These are what we call the 'YMMV items.' Things that some people find in this work. We call them 'your mileage might vary' because not everyone sees these things in the same way. This starts discussions in the trope lists, a thing we don't want. Please use the discussion page if you'd like to discuss any of these items.
YMMV: Digimon Adventure
Accidental Innuendo: Tai is especially guilty of this, particularly because of his tendency to say he needs to "hook up" with the others rather than use the much less sexual sounding "meet up". Examples of this include episode 22, in which he said he needed to "hook up" with the others, and episode 36, in which he told Sora to "hook up" with Matt. Thatdefinitely blew up in his face.
Butter-fly should rank high on most anime fans's list of most inspirational anime theme songs. Brave Heart pretty much defined what an "evolution" song should be like, and how it should be used: every time you heard it come up, you just knew a Moment Of Awesome was just about to happen. In fact, if it's by Wada Kouji, it counts as Awesome Music, PERIOD.
The "Strong Version" of Butterfly is probably one of the most Epic things you'll ever hear in your life.
Big Lipped Alligator Moment: Episode 3 starts with the children running into a pair of Monochromon who proceed to fight over territory. This is never referenced or mentioned afterwards and has no bearing on the episode's plot.
Also one episode where Gatomon randomly sings "I'm a Digi-kitty" over and over to the tune of Matt's harmonica before catching a fish. It really makes no sense at all.
The out of nowhere scene where Takeru decides to settle a dispute between Patamon and Elecmon with a tug-of-war contest, presented as a sumo match would be, complete with Takeru having a full robe and ceremonial fan to introduce the competitors, which he seems to conjure out of thin air. It really is very strange.
Myotismon. The main reason is he's unmatched in sheer sadism by any other enemy (except for the one below). His entire arc is pretty much one long string of sickening acts, and he murders most of his henchmen in cold blood. And when he returns in the second series, he actually gets worse! Really driven home when Angemon and Angewomon outright ask him if he feels one ounce of guilt over his actions and he replies with a resounding no. There's a good reason that until Digimon Savers, he was considered the most evil Digimon villain ever (he ends up getting killed three times, more or less possibly because of this).
The next major Big Bad, Piedmon, is arguably just as bad as Myotismon. As the leader and most powerful member of the Dark Masters, supreme leaders of all evil Digimon, he is fittingly the most vile member. He led the Dark Masters in all of their destructive acts, including wiping out the primary village and all of its digi eggs entirely (baby killing, pretty much.) His entire reason for saving himself for last was to enjoy seeing the Digidestined be tormented by his fellow Dark Masters and then his minions. He then proceeds to hunt down the Digidestined and their Digimon, turning them into keychains one by one and then taunting the remaining ones with them! But he gets worse! He corners TK and Kari on a rope high above Spiral Mountain and cuts off their only route of escape. Does he try to kill them with his swords? Nope. Try to turn them into keychains like their friends? Nope. He cuts the rope and sends them plummeting to the ground far below and laughs about it! Ultimately he has no qualms about murdering children or confining them to an And I Must Scream fate.
Ear Worm: "Digimon! Digital Monsters! Digimon are the champions!"
"Hey Digimon! Hey Digimon! Champions of the Digital World!"
Piximon (at least in Latin America) Pi. It was as if a Furbill swallowed a cherube. With a small lance. Pi. He was also an very powerful and wise Digimon that acted as a sort of Obi-wan for the Chosen ones. Pi. But it was his death scene against the Dark Masters to save the Chosen Children that cemented his eternal badassery with the Fanbase. Pi.
Leomon and Ogremon.
Epileptic Trees: Some fans speculate that Myotismon is actually Devimon, who was reborn after his defeat in File Island due to fact that Myotismon is an evolution of Devimon and that Myotismon seems very obsessed with Digi Destined, which would make sense if Myotismon was actually Devimon who sought revenge against them and it would make more meaningful if The Big Bad of Digimon Adventure 02was their very first enemy.
And let's not forget Piedmon is a possible evolution of Myotismon. Maybe they're all family and the Digi Destined made enemies for life out of them when they took out Devimon?
Not that it makes any sense, given how freaking long it takes for a Digimon to Digivolve naturally without a human partner or some special aid. And the fact that Devimon returns Zero Two residing in the bottom of an ocean while Myotismon is still inside Oikawa.
And of course the fact that Myotismon in Adventure has been around for a long time on Server, long before the Digidestined arrived in the Digital World and destroyed Devimon, as evidenced by the large territory and army he controls on the continent and his long time servitude of Gatomon.
Evil Is Sexy: LadyDevimon. In-universe, Myotismon easily seduced women as a lure to suck out their blood.
Fan-Preferred Couple: Taiora (Tai and Sora) is a noteworthy example, because Jeff Nimoy, one of the head writers for the English dub openly said he preferred this couple. The original show's main writer had actually no intention of making a couple of Taichi and Sora because he figured the trope was cliche.
Genius Bonus: Myotismon's name is a reference to a genus of bats, certainly not something your average kid would pick up on.
Growing the Beard: While the Devimon and Etemon storylines contain some good, mindless fun (especially Etemon, who is delightfully silly), most fans agree that the series, along with the entire franchise, didn't really come into its own until Myotismon burst onto camera for the first time, with the far longer and more epic plot arc around him taking the show in a completely different direction than other Mons shows (and into places most "kids" shows never dared to go).
The dub as well. Early on it was in pure Gag Dub territory, but by the end it kept the vast majority of the serious moments serious and allowed for plenty of character development.
