*(y/n)'s POV*
"Ruby will meet us outside Cheyenne. She's been tracking some leads. I know she's not exactly on either of your Christmas lists, but if she can help us get to Lilith—" Sam said as he drives while Dean was in the passenger seat and I in the back. "Hey, man, work with Ruby, don't. I don't really give a rat's ass." Dean said.
"What's your problem?" Sam asked. "Pamela didn't want anything to do with this and we dragged her back into it, Sam." Dean grumbles. "She knew what was at stake." Sam said. "Oh yeah. Saving the world. And we're doing such a damn good job of it." I said with sarcasm and Sam looks over at me through the rear view mirror.
"(y/n)—" he said and I sigh and shake my head. "Sorry, Sam, I'm just...I'm tired of burying friends." I said. "Me too." Dean said. "Look, we catch a fresh trail—" Sam starts to explain but Dean talks over him. "And we follow it, I know. Like (y/n) said, I'm just—I'm just getting tired." he said. "Well, get angry." Sam spat and we pull up to the motel room.
"Ah, home crappy home." Dean said as we enter the room and Sam flips on the lights. "Winchester and Winchester and (l/n)." A voice said and we see Uriel and Castiel waiting inside the room.
"Oh come on." Dean said in annoyed exasperation. "You are needed." Uriel said to him. "Needed? We just got back from needed." I said, my temper rising, and Uriel turns to me. "Now, you mind your tone with me." He said in a low tone. "No, you mind your damn tone with us." Dean growls as he goes to stand in front of me.
"We just got back from Pamela's funeral." Sam said as the angels look between us. "Pamela. You know, psychic Pamela? You remember her." I said, annoyed, and Dean looks at Castiel. "Cas, you remember her. You burned her eyes out. Remember that? Good times. Yeah, then she died saving one of your precious seals. So maybe you can stop pushing us around like chess pieces for five freaking minutes!" Dean yells, angrily.
"We raised you out of hell for our purposes." Uriel said. "Yeah, what were those again? What exactly did you want from me?" Dean asked. "Start with gratitude." Uriel said, firmly, and Dean scoffs.
"Dean, we know this is difficult to understand." Castiel said, in a bit calmer voice. "And we—" Uriel started to say and he gives Castiel a look. "—don't care. Now, seven angels have been murdered, all of them from our garrison. The last one was killed tonight." he finished as he looks back at us.
"Demons? How they doing it?" I asked him. "We don't know." Uriel said. "I'm sorry, but what do you want us to do about it? I mean, a demon with the juice to ice angels has to be out of our league, right?" Sam asked. "We can handle the demons, thank you very much." Uriel said.
"Once we find whoever it is." Castiel said. "So you need our help hunting a demon?" Dean asked. "Not quite. We have Alastair." Castiel said. "Great. He should be able to name your trigger man." Dean said. "But he won't talk. Alastair's will is very strong. We've arrived at an impasse." said Castiel. "Yeah, well, he's like a black belt in torture. I mean, you guys are out of your league." Dean said.
"That's why we've come to his student. You happen to be the most qualified interrogator we've got." Uriel said to Dean, who looks down. "Dean, you are our best hope." Castiel said and my eyes widen a bit at this. "No! No way! You can't ask me to do this, Cas. Not this." Dean said to Castiel then Uriel walks up to Dean. "Who said anything about asking?" He asked and he grabs Dean's arm and the three of them disappear, leaving me and Sam alone.
"Damn it!" Sam growls. "I'm really starting to hate the angels." I said, angrily.
*3rd Person POV*
Alastair is visible through a window in a door, chained to a hexacle standing in the middle of a devil's trap. "This devil's trap is old Enochian. He's bound completely." Castiel explains to Dean as they stand on the other side of the door. "Fascinating." Dean mutters and he turns away from the door.
"Where's the door?" Dean asked as Castiel gives him a confused look. "Where are you going?" he asked Dean. "Hitch back to Cheyenne, thank you very much." Dean said and he walks past Uriel but stops as Uriel blocks his path.
"Angels are dying, boy." Uriel growls. "Everybody's dying these days. And hey, I get it. You're all-powerful. You can make me do whatever you want. But you can't make me do this." Dean said. "This is too much to ask, I know. But we have to ask it." Castiel said, a bit of desperation in his voice.
