Prologue: The Road so Far

AN: So, I decided to work on one of AU ideas mentioned in Wayward Tales- Jameson and Dean in Teen Wolf Season 1. This will take place in January 2010, meaning Sam and Adam were trapped in the Cage at the end of December. Dean and Jameson will arrive in Beacon Hills after seeing a story on online about a dead woman that had been cut in half.

~Carry On~

"It's okay, Dean," Sam panted, "It's going to be okay. I've got him."

I watch as Sam shakenly pull the Horsemen's rings from his pocket and throw them on the ground near him. He mutters something in Latin, the spell to open the door to the cage. A gaping wound opens in the ground, sucking air into its depths.

I grab onto the nearest thing I can find, a gravestone, and hold on tight so not to get sucked in. Sam looks at the hole and then back at me and Dean, the full realization of what he was about to do had finally hit him. Sam nods at us, before turning back to the portal.

"Sam!" Adam's voice calls out. We all look towards the direction of the voice, "It's not going to end this way. Step back."

"You're going to have to make me." Sam challenged the angel using our brother's skin.

"I have to fight my brother, Sam! Here and now, it's my destiny." Michael insisted.

Sam ignores him and looks back at us. He's saying goodbye. He opens his arms and starts to fall backwards. Michael rushes to stop him, but Sam wraps his arms around him, using his falling momentum to drag Michael down with him.

Like a car accident on the side of the road, I can't take my eyes of the swirling vortex that had swallowed two of my brothers. Then suddenly a bright light bursts forth from the hole, making a loud cackling noise before closing the hole with a snap.

"SAM!" I yell. I let go of my anchor, and rush to the spot where the portal was just moments ago. I start frantically digging at the ground. "No, No, I take it back Sammy, I take it back. Please come back. Sam! Sammy!"

I feel two strong arms pick me up at my waist and pull me onto their lap.

"He's gone, baby girl. We can't change it." Dean said chokingly.

"Sam!" I whimper one more time at the damned spot before turning my face into my brother's leather jacket. My brother held me closer. I can feel him crying too. We're all that's left.

~Carry On~

I don't know how long we stayed like that before we felt the presence of someone else behind us. Dean looked over his shoulder, and I saw a surprised look on his bloody face.

"Cas you're alive?" Dean says incredulously. What?

"I'm better than that." Cas answered, before touching a finger to Dean's forehead fixing the damage Lucifer had done. Dean nudges me to stand up, before rising himself. Once I was standing I could finally see Cas for myself, he really was alive. How was this possible? We saw him explode?

"Cas, are you God?" Dean asks.

"That's a nice compliment. But no," the angel replied almost amused, "But I do believe he brought me back. "

Cas turns and starts to walk away and makes a comment about how he's new and improved. I watch him as he walks over to Bobby's dead body and touches his forehead with his finger. Bobby jerks awake, breathing heavily. So that's what Cas meant by improved. Bobby sits up, with a confused look on his face, probably wondering why he isn't dead. After seeing he was okay Cas then walks off. He doesn't look back once, and then all of the sudden he was gone.

I look at Dean, who looks just as lost as I am about this. Cas got supercharged, Bobby got Lazarus-ed, Michael's gone, Lucifer's gone, Adam's gone, Sam's gone. Did we win or did we lose? And what's this going to mean for us?

~Carry On~

I'm lying in the back seat of the Impala wrapped up in an old flannel of Sam's I found in the trunk. It still carried his scent, and I kept expecting him to turn up and yell at me for stealing his clothes again. But he doesn't, he's not here. He's not coming back.

Bobby and Dean are up front talking, but I've tuned the out. I know none of what they're saying will be what I want them to be talking about, getting Sam out of the cage, getting Sam and Adam out. He made us promise, not to come get him. Stupid Sam.

I didn't even know Bobby had left us to get his own car, until Dean pulled into a gas station to fill up. He banged on window, causing me to hit the roof of the car. He asked me if I wanted something to eat, but I just shook my head and lay back down. I don't see how a burger and a shake could make this any better. He sighed but didn't push it. He just got back in the car after filling up and continued on to Bobby's place. We arrived near dawn and trudged up to our rooms, hoping for even a few minutes of sleep.

