Dean Winchester has loved the show Scooby Doo for as long as he can remember. You just happened to be his favorite character. You were his first fictional crush and everything too. Now here he, along with Sam and Cas, was standing right in front of you. He was trying to keep his cool around you the best he could

You and the rest of the Mystery Gang were spending the night at a "haunted" house with a bunch of other people to see who gets to keep the house. Everything was going fine until someone was murdered. You all decided to break off into groups and Dean was the first one to say something

He came up to you, trying to be as smooth as he could "Would you like to explore with me?"