A/N: Whether Kid knows about Conan's identity is not explicitly stated in canon (outside of movie verse, which some fans do not consider canon continuity). That said, Conan still seems far too comfortable alluding to facts he shouldn't before someone completely ignorant of his adult identity (such as Yukiko's acting role, and Agasa not addressing him by Conan in private), possibly as a deliberate wink wink, nudge nudge to the question.
Outtake
Shinichi wondered if this was one of those points in time and space that would always be stuck with a shining label in the archive of his memories. Temporary boost for sarcasm, one use only: stress, claustrophobic conditions, and prolonged exposure to one Kaitou Kid. Cautionary warnings - might have permanent adverse effects on sanity.
"You said Lady Luck treats you like her dearest child, Kaitou Kid-sama, so would you be so kind as to enlighten me…where is she right now?"
"I insist that's a fairly accurate metaphor," Kid said, unfazed. "Mysterious, charming, witty…laissez-faire, globe-trotting, nigh unreachable ten out of twelve months a year - and then there's her deplorable sense of schadenfreude. Hey, spot on!"
"Can family issues take a backseat until we're not literally sixty feet under the ground?" Shinichi asked, very deliberately enunciating the word.
"Right, of course," Kid said, entirely unapologetic.
"On a completely unrelated note," Shinichi said, after a moment. "I get the impression that your mom would hit it off really well with mine."
"Now, let's not jump to conclusions," Kid shrugged. "I doubt yours is in the habit of cosplaying your dad for fun…which would be totally cool, of course, nothing wrong with that at all, unless he's - knock on wood - kinda deceased at the time. Just saying."
"Well…she did sort of do that, once. She apparently hated it the entire time and embarrassed him on international TV… The fallout wasn't pretty, or so I heard."
"Are they still…sweet on each other? None of my business, I know -"
"They are. Um. At least he's…kinda alive at the time?"
"…Yeah."
"I mean, sorry about your dad. Really."
Kid waved him off. "Oh, nonono, don't stop there. You are making my folks look more mature by the second."
"Mm. Probably. Mine did spring a fake kidnapping on me once. I got even by sicking a pack of rabid vampires on them."
"You what?" Kid used a variant of incredulity that implied he was far more intrigued by how it was managed than concerned for the victims' wellbeing. And maybe more than a little interested in replicating said feat himself.
It was a rather flattering reaction, if Shinichi was being entirely honest with himself.
"Metaphorically," he said with some regret. "I had a minor case of injured pride at the time. On top of not seeing through the whole scam, there was the not recognizing a fake gun right away. It was a very good fake, but still -"
"Let me take a wild guess -" Kid held up a finger. "They made you think you were in mortal peril to drive home the danger you were in?"
"…Do you actually know them or something?"
"…What do you know, you are right," Kid concluded, with solemnity. "If our parents ever meet, they'd probably get along."
"Like a house on fire," said Shinichi.
"A house on fire?" Kid repeated, eyes wide, mind already held captive by imaginary horrors. "If the house is on fire, that's because they set it."