Damon presented the glove to her, having leaned down to pick it up. He nodded, agreeing, to keep up pretenses and so she could get things together. He wasn't embarrassed, not for her or for himself. Or, mortified. Crying happened after sex. And during. And before. Knowing he hadn't caused it, not directly, made him feel less responsible. And there was still what needed reconciling with Elena - and this woman. And yes. Katherine.