Dean watches Castiel for a moment then turns back to Uriel. "I want to talk to Cas alone." He demands and Uriel looks him over. "I think I'll go seek revelation. We might have some further orders." Uriel said. "Well, get some donuts while you're out." Dean sneered and Uriel laughs. "Ah, this one just won't quit, will he? I think I'm starting to like you, boy." Uriel said then he vanishes.
"You guys don't walk enough. You're gonna get flabby." Dean jokes but Castiel doesn't react. "You know, I'm starting to think junkless has a better sense of humor than you do." Dean said to him. "Uriel's the funniest angel in the garrison. Ask anyone." Castiel said and Dean walks up to him.
"What's going on, Cas? Since when does Uriel put a leash on you?" Dean asked him. "My superiors have begun to question my sympathies." Castiel replied. "Your sympathies?" Dean said, questioning. "I was getting too close to the humans in my charge. You. They feel I've begun to express emotions. The doorways to doubt. This can impair my judgment." Castiel said.
"Well, tell Uriel, or whoever...you do not want me doing this, trust me." Dean said, shaking his head. "Want it, no. But I have been told we need it." Castiel said. "You ask me to open that door and walk through it, you will not like what walks back out." Dean said. "For what it's worth, I would give anything not to have you do this." Castiel said, sincerely, and Dean closes his eyes.
Minutes later, Dean wheels a loaded cart covered with a cloth into the room where Alastair is imprisoned. He watches Dean enter, grins, and starts to sing, moving within the chains almost as though he is dancing. "Heaven, I'm in heaven, and my heart beats so that I can hardly speak. I seem to find the happiness I seek, when we're out together dancing cheek to cheek..." he sings as Dean pulls the cloth off the cart, revealing an assortment of torture implements.
Alastair laughs at this but Dean ignores him. "I'm sorry. This is a very serious, very emotional situation for you. I shouldn't laugh, it's just that—I mean, are they serious? They sent you to torture me?" he asked, disbelieving. "You got one chance. One. Tell me who's killing the angels. I want a name." Dean demanded.
"You think I'll see all your scary toys and spill my guts?" Alastair asked. "Oh, you'll spill your guts, one way or another. I just didn't wanna ruin my shoes." Dean said. "Oh, yeah." Alastair laughs. "Now answer the question." Dean demanded. "Or what? You'll work me over? But then, maybe you don't want to. Maybe you're, ah, scared to." Alastair said.
"I'm here, aren't I?" Dean asked him. "Not entirely. You left part of yourself back in the Pit. Let's see if we can get the two of you back together again, shall we?" Alastair said as Dean glares at him. "You're gonna be disappointed." He said and he walks over to the cart.
"You have not disappointed me so far. Come on. You gotta want a little payback for everything I did to you. For all the pokes and prods. Hm?" Alastair asked but Dean doesn't respond. "No? Um...how about for all the things I did to your daddy?" Alastair asked and Dean's head raises up at this.
*(y/n)'s POV*
I was sitting on one of the beds, my right leg bouncing up and down from anticipation and nerves, as Sam opens the door for Ruby. "I can still smell them. Seriously, Sam, I'm not exactly dying to tangle with angels again." Ruby said as she enters and I stand up and walk up to her.
"We need you to find out where they took Dean." I said and she looks at me, surprised. "Not sure I see the problem. You know they have Alastair strung up six ways from Sunday. Dean cuts himself a slice, Al's reduced to a quivering heap, and the good guys get the goods. What's wrong with that?" she asked me. "He can't do it." I said and she looks me over then at Sam before she turns back to me.
"Look, I get it. You don't want him going all torture master again." she said to me. "No. She means, he can't do it. He can't get the job done. Something happened to him downstairs, Ruby. He's not what he used to be. He's not strong enough." Sam said. "And you are?" Ruby asked him.
“Look, we’re not exactly making friendships bracelets for each other and I feel dirty just thinking of asking you for help. But those assholes took Dean and we have to find him. Please, Ruby. Help us.” I said and Ruby glances at me with annoyance but also sympathy.
*3rd Person POV*
"I had your pop on my rack for close to a century." Alastair said, smiling, know that he was getting to Dean. "You can't stall forever." Dean warns him. "John Winchester. Made a good name for himself. A hundred years. After each session, I'd make him the same offer I made you. I'd put down my blade if he picked one up." he said.
