For the sake of the story, Sam is 18 and Dean is 21, and the girl is 18. No jail for Dean sorry.
It was a prank, a harmless, funny, prank but for whatever reason Dean absolutely flipped.
"MY HAIR IS PINK SAM! THAT'S NOT FUNNY!" Dean screamed at him and suddenly it wasn't funny, suddenly it was scary; Dean was scary because Dean had never screamed at him before and looked at him with a look of pure rage in his eyes and it didn't help that he and Dean were alone.
"Ok, Dean I'm so-"
"SHUT UP SAM!" the twenty-one-year-old yelled.
"Dean, I'm so-" "shut. up. Sam" Dean spoke with forced calm suddenly.
"I didn't th-" but before Sam could finish what he was saying he was slammed into the wall so hard that his head bounced off it.
Sam squeezed his eyes closed as Dean spoke menacingly, "Don't say another word to me Sam, I mean it" then he let go of Sam's collar and walked off, problem to get the dye out of his hair that was in fact washable.
Sam put a hand to the back of his head and grimaced when he felt the lump that had already begun to form.
Well, that explains some of the issues but not really let's fast forward.
A week later Dean and Sam were cooler than ever, the best of buds. But Dean was plotting. He hadn't meant it when he said he was "over it" or that he was "sorry" for freaking out, no, Dean just needed to make it look that way so that when his opportunity came to get Sam back he would be able to hit him where it hurt.
Sam had been raving on and on about a girl named Kelly and the second that her name was uttered Dean knew what he was going to do. He was going to let little Sammy fall nice and hard for the girl and then take her from him. Steal his girl in better terms, it was perfect and would definitely work. Now to see if the Kelly girl was interested in him at all.
"Hey, Kelly" Dean spoke as he strolled up to the girl's locker. The girl was instantly flustered telling Dean everything he needed to know. "Oh.. h-h-hi D-Dean" he grinned charmingly at her and he was surprised she didn't pass out right then and there with the way she gasped.
Dean decided that he could skip the pleasantries and quickly scooped the girl up for a kiss before grinning once more and leaving.
This is gonna rock his world, Dean thought cockily.
When Dean got home Sam immediately launched into how pretty Kelly had looked that day, how she smelt and all that other crap.
You just wait, Sammy
A week later Sammy and the girl had been on three dates and were officially dating. It was going great until one day while Sam was finishing getting ready for his date and Kelly was waiting in the living room for him, Dean walked over to Kelly and planted one on her, then another, and another, and soon the two were sloppily making out.
Sam had just finished tying his shoes before he ran down the stairs only to stop and see Kelly and Dean making out at the bottom of the stairs. Sam just watched, frozen, and unable to tear his eyes away.
What hurt the most is that Kelly was kissing back so eagerly and in a way that she had never kissed him.
The kiss lasted another moment or two for Dean's eyes peeked out and he caught sight of the statue that was Sam.
Dean wiped his lip free of Kelly's lip gloss casually before turning to Sam and grinning, "oh hey Sam."
Sam's eyes began to tear up at that, "why?" he whispered, deeply hurt.
Dean just shrugged, "why not?"
Sam shook his head before looking at Kelly who was picking at her nail polish, "you should go" he said quietly.
She nodded her head and went in for another kiss to which Dean happily obliged, "goodnight, sweetheart" he said as he pulled away.
"Call me," she said and it just about broke Sam's heart so much that he ran back upstairs, pretending that he didn't hear the laughing from his older brother.
That night Sam sobbed his heart out into his pillow and he didn't care who heard him; he screamed, yelled, whatever would make sense, and communicate his broken heart without words.
Dean just sat on the couch wondering when Sam would stop crying; it was making the guilt surround his chest and squeeze. It was supposed to be a prank, not leave a heartbroken little brother who sounded like he couldn't hurt any deeper than he already was.
The next couple of days Kelly came by the house a lot and every time Sam saw her he would hide in his room to do god knows what but it never ceased to hurt Dean's heart when he heard yells of frustration and things being thrown.
One night Dean pulled up with Kelly still with him and hopped out of the car to find Sam walking down the street, coming back from somewhere.
Sam walked past Dean and Kelly with no words, took out his key, and opened the door before closing it behind him and walking to his room.
Dean looked to Kelly who just shrugged and then grinned mischievously, before kissing him and then pulling him back. "Follow me," she said seductively, and follow he did.
Dean and Kelly walked up the stairs, Kelly leading by hand, before stopping.
"Which one is Sams?"
Dean pointed to Sam's room and was rewarded with a kiss before she pulled back once more and led them to Sam's room; Dean didn't protest but that didn't mean he knew why or what was going on.
Once the door was open Sam could be seen at his desk reading before he looked up and stared at them emotionlessly.
That's when Kelly pulled Dean in for a long kiss; it was so sloppy, so messy, and so in his face that he couldn't do anything but stare.
Eventually, they broke apart and Dean grinned at Kelly before saying, "wow... you're just… wow"
making Kelly giggle.
Kelly turned around towards Sam who looked utterly and completely emotionless but had a tear in his eye.
"I'm sorry but no kiss for you Sammy" she giggled and looked back at Dean who had lost his smile and looked confused.
"Sammy? Why are we in Sammy's room?" Dean asked, taking a step back to survey his surroundings.
Kelly shrugged her shoulders, "why not" and then giggled once more.
Dean shook his head, feeling extremely guilty. "Let's go, Kelly. I have my own room" he took her by the hand and left the room.
Dean gave her a ride home that night before returning back home; he felt extremely guilty and he didn't know if he could fix the growing rift between him and his brother. He went to bed and wondered how this was all affecting Sam, tomorrow he would end this stupid prank and dump Kelly, then make things right with Sam and all would be well before dad came home. He was too smooth.
Sam didn't leave his desk that night, opting to write instead. Later in the wee hours of the morning, Sam would pull out a bottle of sleeping pills and begin pounding them down with a shot of whiskey after each one. By the time the twenty-fifth sleeping pill was down along with his shots, Sam was fading fast.
He had begun to vomit some of the pills up involuntarily but it wasn't enough to save him and when Sam closed his eyes he ceased to feel the stomach pains, or the throbbing in his head because he was dead to the world.
And quite literally.
There was no redemption for Dean and now there would never be. As he and his father buried his brother, he wept and contemplated joining his brother. In the end, he didn't because he knew that he would bring nothing but pain and would most likely end up in hell anyway or worse souring Sam's afterlife.
There was no happy ending for this family, no second chance, not even in the afterlife.
People who made deals with the devil went to hell anyway.
