"Please, you had me at the dress," Jack replied with absolutely no shame or uncertainty, then gestured with his head to what she was currently wearing. "Though, this might be a clear competitor for the heavyweight title."
Aaaaand that made him think of Billy. The smile briefly faltered, but he did his best to plant it back on. "Well, you learn to stop caring after a while." That wasn't entirely the truth. Of course he cared when people didn't like what he made. He never half-assed it, never felt okay with 'good enough'. Maybe that was why he'd taken the two loses on television so hard, though at least then he knew it wasn't because he hadn't done well, or done the best he could. Someone had just been better. Someone would always be better.
"Do we have any good cognac?" He asked her, almost suddenly. All he knew was that he wanted a drink. "I don't remember exactly what we got."