Complete and Total Randomness With LLFTX

Story Idea and Scene: Hiro

This gonna be super friggin long so bear with me.
OC: Jane Smith, Brunnette, short cropped hair, odd colored eyes that go from light blue to dark blue. A former member of Black Foxes and former fiancé of Hiro Sarahina (who cheated on her). Works as a Confidential Informant for Detective Dean Winchester, a 'play by my own rules' rebellious detective that will do whatever it takes to close the case, and his partner, Castiel Novak, a by the book FBI Criminal Analyst partnered with Dean to curb his less than law-abiding tactics, and the D.A Prosecutor, Sam Winchester, Dean's younger brother who has cashed in more than his fair share of favors to keep his brother on the force. Currently working with Dean and Castiel in order to take down the leader of The Devil's Demons, (a murderous partly motorcycle gang, partly national mafia and black market proprietors) a man simply known as Lucifer.
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I weave through the leather clad crowd at the abandoned race track, my own black leather vest starting to feel like it's suffocating me. Dammit. Dean owes me big time for this shit!

I make my way to the front, jostling two big ass dudes with The Devil's Demons insignias on the back of their vests. They turn to glare at me, and then they smirk.

"Hey pretty lady." The burliest of the two cocks a grin.

"Fuck off ya idjit. You ain't my type." Well, Bobby has been rubbing off on me. I smile and strut pass them, making my way to where Crowley Ferguson stands. He's supposedly Lucifer's right hand man.

He's a little on the pudgy side but one of the best racers in the gang. This could be my ticket in.

I remember what Dean told me.

~Earlier~
"Jane!" I look up from my book as Dean walks into my apartment. I'm in my pajamas, which consists of a long sleeve tee and a pair of short shorts. My wet hair is wrapped in a towel, glasses falling down off of my nose, and I'm laid back on my couch.

"Haven't you ever heard of knocking?" I sit up, pushing my glasses back up my nose, glaring at the unexpected intruder.

"Yea but it's not like you ever hook up with anyone." He smirks and stands in front of me.

I pinch the bridge of my nose and growl. "You better have a good reason for messing with me on my day off Dean."

"Oh I do. There will be an underground bike race tomorrow evening. You need to be there."

"And why exactly?" I inquire as he takes a seat beside me.

"Because Ms. Smith, Crowley will be there." I look up as Castiel walks in. "Although I did tell Detective Winchester he should have just called you."

"Well thank you for the courtesy Agent Novak, but you can just call me Jane. I mean this big oaf does-"

"Hey!"

"And good luck on getting him to listen to you. He's more stubborn than a mule with hearing problems." I cover Dean's face with my hand, and shove him back, causing him to lay back on the couch as he glares.

"I will keep that in mind Ms- er, Jane." He nods once, sheepishly. "I will be in the car Detective." He spins on his heel and exists my living room.

I raise an eyebrow as the door shuts. "He must be a joy to ride with."

"Oh you have nooo idea. He can't even call me by my name. Always Detective this, Detective that." I laugh at the indignation in Dean's voice as he stands and sighs. And yet there is so much sexual tension. "Anyways, be ready to race Crowley. Do like you did with the others. Infiltrate-"