Case Closed/Funny

Almost anytime with Kogoro acting like a complete fool.
Anytime Conan is in an "awkward" moment with Ran (a.k.a. when Shinichi sees his crush naked) and starts to Nosebleed.
Any Kazuha and Heiji moments. They go from heartwarming to laugh out loud funny in seconds after one starts to blush.
When Kazuha and Ran mistakes Furinkazan as the "strategy of love" and tries to go with it, ending disastrous results with the boys wondering what the heck just happened.
- Kudoes to Shinichi's line: "Be immovable like the mountain".
When Heiji confronts Conan on being Shinichi. In some dubs, he even takes time to call him out on how shitty his Kansai Regional Accent is.
- Also any time Heiji slips out Kudo when others are around and them trying to cover it up.
Any time Conan makes a sarcastic comment in his head.
Any time Sonoko tries to help Ran in her "relationship" with Shinichi and Conan starts thinking pervert thoughts.
- Especially when Sonoko takes a photo of Ran in her new swimsuit and sends it Conan calling it her "Special Sexy Shot of Ran". Then Ayumi finds him on the phone and Conan nearly got his cover blown. Ran asks Shinichi to delete the photo, but since he already saw it, he saved it. Then the Detective Boys found it and had Ai delete it. Conan's reaction: priceless.
Any time Kogoro goes into his "protective dad" mode.
- Like when Ran gets a call from Shinichi and Kogoro starts eavesdropping.
Any episode featuring Ran/Rachel using karate on the culprit.
- Double in the episode featuring Akemi Miyano posing as a highschooler, in which the suspect she chokes takes his sunglasses off...and both Conan and Kogoro laugh at him. Not So Above It All, huh?
- Also double in the wrestler episode. While the other wrestlers was defeated by the culprit, Ran was the to defeat him.
The North American dub can be so awkward that it's easy to snark the show to death, but for some reason "He's like a ten-point-oh on the HOTTIE scale!" comes across as hilarious rather than cheesy.
Hot Springs Episode. Ran makes Conan go take a bath with her. They return and Kogoro asks wtf were they doing. Hilarity Ensues.
- Also, the scene featuring the Sickeningly Sweethearts Noriko and Yukio.
When Conan unmasks Magic Kaito in his first DC apparition. Kaitou is dressed as Ran. Wearing her red dress. And he actually tells Conan that Ran must be all cold and naked wherever he hid her. Conan's reaction is priceless.
In the two-hour special from Season 4, when Ran is this close to discover Shinichi's secret... Yukiko shows up. Holy Mood Whiplash, Batman, it goes from a Tear Jerker to comedy gold in less than ten seconds.
A very good one comes from the first season. Ayumi is stuck in a car's back part with the head of a murdered little girl, and the people in the car are the murderers, so Conan and the Detective Boys are following them. It's all very tense until...It turns out that the car people are actors, the head is a prop, and their suspicious conversation was actually their rehearsal for their upcoming show. Made even better by the Cool and Unusual Punishment they get: one of the actors is out cold so the kids have to use a huge longcoat and a wig to replace him, and Ayumi (the one who started it all) has to act as the dead little girl. El oh el.
- Her line during the last scene in the dub is also good: "I am never playing Hide and Seek again!"
Ka zuha's introduction. Even more so when Heiji shows up, finds Kazuha harrassing Ran about "this Kudo" girl and clears everything up, and then poor Kazuha looks like she wants the Earth to swallow her.
One for this troper also coincides with a Crowning Moment of Heartwarming. In chapter 400, Haibara gives Ayumi permission to use her first name, which Ayumi has spent the whole case trying to do. The funny comes in when the boys ask if they can use Haibara's first name too, and she shoots them down before they can even finish the question.
Don't forget episode 16, where the killer starts to attack the sleeping Kogoro who suddenly stops midway. Conan's face is so funny.
- Even more when Kogoro wakes up and starts running around like crazy, asking for help, after seeing some blood from the wound the sword marked on his head.
In episode 625, Ran goes to a school festival and decides to go into the haunted house. The entire time she's so terrified that she carries Conan and squeezes him whenever someone jumps out.

Conan: How can I get lost when she's been clutching me to her chest the entire time?

Episode 32: Conan realizes too late the Fridge Logic in Ran's excuse for going out: a date with Shinichi.
- Plus this:

Conan: This is so stupid. Who cares who Ran dates?

- - One Gilligan Cut later...Conan tags along with her.
- Finally, Conan learns that the Hello, Attorney! he's been working with in the episode's murder was Eri Kisaki, Ran's mother, whom he didn't recognize until then because she didn't use glasses when he was a child. He then lets out an epic Skyward Scream of pure, unadultered horror.
The only scene from the Dub I've ever seen

Conan: Note to self: Stay away from the psycho with the dead mommy laptop.

During the Furinkazan Case. Conan manage to steal the spotlight by defeating Tatsue with a ball was pretty funny. Giving her crimes (five continous murders and gambling), it was pretty satisfying end indeed.
The entire last page of the Eye for an Eye case. Kazuha makes a failed attempt to confess to Heiji, who ran off in the middle of her confession to confront Conan after finding out that he confessed to Ran. Heiji's face is absolutely priceless. Kazuha's thoughts are even more hilarious though.

Kazuha: I'm jealous of Conan-kun...

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