D E A N
You and Dean have been in plenty of sticky situation that you eventually manage to fight your way out off, but when a simple hunt goes south, no matter how much Dean fights, he can't bring you back...
"Dean," you cry out, your body trembling with pain and fear.
He comes running over to you, placing his hand on your wound, trying desperately to stop the bleeding. He looks down at you, his eyes riddled with worry and concern. You know from just one look that it's bad.
"Hey," you choke out, using the rest of your energy to lift your hand up to wipe his tears. "It's been a fun ride."
"Hey, Y/N! Stay— Stay with me," you heard Dean stutter out, pulling you closer to him. You wiggle in discomfort, as he tries once more to stop the bleed.
"Dean," you whisper, "It's okay." You use your other hand to stop him, bring it close your heart. "I love you, Dean," you say, kissing his fingers.
"Y/N, you're going to be fine," he says, his voice shaky. He gives you a reassuring smirk, but he knows deep now that you aren't going to make it.
You smile warmly up at him, slowly letting the darkness in your vision take over. With one last look, you take your final breath, closing your eyes forever.
"NO! Y/N!" Dean screams, pulling your cold body closer. "I— I love you too."
S A M
Sam never wanted you to find out what type of life he leads. He wanted you to be the one good things in this life, so he never told you about the things that go bump in the night. Until one day, his worst nightmare comes to life.
Sam quietly pushes open the bedroom door and tiptoes across the room trying his best not to wake you up. The room is pitch black and silent, but knowing you were never a night owl he just assumed that you were fast asleep in bed. After changing out of his dirty clothes and into his pajamas, he slips into bed. He extends his arm with the intentions of pulling you into his chest but is surprised when he doesn't feel our presence next to him.
"Sam," your scared voices echoes, causing Sam's eyes to scan the room hoping to find you.
Barely being able to see anything, Sam turns over, turning on the lamp. He rolls back onto his back hoping to see you next to him, but what he sees next nearly kills him.
Your body is spread out awkwardly on the ceiling with a huge bloody gash across your stomach. You gasp for air, trying to say something, but before you could even get a word out, you feel a burning sensation spreading throughout your body. Within seconds, you feel excruciating pain run through your body making you scream in agony until you go completely numb.
In your last moments, you hear Sam scream your name as Dean burst through the door dragging him out of the room just before it engulfs in flames.
C A S T I E L
From the moment you two met, Castiel swore to protect you. It didn't matter what he had to do or who he had to kill; all that matter was that you were safe. So when he becomes trapped by Naomi, you are left to fend for yourself against Naomi's best-skilled angels. You lose almost immediately and Castiel is forced to hear your screams echo through his head as you endure a slow and painful death.
You scream in agony as another cut from the angel blade slices through your skin. The men crowd around you, with pure determination in their eyes. You knew there as no getting out of this one, causing you to lay your body back in defeat. You pray for a quick death, but you know it's not going to be that easy. To them, you are a trader and the price of betrayal is a slow and agonizing death. Again, you receive another cut from the blade causing you to scream out.
"Please," you beg, trembling under their cold gaze.
No matter how hard you pleaded, they wouldn't stop.
"Just give in, Y/N," one of them said, "it will be much easier."
You take a shaky breath, closing your eyes as another cut is made on your side. You yell out again, wanting the pain to stop. This action is repeated over and over again, each time leaving you weaker than the last and soon your voice dies out to a whisper.
Feeling death close, you use the last of your energy to send a prayer to your darling angel, Cas. "Cas," you cry weakly.
Within an instant, you receive a reply, "Y/N?" His voice is weak and wobbly as if he was crying.
"This isn't your fault," you say quickly, knowing damn well he was already blaming himself.
There is silence between you two. For a moment, you no louder can hear his cries and he can not louder hear your screams. It's peaceful.
"I love you, Cas," you say, before opening your eyes to see a bright light fade into darkness.
G A B R I E L
When Gabriel finds out that Sam killed you as revenge for killing his brother, Gabriel gives up everything just to see you again.
"You killed Dean and I killed Y/N. I think we're about even now," Sam said coldly, the shock of his brother's death placed way behind him, but for Gabriel, the news of your death was still a fresh wound.
"Well played, Winchester," Gabriel spits, covering up his pain with crude rumor.
As much as Gabriel would love to punch him, the circle of lit holy oil keeps him in his place.
"There's a way to fix this, you know," Sam smirks, knowing he was going to get exactly what he wanted. "Just bring me back to that Tuesday."
Gabriel pauses for a moment. He hates losing above anything, but if it means he will be able to see you again, he would do anything.
