This is my first attempt at a reader insert story, so please tell me what you think in the comments!
Hopefully I didn't mess up the characters too much

[Y/F/N]- Your full name
[Y/N]- Your first name
[Y/L/N]- Your last name

Sitting in the empty bunker downing the strongest drink you could find makes one think about their life and the circumstances leading to that point. Pretty much was inevitable for you to be alone after everything. You've been avoiding it but life seemed to be working against you, sending the boys out for a hunt you were not qualified for. Not yet anyway.

The Winchesters and their Angel found you a few weeks ago, trying -and failing- to kill a vampire that had entered your home. Apparently they were tracking the bastard
when it gave them the slip and decided your house was the best to were asleep when it did, that was till the screams of your family woke you up. You then tried to kill the son of a bitch like you would a person murdering your family, not a vampire, with a shot at his heart. Unfortunately that did absolutely nothing but alert the vamp to your presence. You almost suffered the same fate as your family , that is if Sam and Dean hadn't burst into the house blades swinging. It was a traumatic night you've been trying your hardest not to think about. But like all things someone tries to avoid you inevitably had to face what happened that night and then after that.

It was life changing to say the least. Everything you've been reading about for years as a hobbie were real. Your entire worldview was shifted and you had no one to help you. No one to prepare you for what that knowledge meant.

The Winchesters tried to help. After the two realized you were on your own with nothing they must have seen something they sympathized with because next thing you knew they took you in like one of their own. Slowly they've been training you to hunt, something you fought to be able to do. They wanted to let you rest a little but you were having none of that bullshit. You wanted to know how to kill the things that went bump in the night and nothing was going to stop you. Not even two giant fucking mountains of men.

But they eventually had to leave, even Cas had better things to do than babysit someone who would barely sleep,eat, or like to be left alone. You were clingy , you're not going to lie but the other option was your thoughts and there was no way you were going down that road willingly.

Which lead to you now. Drinking your sorrows away a la winchester style. Self medication the proper way. You picked up the quickly emptying bottle again taking a gulp or two and trying to ignore the burn you felt as it went down. It kept the nightmares at bay and that's all you could ask.

" Well hello b-... you are most definitely not either of those denim clad nightmares."

You shot up,albeit shakily,at the sudden voice in the once empty bunker. Turning around quickly you were face to face with a well dressed man sipping an amber drink looking at you expectantly, as if you were the one intruding on his home. For all you knew you could be. Your mind scrambled to figure out what he was, a mental list of every supernatural being you so far knew could teleport into the men of letters lair. The list was short and contained one name.

You must not have been as fast as you hoped because he coughed again, eyebrows raised and still waiting for some sort of explanation.

You blushed, you're already red face from drinking going redder."[y-y/f/n]" You blurted out, not knowing how'd that help. Shaking your head to clear your mind a little you corrected yourself. " I'm, uh, I'm staying with sam and dean for a little. They said I could stay here and make myself comfortable. " Turning around you saw the mess on the table you left from your round of not thinking. Blushing more you moved to start cleaning up, stammering out an apology. The well dressed man seemed overall amused with you and your antics causing you to look down at the floor and close your eyes as you mentally berated yourself.

" Come now,love. No need to clean on account of little ol' me." He purred as he smirked. He took a step closer to you making you take an unconscious step backwards. He paused, head tilting and eyes narrowing.

" You,darling, are not a hunter." He stated, giving you a piercing look like he could read your very soul. It made you shiver and try to hide yourself.

Could angels read minds?, you thought, hoping to god they couldn't. The amount of wrong things you thought in Castiel's presence was innumerable. God you were going to hell weren't you?

" I… Not yet!" You defended, not wanting to seem too weak in front of the mystery man. He clearly knew the winchesters so he must be one of their friends. " They… they're training me." You quietly added realizing that to an immortal being you were practically nothing. The small man narrowed his eyes again before letting a grin spread across his face.

