A few weeks after Sam goes missing, Irene becomes desperate for something constructive to do. Hunting down Ruby seemed like the perfect thing to do. Ruby tells Irene far more than she wanted to know.
" 'Well aren't you quite the sorry sight?", I said, smirking to myself. This shouldn't be too difficult.
He attempted to glare up at me from under his too-long bangs. What should have been a hard-as nails look was ruined with pathetic bloodshot eyes. I pouted.
"Poor, poor Sammy Winchester. I take it you couldn't bring him back?" Your precious Sam visibly blanched and looked into his glass. It seemed like I struck a chord. I decided I might as well milk it for all it was worth.
"You did promise him, after all. You promised and it didn't work."
Sam looked up at me then. I leaned against the door frame, resting my hip.
"No. I couldn't bring him back. But you promised, Ruby. You promised that helping me would help Dean. That was the only reason I worked with you." He set the now empty glass down on the table with a distict clink.
"But now Dean's gone.", He said. " So now…now what?" I knew then that I had him. Hook Line, sinker. I pushed off the wall and walked towards him.
"Well, you called me for a reason…did you have anything in mind?" I made a stop in front of his chair, my heels resounding against the eerily quiet walls. He looked up at me and I could see why Sam was Dean's and your weak spot. In that moment, I understood. I didn't see Sam, I saw Sammy. He refilled his glass before replying.
"I think you know, you could help me find a way to bring him back. I don't know what to do, Ruby. I asked every demon I could think of. Crossroads demons, even random demons I came across. None would deal. They said that now that Dean was doing the hell rumble.." He paused and swallowed.
"They said that now Dean was out of the way, I had a better chance." I plastered a sympathetic expression on my face.
"Sam you and I both know that we can fix this-"
"Except we don't. Ruby, don't try bluffing me and telling you can snag him out of there. It's not going to be that simple. I know." I dragged a chair to where Sam was and sat down, crossing my legs. Truthfully, I had no idea if Dean would ever get out. But I had to find a way to make Sam believe again. If Sam didn't believe, than I would have lost. My plan would have been for naught.
"Sam. Sam, look at me." He sighed and looked at me.
"Do you think that demons would want to give Dean up? They'd rather him in the pit than you, need I remind you that you are more like them than Dean?" Sam shuddered at the thought and pinched the bridge of his nose.
"What are you trying to say-"
"I'm trying to say that those demons wouldn't have told you anything, even if you threatened them with the colt. There is a way to get him out. But they wouldn't tell you that." Sam seemed to consider this.
"But you could?"
' I'm not saying it'll be easy. Actually, it'll be difficult. But it's possible. He's not lost to you.' I'd tell you that it made me feel sick throwing false, sweet promises at him, but it didn't. I relished in the flicker of hope in his eyes, savored the desperateness that seemed to shadow his every move. He was so broken, any sign of the Winchester fight left gone. And he was mine. And he loved me. That night and every night. Sometimes deep and slow, sometimes fast. It all depended on what I wanted. Because I have him wrapped around my finger." She grinned up at me, seeming to enjoy my momentary speechless state.
"What's wrong, sweetheart? Didn't know exactly what went on with Sammy and me before he met you?" She cackled gleefully, a sinister glint in her eyes. She blinked and they were black. The demon leaned as far forward as she could, restraining against the bonds tying her to the chair.
"And here you probably thought you and Sammy could have a cute little house with a red door and a picket fence. Here's to you and your future, Mrs. Winchester. I think Sam would join me in toasting you with a glass full of demon blood."
I couldn't suppress the surge of rage that coursed through my body. Seeing red, I grabbed Ruby's own knife and grasped it tightly.
"I appreciate the sentiment." I walked up to her, hating that smug look on her face.
I crouched to her level and grabbed her by the neck.
"Keep your eyes open, bitch. I want to see the black fade away as you die."
She spat in my face and laughed.
"Gotta love your guts, girlie."
A smirk of satisfaction twitched at my lips as in one fluid motion, I pressed the knife to her throat and sliced.