L U C I F E R
When Lucifer found your motionless body; cold, beaten and bloody, the world around him stops. Everything faded to black and white because all the color was missing when you were gone.
After killing every last demon that was responsible for your death, Lucifer was able to build the courage to look at you once more. You laid still, a pool of your own blood spread out around you. Your eyes wide open; the shock of death still visible in your E/C colored orbs. He could still hear your screams in his head; the way you beg for him to save you.
But, he was too late.
By the time he was able to reach you, Crowley's demons had already done their dirty work.
With a heavy heart, Lucifer looks away, knowing it will be the last time he would ever see you again.
His worst punishment of all...
God had given you to him. The most pure and innocent soul that more than earned its way into heaven. A place Lucifer would never be able to reach.
"You're with your daughter now, love!"
B A L T H A Z A R
You've had hunted Demons ever since you first started as a hunter. It was your specialty, but nothing could prepare you for Lilith. While on a case with Dean and Sam, you had experienced what Lilith could do first hand and it ultimately led to your death. When Dean and Sam finally tracked down Balthazar to tell him of your timely death, Balthazar was already drinking his worries away in a bar in the middle of nowhere.
"Balthazar, we've been looking everywhere for you," Sam says, his voice thick with remorse, taking a seat across from him.
Dean soon followed, ordering him and his brother a beer.
"Look, Balthazar— We have to—" Dean started, but was quickly cut off.
"I know," Balthazar says in a drunken slur, "I can't feel her presence anymore."
With that, the table becomes silent. All of them cherishing your memory at the end of an empty beer bottle.
A D A M
He knows what the doctors are telling him, but he refuses to give up on you until he realizes that it's best to let you do. He sits by your bedside every day, talking about anything and everything he can. Sometimes you can hear him crying or laughing, but you never move. You never wake up...
The day Adam received a call from the hospital that you had gotten into a car accident with a drunk driver was the day Adam's world came to a screeching halt. After making his way to the hospital, out of breath and panicked with worry, he was reviled to find out that you had survived. Yet, your survival didn't come without a price. Your injuries had left you paralyzed and in a coma.
Still, Adam was grateful.
For the next five years, he didn't let a day go by without visiting you. He would talk to you, he would cry for you, sometimes even laugh for you, all the while never giving up on you. It didn't matter how worst you got, he always came.
Adam was just grateful for the time.
When the day came of your death, Adam didn't let one tear slip. He simply shifted his gaze from your heart monitor over to your face. He looks at you lovingly, knowing it was your time. He extends a hand to yours, giving it a little squeeze letting you know he was there for you.
"It's okay, Princess," he whispers, "You can go. I'll be okay."
He wants to cry, yell, scream, curse at the sky and blame someone for taking you away from him, but he knows there will be time enough for that later. For now, he knows his place is with you. Comforting you and letting go of you, so you can rest easy in eternal peace. With one more squeeze of your hand in reassurance, he hears the beep of the heart monitor go flat.
You are dead, but he still remained grateful.
Grateful for the time you had, grateful for your love, grateful for your caring nature and kind words, grateful that even for such a short period of time that he got to love and cherish you in his arms.
He was just completely and utterly grateful for you... His princess.
C H A R L I E
Losing you was always Charlie's worst fear, so when you don't come home after a few days, Charlie calls in for some supernatural help, assuming the worst. After talking to Sam and Dean, they both agree to help look for you, but what they stumble upon is anything but good. A demon had inhabited your body as it's meat suit, before leaving you to die with an open gash across your stomach. It was a horrific scene and when Dean visited Charlie to tell her, he didn't even have to say anything. She knew it from his eyes. You were gone and her worst fears were realized.
"I'm so sorry, Charlie."
C R O W L E Y
After your death, Crowley made a promise to himself and to you. To track down, torture and kill every last person who was involved in your murder. So, after years and years of searching, he finally finds the man responsible for your death.
He looks down at the man kneeling before him begging forgiveness. The image makes him smirk for a moment, but it quickly fades when he thinks of your dead body. Even though your murder had happens years ago, it was still fresh in Crowley's mind and he wouldn't rest until each and every last person that hurt you was dead.
It was his one last promise to you. A promise he intended to keep.
"You. Will. Burn." Crowley says in a calm voice, sending chills down the man's spine.
Crowley knew deep down this wasn't going to change anything. You would still be gone when the sun raised, but for now, the sound of the man's screams are able to ease the pain for a little while longer.
A/N
I hate myself... I'm sorry for this... 😭😭😭
Which character's death made you cry the most? For me it was Charlie...