Shane was a skeptic. Everyone knew that. Sure, he'd love for the paranormal to be scientifically proven, but that didn't mean he thought it was possible.
Ryan was a believer. Everyone knew that. Sure, he'd love to actually capture paranormal evidence on camera and prove that he was right, but that didn't mean he wanted to die in the process.
Enter Sam and Dean, a haunted hotel, some mysterious disappearances, and a demon with a nasty habit of eviscerating people.
Suddenly, normalcy has gone out the window, which drags Shane and Ryan into the Winchesters' family business. And, as many people have found out the hard way, connections to the Winchesters aren't exactly good luck.
You live in a fairly large town, where the people that pass through are different everyday, and the people who pass through the diner you work in are even more varied. You meet a lot of different people in your town- especially hunters.
So you began saving an extra room in your house for them. A place where they could stay the night and not have to pay anything, because you knew money was usually short with hunters. You thought you could do this because you would never see the same hunter twice, and that it would all be good.
And then the Winchesters came along.