Dean saw you the moment he and Sam set foot in the bar. His first thought was that he wanted to buy you a drink and see where the night went. Then, he saw who he assumed was your boyfriend by the way the two of you were interacting. Sighing, Dean slid into the booth across from Sam and ordered a beer. Maybe someone else would catch his eye. It had been a long and grueling hunt though, so Dean's main mission was just to knock back a few beers and relax. Apparently, that wasn't to be that night.

Dean's green eyes kept find their way back to you. At first, you and your boyfriend were all flirty and whatnot. But that soon changed. As the night went on, your boyfriend got the wandering eye. Every single woman that walked by him made him look. It was as if you weren't even there anymore. He kept doing it even though you were sitting right there and trying to get his attention.

After a while, Dean saw you give up and just stare into your drink. It riled him up. No woman should be treated that way in his opinion. He really wanted to stay out of it since he didn't want to cause any trouble, but he was finding it harder by the minute. When you moved down the bar a little ways and your boyfriend didn't notice, Dean decided that he needed to at least check on you.

He got up and made his way over to you. Once he was there, he knocked on the bar and said, "The lady's next drink is on me." The bartender smiled and nodded. "Look, I appreciate the drink, but I'm not in the mood. Besides, my boyfriend's here with me." You waved in the direction of your boyfriend. The bartender gave you a sympathetic look as you sighed. "Yeah, I can see that. But you seem to be in a bad mood and he isn't here comforting you. No offense, Sweetheart, but that's not a good boyfriend," Dean said. He took a chance and sat on the stool next to you.

You ran your thumb around the outside of your drink. "I know," you whispered. Even though you weren't looking at him, Dean could hear the tears in your voice. "I don't understand why he does this," you continued in the same tone. "I give him everything. Am I just not good enough?"

"I'm sure you're too good for that guy. You seem really sweet, not to mention the way you look in that dress," Dean said as his eyes scanned your form. The dress you were wearing was stunning and clung just right. You let out a bitter laugh. "Thanks, I guess. But I hate this dress. I only wore it because he likes it." Dean rolled his eyes. "If you don't like it, don't wear it. Don't get me wrong, Princess, you looked like a knockout but I think a girl in jeans and flannel is the hottest thing in the world."

You actually smiled a little at that. "And just where do you think all that flirting is going to get you?" you quipped, making Dean laugh loudly. "With you? Nowhere. I just wanted to see you smile before I left and since your boyfriend isn't doing the job, I thought I might give it shot." You laughed again, but this time it was one of happiness. "Well thank you..."

"Dean," he offered and you told him your name. The two of you started talking and drinking together, letting the time pass you both by. Dean learned that you really were a very sweet woman and that the beauty he saw on the outside was also on the inside. Neither of you noticed you boyfriend's eyes finally making their way back to you. And when he saw what was happening, he was furious.

You were in the middle of laughing at something Dean said when you heard your boyfriend barking out your name. You looked over your shoulder and saw him approaching. He wore a smile that was obviously fake. "Who's your friend?" he asked, placing a hand on your shoulder. You shrugged it off with a frown. He put it back. "This is Dean. He's been keeping me company since you seemed more interested in everyone besides me."

The hand on your shoulder tightened a bit. Not enough to hurt, but enough to let you know that you had royally pissed him off. "Do you make a habit of stealing other people's girlfriends?" he bit out at Dean. Dean just raised a brow. "I'm not stealing anyone's girlfriend. Y/N and I were just talking about how much of a dick you are for ignoring her. You think a woman like her just falls from the sky, man? And you treat her like crap? You don't deserve her."

Your boyfriend looked at you in false hurt. "Come on, Y/N. Are you just gonna let him talk to me like that? I'm your boyfriend. I treat you right." You let your gaze travel between Dean and your boyfriend. Dean gave you smile and a shrug. He knew you were going to do whatever you wanted, no matter what. He didn't even know you that well so why would you break up with your boyfriend just because Dean had pointed out the obvious?

"Actually, I am. You do treat me like crap. I wore this dress for you even though I hate it and you've spent the entire night ignoring me. You've looked at every single girl in here except for me, until I started talking to Dean anyway. And that's only tonight. You always do this and I'm done. I'm with you." You got up and started to walk away, but your now ex-boyfriend grabbed your arm. "Don't...don't do this." You rolled your eyes. "Let the lady go. She made her choice," Dean said with a threat in his tone. Your ex sized Dean up and decided it would probably not be a good idea to pick a fight with him. He let you go and went back to his stool.

"Thanks, Dean. You really saved my night." Dean just shrugged. "It's what I do." You giggled. "What? Saving damsels in distress?" Dean shook his head. "Helping out pretty ladies. Besides, you don't need anyone to save you, do you, Sweetheart?" You assured him you didn't, but thanked him again all the same. You turned to leave, but Dean called out to you. "My brother and I are heading out of town tomorrow, but I'd like to see you again if we come back through town." You agreed and left him your number.

*time skip*

Dean smiled as the familiar bar came into view. It had been nearly a year since the last time he'd been in town, but he was excited all the same. Even though he hadn't seen since you met, you and Dean had kept in contact off and on since you'd left the bar that night. Dean felt a connection to you that he hadn't felt with anyone for a long time. And now, he was ready to see if there was anything more than friendship there.

He opened the door to the practically empty bar. "Be with you in a sec!" a voice called out. Dean sat at the bar. He hoped you'd show up soon. He was on edge waiting to see you. It wouldn't be too long though. A familiar person walked behind the bar. "Dean." Dean blinked in surprise. When you said you'd meet him in the bar, he didn't think you'd actually be working there now. But you looked happy and fantastic. You had ditched the dress in favor of jeans and flannel.

"Damn," Dean whispered, but you heard him anyway. You rewarded him with a smile. "Well, damn yourself, Dean." You came around to where he was sitting and hugged him close. You felt like you were hugging an old friend. "It's good to see you, D. I'd be lying if I said I didn't miss you." Dean squeezed you. He really needed to feel you in his arms, but he hadn't realized how much until now. "I missed you too, Sweetheart."