After tossing around for a fifteen minutes, I creep out of my room into Dean's. I look in and see him lying on his back with his arms behind his head. He's not sleeping either, just staring at the ceiling. Wordlessly I move across his floor to his bead, and curl up against his side.

"We'll probably head out later today." He says after a few minutes.

"Okay." I reply.

"Get some sleep, kid."

"Mm-hmm."

I snuggle closer into my brother's side, he lets one of his arms fall and he wraps it around me.

"We're going to be okay, Jameson."

"I hope so." I mumble before falling asleep.

~Carry On~

We left after breakfast and a short goodbye with Bobby. I went to get in the back the same time Dean opened the front passenger seat. We both stood frozen for a second, when we realized what Dean was offering- Sam's spot.

After a beat, I offered Dean a small smile and closed the back door. I slipped into the front seat, pulling the front door with me. We crossed the country in relative silence aside from the classic rock soundtrack. We only made a few stops to get food and gas, but they were never long stops. Dean seemed determined to get wherever we going as fast as we could.

He never told me where we were going, but I trusted him. That was until I saw a quaint little sign that read: WELCOME TO THE TOWN OF CICERO, Larry Dominick President, Birthplace of Ernest Hemingway.

No, he can't mean-but he has to know—what is this? All of these thoughts raced through my head as we rolled through town and pulled into Lisa Braeden's driveway.

Without a word to me, he exited the car and headed up to the porch. I scrambled after him, hoping to catch him before he knocked on the door. But I was too late, he had already knocked, and the door was opening,

"Hey Lise," I hear him greet her, as I came up the porch.

"Oh, thank God," She breathes, emerging from the house, "Are you okay?"

"Yeah." He answers. I look at him strangely. What the hell? What does he mean he's fine? Why are we here? "Uhh... if it's not too late, I'd like to take you up on that beer."

"It's never too late," She answers with a small smile, finally noticing me she opens the door wider "Why don't you both come in?"

Dean nods and takes a step forward, and the moment he crossed the threshold Lisa throws her arms around him.

"It's okay. It's going to be okay."

I look at the pair of them and then back at the Impala. It was that moment when I realized that I would never be able to keep the promise I made to Sam, that this wouldn't be like when Dean died, that we would stay together.

Coming back to see if the spark was still there with Lisa, was Dean's promise to Sam, and there was not enough room in this house for Lisa and me. However, maybe Sam was right, and she is what Dean needs. But Lisa, a house, school-isn't what I needed. I don't feel like my path is down the normal, picket-fenced road that Sam himself craved and thought we all should have.

~Carry On~

The plan was to give Dean a week before I ditched. I wanted to be the responsible sister and see if this was really where Dean needed to be or if I needed to convince him that leaving would be the better option. For the first three days, my brother was always with Lisa and the comfort she could give. The sight of them made me sick. Maybe it was selfish, but I kept thinking what about me? I didn't remember Lisa's brother getting possessed by Lucifer and then pulling her other possessed brother into the deepest cage in Hell. Who was going to comfort me? Help me to feel better? By lunch time Day 4, I was done.

I waited until everyone had gone to bed before even starting to pack. If Dean caught wind of my plan, I would be forever grounded. However, I doubt that would stop me from leaving in the end. I can leave in the day time just as well as the night time.

Once, I finished packing I crept down the steps down to the first floor. As I was walking through the kitchen to the back door, a flash of silver caught my eye on the counter-the keys to the Impala. My hand reaches out to grab them, but I stop myself. Dean would kill me.

I start for the door again but stop short when my hand touches the handle. Why does the future member of the White Picket Fence Club need with a bad ass car like the Impala? I turn on my heel and go back to the counter.

"It's my turn." I said before grabbing the keys. With a smirk I left the house, twirling the keys on my fingers. Forget going to Bobby's with the steering wheel of the Impala under my fingertips a whole slew of possibilities just became available.

