This fic is rated M for all the cussing in it. There isn't any sex or anything like that, but there's ton of cussing so yeah. Hope you enjoy!

This was the fifth time.

Dean sighs angrily and tugs at his hair forcefully as his target gets away, yet a-fucking-gain. This is getting ridiculous. Dean thinks to himself as he pulls out a cigarette and lights it; he's already missed the target, might as well allow himself a pity party for the fifth time.

Dean had been contacted to kill a certain seemingly innocent civilian; Dean wondered how true the statement of "innocent" really was for this civilian, because 1) he had obviously pissed someone off in order to be put on a hit list and 2) Dean Winchester had missed.

Dean Winchester never missed.

And yet, he had just now. And this wasn't the first time, oh no; the first time Castiel Novak had escaped death, Dean thought it was luck, a fluke; he had been hungover. The second time Castiel Novak escaped death, Dean thought this guy must be really fucking lucky. The third time, Dean wondered am I losing my touch? The fourth time, Dean started to get pissed. And now?

Dean wanted to kill Castiel Novak himself, just to prove he could.

It wasn't personal before now; before, it was about Dean's job as a qualified assassin, who always got the job done, no questions asked. Before, it was about the money Dean would get: $5 million dollars if he was able to put a bullet in this guy's head and make sure he'd never see the light of day again; but now?

It's personal now.

Dean Winchester was known throughout, well, everywhere, as the guy who always hit his mark. Never before out of the 35 confirmed kills had he made had he missed any of them; but now this asshole walks in, and Dean misses not once, not twice, but FIVE fucking times. Now Dean could care less about the money; he wants to put a bullet in this man's brain before anyone finds out that Dean failed five times already. He'd lose his reputation, and if there was anything Dean needed the most, it was his rep.

Dean exhales a large cloud of smoke and dangles the cigarette between his fingers as he watches where the target moved into. Dean had tried firing his gun at this man multiple times; Castiel Novak would always move at just the last second. He tried to wrap a noose around the guys neck; Castiel Novak had walked away right as Dean was about to throw it around his neck. It was almost as if Castiel Novak knew he was being targeted; that was, of course, impossible, seeing as how Dean Winchester always did an excellent job at making sure the target never knew he was being stalked. Dean was slowly getting more and more obsessed with the target, to the point where he was now stalking the older man so he knew his every move.

"Dean, you're acting like a love obsessed teenager."

Dean's brother, Sam remarked as he sucked on a cigarette, watching his older brother pour over the small details he had pinned up on a cork board. Dean had just returned from his fifth failed attempt and was now trying to figure out what had gone wrong; it had to have been something that he missed.

"Shut it Sam, I don't need your input."

Sam held up his hands in a mock surrender. "Look, it's not my fault that you're going all crazy over this dude; frankly, it's a little weird." Dean whirled around and glared at Sam.

"Says the one who's boyfriend is in the Russian mafia."

A cheeky grin spreads onto Sam's face as he chews on his cigarette. "Hey, not my fault that he's sexy as hell when he's in his meetings and is threatening someone's life. With the kind of work we do, it's amazing that we're even together. And boy, let me tell you, when we are together, the sex is ama-"

"Shut the fuck up Sam, I don't want to hear about your sex life!"

Sam laughs and takes he cigarette out of his mouth, gesturing it towards Dean. "You're just mad because you haven't gotten laid in awhile, haven't you?" Dean picks up some papers and throw it Sam, causing him to laugh.

"Worry not older brother; I'm sure you'll find some hot, Russian mafia man soon."

X.x.x

Dean's hand rests on the handle of his pistol stored away inside the back part of his jeans; this was the sixth, and final time that Dean Winchester would attempt to kill Castiel Novak; either he would be successful and get paid, or he would fail, and return back a failure with his reputation completely ruined. Dean took a small, deep breath, closing his eyes slowly to calm himself and to prepare himself before turning the alley corner and pulling out his gun, instantly cocking it so that it was ready to be fired.

The man which the gun was point at froze, and slowly turned around, dropping his paper bagged groceries to the floor of the dirty alleyway.

