History TearJerker / VideoGameHighSchool

* In the first episode of season 3, Ted and Brian go on a quest in the collector's edition of a game called ''Deathstalkers'' to obtain the Babbage's Blade, which they need to get for Ki, who is running for student president, so she can win the votes of the MMO guild. Everything is going swimmingly until the very end of the quest, when Brian picks up the blade and unknowingly binds himself to it (meaning he can't give it to Ted). An argument ensues in-game, and it then carries on into the real world where Ted and Brian end up in a fight that results in Ted getting a serious nosebleed. Even though Brian tries to apologize, Ted refuses to accept his apologies, says that he is "done", denounces their friendship, and tells Brian to go to hell. Utterly tragic.
* Season 3 episode 3 may very easily be the most depressing episode in the entire show. Where do we begin?
** Jenny ended up costing her team a match against Napalm and Brian breaks up with her immediately after the game.
** Knowing that her chances of becoming student president are very slim, Ki is resorted to stuffing the ballot in order to win, but she holds the presidency for a good minute or so before finally coming clean to both her team and Calhoun.

* Season 3 Episode 4, considering the whole driving force of that episode is Freddie's death in a motorcycle accident (and the fact that he wasn't wearing his helmet may have been another contribution), and how Ted copes with it. At first, he doesn't seem to be affected that much, but as the episode progresses his realization of the toll his father's death has taken on him causes Ted to fall into the DespairEventHorizon. To make matters worse, when everyone watches Freddie's last will (which came in a video form), we see Freddie berating Ted on camera and bequeathing him a crappy microphone [[{{Jerkass}} while he gives his most valuable possessions to someone he never met]]. The icing of the cake is at the end of the episode, where Jenny, Brian, and Ki manage to find Ted late at night at a laundromat playing ''Axe Legends'', having beat the game countless times just to hear his dad compliment him at the end. Afterward, Ted finally breaks down, having realized how much of an asshole his dad was to him.
** Picture this: after having gone on a rant about his dad, Ted starts to weep. After Ki tells him that it's okay to cry, Ted just starts '''bawling''' and collapses to the floor.

* In season 3 episode 5:

* Season 3 Episode 4, considering the whole driving force of that episode is Freddie's death in a motorcycle accident [[WhatAnIdiot (and the fact that he wasn't wearing his helmet may have been another contribution)]], and how Ted copes with it. At first, he doesn't seem to be affected that much, but as the episode progresses his realization of the toll his father's death has taken on him causes Ted to fall into the DespairEventHorizon. To make matters worse, when everyone watches Freddie's last will (which came in a video form), we see Freddie berating Ted on camera and bequeathing him a crappy microphone [[{{Jerkass}} while he gives his most valuable possessions to someone he never met]]. The icing of the cake is at the end of the episode, where Jenny, Brian, and Ki manage to find Ted late at night at a laundromat playing ''Axe Legends'', having beat the game countless times just to hear his dad compliment him at the end. Afterward, Ted finally breaks down, having realized how much of an asshole his dad was to him.

* In season 2 episode 5, Shot Bot's HeroicSacrifice to save the Law and the data that can clear his name. Made worse in the next episode, when Scott Slanders refuses to accept "Shot Bot 2.0" and laments how he's lost his best friend before outright leaving.

** What makes the episode so powerful is that it has one of the most realistic portrayals of someone's reaction to the loss of a loved one of all time. Mix this with the acting power of the leads, and you have some ''chill-inducing'' stuff.