Dean x Reader
You were 5 when your mom finally introduced you to your father, Bobby Singer. Your mom and him had had a fling. It was very short lived though because they couldn't be around each other for long without getting into extremely heated arguments. Even being in the same room as Bobby, tended to make your mom's blood boil. That's why she had avoided telling him about you. But, around your fifth birthday, you started asking questions about your dad. She decided that she couldn't avoid it any longer, it was time the two of you met.
Bobby was furious that your mom hadn't told him about you sooner. But the anger melted away as soon as he met you. When he met you, Bobby knew that he would do whatever he had to to keep you safe and happy. You were definitely a daddy's girl, and Bobby's little angel. You would go and stay with your dad at least a couple times a month.
You were 7 when you had to call Bobby to come rescue you. Your mom had gone to kill a monster and had been gone for days. She said she would be back in a few hours, but when you woke up the next morning, she was still gone. You waited a couple days before doing what your mom told you to do if something ever went wrong, you called your dad. Bobby's heart broke when he got your call. Your voice waivered, like you were trying to hold back tears. After you told him where you were, he came and got you. The two of you later found out that your mom had died on that hunt. Having nowhere else to go, you moved in with your dad.
You were 9 when you first met the Winchester boys. They had been dropped off at your house while their dad was doing a hunt. You were two years older than Sam and two years younger than Dean. Sam soon became the little brother you never had, and Dean became your best friend. The boys talked to you about everything, especially the things that they didn't want to talk to each other about. You were the only person that Sam could vent to about his family, about what he and his dad were currently fighting about, or about how Dean was annoying him. For Dean, you were the only person he would be honest with about how he was feeling. Like how he felt like he had the weight of the world on his shoulder sometimes, with being his dad's soldier, and always having to take care of Sammy. But around you, Sam and Dean got to be themselves, they got to actually be kids. You loved the Winchester boys, and they loved you.
You always ran down the stairs whenever you heard the familiar roar of the impala's engine. It was one of your favorite sounds in the world, it heralded the return of your best friends.
As you grew up at Bobby's house, he taught you everything he knew. Starting off by teaching you how to fix up cars. Some of your favorite times with your dad were spent bringing an old car back to life.
You were 12 when Bobby finally started to teach you about hunting. He started you off with the lore, learning about the more common monsters and how to kill them. He would quiz you by giving you some of his old cases to figure out what monster he'd been dealing with, and how he could've taken care of it. Eventually he taught you how to protect yourself. From shooting a gun, wielding a knife, to hand-to-hand combat. You learned it all. When the weather was warm, you enjoyed practicing your skills, and on cold days, you would curl up by the fire and read one of your dad's many lore books.
You were 17 when your dad took you on your first hunt. Bobby knew you were just as head-strong as your mother, so if he didn't take you hunting, you would try and do it on your own. At least if he went with you, you would have some back up. He couldn't have been prouder when you killed your first monster.
You were 21 when you started to hunt on your own. Bobby was confident in your abilities, and he trusted that you wouldn't take on more than you could handle on your own. Between hunts, you stayed at your dad's house. While you were there, you would help your dad with research for other hunters.
You were 25 when you stopped hunting alone and started hunting with the Winchesters. You were at home when the boys showed up on your dad's doorstep, needing his help to save their dad. Before they left, you made them promise to come back once their dad was safe. Unfortunately, the next time you saw them was after their dad died.
The boys were staying at Bobby's house while Dean fixed the impala. It was obvious how much Sam was hurting, but Dean, he was hiding how much pain he was in. Knowing better than to try and get him to talk about his feelings, you helped him the only way he would let you. You helped him fix his car, you knew he would open up to you when he was ready. The two of you worked quietly. It wasn't comfortable, or tense, it was just silence. Dean eventually broke down, taking out his emotions on his precious car with a sledgehammer. When he was done, you hugged him while he cried into your shoulder. Dean lifted his head and looked into your eyes. In them, he saw sorrow and compassion, but most of all, he saw love. He gently pressed his lips to yours. He was about to pull away when he felt you kiss back. Your kiss was slow and gentle, like you were afraid of breaking him. It was then that you knew that when Dean Winchester left, he would be taking your heart with him, so the rest of you might as well follow.
You were 26 when Sam died and Dean sold his soul to save him. It broke your heart when Dean told you that he only had a year till he went to hell. You made the most of your year together. You actually celebrated holidays and birthdays, you went on dates, and you never missed the opportunity to tell Dean that you loved him. But before you knew it, the year was over, and you watched Dean get torn to shreds by hellhounds.
You were 27 when you first met an angel. Dean had just gotten back from hell. You were helping him and your dad figure what had saved him. The three of you were in an old barn when you met Castiel, angel of the Lord. You weren't sure what to think of the stoic angel. You did know that you were grateful to him for giving Dean back to you.
You were 29 when Sam went to hell. By accidently freeing Lucifer, he had started the apocalypse. To end it, he sacrificed himself. Losing his brother was hard on Dean, but he wasn't going through it alone. Sam was your best friend, and he'd been like a brother to you. You and Dean stopped hunting and tried to live an apple pie life, it was what Sam had wanted for the two of you. You were dragged back into hunting a year later, when you found out that Sam was alive, and had been for almost the entire year.
You were 30 when the leviathans were accidently freed by Cas. The leviathans killed Bobby, they killed your dad. You had now lost both of your parents. You don't know what you would've done if it weren't for Dean. Even though he was hurting just as much as you were, he still managed to take care of you. On the days that you couldn't even get out of bed, he made sure you ate something and that you stayed hydrated. He took care of you until you were able to take care of yourself again.
Taking out the leviathans, you lost everyone. Dean and Cas vanished, and Sam ran off, unable to handle losing his brother. You spent your next year looking for Dean. You cried tears of joy when you were reunited with him. You found out that he and Cas had been stuck in purgatory.
You were 33 the next time you lost Dean. He was killed by Metatron, and then he became a demon. He had been turned into one of the things you used to hunt with him. You never gave up on him though. Life was still rough even after you'd cured him. He's eyes were no longer black but he still had the bloodthirsty Mark of Cain.
You were 34 when you proposed to Dean. It wasn't anything special. The two of you were driving back to the bunker after a supply run. Lately you and Sam had been trying to convince Dean to let you find a way to get rid of the mark. He always refused. He needed a reason to keep fighting the mark. A reason to let you help him. A reason to live. So, you gave him one.
You had Dean pull off to the side of the road and park. You asked him if he ever wanted to get married. He told you that you were the only person he would ever want that with, but with the mark he didn't see that as a possibility. That was when you made him a promise, as soon as the mark was gone, the two of you would get married.
You didn't get to keep that promise.
You were 34 when you died. Killed by the Stein family. You were trying to protect Charlie from them, and you failed. You were the only thing keeping Dean going, the only reason he had any hope left, now that was all gone. Once the mark was gone Dean grieved for you. He cried. Oh, how he cried. He cursed into the wind, and he screamed about how you promised. How you promised to marry him. But you couldn't keep that promise, because you were dead. And Dean thought it was all his fault.
The End
I wish you guys a better tomorrow. -Kez