Chapter Text
Dean was drinking at the bar because of a heartbreak. Again.
It wasn't an unusual scene, really. The bartender, Jo, was used to it even. The good part was that he wasn't alone this time.
“I mean, I just don't get it.” Charlie said with a frustrated huff.
“Charlie. I think this phrase has been repeated enough times by you and by the voice in my head. Just leave it and drink with me.”
Dean raises his glass of beer and drinks the rest of it in a long gulp, which was interrupted by Charlie's complaints.
“But I'm serious, Dean! Look, you're smart, funny, and have a beautiful car. AND! You're hot! And you know my opinion is extremely valuable on men's hotness since im a man hating lesbian-” she hiccups, “Also, you're like, super famous, every single person on the internet wants to sleep with you. So, don't crucify me for trying to understand why Lisa cheated on you.” She says while laying her forehead on his shoulder. Red hair falls in front of Charlie's face doing Dean the favour of hiding his obscured expression from her view.
Dean doesn't get it either. Or does he?
He may be a really good musician, a good lookin’ man, a nice guy to be around sometimes. But deep down, Dean always knew there was something wrong with him, something shattered that he just couldn't share with anyone. And in his day life that didn't bother him much, he could just forget about that angry and lonely part of him by bothering himself with work (some may even consider him a workaholic) or drinking in the afternoon alone in his apartment as always. But every time he began a new relationship, that part of him would always resurface when dealing with the problems that came with it. But instead of acknowledging it, Dean would just refuse to speak ‘bout it, letting it rust what could have been a growing and loving relationship.
It's a Winchester classic.
Dean leaves his internal monologue for himself, instead choosing to respond to Charlie's statement with a weak laugh and an “I know.”
But then, he chooses to be a little bit honest. She's his best friend. Charlie deserves to know at least a part of his internal struggles, like he knows hers.
“You know I'm not an easy person to deal with, right Charles? I don't really blame her, y'know.”
She raises her head, an alarmed expression covering her face.
“You’re forgiving her?! How can-”
“Hey, calm down. I never said that, did I? It's just that-” Dean sighs, “She was an asshole, okay? She didn't have to cheat, but it's not like we were a couple. Were we in a relationship? Yes, but we weren't an actual couple. And that was completely my fault.”
Charlie frowns at his words.
“What do you mean?”
“Let’s just say I wasn't a good boyfriend. I'm not saying that not being ideal is an excuse to cheat on me, but… yeah. She didn't find what she wanted at home, so she went to another guy while being in a relationship. It's easier than having to break up with a well known musician who's going to write songs ‘bout his broken heart or whatever.”
“Well, you said it like it is an excuse, Dean. She's more than an asshole, damnit. I'm your best friend, I spend more hours with you than with my family and I will not tolerate you talking about yourself like that!” She says while shaking his shoulders with her hands.
Dean huffs a laugh. “Thanks, red.”
In the depths of his mind, he promises himself that he's gonna take a break from relationships.