"What the fuck you think you're doing?"

He asked, his voice low and deep, and Dean though that he could hear a bit of an accent in his words, though where the accent was from, he wasn't quite too sure.

"The fuck does it look like bitch."

Dean responded, his gun steady and his finger by the trigger, ready to pull it at any moments time. "Well, it looks like you want to kill me. Might I ask what I've done?"

"Does it fucking matter? I've tried five times already to kill you, and Castiel Novak, I swear to god I will splatter your brains on the fucking wall."

Castiel stares at Dean for a moment, a heavy silence filling the space between them; until Dean starts to hear a small chuckle, and suddenly Castiel has burst into a fit of laughter, right in front of Dean's gun. He suddenly stops and steps forward so that the barrel of the gun presses against his forehead.

"Then do it you selfish bastard. Five times you tried to kill me, and five times you've let me go. I know you've never missed before, and you honestly expect me to believe that you missed five times with me? So go on, pull the fucking trigger you sick, pretentious bastard."

Dean was startled at first at the sudden turn of events, but he narrowed his eyes when he saw the deep look of seriousness reflecting in Castiel's bright blue eyes. He moved his finger to the the trigger.

Then suddenly, he was on the ground.

Castiel had knocked the gun from Dean's hand and forced Dean to the ground using Dean's own weight against him, Dean realized as he face pressed into the gravel. "You were ready to kill me without knowing my crime. What kind of a man could kill like that?" Castiel hissed roughly, his mouth by Dean's ear. Dean grunted as he threw his head back, connecting his skull to Castiel's nose, causing Castiel to yell out in pain.

"A man who has nothing left to lose."

Dean answers, slamming Castiel's hands on either side of his head on the ground as he settled his weight on Castiel's waist. "A man who has nothing to live for." Castiel countered as he thrusted upward, forcing Dean forwards and allowing Castiel to push Dean over.

"So if I'm the man who has nothing to live for, then who are you in this scenario?"

Dean grunted as Castiel pushed his forearm into Dean's throat. "I am Castiel Novak; a high ranking member of the Russian mafia that you decided to kill." Dean was somehow able to manipulate his body so he could put his leg against Castiel's stomach and push him away, quickly grabbing the gun and putting it to Castiel's head.

"The man who keeps getting away."

Dean corrected, panting slightly. Castiel grinned up at him with his blood stained teeth and knocked the gun away from Dean, but instead of hurting Dean again, he grabbed him by the collar and pulled Dean towards him, roughly joining their lips together. The kiss is in no way sweet, gentle, or loving; this kiss involved teeth and tongues fighting for dominance and nipping just hard enough to be painful, but light enough to still be pleasurable.

After a long moment of this rough kiss, Castiel pull away and licks his lips gently. "Come with me Dean Winchester, and I'll give you a reason to live." Dean didn't respond as Castiel gently pushed him off and stood up, spitting out blood and picking up his groceries again. He started to walk away before turning back to Dean for a small moment.

"Come with me and I'll never get away again."

He turned his back and kept walking as if he never stopped.

After about an hour of careful thought Dean stood up from his spot and followed the way of the target.

The gun was forgotten.

Hello hello!

So this came from a very special follower of mine, Snovolovac, who asked for an Assassin! Dean and a Mafia! Castiel and honestly, I love the result. I thought about making there be a different ending, but I like where this ended. Sorry about all the cussing tho. I felt like that if Dean was a trained killer and such, there would be a lot more cussing, especially if Castiel was in the mafia as well. Anyways, I hoped you guys liked it, and Snovolovac, I really hope you liked it!

Thank you to tardis-impala-221b-merlin, Snovolovac, and Tiddo-mus for reviewing the last chapter. It really means alot!

Finally, I wanted to say that I am sorry, I've been having writers block and then there's work and then personal stuff, but worry not my friends, if you request, I will write. *Is a desperate plea for requests*

Please be sure to favorite,follow, and review this story if you liked it! I'll see you in the next chapter!

Much love and stuff,

-ImmaSlytherout