"New blood then! I bet you haven't even died yet." He added with a glint of his eyes. Your eyes grew wide in both confusion and a sudden fear that filled you. Maybe this one wasn't as friendly as Castiel…. The man noticed your growing fear and smirked at you. He gave you a look that made the butterflies in your stomach twitch despite your fear. "Don't worry darling, I won't be the one to kill you. At least for now" He purred, " Trying to stay on the boy's good side"

Despite his attempts to uh, assure you the fear still stayed. You felt it rise in your throat where it stayed like a cancerous lump. You suddenly had to rethink this man being Sam and Dean's friend. You hoped they wouldn't keep such dangerous company...but now that you thought about it you knew little to nothing about the Winchesters. All you know is they save people..sometimes. Also they're painfully co-dependent. Thank god you weren't attracted to either of them,otherwise you'd be part of their insane emotional rollercoaster.

You closed your eyes and sighed, suddenly rethinking not only the strange man who appeared in the room to everything your life had become. The very thing you were hoping to avoid. Slowly you opened your eyes and looked at the well dressed ..thing in the middle of the room. He had gotten closer to you as if curious about your existence. After a moment's thought you finally decided what you were going to do with this man who both scared you and made your stomach flip in ways it hadn't in a looong time.

" Well since I'm the boy's guest, I guess you're going to have to be nice to me as well. Drink?" You pointed to the chair across from where you had made camp to drown your sorrows, inviting him to sit down. The man's eyebrows raised in surprise at your sudden boldness, but with a nod towards you he reappeared in the seat across from yours. You smiled a little at his antics, but the fear kept it from growing any larger. You hoped whatever you grabbed from the Men of Letter's wine cellar could fix it a little. If not, oh well. You were meant to die on that night with your family. You knew you were on borrowed time. It was only a matter of time till something supernatural killed you. You looked at the mess on the table. It was a bunch of research for the hunt the boys were on,some print outs you made of the "Winchester Bible" to further understand the people you were living with, and… news articles about your family. But no where around you was a cup. It felt silly taking a swig from the bottle when the man in front of you was clearly drinking from a glass. A very nice glass you might add. You stared at it, realizing it wasn't from the Bunker at all. You guys had shitty plastic tupperware looking glasses. Nothing as intricate and delicate looking as the glass the man was cradling.

You were startled from your search by a cough. Looking up from the pale hands of your uninvited guest you saw the man smiling at you again, though this time his eyes looked hooded. You could feel the blush burning on your face and thought , Aw screw it, as you downed what was left in the bottle straight from said bottle.

"So,[Y/N]" The man started as you tried to ignore the shiver that was caused by him saying your name with such a rich accent, "What caused a young,beautiful thing like you to join the hunter life with Moose and Squirrel?" He sat staring at you intensely , gauging your reaction to all that he said. From the deepening of the red on your cheeks that had nothing to do with the alcohol to the fall of your face to the confusion then realization of the nicknames. You had to give a small laugh at that. Now that he said, you had a hard time not associating the two to their respective nicknames. Dean was a bit squirrely sometimes and well Sam seemed kinda obvious.

For the second time that night in only the span of a few minutes you had to wonder if Angels could read minds. The one question you hoped beyond hope wouldn't be brought was well brought up. You turned away from him, looking at the floor. Maybe if you curled up a bit more you'd disappear from his vision and he'd leave you alone. As you began to curl up on yourself and the tears began to flow, finally unable to stop them due to lack of control caused by the alcohol, you felt movement beside you. Just wanting the pain to stop for once, you closed your eyes trying really hard to not think of them. If only the mind worked like that. What you wouldn't give for them to be okay. What you wouldn't give to stop hurting.

With your eyes closed you didn't see the hand coming, so you were startled when you felt someone wipe your tears away. Opening your eyes in shock you saw the man kneeling next to you , his eyes staring into yours. You opened your mouth to ask him why but no sound came out of your mouth. Instead you just leaned closer to him. He himself seemed a little shocked at that but it disappeared under his cool facade. His poker face could beat even Dean's. You both just sat there staring at each other. His hand was still on your face, no longer wiping tears away but softly rubbing your face with his thumb to comfort you. You placed your hand on top of his just wanting to be sure he was real. He felt as real as you. He felt better than you.