I walked down the path between the house and the hedge towards the driveway, humming Born to be Wild under my breath. I reached the Impala and unlocked the back door to throw my bags in. I then rounded the back of the car to go to the driver's side door, planning how I would but the car in neutral and push down the driveway and road a bit before turning it on.

"Now, I know you're not planning on stealing my car." A deep voice spoke as I had the key in the lock.

"Shit." I curse under my breath, before looking up towards the voice. There was Dean leaning against the post of the porch next to the stairs, "No, just going for a drive."

"With a duffle bag?" he said coming down the stairs.

"Yes, when the drive ends at a laundromat."

"At 3 am at night?"

"Yeah, there is a 24-hour place on West Cermak."

"Right here is a 24-hour joint." He countered throwing his arms out wide.

"Yeah, but I don't like the detergent." I replied, opening the door of the car. I heard heavy footsteps and the door slams so fast I got blasted by a gust of air.

"Cute, but I'm not buying it." Dean said, his hand on the door. I glare up at him.

"What's your deal?" I hissed.

"Don't you turn this around on me, you're the one skipping out here."

"I told you I'm just going to do laundry."

"Maybe you were but we both know it wasn't here in Cicero. Maybe Dakota, huh?" He said, pulling a bus schedule out of his pocket. Circle in red on the paper was the times for buses heading west.

"How did you-?"

"Find this? Well let's just say that you need to come up with better hiding places."

I sighed in frustration. There was no talking my way out of this.

"Did you really think you would get away with this?"

"Yes," I answered truthfully, looking him right in the eye, "I thought you would be too busy with Lisa to care."

Dean's face crumbled, and I immediately regretted saying anything. He slumped against the car and ran his hands down his face.

"Is that what you think?" he asked sounding a lot older than someone that was 29 going on 30, more like 29 going on 100.

"No," I answered softly, "But what are we even doing here, Dean?"

"I'm doing what I promised Sam I would, like you should be."

"It's not fair."

"Life's not fair, kid. But your right what happened to Sam…"

"Well yeah," I cut him off," But it also wasn't fair that he asked us to do this. This is the life Sam wanted-a "someone", a kid, a job, a picket fence, to be out of the life. It's not fair, because this is not what I wanted. I like what we do Dean, I've never once wondered what it would be like to be….to be normal. That is my normal. It's not fair that both of you are forcing me to live his life. I should be able to live my own."

"You're right." He replied, "We leave first thing in the morning."

He started to walk off towards the house.

"But Dean…" I said reaching out to stop him," what about…"

"I said you were right, it's not fair for Sam or me to make you do this," He said gesturing to the house, "But we both promised that this wouldn't be like the last time one of us died, we promised we stick together. I want to be able to say I kept one promise to my brother, so we're going."

He started to go again, but I grabbed his arm a second time.

"Thank-you."

He nodded gruffly and headed towards the house. This time I didn't stop him. Instead I grabbed my bag from the backseat and locked the car up, before going inside myself. Dean was nowhere to be seen, he must have gone back to bed.

I climbed the stairs and made for the guest room. I didn't unpack anything just slipped out of my jeans and jacket and got under the covers. But sleep wouldn't come no matter how many sheep I counted. All I could feel was guilt eating at me. Dean should have to leave just because I'm not adjusting to civilian life. If any of the Winchester siblings deserved some semblance of happiness…well any of the Winchesters alive…it was Dean. I just knew I couldn't stay.

Maybe I could still leave, this time without the car. Would Dean really suspect me of trying to leave twice? I crept out of bed just to get a peek into the hallway. As I opened the door, a deep voice spoke.

"Go to bed, Jameson."

I jumped and looked down to see Dean sleeping in front of my door. I guess he did suspect me of trying to leave twice. I shut the door quickly and dove for the bed. I truly was the worst sister ever.

~Carry On~

I did finally manage to go to sleep after an hour of guilt filled tossing and turning. It was 9 by the time I got up. I sat up and rubbed my eyes, the memories of Dean's aged face rushing back.

