How he asks you on a date

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Dean-

You stay there for a few weeks. After weeks of healing and finding out what is really out there in the dark. Dean walks into the room you have been sleeping in. "So how are the wounds healing?" I nod "Good, Good." After moments of silence." Ok Winchester, I know there's another reason your here cause I know you didn't come up here just to ask me if "the wounds are healing" He chuckles and stares into your Y/E/C eyes. "Ok I really was going to ask you if you want to have dinner some time" You smile. "I would love too."

Sam-

You were walking home one night after your shift. You only lived a few blocks from there. When you were walking past an ally, you felt someone grab you from behind. You scream and yell for help. But no one would come. Maybe cause it's the one night where no one is out on the town. When the person was dragging you down the ally. All of a sudden, footsteps run down the ally, the mystery person sparks up. I look up to their face with a knife in the middle of their throat. They unleash you and you stumble away from the body. You look up and see San Winchester holding a bloody knife. "Hey there" You catch your breath. "So you wanna come with me, I'll help you find a place." "But I have a place" he looks down at the knife. "They found it and trashed it, they know where you live." You walk with Sam to his nice car. And he drives you to a house. You guys stop outside and he turns to me. "After we get you up to date with what attacked you, how about we have lunch sometime." You think about it for a second. "Most definitely." He smiles and you guys walk to the house.

Castiel-

You couldn't get that blue eyed Castiel out of your head. You went to get take out a local Chinese place. You walked in and the same trench coated mystery man was standing there looking clueless. What a coincidence. Happily it's a good coincidence. You walk up to him in line. "Hey there." He comes back to his thoughts. "Oh, uh yea. Y/N right." You blush a little. You nod. "So what a coincidence that your here." He smiled. "Well that's what a coincidence is." You laugh at his literal joke. You stand there awkwardly in silence. "So I don't know how the humans do this stuff." "What?" He squints his eyes. "Never mind, but would you like to go on a date with me?" You blush even more. "I would."

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