It hadn't taken Jill very long to lose the happy, shiny side of herself. She'd had her first friend in this new place taken away from her in pretty short order, killed right in front of her as Alex tried to keep her safe. After that, she'd gotten a little more ruthless. Not that she thought of it that way.
She'd also stopped trying to get to know other people. Not putting herself out there had kind of sucked at first, but she'd adjusted. After all, she was trying to stay alive, and caring about people was a pretty easy way to get killed. Oh, she had a couple others that she spent consistent amounts of time with, because she wasn't going to make Angeline be her sole feeder, but still.
Jill tended to wander around town possibly more than she should, given the Winchesters and Alex Manes; it wouldn't be entirely inaccurate to say she had a tiny bit of a death wish. And today... well, tonight... she was out for the hell of it. She wasn't looking for trouble, but she wouldn't turn it away if she found it.
What she did find was Caroline. Possibly the same thing.