The next morning we got up and got dressed before Anna and Dean walked in. I could tell as soon as they did that they had, had sex the night before. Not that I was judging of course, but at least for Sam and I it wasn't going to be a one night thing. We were all sitting there trying to figure out what to do. "I don't know, man. Where's Ruby?" Sam asked. I honestly couldn't care less where she was, but I had hoped she had a plan to help us out of this mess. "Hey, she's your hell buddy" Dean replies before taking a swig from his flask. "Little early isn't it?" Anna asked. "It's 2 am some where." Dean replies. "Well I thought you were gonna say 5 o'clock somewhere, but that works too I guess." I said. Dean smiled at me but Anna frowned not understanding the reference.
The doors then fly open as Castiel and Uriel walk in. What the hell, where did these guys came from? "How did you find us?" Sam asked looking at Dean after Castiel greeted Anna. "I'm sorry." Dean told Anna. I was really confused now. "Sorry?" I questioned. "For what?" Sam asked. "Because they gave him a choice. They either kill me... or kill you two . I know how their minds work." Anna started she then gave Dean a kiss before finishing, "You did the best you could. I forgive you. Okay. No more tricks. No more running. I'm ready." Well shit that wasn't what I was expecting at all.
"I'm sorry." Castiel tells Anna although she sees it for the lie it is. "No. You're not. Not really. You don't know the feeling." Anna called him out on it. "Still we have history. It's just..." Castiel explains. "Orders are orders. I know. Just make it quick." Anna tells him. But before anything can happen Alastair, a bloody Ruby, and some other demon appear. Ruby looks horrible which makes me feel ecstatic. "Don't you touch a hair on that poor girl's head." Alastair tells the angels. Well this is a turn I wasn't expecting. "How dare you come in this room... you pussing sore?" Uriel insults. I roll my eyes, I was tired of the angels holier-than-thou attitude. "Name-calling. That hurt my feelings... You sanctimonious, fanatical prick." Alastair insults right back. "Turn around and walk away now" Castiel tells the demons. "Sure. Just give us the girl. We'll make sure she gets punished good and proper" Alastair replied. As if that was ever going to happen; the angels wanted Anna for themselves. "You know who we are and what we will do. I won't say it again. Leave now... or we lay you to waste." Castiel warned again. "I'll take my chances." Alastair fired right back. A fight soon broke out and Castiel tried, but is unable to exorcise Alastair.
Uriel managed to exorcise his demon and Alastair started to exorcise Castiel. Dean hit Alastair pissing him off. "Dean, Dean, Dean... I am so disappointed. You had such promise," Alastair said. Me hitting him was the distraction Anna needed to grab her grace from around Uriel's neck. After she broke the pendent white light started flowing into her mouth.. I looked around at it mesmerized before Anna yelled, "Shut your eyes. Shut your eyes! Shut your eyes!" Once we did light burst from her sending Alastair away. Anna was gone as well causing Dean to smirk and say, "Well, what are you guys waiting for? Go get Anna. Unless, of course, you're scared." I chuckled knowing they were slightly worried even if they weren't going to admit it. "This isn't over." Uriel told us. "Seems pretty over to me asshat." I said.
"You okay?" Sam asked Ruby. Personally I didn't care if she was okay or not, but she definitely looked like she had seen better days. "Not so much." She replied. Good that's what you get for being such a manipulative skanky ass demon. "What took you so long?" Dean asked. "Sorry I'm late with the demon delivery. I was only being tortured" Ruby answered. I silently laughed at her pain while Dean ignored her and said, "I got to hand it to you, Sammy; bringing them all together all at once, angels and demons, it was a damn good plan" Which is funny since originally we had wanted to avoid bringing them together. "Yeah, well, when you got Godzilla and Mothra on your ass, best to get out of their way and let them fight." Sam replied. I chuckled at the reference, but he made a good point. "Yeah, now you're just bragging" Dean said. I gave Dean a look like he's not bragging you're just jealous it wasn't your plan. Sam looked at Dean and said, "So, I guess she's some big-time angel now, huh? She must be happy... Wherever she is." Dean and I both knew that wasn't the case. He honestly felt sorry for her and I wasn't to sure how to feel. "I doubt it." Dean told him.
Later that day Sam and I sat on the hood of the car together; I was in between his legs my back to his chest while we both had a beer. Dean was leaning against the side of the Impala with his own beer. "I can't believe we made it out of there." Dean said. I had to agree it looked pretty bad there for a while. "Again," Sam replied and then clinked bottles with Dean. I could tell Dean was upset and unsure about something but I wasn't going to push him, after all I had promised not to. "I know you heard him." Dean said. Both Sam and I were curious who he was talking about and so we asked, "Who?" Dean sighed before replying, "Alastair. What he said... about how I had promise." Oh that yeah I had heard, but it wasn't my business. "And you're not curious?" Dean asked confused.
Well yeah we were curious, but I had promised Dean I wouldn't push him and I had convinced Sam not to either. "Dean, I'm damn curious. But you're not talking about Hell, and I'm not pushing." Sam told him. Dean looked down and said, "It wasn't four months, you know." Wait what? Bobby told me Dean had only been gone four months what was Dean talking about. "It was four months up here, but down there... I don't know. Time's different. It was more like 40 years." Dean explained. "Oh shit," I said at the same time Sam said, "My God." No wonder I could feel so much pain and turmoil from Dean. It also explained the nightmares and horrible drinking he had been doing lately.
"They, uh... They sliced and carved and tore at me in ways that you... Until there was nothing left. And then, suddenly... I would be whole again... like magic... just so they could start in all over. And Alastair... at the end of every day... every one... he would come over. And he would make me an offer; to take me off the rack... if I put souls on... if I started the torturing. And every day, I told him to stick it where the sun shines. For 30 years, I told him. But then I couldn't do it anymore, Sammy. I couldn't. And I got off that rack. God help me, I got right off it, and I started ripping them apart. I lost count of how many souls." Dean got a little choked up and tear rolled down his cheek before he finished, "The...the things that I did to them" I hopped down from the car and hugged him. His pain was making me cry because not only did I feel his pain, but I hated that my best friend was hurting so bad. "Dean... Dean, look, you held out for 30 years. That's longer than anyone would have." Sam told him. I knew Sam was trying to reassure his brother, but this time nothing we said was going to help. Dean was now full blown crying in my arms. "How I feel... This... inside me... I wish I couldn't feel anything, Sammy, Cassidy. I wish I couldn't feel a damn thing." Dean told us. My heart broke for the pain that he suffered in hell and the pain Sam endured while he was gone. I wish I could do something to help them both.