Bravado usually gets one of these whenever he appears. One of the most notable moments occurs in The Staff of Star Swirl the Bearded. Daring brings up the fact that Bravado seems to run into her a lot considering his adventures being unrelated. Bravado agrees that it's strange and says this:
Bravado: I just assumed that you've been stalking me.
Daring's reaction is really what makes this exchange hilarious.
Another well known scene in which Daring Do, disguised as a flight attendant, managed to buck a Hoofstapo agent straight out of the airship in front of every passenger on board.
Daring Do: No ticket.
Mind you the agent wasn't a pegasus.
Any time an antagonist forgets Darrin's name, which prompts him to go off on this tangent about tips on how to remember it better, halting the action mid-scene.
Daring one-upping Herpy at his own job in The Wooden Mask.
Herpy: Is she trying to make me look like an idiot?
In one of the expanded universe magazine adventures, she literally BREAKS A FOURTH WALL in the museum and finds herself in the room of a young unicorn reading the books.
The unicorn's reaction too. She just blinks and then keeps reading all with a completely straight face. (I guess this isn't the first time Coco's done this.)
Herpy once argues with Daring and states, "Fine! I'll just go quit and write Daring Do fanfiction!" It gets a Call Back in a later volume too!
At one point, Professor Storm Talon gets so mad he drops such a massive multilingual Cluster B Bomb that Daring claims he just used every swear word known in Equestria. When he realizes he'll start repeating himself, he proceeds to make new ones just to keep cursing.
It becomes a Brick Joke later when Daring finds out he proceeded to invent a new language just so he could make up new obscenities.
Herpy proceeds to note that Professor Storm Talon may have made history as the first inventor of a language for that specific purpose.
Herpy: Isn't this exciting, Daring? We're witnessing history in the making!
Bonus points: Daring uses it as her own personal code in several important correspondence.
Random pony overhearing Daring reading aloud: Excuse me, but why do sound like you're swearing in griffon?
Platinius: Oh Celestia, why are you laughing—it's everywhere!
Platinius, to a pony who points out how vastly incompetent Hawkwings is compared to him
Platinius: It's kind of our shtick. For the love of your Celestia, please ruin it.
This was in reference to Hawkwings' showing up to a meeting late, inebriated, and giving a hilarious rendition of "What Do You Do With A Drunken Griffon".
Count Vryko attempts to throw said tricycle at Krastos's head in one of the stories. The way Krastos teases Vryko is the hilarious part.
Daring's behavior around Desert Rose, after experiencing the Eyes of Fatima personally.
Herpy suggests he and Daring seal themselves inside a fridge to protect themselves against a massive explosion. Daring says she will criticize and point out how stupid that idea is if they survive.
Daring is captured by the Hoofstapo and tells them they'll never find Herpy and the secret map.
Daring Do: Good luck finding him! Herpy's got a two day head start on you, which is more than he needs. He's got friends in every town and village from here to Dream Valley, he speaks a dozen languages, knows every local custom, he'll blend in, disappear, you'll never see him again. With any luck, he's got the Ring already.
Herpy: (totally lost in a market) Does anyone speak Equestrian? Or maybe zebra or ancient griffon?
In order to give Daring time to recover the Goblet, Storm Talon and Platinius distract a large cadre of Night Wings by pretending to be pirates.
Platinius: I can't believe that worked.
Storm Talon: I told you, the enmity between pirate and ninja runs pretty bucking deep.
Daring and the Professor's argument (of the Daring Do and the Professor Crossover radio serial) when they're in a spiked wall trap due to Ahuizotl and the Commander. Sadly, I can't remember the conversation right now.
Yes, the one time Daring couldn't undo a trap with her hat was a rather dark moment, but you have to appreciate this line.
Diamond Dog commander Moonbarker's epic Oh Horseapples when he realizes that Super Serum or no Super Serum, he and what's left of his horde are helpless against Laurentia of the Red Mane.
From the Expanded Universe, Ahuizotl's reaction when the Eye of Discord shatters.
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