He must have fallen asleep, because when Dean woke up it was dark outside. Only moon light shone through the curtains. And Castiel was still there, wide awake because angels don't sleep.
He'd always wondered what angels did at night but as the hunter lifted his head, opened his eyes and looked at Castiel, their eyes met and he realised Cas hadn't moved, he'd probably watched him the whole time.
To be honest, Dean's whole body hurt from the weird position he'd slept in but he couldn't care less now.
He tried to figure out what the angel was thinking, he expected to see something in his eyes, the glance of an emotion, but there he was, staring into those deep blue eyes of Castiel's but to his disappointment there was nothing there. Cas' eyes were so empty, not a spark of an emotion in them.
Dean bit his lip until he smelled the familiar iron on his tongue.
"Are you okay, Dean?", Castiel asked, concern in his voice.
"Just… Let me do something. Tell me what to do, Cas, 'cause I don't know anymore! Fuck, just let me help you!"
"I already told you, there's nothing you can do."
"Oh come on! Don't give me that! Stop suffering in silence, goddamnit!"
"This is none of my father's concern. I'm okay, Dean. Everything's okay now."
"For fuck's sake, have you even taken a look in the mirror? You look like shit, Castiel! Don't even try to tell me you're okay, because you aren't and it's there for everyone to see. I'd be blind or stupid not to notice!"
"Dean-"
"No, stop that crap! Do you even rest sometimes? You always fly away and when you return you seem even further away than before. Every fucking time, Cas!"
"I'm sorry, Dean."
"That's not what I meant", Dean sighed.
"I'll never go away now", Castiel promised, hoping Dean would stop shouting at him.
"It's okay, can't be mad at you at last."
Looking at Cas, he realised that shouting at him probably hadn't been the best thing to do, but damn, he was exhausted as well as the angel. And he understood because it wasn't the kind of exhaustion that goes away while you sleep. Sometimes you don't just need sleep, but rest and that's what both, the hunter and his angel were lacking. There was nothing they could do after a devastating day to get rid of all pressure that was constantly put on them, even if it was self-inflicted.
It was just that Dean never forgot about Cas while he was gone. He always wondered where that damn angel had gone and if he was in danger. Whenever he returned, looking even more exhausted than before he left, a part of Dean just wanted to hug him, make him right again, because that's what his mother had always done for him when he'd come home with bruised knees from falling on the play ground.

Without really thinking about if it was appropriate or not he pulled Castiel close, stroking his hair and started humming a melody.
"Hey Jude, don't make it bad. Take a sad song and make it better."
He felt a shiver going through Castiel's body and that only made him want to draw him closer, closing every gap between them.
After all, it was all he could do to comfort his angel and he felt he owed it to him. To Dean, what brought them there didn't even matter anymore. Cas had been on a stupid order and he'd revolted against it. Only for him. That was what really mattered.

After another few minutes of humming the melody of Hey Jude, Dean got up and stretched.
"Don't know about you, but I'm up for a beer now", he said, nodding in Cas' direction.
He knew that to Castiel the consumption of alcohol didn't make much sense, but he also knew that the angel didn't quite understand its effects and it was just too funny watching Castiel drunk.
He looked inside the small fridge of the motel room and found a six-pack. Not enough to get an angel drunk, but it was a start.
He grabbed two cans and then let himself fall onto an old, scruffy sofa that was the only real furniture in the room besides the bed, a small, sticky table and the old chair Castiel still sat on.
The sofa smelled of Whiskey that had probably been spilled on it by another guest and it reeked of the smoke, left behind by those who'd kindly ignored the no-smoking inside the rooms rule.
"Come over here, I'm sure it's better than that chair you haven't left for hours."
That was more like Cas. He simply forgot about himself sometimes.
Dean handed him the other can as he sat down next to him.
"Cheers", the hunter said with a smile, raising his beer and Castiel smiled back at him, a little insecure because that wasn't a usual situation for him at all. After all, angels don't go to bars together after a finished job. At least that's what Dean thought. God knows what happened in heaven while no one watched.
"Cheers", Castiel finally replied.