How you met-
Dean- You were at the bar for the first time since Christmas. You were waiting for Y/F/N. It was cold and muddy outside so you probably thought she wasn't coming. You started to walk outside when a man approached you. "Hello beautiful." He said. "Sorry but you aren't my type." You told him starting to walk off. He grabbed your wrist and said "So?" "Let go of me!" You screamed. "You are just so cute." He told you. "She said let her go." A strange man with green apple eyes and brown hair said. "What are you gonna do about it?" The man holding your wrist asked. The strange man punched the other dude in the face. "Holy shit!" You screamed. You were used to fights but this guy knew how to win. "Dean Winchester." He told you. " Y/N Y/L/N." You told him moving your hair behind your ears. "How about I get you a drink?" He asked. "Kay." You blushed.
Sam- This wasn't you first witch encounter but it was possibly your last. You grabbed your gun but she threw it out of your hands. "Not so high and mighty without you gun now are you?" She asked with a small laugh. You ran across the room to get it but she pinned you up against the wall. "I'm sorry are you trying to kill me?" She asked. "I have back up." You lied to her. You were hunting on your own tonight and possibly forever. "I'm so terrified." She laughed at you. "You should be." A strange man said shooting her in the head. You screamed at first because he came out of nowhere but then you smiled. "I could have killed her on my own." You told him. "How can you kill someone when your pinned up against a wall?" He asked and smiled at you. "Y/N." You told him. "Hi Y/N I'm Sam Winchester." Sam told you. "Nice to meet ya Sam." You smiled at him.
Castiel- You were sitting alone in the park. It was a nice winter day out and you smiled at the sun when it tried to poke out.
"Poor sun." A deep voice said. You turned to see a semi-tall man with blue eyes and a trench coat.
"The sun will be alright. I assure you." You smiled at him. "I know." He said, "it's million degrees." You giggled a little. "Is the sun funny?" He asked. "No." You smiled putting your hair behind your ears. "I find you very attractive." He blurted out which made you blush. "Oh..." You managed to say. You were stunned. No man had ever came out a said that. "I'm Castiel." Castiel told you. "I'm Y/N." You told him. "Well Y/N I have to go back with my friends over there." He said pointing at two men by a car. "Oh okay." Your smiled faded. "I will be back." He reassured you and your smile came back.Crowley- You were in the middle of a fight with a demon. You could kick his ass of course. He lunged toward you. He knocked the wind out of you. "Fuck.." You breathed out. "Crowley will be happy to see a hunter related to the Winchesters." The demon assured you. He snapped his fingers and you were at a abandon house or factory or something. "You finally brought the Winchesters." A short man in a black suit and coat said. "Not exactly. I got their sister." The demon smiled. The man turned around. "Hello!" You smiled. The other demon punched you. "How dare you!" The man said. "Sir I'm sorry.." The demon didn't get to finish his sentence. The man helped you up. "Who are you?" You asked. "Crowley." He told you. "I'm Y/N." You told him. "I know." He said. "Your a demon. Aren't you?" You asked. "Better. I'm the king of hell." He told you.
Lucifer-It was late and you were out walking. You just got into a fight with your brothers Dean and Sam. You weren't in the mood for anything tonight. You suddenly stopped walking when you heard something behind you. "Dean? Sam?" You asked. "Try again." A voice said. "Who is out there?" You asked more terrified. "Lucifer!" Lucifer screamed jumping out from behind a truck. You grab your demon blade and held it out in front of you. "You." You said disgusted. "Hello! You must be Y/N Winchester." He said. "Yes. And you are ruining my brothers life." You snapped. "It's okay! Has anyone ever told you that you are very pretty?" He asked. You blushed a little bit. "Shut up..." You muttered. "You are very pretty you know?" He said making you blush again. "Okay. What's your game Lucifer?" You asked. "Be here tomorrow and I will tell you." He smiled and disappeared. "Y/N we're sorry." Dean said running into the alleyway. You smiled and said "I know."
Gabriel- "Just this bag of candy." You told the store owner. "That would be 2.17." He said. You got in your purse and realized you only had 1.56. "I don't have enough. Can I run home and get some more right quick?" You asked. "Here." A man said behind you. He gave you a extra dollar. "Thank you..." "Gabriel." "Thank you Gabriel." You told him. "Would you mind sharing that bag with me?" He asked. "No I wouldn't mind." You smiled. "Your name?" He asked. "Y/N." You told him. You avoided telling him that you were a Winchester because you didn't want him to know. You guys walked outside and ate the bag of candy. "Y/N?" He asked. "Yeah." You replied. "Your brothers they don't like me." He said. He knew. "And Castiel doesn't really like me but I don't give a shit." You told him. "Oh. You know I'm a archangel." He said. "Yep. You're Gabriel. The trickster." You told him. "That doesn't mean we can't be friends. Because I find you hot." He said. "I'm badass. So yeah we can be friends. I break the rules all the time." You told him.