Sam Winchester & Olivia Taylor-Jones
Sam could tell her any number of interesting things about his life.
"The last time I went home, I came back here seconds from dying," he told her. "My brother assures me I don't actually die back home, because she's lived through more than I have," he shrugged. Madison Valley was an interesting place, where people from the same reality came from different points in time.
"Or maybe this is even better. At one point my parents were here. They were teenagers. Even my nephew was older than them. They were younger than their own grandson," he said. because that was kind of odd and fascinating. Weird, even by Winchester standards.