Klaus allowed himself to relax with her arm looped in his. He knew he would find allies in Chicago, but he didn't expect to so quickly nor ones not perfectly aligned with The Octus. Not that neither he nor this woman were stupid enough to openly oppose The Society, but they both lived with little regard for the laws. And if Klaus doubted it, her conversation with the bouncer confirmed it. He was quiet through it, only offering a fanged grin when he was addressed near the end. "Pleasure, really."
The grin faded as they entered the club and he noted the humans clearing space for Caroline. "Trust," he repeated doubtfully, but kept any further comments to himself. With so many people--so many mortals--trust seemed like a hard word to grasp. Caroline, however, seemed comfortable, and so he followed lead and offered another smile.
May, though, was a new sight altogether and his eyes dropped to her legs and followed her figure back up to her uncomfortable gaze. It amused Klaus, at least, and the glint in his eyes was similar to cat's watching a mouse. Caroline relaxed the human, though, and she reapproached him with a new found confidence, earning a raise of an eyebrow. "Anything from the early '90s, love," he responded, disinterest returning as she winked at him. He sighed and looked to Caroline again. "So this isn't yours?" he asked, gesturing about the club. "How do you know the owners?"