Shopping isn't going to take that long. They should do tourist things!
"Lots!" he says, nodding. "I was a stage pickpocket for a while - that was lots of fun. And when I quit that, I tried card tricks next. Came in handy for cheating at poker."
"Why would you need to cheat at poker when you could just steal large amounts of money from yourself?"
"Because it's unfair for people who agreed to stake their money only on a game with certain rules."
"Anything else I might find an unpleasant surprise? I violate the Prime Directive as my life's work, I don't care about legality per se - but if I didn't care about ethics I wouldn't be violating the Prime Directive as my life's work."
"I've also killed some people," he says. "Some of them might have deserved it. I don't know, I wasn't really thinking about it at the time."
"But that was all a long time ago. It's easier to get by without that kind of thing now."
"You did not specify. You said some of them might have deserved it, that you weren't thinking about it."
"No, I was thinking about why I needed them to be dead and how I could get them that way without getting in worse trouble," he says. "Usually because they were about to hurt me somehow."
"Perhaps you can lead with that information if you ever have cause to admit to it again to someone who places immense value on sapient life."
"I don't know you well enough to know exactly which things you get worried about," he sighs. "You might think they're obvious, but they're not obvious to me."
"I am worried about - people," says Isabella. "Living. In conditions that are suited to thriving. Being lied to is a relatively minor harm, but I don't like it, and I don't like it happening to others, when there's not some overwhelming reason."