"Oh, God." I exclaimed as I covered my face with my hands, "What did I do?"

I don't know how long I sat there before there was a knock on the door.

"Come in." I said straightening up. Ben poked his head, looking a little down, "Hey, Ben."

"Hey," He said sadly, "Dean said that you guys were leaving today."

"Yeah," I replied, not getting into why. I don't know exactly what Dean would have told him.

"Why? Don't you like it here?"

I swear if Dean sent the kid up here…I'll jump out the window and he won't be able to stop me from leaving this time. I just shrugged at Ben though. Ben took that to mean it wasn't my fault, his face brightened, and he ran and jumped on my bed.

"If you like it here, then you can tell Dean that you want to stay. Then he won't want to leave anymore."

"Damn it," I hissed under my breath.

"What?" he asked, not quite catching what I had said.

"Ben, it's not Dean that wants to leave." I told him, "It's me."

"But why?"

"Well…I mis—"

"Your brother." Ben cut in. I looked up at him curiously, "You miss your brother who died."

I nodded.

"And my life." I answered honestly, "I like hunting Ben, there's nothing like it. I don't think I can get better staying here and living a normal life."

"Ok," he replied dejectedly, "I understand."

"I'm sorry, Ben." I told him, "I wish Dean could have stayed at least."

"No, you guys are family. I know I wouldn't like be separated from my mom."

A small smile grew on my lips, leave it to a kid to put as simply as that. I ruffled his hair, he immediately fixes what I messed up.

"Get out of here," I told him, playfully pushing him off the bed, "I have to get dressed.

He grinned and let me push him off and then headed out of the room. Once, the door is shut I get out of bed and put on my jeans and jacket. I grab my tooth brush bag out of my duffle along with my hair brush and head to the bathroom to get ready for the day. I then return to my room, repack the bag, and make the trek down the stairs with the duffle in tow.

I enter the kitchen where Dean and Lisa are having what looks like a serious talk around the island. They both look up at the sound of my steps. Lisa give me a strained smile, but Dean just looks tired.

"Morning, James." Lisa greets.

"It's Jameson." I correct.

"Jameson," she repeats, still wearing that strained smile. I make a clicking sound with my tongue, as I flip out two "you got it" gestures.

"You ready to go?" I asked Dean.

"You got my keys."

"You ready to go?" I repeated. He sighed heavily.

"Yeah, I'm ready to go." He answered, "Why don't you say good-bye to the kid.

"Sure, I'll go get him."

I turn to go, but Lisa stops me by telling me that she'll get him. Leaving me alone with Dean. I opened my mouth to speak, but without an audience I didn't feel brave enough to say anything. Dean didn't try to say anything either. So, we both stood in silence until Ben came down with Lisa. He came into the kitchen and hugged the both of us. I said my goodbyes and then headed out to the car. I figured the least I could do is give Dean some privacy as he said good-bye to the life, he was giving up for me.

I unlocked the trunk, shoved my bag in, and by that time Dean's was by the trunk ready to put his stuff in. I then unlocked both front doors before sliding into the front passenger side. I turned on the engine and surfed stations waiting for Dean. I had just found a good one when the driver's side door opened. I pulled back as Dean slid in. He buckled up and grabbed the gear shift and just stopped. He was looking at the house and his it's inhabitants on the front porch waving good-bye.

It hit me again, the guilt. So, I said probably the most selfless thing I have or would ever say.

"We don't have to go, Dean."

He looked at me, a sad smile resting on his face.

"Yeah, we do baby-girl."

"But why?" I asked him.

"Because it wasn't fair for him to ask me or them to live this way either." He replied, shocking me to the core. I hadn't taken a second to think about the consequence of Sam's promises on Dean, only ever mine. I didn't realize he felt just as caged as I did.

"Okay."

"Besides, I found us a case." He said in a more brightened mood as he backed out of the drive way.

"Oh, where?"

"California."

~Carry On~

Well, there's the first chapter of our season 1 story. What will happen next? Please review!