Harsher in Hindsight: A rather awkward one in episode 30. Jou references to a supposed terrorist bombing in the street outside where the Chosen Children all once lived. It turns out to be an unintentional coverup story for the events of the Pilot Movie. To add salt to the wound, in the dub he claims: "It was one of the worst terrorist attacks of all time!" Latter-day airings on Toon Disney or Jetix excised all reference to terrorist attacks.
When the DigiDestined are on the subway, they fall asleep, miss their stop, and end up in Shinjuku, where Digimon Tamers takes place. The same episode also offers a brief shot of the Tokyo Metropolis Building, the same building that houses Hypnos in Tamers.
Izzy's "alien theory" just got funnier with the rise of the Ancient Aliens meme.
The English dub cover up of Pumpkinmon and Gotsumon's death to being "sent to the dungeon" in the Digital World. In Digimon Fusion, one episode has a Pumpkinmon and Gotsumon in a dungeon in the Digital world!
In episode 3, Tai jokes that Mimi wants to steal Gabumon's fur for a blanket. Several episodes later, we see he can remove his fur willingly. And he does use it as a blanket.
One of the key plot points of Our War Game involves people around the world influencing one Digimon battle over the Internet. Fast forward to 2014, and a scene from the film is used as a GIF◊ for, of all things, Twitch PlaysPokemon.
Magnificent Bastard: Devimon was behind all Black Gears and traps set for the children on File Island and rarely lost his composure, even while dying! Not to mention that he was probably the only Digimon villain who had some sanity in him, except the conquest thing. Even in death, he still pulls some strings behind the scene; by appearing before the Digimon Emperor he played on Ken's superiority complex into making him use some of his own data to create Kimeramon and so, Devimon had full control of it and gladly use Kimeramon against the Digidestined and the emperor.
Myotismon's entire scheme for traveling to the Real World is a gambit to kill the Eighth Child before she can fulfill her destiny and defeat him. He distributes mock crests to his minions so that they can tell when they're near the chosen child, and when that fails, he uses that child's potential partner to pick out the child for him (all while keeping the digivice and crest safely far away). He is charming enough to beguile human women so he can drink their blood in a weirdly sexual way, and his plans are shrewd enough to be frighteningly competent. And this is just the first season!
Moral Event Horizon: If Myotismon wasn't already over it when he horribly abused Gatomon to convert her to be his loyal minion in her backstory, he crossed it in his plan to find the eighth child when he forcibly took all the children of Odaibah away from their parents in order to show them to Gatomon so that she'd identify the right child (while getting off on their cries of sorrow and terror) and even threatened to kill them all if Gatomon didn't show him the child soon enough. This was a new low even for him.
Narm: Some of the voice acting and dialogue really has not aged well, notably Biyomon's actress sounds rather phoned-in near the beginning of the series.
Ship-to-Ship Combat: Tai/Sora fanboys/fangirls are notorious for this, as Digimon Adventure 02 has an epilogue wherein it's shown that Sora hooks up with Matt in the future, and most of them can't stand the thought.
Some feel the Dark Masters arc is a lot weaker than the Myotismon arc, if only because the Myotismon Arc is a lot more extensive and climactic than the Dark Masters arc.
Toy Ship: TK and Kari. Helped along by the relationship that their Digimon share.
Ugly Cute: Gabumon, so very much. He's a weird lizard-dog-unicorn thing who happens to look weird but very huggable at the same time and has a very good-natured personality.
The Untwist: The search for the eighth Digidestined child plotline would've been more suspenseful, had the series not done the episode of Tai warping back to Earth, and realizing his sister knows a lot about the Digital World. Even worse, the end of that episode lampshaded Kari eventually joining up with the heroes. You'd have to completely skip that episode to be surprised by the outcome, and even then, probably not. At least the plotline still managed to be awesome, regardless.
Also not helping, in the Japanese version: Around the time they get to real world, the animation to go with the new ending theme explicitly shows Kari as the eighth child, Tailmon/Gatomon as her partner and her evolution of Angewomon. (Also War-Greymon and Metal-Garurumon, but that's spoiling a power up, not a plot line).
The Woobie: All the kids have their moments of being Woobies, but Matt and Izzy stand out.
Gatomon. Her life with Myotismon makes it impossible not to feel bad for the poor girl. Then Wizardmon's death and seeing her break down and cry.
Gabumon could also be seen as one. In one episode when he was talking with Matt, he said he had no friends in the Digi-world until Matt came along. There's that and the fact that he's shy, gets picked on by Tai quite a bit and makes consistent Puppy-Dog Eyes. He's also one of the nicest of the digidestined Digimon. Quite a few fanfics centered around Gabumon make him into an even bigger Woobie.
Elecmon also qualifies once the Dark Masters turn the Primary Village into a wasteland. He looks so utterly defeated, it's hard not to want to hug him after something like that.
Woolseyism OR Macekre: Saban's dub added a lot more humor (And more dialog as a whole). Some feel that this added to the show and made it better, while others feel that it watered down the characterization and made it unbearably obnoxious.
Giving Tai a crush on Sora while diminishing the relationship between Matt and Sora has always been a source of controversy. It led to huge problems in 02 when Sora and Matt fell in love. To those watching the English dub it looked like it came out of nowhere and that Sora was more likely to have ended up with Tai instead. In the original Japanese, Yamato understood Sora the best out of any of the boys and Taichi's feelings for Sora were strictly platonic
In the original, Etemon was a monkey imitating a typical Japanese pop star. In the dub, he's an Elvis impersonator.
The name of War Greymon's attack in the original is 'Gaia Force'. In the dub, they called it 'Terra Force' which keeps the reference to the Earth as well as making a reference to computers (it's even the next step up from 'Giga Blaster')