Crowning Moment of Heartwarming: When he's introduced, it's clear Eario desperately wants to be related to his hero, Mario, somehow. There's the obvious moment at the end of the Janitor of the Mushroom Kingdom arc when his son, Waluigi, invites him to his own family reunion, but there's also the fact that they are indeed related, though it takes some Fridge Brilliance to figure it out: according to Nintendo, Waluigi and Wario are brothers, and Mario and Wario are cousins, making Eario Mario's uncle. This can very quickly become a Tear Jerker if one realizes Eario will probably never know that, however.
All of Prodigal Robot You can't help but feel sorrow then joy for what Megaman had to go through.
"Funny Aneurysm" Moment: In the comics Matthew made to advertise Howard Phillip's Kickstarter project (accessible at the bottom of this page), one woman, angered that her kids are making her buy an expensiveNES, tells Howard "I hope you fail." Howard's Know-it-All project ended up failing to reach the necessary funding. 'Tis a shame, as it could have done wonders for the educational system.
The Ice Climbers voting for each other to return in this comic is kind of sad since they didn't make the cut.
Nana's reaction here, from a comic barely a month before the fact that they didn't make it is even worse. "A second chance", indeed...
This one is also pretty painful, especially with the rumour that the Ice Climbers didn't make it as a result of problems with controlling both of them at the same time.
In "Ode to the Minions", there's a scene where the Duck Hunt Dog reacts with horror when a duck is shot down and dies in front of him. Nearly five years later, the Duck Hunt Dog appears as a playable character in Super Smash Bros. 4... with a duck ally. HE JUST WATCHED HIS FRIEND DIE IN FRONT OF HIM.
For even more "fun," the duck has the same colors as the one the dog is teamed up with in Super Smash Bros. 4, making this all the more feasible.
Genius Bonus: The Turnabout Kirby arc becomes a bit more amusing if you know that John Kirby was the name of the lawyer who defended Nintendo from Universal's allegations that Donkey Kong infringed on their copyright.
This comic featured Kirby attempting Wii Fit. One of the next Super Smash Bros. characters turned out to be... a trainer from Wii Fit. And her intro trailer shows Kirby still having trouble with yoga poses.
Speaking of the new Smash Bros., this comic accidentally foreshadows a certain Blue Bomber getting in.
This comic becomes even more hilarious when you realize that Matthew posted it hours before of the E3 trailer of the next Smash Bros, announcing the inclusion of the Animal Crossing Villager in the playable roster.
Even better, all three of his "last-minute guesses for newcomers" in the blurb have turned out to be true.
Either hilarious or tear-jerking depending on the reader, but this comic ends up being more true than expected after Mario fighting the villain solo in the first battle of Mario & Luigi: Dream Team turns out to be a dream of Luigi's.
"Hey look! I remembered to make Sonic's arms not-blue this time!" Sonic's arms are now blue.
One comic referenced the Palutena "leaks" for Super Smash Bros.., stating that she'd be there once Ridley was announced. As of E3 2014, Palutena is confirmed for Smash Bros.
"E3 predictions: for Smash, Palutena, Ness, Ice Climbers...Ridley? And NFP usage in some form. From Nintendo, almost certainly Zelda, and maybe Star Fox. I'm guessing Mario Maker is real. In a couple days, I can look back on this post and laugh about how inaccurate it is..." The items in bold are the ones that have actually been confirmed. Five out of eight.
This comic, combined with the previously-mentioned Roy comic, now that Bowser Jr., Wario, and Roy are all in Smash 4... but none of them were officially announced before the game's release on 3DS, as though their invitation letters took longer than usual to reach them due to their ballot votes either being crossed out or mailed to the wrong character.
This comic, now that Robin appears in Smash 4... AND has breakable tomes, to boot!
This comic he expresses how much Mario Kart is becoming more and more like F-Zero. We now have two F-Zero tracks as DLC: Mute City in Pack 1, and Big Blue in Pack 2 (of course, that's without mentioning the series has had a Blue Falcon livery available for customization since 7).
Now with 200cc mode in Mario Kart 8, Mario Kart's transformation into F-Zero is getting even closer.
All the Smash Voter comics become a lot funnier thanks to the official Smash Bros Fighter Ballot.
This early comic of Kirby changing from Snake into Ryu and throwing a Hadouken is this, since Snake was cut from Smash 4 and Ryu has been added as a DLC character.
The evolved forms Matt invents for Froakie and Fennekinhere. Not because of the sheer inaccuracy of it all (because he drew them before the full evolution families for the Kalos startes were unveiled), but because of how progressively uglier Fennekin's evolutions get, considering that Braixen and Delphox are actually at the other side of the spectrum.
"The Captive Princess" shows Peach doing very well at escaping Bowser's castle by her own, at one point using a Fire Flower, before Mario arrives and she meets him to give him the satisfaction of "rescuing" her. In Super Mario 3D World, Peach is playable and can use the Fire Flower, and her dress becomes the same one she wears in her first appearance. Looks like the comic was more accurate than it could have thought.
Rescued from the Scrappy Heap: Waluigi was originally created so that Wario could have a partner in Mario Tennis, and was disliked by critics and players alike. Years later, in comes this comic, turning Waluigi into a psychopathic Cloud Cuckoo Lander, and he quickly became one of the best characters in the strip.
Seasonal Rot: One of the reasons why Matthew wishes to end the comic is to avoid this.
They Wasted a Perfectly Good Character: Rosalina's been a pretty popular and important character ever since her debut, but she has almost no role in the comic. Perhaps she might have had more focus if Smash 4 didn't mark the end of the comic, but still. It's possible that her memetic dignity could be taken Up to Eleven or deconstructed, and the Galaxy games as a whole got little focus.
Uncanny Valley: Retrospective example- Adeleine looks only vaguely human in her earlier appearances. While not off-putting on its own, it definitely looks odd after seeing her later, when her design was more consistent.
And Eario, the janitor of the Mushroom Kingdom. He cleans and polishes (and refuels the bullet shooters) all for his idol Mario, and the day he got a coin from a block Mario hit was the happiest day of his life. Until he was reunited with his son(?), Waluigi.
Young Dedede in the Cocoon Academy Story Arc. First he gets into a food fight by accident, is sucked up by "Pinky," and gets detention for aforementioned food fight. When he gets home he has a terrible dinner (so says the mouseover text) and the next day he's sent to Headmaster Hand's office. And then later on, he thinks that he's lost "Pinky" as a result of fighting Dark Matter...
Luigi can't fantasizeHIMSELF being the hero. Also, Matthew saying he has low self confidence doesn't help...