CHAPTER FIVE: New Inmate

It had been three days since Bobby and I reunited and I hadn't had a single chance to talk to Meg yet.

Impatience settling in, I paced my cell.

"Bud, you need to calm down." Benny drawled, eyeing me worriedly.

Walking over to the bars, my eyes were trained on the now opening door and the demon I had been dying to see strolling in.

"Meg." I called, a smirk evident in my tone.

Chuckling slightly, the brunette stopped in front of my cell, crossing her arms. "You rang?"

"I have a question." Resting my arms on the horizontal bars, I beckoned her forward so I could whisper in her ear. "How do you feel about crossing Crowley?"

I felt her lip twitch up in amusement as she moved towards me, her mouth in between the bars, her hot breath tickling my ear. "I'm loyal to my King Dean-o. Nice try though."

Leaning back a bit, I raised an eyebrow at the demon. "Last time I checked Lucifer wasn't the one calling the shots."

Smirking, Meg backed away from my cell and started walking down the hallway. "I'd keep your observations to yourself if I were you, Winchester."

"Real smooth." Cas said sarcastically from his cot.

"Not helping Cas." Grumbling, I plopped down on my own bed just as the lights went out.

….

I was woken up by a hard flick to the ear.

"What the fuck?" My eyes flying open, I groaned as I saw Meg standing over me.

Putting her hand over my mouth, I glared up at her. "We need to talk. But not here. Are you going to be quiet?" Giving her a silent nod, she removed her hand.

Motioning for me to follow her, she made her way to the end of the hallway.

….

It had been five years since Sam had talked to his brother.

Five years of absolute silence.

Except, every year on Sam's birthday he would receive a voicemail from Dean saying happy birthday and anything else that he stammered out.

But for some reason, this year Sam didn't get a shitty voicemail.

Sam had even seen the articles in the paper about the killings and he figured Dean might be around to solve the obvious case. But he didn't stop by.

He waited all day to hear from his brother, tapping his hand with his phone on the front porch of his Alabama home.

"Sam? We're going to be late for our reservation." A woman said from the front doorway, putting in her hoop earrings.

He mentally shook himself, shoving his phone in his pocket. "What? I'm coming Jess. Just… give me a second." Sam glanced over his shoulder to smile at his wife before returning to staring blankly at the road.

Something's wrong.

…

"Why are we in a closet?" I whispered, harshly as I took in the different rags and bleaches that covered the shelves around me. Probably for cleaning up any blood spills.

"Like you're not use to being in the closet." Giving her an agitated look, she put her hands up as if in surrender before going on. "Now, you mentioned fucking over Crowley." Crossing her arms, Meg stared at me expectantly.

"Why? Are you interested?" I questioned, eyeing her suspiciously.

She raised an eyebrow and shrugged.

"Can you get us out of here? All of us?" I felt my heart quicken at the excitement of the possibility of getting out.

Meg furrowed her brow as if in thought. "It'd be pretty damn difficult, especially since I'm not sure when Ruby is going to be back."

I shook my head as I stared at the demon in confusion. "Back? Back from where?"

Meg chewed worriedly at her bottom lip, avoiding eye contact with me. "She went to go pick up someone to bring down here. And she won't want to cross Crowley."

Something about her tone struck me as wrong. It didn't make sense why Meg was so nervous about telling me that bit of information.

"If this is going to work, you need to level with me. What aren't you telling me?" I hissed, tired of being lied to.

"She went to go get your brother."

….

"Sam if you check that phone one more time I might have to break it." Jess teased, her tone light.

Sam smiled apologetically as he returned his attention to look over the menu. Not able to take it anymore, he finally gave in. "I'll be right back."

Not giving his wife a chance to respond, Sam got up from the table abruptly and went outside to make a phone call he should've made years ago.

As the phone continued to ring over and over again, Sam could feel his anxiety levels go through the roof. All these years Dean hadn't missed a birthday and now he won't even pick up the damn phone?

Sam had this pit in his stomach he couldn't get rid of.

"He won't be answering you anytime soon."

Spinning around, Sam pulled out the gun from his waistband that he carried out of habit. "Ruby?"

"Aw, Sam. I'm touched you remember me." As the blonde took a step towards the former hunter, he took a step back.

"Where's Dean?" Sam demanded, hearing his voice rise with anger and worry.

"Downstairs burning. You'll be joining him soon enough." Ruby's words were laced with amusement as she kept walking forward, running Sam into the brick wall behind the restaurant.

"I've missed you, Sam." Placing a rough hand on his chest, Ruby pinned the youngest Winchester up against the wall. "We're going to have so much fun."

With just a flick of her wrist, Ruby sent Sam flying into a dumpster, knocking him unconscious.

….

No

"No no no. This can't be happening." I ran frightened hands through my hair as I paced the small space of the closet. "You can't let her!"

"I can't stop her without tipping Crowley or Ruby off. Don't worry. When I get you all out, I'll get Sam out too." Meg tried to reassure me, the words sounding strange coming from a demon.

"Come on, we have to get you back before they notice." With a little shove, Meg and I made our way back to my cell.

….

I never went back to bed after my conversation with Meg. Instead I paced my cell back and forth, causing my fellow inmates around me to stare at me with worry.

"Dean? Care to share what's bothering you?" Jo asked, her voice troubled.

"He's been doing it for hours. Ever since he got back from his thing with Meg." Cas said, irritability tainting her words.

Jo glanced at Benny for an explanation. Sighing heavily, the vampire elaborated. "Meg will help us. But not until after Dean's brother is brought down here by Ruby. That's where Ruby's been."

The whole room went silent as the door opened and my mop-headed brother was being dragged in.

….

TBC