His eyes had a habit of smiling on their own. Not exactly a twinkle or sparkle. As stoic as Jack could often be, it was easy to tell when he was happy just from the look in his eyes. The fact that Jane wasn't trying to get something from him or only had one thing on her mind had him smitten. It wouldn't take much more for him to be completely enamored. Her elegant way of conceding had done just that.

"Off to pick up dessert?" he asked while extending his elbow in her direction once they rose from the table. Jack had paid the tab and left a generous tip. It was mostly from his mood since he didn't know the server at all and would be hard pressed to consider the service they received as spectacular. He gave Jane a dashing grin, feeling rather great about the date, and happily escorted her out.