Yes

I pulled my coat tighter around me as the bitter cold creeped its way through to my skin. I could see my breath puff out from between my lips every time I exhaled. The night had taken its hold on the land; inky black devoured everything, the only light was the small pin pricks in the sky. I leaned against my car and pulled out a small silver flask from my pocket; the soothing liquid trickled down my throat warming my belly. I sighed and raised my eyes to the stars. I allowed the sounds of the night to wash over me and soothe me; sweep away the torment that plagued my waking consciousness. My mind wandered, thinking about nothing in particular, and then it hit upon the putrid rotted mass that infested my soul. The phantom stench of sulphur invaded my nose, and horrid screams of agony screeched in my ears. I took another swig of whiskey and tried to push away the memories; but they persisted, tearing into me.
I screwed my eyes shut, clamped my hands over my ears and crouched to the ground. My stomach threatened to run away via my throat. I physically swallowed and waited for the memories to fade. After a few minutes I felt well enough to stand again, my stomach still did summer salts, so I threw back another mouthful from the flask.
"Dean."
My hand instinctively flew inside my coat, grasping hold of the hilt of my gun. I whipped around to face the source of the voice. Castiel stood several feet away, his light, tan, trench coat moved slightly in the breeze. I sighed in relief and took my hand out of my coat.
"Don't do that."
"I apologize."
Castiel walked over to me and took the flask from my hand, unscrewed the lid and to my surprise tipped it to his lips then handed it back to me. I too took a sip then screwed the cap back on.
"How long were you there"
"I saw."
"Oh..." I said and lowered myself to the ground, resting my back against the tire of my car.  "It's been years."
"I know."
"The memories haven't faded at all."
Castiel sat down beside me, resting his hands on his knees.
"They never will."
The flask's lid made a quiet rasping noise as I took the lid off it again.
"I know."
Castiel turned his head so he was looking me in my eyes. He held the gaze until I turned away. I turned my attention to the grass beside me and started absentmindedly pulling at it.  
"How are you doing?" he asked.
Tears started to well in my eyes. Sam's face filled my vision, his life too. A small boy playing soccer and winning a championship; Sam and our father fighting ending with Sam leaving; Finding him again, the adventures we've had since. But all that was gone burnt from the inside, the eyes that were once sparkling with life are now cold and dead; filled with hate, malice and an eager desire to inflict pain. Lucifer had taken him from me, destroyed one of the last people I had cared about. He had taken my own brother and forced me to wish death upon him.  I returned my gaze to meet Castiel's, a lone tear rolled down my cheek. He nodded and turned his eyes to the sky, I followed his lead.
When I looked back towards him, he was gone. I heaved a sigh and lay my head against the cool metal of the Impala, the flask found its way to my mouth again. I closed my eyes and breathed in the crisp night air. 'Tomorrow everything will change.' I thought. And it was true, I had fought and had resisted I had held onto my free will for as long as I could. But I'm only human; I had grown weary and said that one fateful word.
I said Yes.