"Just give me the demon's name, Alastair." Dean said in a low voice. "But he said nein each and every time. Oh, damned if I couldn't break him." Alastair said and Dean takes off his leather jacket. "Pulled out all the stops, but John, he was, well, made of something unique. The stuff of heroes. And then came Dean. Dean Winchester. I thought I was up against it again." Alastair said and Dean drinks from a bottle as Alastair continues with his taunts.
"But daddy's little girl, he broke. He broke in thirty. Oh, just not the man your daddy wanted you to be, huh, Dean?" He asked as Dean puts down the bottle. "Now." Alastair said while Dean picks up a jigger and fills it from a large bottle of water that has a rosary in it. "Now we're getting somewhere. Holy water? Come on. Grasshopper, you're gonna have to get creative to impress me." Alastair said and Dean looks up at him, finally.
"You know something, Alastair? I could still dream. Even in hell. And over and over and over, you know what I dreamt? I dreamt of this moment." Dean said and Alastair begins to look nervous as Dean picks up a needle.
"And believe me, I got a few ideas." Dean said and he fills the needle from the jigger, sprays a little water from it, and goes over to Alastair. "Let's get started." He said.
A moment later, Castiel could hear Alastair screaming and he looks down at the ground, a look of confliction on his face.
"Oh, man. Ooh." Alastair groans as Dean puts the needle back on the cart with his other tools. "Let me know if you want some more. There's plenty left." Dean said. "Go directly to hell. Do not pass go, do not collect two hundred dollars." Alastair said and Dean smiles.
*(y/n)'s POV*
Ruby chants as she holds a lit candle to the corner of a map. Sam and I watch the fire spread around the edges. "Relax. The fire is our friend. Besides, the only part of the map we need is the where's Dean? part. Out." Ruby said and the flames vanish. The map was charred to unreadability; except for a small circle in the middle that is untouched.
"There. Dean's there. It's a good thing angels aren't concerned with hiding their dirty business. Not used to being spied on. I mean, who'd be stupid enough to try?" Ruby said as I walk away, grab my jacket, grab the spare keys for the Impala and start to walk out of the room.
“(Y/n)…wait! Just wait a minute…” Sam started to say but I turn to him, sharply. “I can’t!” I yelled at Sam, who jumps at this and I take a few deep breathes before I continue.
“You know, Dean still dreams about Hell. I hear him groaning and twitching, tossing in his sleep right next to me, almost every night. I try to calm him down, sometimes it works and he calms down but most of the time he pushes me away, like I’m trying to hurt him. Then when morning comes, I have to act like it never happen. Like I’m not responsible for him having these nightmares in the first place!” I explained, feeling tears building up in my eyes, and Sam gives me a sympathetic look. I blink them away before I continue.
“I couldn’t stop him from going to Hell, and I can’t stop him from having those nightmares. But the least I can do is get him away from that monster!” I shout and I head to the door, open it, walk through it and shut it behind me. I go over to the Impala and go to the trunk, I open it and look for my gun.
Once I found it, I grab it, shut the trunk door then head to the driver seat when Sam finally comes out of the room, and I could've sworn I seen a bit of blood around his mouth as he wipes it away with the back of his hand. "I'm coming with you." Sam said and he comes up to me and holds his hand out. "I'll drive." He said and I look at him then hand him the keys and both of us get into the car.
*3rd Person POV*
Dean holds up Ruby's knife and Alastair takes notice of it and laughs. "There's that little pig-poker. I wondered where it went." he said as Dean dips a ladle into a bowl of holy water and pours it over the blade. "Do you really think this is gonna fix you? Give you closure? That is sad. That's really sad. Sad, sad." Alastair said.
Dean approaches him, watches for a moment, and stabs him with it. Once the blade made contact with his skin there was a sizzling sound and Alastair does his best to keep back the scream. "I carved you into a new animal, Dean. There is no going back." he growls. "Maybe you're right. But now it's my turn to carve." Dean said. "No!" Alastair shouts.
Castiel listens to Alastair's groans whenhthe light flickers, catching his attention. The bulb explodes and Ann appears behind him. "Anna." Castiel said, not looking at her. "Hello, Castiel." She greets and he turns to look at her. "Your human body—" he takes notice and she nods and looks down at it. "It was destroyed, I know. But I guess I'm sentimental. Called in some old favors and..." she said just as Alastair screams again.
