Author's note: I do not own anything having to do with Supernatural, only Jackie belongs to me.

This idea came from a picture wandertogondor sent me ages ago. Hope this is what you were hoping for!

As always anything you want to see let me know. I'm thrilled at the response this story is getting and I can't thank you all enough!

Just a reminder this is my 'guilty pleasure' story so I don't update regularly but by no means don't think I'm giving up on it.

Warning: Mature chapter. Adults only please.

Choices

Pessimist: One who, when he has the choice of two evils, chooses both. - Oscar Wilde.

Dean Winchester had been my rock more times than I would like to admit. He had an uncanny way of knowing just what I needed even if I was completely clueless. He was my strength, my sanity, my inspiration, my lover, and my best friend all rolled into one. That wasn't to say we didn't have our dark spots, everyone did. There had been countless arguments, more time spent apart than I would have liked, and some of the worst goodbyes I could ever imagine but the time spent together I would cherish forever.

I'd like to say it was as simple as loving someone with everything you had and more just to get the same feeling in return but then I'd be lying. There was one person that I learned early on would always come before me in Dean's eyes, his brother, Sam. Truth be told it didn't bother me as much as I expected it to. If my little sister had been alive and called for any reason whatsoever I wouldn't have thought twice about leaving Dean to go see her. Family was like a double headed coin if you picked tails you were always going to lose. You didn't have the luxury of making selfish decisions being the oldest sibling.

My life had been different than Dean's in many ways one being that he still had his younger sibling to look after. He'd lay his life on the line without a moment's hesitation if it meant Sam would survive. That same love and determination often clouded his judgment causing arguments between the two. Sam was adamant that he was an adult now and no longer needed Dean to watch out for him. I had been in the motel room at the time but their voice carried through the parking lot. I only got a word here and there before Dean came storming back into the room slamming the door behind him.

I knew to give him some space until he cooled down or his anger could easily be turned on me. We'd fight about something completely unrelated like how thin the pillows were or about the broken ice machine down the hall. He'd bring me a piece of pie or a cheeseburger later as an apology but the actual words would never roll off his tongue. He did have his Winchester pride after all.

He ended up leaving for awhile and the only way I knew he'd be back was because his duffle was still in the motel room. It wouldn't be the first time Dean Winchester left me in a motel room and I'm sure it wouldn't be the last.

Dean sighed deeply in his sleep and if the creases on his forehead were any indication he wasn't having pleasant dreams. I threaded my fingers through his short hair in hopes of relieving some of the tension. He snuggled his face further into the pillow and I couldn't help but smile. My fingers trailed down the back of his neck and traced his spine until I reached the top of his boxers. There was something about the way the light from the television hit his bare back that made it so enticing.

A heat pooled between my legs as I placed a soft kiss on his bare shoulder. I bit my bottom lip as my eyes flashed to his face for a brief second to see if I had woken him. I knew he needed sleep, hell, he was lucky if he got a couple hours a night, but I needed him too. After a quick internal debate I decided that I would be selfish this one time and though I tried to not wake him I couldn't help but litter his back with kisses. My leg swung over so that I was straddling him and I continued my assault of kisses and gentle nips of the skin.

Just as I caught his earlobe between my teeth and pulled back slowly his chest rumbled with groan. At the sound of his appreciation there was no going back now and I worked my fingers into the muscle knots that surrounded his shoulders. I worked out a particularly large one and he sucked in air through his teeth as I drug my nails down his back.

He snaked an arm around me and with a turn of the hips flipped me onto my back. He rested his elbows on either side of me holding himself up and caging me in. I was about to make some sarcastic comment so I could see that infamous smirk that made my heart melt when he leaned in and captured my lips with his own. The kiss was slow and sensual at first, successfully silencing any thought I could have possibly had, before turning forceful and hungry.

It didn't matter to me in that moment if he simply wanted a distraction or if he needed me as much as I needed him. His tongue darted in to meet mine before exploring the rest of my mouth. No words were spoken as he slid his hands under my shirt and hooked his thumbs on either side as I sat up so he could remove it. One hand was placed flat on my back as he guided me back down to the bed and latched onto my breast. I inhaled deeply as he flicked his tongue over my nipple and reached a hand down my front until his middle finger found my bundle of nerves. I shamelessly ground myself against his hand reveling in the feeling and I finally felt that smirk I had been longing for.

He moved so he could slide one finger in me, and then two, still using his thumb to draw circles on my clit. My breaths came out in pants as I tried to keep myself from falling completely over the edge but it was no use and in only a few strokes my pussy tightened around his fingers. I wrapped my arms around his neck and pulled him in for another kiss.

I tried to flip him onto his back and he chuckled at my futile attempts before rolling over and pulling me with him. I ground my hips against his, wiping the smirk from his face, and replacing it with a look of pure desire. This time it was my turn to take him to a place of ecstasy as I reached into his boxers and freed him from the constricting material. I pumped his shaft a few times before dragging my tongue over the tip causing him to let out a shaky breath. I teased him a little more with my tongue as I took him fully into my mouth. His hand tightened in my hair and directed me to the right speed. When I could feel him getting close I pulled away and planted kisses up his bare chest until I guided myself directly over top of him.

We'd had sex numerous times, some quick while others held more feeling, but every single time he was inside of me it was like I finally felt alive. I took a deep breath content with the lively feeling that was soaring through me before I started to rock my hips. Originally, I had meant for this to be a way for him to forget the fight he had with Sam. Part of me wanted to show him that I was still here even if his brother was gone. But right now, in this very moment, I couldn't think about anything but never wanting it to end.

Selfishly I wanted this feeling to last because the moment he was no longer inside of me I'd be back to barely surviving. It was something that no man had ever made me feel before, it was like he completed me, and without him I would never be fully alive. His forehead scrunched in determination as his fingernails dug into my ass and he lifted his hips to meet mine. It was over all too soon and though I had hit my peak I felt like something was missing. I laid on top of him until soft snores escaped from his lips and I moved back to my side of the bed.

"Sweet dreams, Winchester," I whispered, once again threading my fingers through his hair.

There would always be someone that came before me in Dean's book but it was better than not being on a single page at all. I'd take second choice any day because being with him meant that I didn't have to face this world alone.

Tomorrow I'd call Sam though to see if I could play peacemaker because even if I spend every day trying to make Dean smile nothing would make his eyes twinkle like his brother by his side.