My first attempt to write a drabble (100-word story), so I made three of them.
Let me know what you think. :)

/Meehra

Longing

Dean had never been in love.
Not really.
True, his heart had beaten for Cassie, but it wasn't love.
Not in that sense.
He was longing for true love.
The kind where you've seen the worst sides of a person, but still get butterflies in the stomach when they smile.
Where you argue over who's turn it is to do the dishes.
Where you have a glass of red wine on a Friday night, while lying in the couch listening to the radio.
He had never done any of that.
He had never been in love.
But he longed to.

. . . . .

Nightmares

Dean woke up screaming, sheets all damp with his sweat.
How long could this go on before he lost it completely?
Sam was sitting at the edge of the other bed, looking at his brother with bloodshot eyes.
He'd been watching him, again.
"Nightmare?" he asked, already knowing the answer and fumbled with the watch on his wrist.
"Are there any other kind of dreams these days?" Dean said and stared at the ceiling.
Sam didn't reply, he just laid down on top of the covers, fully dressed.
Another sleepless night for the Winchester's.
How long could this go on?

. . . . .

Ladies' man

Dean started laughing at Sam.
"Dude, that is so not funny!"
Dean looked at him, but that only made him laugh more.
The water was still running down Sam's face so he tried wiping most of it away with the back of his hand.
"Why is that you can say just about whatever you want, when all I said was simple hi?"
"Because I'm awesome!"
"I wasn't even hitting on her."
"What can I say bro? You got the brains, I got everything else."
Sam watched Dean walking over to the same woman.
He came back with a smirk instead.