"You shouldn't be here. We still have orders to kill you." Castiel tells her. "Somehow I don't think you'll try. Where's Uriel?" Anna asked. "He went to receive revelation." Castiel said her. "Right." Anna said, nodding.
Meanwhile, Dean pulls the knife out of Alastair, whose head falls forward. Dean tilts it back up, ignoring the blood, and Alastair laughs. "Now it's your professionalism that I respect." He said and Dean turns away, disgusted. Alastair spits blood.
"Why are you letting Dean do this?" Anna asked Castiel. "He's doing God's work." he replies. "Torturing? That's God's work? Stop him, Cas, please. Before you ruin the one real weapon you have." Anna said. "Who are we to question the will of God?" Castiel asked. "Unless this isn't his will." She suggested. "Then where do the orders come from?" Castiel asked. "I don't know. One of our superiors, maybe, but not him." Anna said.
Dean then splashes Alastair in the face with holy water; it steams and sizzles, as he gargles. "Who's murdering the angels?" Dean asked him, again, as Alastair chokes.
"The father you love. You think he wants this? You think he'd ask this of you? You think this is righteous?" Anna asked Castiel, who can't meet her eyes. "What you're feeling? It's called doubt." Anna said. They hear Alastair screaming and choking because Dean pours out more holy water then splashes Alastair in the face, and watches him sizzle.
Anna touches Castiel's hand. "These orders are wrong and you know it. But you can do the right thing. You're afraid, Cas. I was too. But together, and with some help from—" Anna started to say but Castiel furrows his eyebrows at her.
"Together?" He said, confused, then he yanks his hand away. "I am nothing like you. You fell. Go." Castiel said. "Cas." Anna said, sympathetically. "Go." Castiel said, firmly, and Anna frowns at him before she disappears.
"You're just not getting deep enough." Alastair said after he spits out blood and Holy Water. "Well, you lack the resources. Reality is just, I don't know, too concrete up here. Honestly, Dean..." he said as Dean pours salt into another container. "You have no idea how bad it really was, and what you really did for us." Alastair said. "Shut up." Dean whispers.
"The whole bloody thing, Dean. The reason Lilith wanted you there in the first place." Alastair said as Dean walks back up to him. "Well, then I'll just make you shut up." Dean growls and he grabs Alastair's chin. "Lilith really—" Alastair started to say but Dean pours salt into his mouth and Alastair tries to scream.
Moments later, Alastair spits out blood and tries to breathe. "Something caught in my throat. I think it's my throat." He said. "Well, strap in, 'cause I'm just starting to have fun." Dean said as he goes back to his cart. "You know, it was supposed to be your father." Alastair said as Dean pours out more holy water.
"He was supposed to bring it on. But, in the end, it was you." said Alastair. "Bring what on?" Dean asked him. "Oh, every night, the same offer, remember? Same as your father." Alastair said as Dean shakes salt onto the blade of Ruby's knife. "And finally you said, Sign me up. Oh, the first time you picked up my razor, the first time you sliced into that weeping bitch..." Alastair said and Dean turns to face him.
"That was the first seal." Alastair said but Dean does not visibly react as he walks closer. "You're lying." Dean said and Alastair smirks a bit. "And it is written that the first seal shall be broken when a righteous man sheds blood in hell. As he breaks, so shall it break." He recites and Dean turns away. "We had to break the first seal before any others. Only way to get the dominoes to fall, right? Topple the one at the front of the line." Alastair said as Dean starts to feel shock and fear.
"When we win, when we bring on the apocalypse and burn this earth down, we'll owe it all to you, Dean Winchester." Alastair said and Dean closes his eyes, trying not to react. "Believe me, son, I wouldn't lie about this. It's kind of a religious sort of thing with me." Alastair said then he notices a dripping faucet and the broken edge of the devil's trap.
"No. I don't think you are lying. But even if the demons do win..." Dean said as he looks at Ruby's knife. "You won't be there to see it." He said and he turns around only to see that Alastair is right behind him, out of the chains. "You should talk to your plumber about the pipes." He said and he punches Dean, who does down. Alastair grins at this.