The first movie, The Time Bombed Sky Scraper is a perfect Cinematic introduction for Conan because of two things. It has a cold open depicting the end of the average Conan episode is like. And it's about Shinichi Kudo more then any other film.
Shinichi Kudo is actually the same person as Conan Edogawa and is thus the main protagonist of all these films. But they are treated as separate characters in the credits for convenience in how to credit the Voice Ace actors involved. But also when you look at these events from the perspective of the people who don't know everything the audience does, Shinichi seems more involved in some cases then others.
This movie features a flashback to a Shinichi case from before he was shrunken, a villain who is in part targeting Shinichi specifically, and the main villain is exposed in the end using Shinichi's voice, something we only see a few other times in the movies and each of those there is still more focus on other guest characters.
The second movie The Fourteenth Target is the one currently on the TMS YouTube Channel and will be till the 13th. It's one of my least favorite, it's especially underwhelming compared to the one before the three following it.
My main issue is that I know in real life the shoot the hostage tactic is in fact not considered a good idea. But other aspects of the plot do feel uniquely contrived.
The third film The Last Wizard of The Century I have called the best of them all a number of times. I've considered walking that back slightly, it's definitely a 10/10 on the same level as the two movies following it.
As someone who's read the classic Arsene Lupin Novels, this feels more like one of those then any Lupin III Anime does.
I also really love how it ends, by which I mean what leads into the credits not the post credits stinger. The way it weaves the remaining threads of the narrative together in a fairly intimate moment with beautiful music scoring it. It's perhaps one of my favorite endings of any film.
The fourth movie Captured In Her Eyes is to start with one of the films I like to recommend as showing how you make something like a Film Noir without needing to be a period piece or use some fantastical excuse to pretend to be one.
Now some may feel annoyed at the Amnesia plot rendering Ran not herself for much of the film. But the pay off at the end is that we get to see her do something important to her character the prior films never got to include.
The fifth film Countdown to Heaven is the third film featuring Haibara Ai but the first that's really about her to any degree and as such makes a good introduction to her character. But also if you want to slip it chronologically into your watch of the Black Organization collection on Netflix and Crunchyroll it happens between the Reunion with The Black Organization three parter and The Mysterious Passenger.
So four of the first five films are still ones I consider the highest level of Detective Conan films. But there are very few I dislike to any degree, they are pretty much all Fun movies.
The next level would be movies 7-9 and 11, those would be the A Tier if I made a Tier ranking.
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