just a small sideways glance away from the road.

"I knew how it would end anyway." Alex continued.

"What do you mean?" asked Dean.

"I knew how the whole thing would end. I knew it before we made it to the diner, before I even sat down in that chair. And he knew it, too…"

"Alex, I-"

"No, don't apologize. You have nothing to be sorry for…this is my fault. I knew better…shouldn't have ever started something in the first place."

Thanks for reading and please remember to review! I would really appreciate it! Also, check out my other work(s): The Unforeseeable Life of Alexandra Winchester.