Disclaimer: I do not won any of these beautiful characters, although I wish I did.

This is an idea that been taking up space in my head for forever and I've finally got it down on paper.

I will love you forever if you review, and I love criticism, I really want to improve the way I write.

Enjoy!

The letter arrived through the door of their apartment at 10:00pm on a Sunday night by a shadowy stranger that had disappeared by the time Jess had opened the door. It was in a crinkled brown envelope that was a bit crumpled around the edges. The name on it read Sammy Winchester in a messy scrawl. The blonde frowned. It must be for Sam, but she couldn't remember anyone ever calling him Sammy before.

She walked into the kitchen, biting her lip at the scattered beer bottles next to the sink. Ever since they had heard the dreadful news her boyfriend just hadn't been the same. He had taken a couple of weeks off, and had taken to drinking too much and lying in bed for far too long. She was used to her boyfriend being happy, strong, cheerful and brave. But now he was a wreck. And it scared her, the emptiness and pain in his eyes.

It had been two months, and he was back in classes. But he moved like a zombie, progressing through the day an autopilot. Jess's friends had told her to leave him, that sometimes people just fell out of love and she should let him go. She had blankly refused. It seemed ridiculous to her to give up on the man that she loved because he was in pain. Give up on her boyfriend when he needed her? No chance.

He'd changed the night he'd got the call from the hospital telling him that a mountain lion attack had taken the life of his big brother.

The day Dean Winchester died, a part of Sam had too.

Jess had never got to meet Dean. She heard the stories though, and there were a lot of them. Their mother had died when Sam was still a baby, and their dad took them on he road. Dean, only four years older, pretty much raised his younger brother. According to Sam, Dean wasn't scared of anything apart from affection and losing the people he cared about. Leaving for Stanford and leaving his brother nearly tore Sam apart. When her boyfriend had too much to drink it was always his brother's name he murmured, and that was also the name he screamed when one of his brutal nightmares woke him up sweating.

"Sam?" She peered into the darkened bedroom, stepping inside and sitting down next to her boyfriend. He didn't respond, just stayed staring at a certain point on the wall. Tears slid down his face, dripping onto the law book lying open on his lap. She touched his arm hesitantly. "Sam, are you okay?" She regretted the words as soon as she uttered them. Of course he wasn't okay. He turned towards her, his eyes siding down to the envelope clutched in her hands. "This came in the post." His eyes widened. She gently placed it on his lap, sliding the tearstained book out from underneath it and placing it on the bedside table.

"That's Dean's writing." His voice sounded hollow and hoarse. He tore open the envelope, three smaller envelopes tumbling out. He picked up the biggest one, which said Sammy on the front in the same messy scrawl. Sam put it next to him and read what the other two said. His eyebrows furrowed, before picking one up and handing it to Jess.

On the front was scrawled 'For the girl (or boy) that Sammy decides to spend the rest of his life with'.

"Do you want to be alone when you read it? If you want me to be here…"

"Can I be alone? Please?" There was such begging in his voice she couldn't disobey.

"You want me to read it?" She said the words gently, as if he would break if she said it too loudly.

He nodded. "It's addressed to you, isn't it? I mean, you're the girl I want to spend the rest of my life with. If you'll have me." He sounded so sure of himself, of his love for her, she couldn't help but let her breath catch in her throat. The girl he wanted to spend the rest of his life with.

At that moment she knew she would never give up on him. She loved him, and he loved her, and together they would get through this.

"Of course. I love you."

"I love you too." She kissed him gently, and he kissed her back. He hadn't even opened the letters yet and already Dean's words were starting to heal him. She hugged him and stepped out of the room, leaving Sam to himself.

She ripped open the letter, suddenly nervous of what might be inside. She'd never met this Dean before, and he'd never met her. She knew she was being ridiculous, but she was terrified that she wasn't good enough for Sam, and Dean somehow knew. Dismissing her fears, she read the letter.

To the girl or boy Sam has decided to fall in love with,

I do did a dangerous job, and I guess that got me killed in the end. When me and Sam were growing up, a lot of the time we only had each other. I want you to know, I'm sorry for hurting him by dying. I'm so sorry for leaving my little brother. But here's what I've learnt from dealing with the not so little brat all my life. I made bullet points because my hand's getting tired.

Sam blames himself for things that have nothing to do with him. Just keep telling him that it isn't his fault and maybe it'll get into that thick skull of his.

He also carries far too many books around with him, and gets a sore shoulder. It was from an injury when he was growing up, but an ice pack takes away the pain. He'll never complain that he's in pain, so you have to try and work it out.

DO NOT, and I repeat, DO NOT let him have the first shower. He will use all the hot water and spend about an hour in there.

I have disclosed a few photos of Sam when he was a little goofy kid, to use for blackmail at your leisure.

Force him to watch movies, because he's managed to get through his life without watching any actual good ones.

His music taste is horrible, and please tell him that at every possible moment.

When he wakes up from a nightmare the most comforting thing you can do is just be there for him, convince him that you're okay and that it was all just a dream.

And finally (and this is the important bit), don't let this ruin his life. Don't let my death do him any more damage. He's one of the strongest guys I know, but he might need someone to hold him together through it.

That's about it. I hope the two of you will both be very happy, and it's a shame I never got to meet you. Unless I did get to meet you between now and the time of my death, in which case, it was lovely to meet you.

Dean Winchester

P.S. Please force him to get a haircut.

Jess wiped away the tears hastily away from her eyes. From what she could tell Dean loved Sam to death, and considering the way Sam talked about him the feeling weren't one way.

"I promise I'll do everything I can." She whispered into the air, blinking away more tears. "I promise."

She got herself a glass of water, folding the paper up carefully. She would be good enough for Sam. She had to be.