He made the first move, slowly moving towards you, giving you plenty of time to say no or turn away. Instead you leaned closer, eyes slowly closing, sealing your lips together. At first you two moved slowly against each other just wanting to feel the other. When he cupped your face with his other hand you moved to deepen the kiss, licking his lips slightly.

He opened his mouth for you his tongue reaching out to meet yours. You could taste his expensive liquor and what smelled similar to pulled him closer by the lapels of his suit, having a sudden need to want to taste all of him. He let you manhandle him as he explored your mouth, making you moan softly. God what this man could do with his tongue.

You two would have continued further but you were loudly interrupted by an obnoxious ringtone. Returning to reality you jumped apart realizing that you just made out with someone you didn't even know. No more drinking when people show up. Solo drinking from now on. Slowly you noticed he was looking at you expectantly. That was when your brain caught up with the sound that broke you two apart. It was your phone going off. Scrambling to get to your phone you answered without looking at caller ID .

"Hello?" You practically shouted into the phone. You could hear the person on the other line jolt and drop their phone. That gave you a few seconds you hadn't thought you'd have. Turning back to the mystery man you saw him fixing himself as if he was leaving. He looked up at you, grinning below his hooded eyes.

" Well,Love, this was fun but I must be leaving." He looked you up and down before continuing. " But be sure I'll be back for an uninterrupted round two." You blushed deeply mouth opening and closing like a floundering fish before you could think of what to say.

" I don't even know your name." You were planning on saying something completely different. Something along the lines of, 'That was amazing, I can't wait for Round two' or ' Let me just hang up on this person with no warning, lets just continue round one''. Instead your brain decided that it was better to just ask his name.

He smiled again, stepping closer to you and cupping your face with one hand again "They call me Crowley" He answered, a look of pride on his face. Mentally you went through your head trying to find out why that sounded so familiar… and so comforting. You smiled back at him before realizing the person on the other end was yelling your name.

Just as you went back to concentrating on the phone he disappeared with a small wave goodbye, leaving the way he came.

"[Y/N]!" Dean shouted for the third time, now getting worried. Mentally you shook yourself and tried to sound as natural as possible.

" Uh, hey Dean.. what's up?" You heard the Hunter let go a sigh of relief when you answered. You could softly hear Sam in the background asking questions before Dean put you on speaker so you could easily talk to the both of them.

"Well we called to get a little more info on the spirit.." Sam started. You could feel his worry all the way over in the Bunker. You sighed and ran a hand through your hair.

" 'Cept I hear someone else in the Bunker. What'd I say about wild parties,[Y/L/N]?" The jest in Dean's voice was evident but so was his fear that was slightly left over from him yelling your name. You looked down at the floor and shuffled your feet knowing you had to explain yourself.

" I didn't invite anyone, I swear! He just, i don't know, He just kinda showed up like Cas does a lot when he's babysitting me." You winced at the bitterness in your voice at the word babysitting. You knew they were just trying to protect you but you wanted to be able to contribute after they saved your life. You heard nothing but silence, meaning the two Winchester boys were sharing one of their looks no one but they could decipher.

"[y/n]... Who showed up?" Sam asked softly, voice cracking due to bad connection from inside the Men of Letter's lair.

You thought back to what happened and thanked god they couldn't see you, " Uh, He said his name was Crowley.." The second you said his name you heard Dean let out a string of curses along with yelling at sam.

" I Told you we should have taught her about Demons!"

"Dean, if she tried to do anything he would have killed her"

"Guys.." You tried to interrupt but neither was listening to you honestly had no idea what they were talking about now.

" She should at least have protection! Or something!"

"Guys!"

" How was I supposed to know he could get into the Bunker! He never has before!"

" He never knew about it before! And you're supposed to be the nerd!"

"GUYS!" You yelled into the phone, the two boys finally quiet in their bickering. You let out a breath of air and refocused on what you wanted them to tell you. " Who is he?"

Silence from their end again before Dean growled out, " The King of Hell"

Oh.

Oh my god.

" I… I got to go" You slowly hung up your phone despite sam and dean yelling at you not to. You knew you were going to get hell but.. Jesus Christ.

You just made out with the King of Hell.