"I can understand that. I had a coworker that couldn't make a decision on us until it was too late." That was a severely simplified manner of the subject.
Turning toward her, he smirked. "So without the confines of work-" He paused, his eye lingering at her lips. "How do you think you would have proceeded with him?" Will was interested to see what her kind of cheerful disposition would do. This being their first meeting told him what she wanted out of a first impression even if the circumstances changed what might have been the subtly used in a public setting.