(Ok, so first I'm sorry for not updating this story as often as my other stories.

And as an apology to you this is a nice longish chapter for you.

Next thank you so much to LilyBolt and guest for your reviews on the last chapter.

I hope you like this one.

I don't own Supernatural.

Unbeated so all mistakes are mine and mine alone.)

Sam couldn't get back to sleep. He had woken up at midnight from a nightmare and went to get a drink of water and went back to the bedroom but now it was one O' clock and he couldn't sleep.

"At least I don't have class today so once I do fall asleep I can sleep in." He thought as he rolled over on his side. Sam laid there for another fifteen minutes before he got up and making his way by memory over to the closet and feeling his way past Jess's multiple shoes he found the box of letters and taking the whole thing out into the kitchen he turned on the light and dumped them out finding the one he was looking for.

Open when you can't sleep was written in barely legible cursive handwriting. Sighing Sam opened it up and was surprised to find a typed up letter from Dean with O's written in with black pen.

Dear Sam,

Yeah, I found a typewriter and thought I'd use it. Only problem is that one of the letters doesn't work. Guess you can figure out which one. I hope the pounding of the typewriter doesn't wake you up. Ironic, I'm writing you a letter with suggestions on how to fall asleep while trying not to wake you up.

Anyway, if you're reading this then you more than likely can't sleep. Have you tried counting sheep, or just counting in general? Why do they call it counting sheep, when technically you're just counting? Sorry, anywho. How about milk? A warm glass of milk. How dose milk put you to sleep anyway? Any answers college boy? If you find out do you think you could tell me the next time we meet? If I haven't found out the answer myself? Anyway back on track.

You could listen to some classic rock that always put you to sleep no matter what. Or try reading a book. I remember coming back from a hunt when you weren't allowed to go on them yet and you'd be fast asleep, in my bed I might add, with a book on your lap.

Anyway, I'm sure you'll find something to do to help you sleep.

I'll see you around.

Your brother,

Dean.

Sam exhaled shaking his head slightly. He didn't know how this letter was supposed to help him sleep unless…

Dean Winchester groaned in protest as his phone vibrated on the bedside table. Blindly reaching out for it he flipped it open without looking to see who it was.

"What do you want?" He grumbled into the phone.

"Warm milk makes you sleepy because of the amino acid tryptophan." A voice answered. Dean looked at the phone.

"What? Who is this, this better not be a prank or I'll pound your ass." Dean said.

"It's Sam." The voice said.

"Sam? Are you Ok, what's wrong?" Dean asked suddenly wide awake getting out of bed trying to pulling on his jeans while franticly looking for his car keys.

"I'm fine Dean, I just couldn't sleep and started reading the letter you wrote to me to open if I couldn't sleep." Sam's voice said over the phone.

"Oh." Dean sat down on his bed with a plop his hand clutching the amulet "So what does that have to do with milk?" He heard Sam inhale over the phone and knew it was because the kid was smiling.

"You told me to tell you what it was that makes you sleepy with you drink warm milk well it's the amino acid tryptophan. It's the same stuff found in turkey." Sam clarified.

"Oh, and you had to call at-" Dean looked at the clock "one thirty in the morning to tell me this. You couldn't wait until a decent hour?" Dean asked with a yawn.

"Sorry." Sam's voice said apologetically.

"Hey it's fine Sam." Dean said "So what's up? Besides the whole 'Can't fall asleep thing.' Did you try the warm milk?" He asked.

"Yeah, that's why I called." Sam said "I drank a whole mug, but I'm still not tired so I decided to call you and tell you why milk makes you sleepy."

"Ahh." Dean said leaning back on his bed. "So, what's up?" He asked repeating the question.

"Not much. Busy with school and work." Sam said "How is everything going with you and dad?" They talked for a bit longer and slowly Sam's responses became slower and yawns punctured his sentences.

"Sounds like you need to get to sleep Sammy." Dean finally said.

"Hmm what?" Sam asked confused.

"You need to go to bed. Good night little brother, I'll be seeing you." Dean said.

"Oh, Good night Dean. See you." Sam said sleepily and hanging up the phone he made his way back to bed. As he laid down next to Jessica he remembered the dream. The one about Jessica being burned on the ceiling just like his mother. "Good thing it's just a dream." Was Sam's last thought before he drifted off.