It had been three weeks since their break up and Dean was hurting. He'd been in a terrible break up before, but this was so much worse. Not only did he love her, but he had to see her every day which made coping damn near impossible. Sam had tried to get him to open up, but Dean just brushed him off saying that he was fine. Sam didn't believe him because he knew that Dean cared so much for Charlie, but he backed off. What pissed Dean off though was that Charlie seemed unfazed by any of it. He was under the impression that girls were supposed to be emotional wrecks after splits, but she proved him wrong.

He couldn't believe he was so stupid. He was a fucking moron. He screwed up big time. This was the only thing in his life he didn't know how to fix. He, Dean Winchester, royally screwed himself over. She was the best thing to ever happen to him and he fucked up. There she was, just sitting on the bed reading over Sam's notes not realizing he was staring at her. He should've just walked over to her and apologized for being an asshole, but being so damned proud, he couldn't bring himself to do it.

It had all started when the trio was in Ohio celebrating a hunt gone right. They were in a bar throwing back shots when a man had walked up to them. It turned out this guy, Kevin, was an old friend of Charlie's. Not just a friend, but an ex-boyfriend. Before the guy left, he had told Charlie to give him a call to catch up. Dean was buzzed so once the guy left he began drilling Charlie about the guy. "How long did you date? Did you sleep together? Was he good in bed? Why didn't you tell me?" Charlie had said that he didn't need to worry because it was a long time ago. Dean still didn't stop with the questions. He tried to find out as much as he could, but he just pissed her off. She got up and stormed out of the bar. Dean followed and so did Sam to try and stop them from fighting.

Charlie was heading back to the room when Dean had caught up. He kept asking why she didn't tell him about Kevin. She kept answering with that Kevin didn't mean anything anymore. Dean got fed up and began yelling at her. She ignored him and walked into the room leaving him to fume in the motel parking lot. Sam followed Charlie into the room leaving Dean to walk back to the bar.

Dean sat at the bar ordering whisky. He got drunk and walked over to the pool tables and decided to wow people with his talents. It wasn't long before there was a crowd surrounding him made up of mostly girls. One girl was draped over him nipping at his neck. He was too wound up in showing off and the chick sucking his neck to notice Charlie walk back into the bar. She watched him kiss the girl so she walked up to Dean, pulled the girl off of him and sucker punched him. He looked shocked at what happened taking only a few seconds to realize that he made a huge mistake.

The girl that had been pulled off put two and two together and slapped Dean. "You ass! You never said you had a girlfriend!" she screamed before storming off.

"He doesn't anymore," said Charlie before turning on her heel and leaving the bar.

Now. Here he was: sitting around broken, trying to act as if everything was normal.

Sam had gotten back to the room bringing food and more research. He was pissed at Dean for his bullshit behavior, too. He refused to talk to him unless it was relevant. He explained the new information he found. Turns out, they were hunting a malicious spirit that seemed to turn its victims crazy. Unfortunately, they didn't know what was making the thing choose its victims.

That night, Dean had fallen asleep early not having anything better to do. He would've gone to a bar but knew the trouble drinking had previously gotten him into. He had slipped into unconsciousness and was soon greeted by a light slipping through the cracks of a closet door. He heard heavy breathing and panting coming from the other side and decided to take a peek. What he saw had him feeling as if he got the wind knocked out of him then kicked in the junk. There on a bed was Charlie riding away on some guy's dick. Dean wanted to look away so bad, but, for the life of him, he couldn't do it. He was frozen in place forced to watch. He watched her bounce up and down moaning for the guy to fuck her harder and deeper. Just when he couldn't take it anymore, it got worse. He finally saw the guy's face as he sat up to comply with Charlie's requests. He felt like his dick was ripped off and used to slap him. The other man was none other than his own brother: the unmistakable shaggy hair, puppy dog eyes glinting with ecstasy, and the tall built frame. Sam had an arm wrapped around her trying to balance her on his cock while his other arm was holding them up. They simultaneously reached their orgasms screaming out in utter pleasure causing Dean to feel utterly betrayed.