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Tear Jerker: Guilty Gear
The drama CD that shows how Dizzy and Testament met is full of heartwarming moments. But more importantly, we see how Dizzy suffered prior to GGX. One example of a Tear Jerker moment is when Dizzy meets a blind girl named Josephine who was lost in the forest (probably abandoned by her parents since nobody's looking for her.) When Dizzy comforts the girl, her wings are touched accidentally. After being called an angel, Dizzy sobs as she knows that she seen as demon by others and apologized to Josephine as she couldn't help her get her sight back.
Josephine:You must be an angel! After all you helped me! I go to church every day and pray... pray that I'll meet an angel, that one day I'll see again! Finally... God finally answered my prayers!
Dizzy':I'm sorry... I... I can't do anything for your eyes...!
Testament's profile is enough to help you shed a tear. It is stated that prior to his Gear conversion, he was actually a kind, charitable man who loves children and has taken in several orphans in the past. His hatred of violence even borders on phobia and he believes that people should not be punished, but rather, be reformed. Then you suddenly remember the part where he was converted into a Gear unwillingly and was forced to kill humans as his conscious mind tried to resist.
This even becomes more sad when you read the line that says he "is tortured the depth of his sins" in the past but found a new reason to live when he meets Dizzy. Yet eventually, the two separated their ways.
Side Red has a very, very tragic end where a very young Ky dies horribly afterfighting a horde of Gears aloneto save a woman named I-No. Sol similarly hacks his way through but arrives too late. Ky struggles to breathe and talk and begged Sol to take his place as the next leader of the Holy Knights while Sol is beginning to cry. Ky drops dead and we hear Sol screaming his name. Later on, we see Sol honoring Ky's wishes when acts as the order's leader for the following years. *Sniff*
This is even sadder when you consider that Sol and Ky are rivals and, even when there's peace, they're so different cannot get along. But this is maybe because Ky who's around 13-14 is seen as naive by a lazy, but more experienced Sol.
As expected of drama CDs which are considerably darker than the already rather dark main games' storyline, we have another sad moment with Millia in the Night of Knives where she breaks down crying after learning that Zato agreed to assassinate a 2-year old king to save her life. She is horrified to realize how much she misjudged Zato's true character.
Millia: Are you insane!? This is child abuse, no, INFANTICIDE! This isn't an assassination! This is infamy!
That's just the tip of the dysfunctional ice-burg, too. Zato, who obviously does love and care about Millia (albeit in an obsessive, creepy way), already sacrificed too many of the Guild's rules to get her back safely and therefore he won't take back the new mission in fear it'll make things even worse, even if it strains their relationship. Venom had already been told in so many words that Zato wouldn't have bothered saving anyone that wasn't Millia, making the fact that she started turning her back on Zato because of his plans to rescue her (something he never would have done for Venom) and wasn't thankful in the slightest infuriating and completely unreasonable. All three of them have legitimate reasons to be upset, and knowing this is essentially what puts the nail in the coffin of the trio's relationships to one another makes it even more depressing to sit and listen to.
The scene where Sol is inside Valentine's fortress. Imagine killing the remnants of your dead girlfriend all the while hearing her voice around you- angry, happy, crying or saying I love you. Once Sol defeats her, they call each other by their real names.
What's worse, right before That Man sends Sol out of the now-sealed off Backyard, Sol's conversation with That Man has the latter allude to Justice's death at Sol's hands back in the first game. Therefore, Sol's lot in life is such: Your lover is converted into what is intended to be the next step in human evolution (heavily implied to be a unwitting conversion at that) but loses her memories in the process and is subsequently horrified by the evils mankind is capable of, turning against her creators and causing 100+ years of genocide in which Japan is all but wiped off of the map. And who has to put her down? You do, using the powers you gained from also being converted against your will. Five years later, you have to do the same to her pitiable clone, who spends most of the game acting like a dutiful child running errands for her "Mother" and later breaks down, going into a maddening rage once she fails at that task.
Sol: Answer me one thing! Valentine... She looked as if she were a living copy of Aria...! No, she herself was Aria... Bastard, was that your doing too? That Man: Not at all. But that girl... You and I both... already killed her.
Ky's story post Accent Core as narrated by the short stories. He and Dizzy were living happily and expecting their first child when the government calls him and practically "volunteered" him to be their puppet king. When he refused, they told how they know about Dizzy. In Sol's story, Ky was even described as someone who looked really unhealthy and stressed. When Sol was beating Ky after a heated meeting, Ky and Dizzy's toddler son, Sin (the cause of said beating; bringing the kid into the world just made the lives of Sol and Ky harder as far as the bounty hunter was concerned), pleads with Sol to stop hurting his dad, since he knows Dizzy cries when such things happen; Ky cries at the scene, and Sol couldn't bring himself to continue. Later on, Ky and Dizzy lets go of their beloved child and entrusts him to Sol for his own safety.