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- Darwin in "The Third", realizing he's almost lost his best friend by being too focused on Tobias.
- Rocky in "The Pressure":
Gumball: You've had girlfriends before, right?
Rocky: Oh yeah, thousands of 'em.
Gumball: Well how do you get rid of them?
Rocky: Well usually I just close my eyes, and open my heart! And when I open my eyes again, they're gone...
- Gumball and Darwin's song in "The Gi" is surprisingly heartwrenching.
- Gumball starts crying near the end of the episode, realizing that everyone has been making fun of him the whole time.
- In "The Kiss":
Gumball: THERE IS NO HAPPY PLACE!
- In "The Party" when Rachel is crying outside because NONE of her friends showed up. Which can be attributed from they not wanting to go to a "kids" party, to her not actually having friends.
- "The Robot" has Gumball trying to sleep in his backyard and crying after Bobert, who assumes his identity, has won over his family.
- Rocky talking to Miss Simian in "The Ape":
Rocky: Seriously though, no one likes you Miss Simian, not even me! And I like everybody!
- "The Meddler":
Penny: Well... *sniff* T-thanks for being honest with me....
- When Gumball runs to his room after being ignored by his parents.
- Penny's reaction to Gumball denying that he likes her.
- "The Helmet" has a Disney Death of Gumball when he attempted to get his helmet that was about to fall into the "dumpster's crusher". It made Anais scream at the top of her lungs.
- Similarly, though the circumstances were funny, Gumball's reaction to Darwin's Disney Death in "The Phone" is fairly sad - he drops to his knees and starts sobbing.
- Teri's (almost) death in "The Virus" is a combination of this and Nightmare Fuel. What's especially saddening is the characters' (Gumball and Darwin) completely heartbroken reactions. It makes it sadder that she's a pretty friendly and sympathetic character, and almost dying in such an horrible way (being decapitated) is quite uncomfortable, even for a kids' show.
- The fight scene from "The Words" where Gumball hurts the feelings of Darwin in one of the saddest moments in the show.
Gumball: You are not my brother! You are just a pet, who grew legs!
- The two make up but it's still extremely saddening to see. It reduces the two to tears and it's sad to see two friends who stick by each other through so much cry together.
- Gumball thinking he murdered Idaho in "The Bumpkin" and crying over it once Idaho's family buries him.
- Richard's song in "The Hero".
Gumball: He's gone... and I was laughing at him. Why didn't I tell him in spite of everything I was proud, Darwin. I was proud of him! If he were still here I would tell him, if he were still here-*Gumball notices Richard is right behind him* oh, you're here.
- When Gumball thinks Richard has fallen to his death.
- In "The Pony", Anais wants to spend time watching a movie with her brothers, but a series of events continually delays Gumball and Darwin from returning home from the DVD store. Anais is at first unamused, no doubt thinking that they've messed up somehow, as per usual, but she eventually begins to consider that they just genuinely don't want to hang out with her and it drives her to tears. She clearly loves her brothers, so seeing her crying because she thinks they don't care about her is heartbreaking.
- "The Voice" sheds some light on William. Poor guy, all he wanted to do was hang out with Gumball and Darwin.
- Near the ending of "The Kids", where Gumball and Darwin sing, opera style, about how they are growing up. They get better in the end... though they're not sure if that's better or worse.
Maybe it's for the betterNo one wants to stay a child foreverRemember the wonderful times we've hadThose happy thoughts now make me sadThey say it's not badIt's just a new start,So why do I have this pain in my heart?Our childhood memories are getting hazy...
- Even sadder when you realize that the voices that gave Gumball and Darwin life for almost two seasons were finally sending their farewells due of their voices being broke and needed to be recasted.
- Though Sarah exhibited eccentric and creepy behaviors in "The Fan", she really just wanted to fit in, and after being chased down the hallway by Gumball and Darwin, she explains that she feels lonely, but Gumball tells her to leave them alone, causing her to walk away, crying.
- Darwin trying to exile himself in "The Allergy".
- Penny freaking out and running away in "The Shell", despite Gumball trying to tell her that he likes her true form. Her dad's reaction doesn't help much as he didn't even bother to tone down his comments to the point of calling her own daughter a monster despite Gumball's best effort to calm Penny down. It's satisfying that Gumball delivered a Calling the Old Man Out speech at him in behalf of Penny.
Penny: Gumball! Please tell my father that the monster is going to live in the forest, with all the other beasts! (flies away)
- Penny's reaction to her father also did not help make this scene better.
- Gumball's risking himself to protect Penny from harm's way even if it means having to break her heart by telling her she's nothing to him... just to prevent her from being hit by a truck by getting her small enough for them to duck under it. Seeing Penny's small form in Gumball's paws after being called nothing to him is saddening to see, even more so that Gumball only did it just to protect her as you can see from his injuries. She eventually knew but that doesn't make it less saddening. As if her father calling her a monster wasn't enough...
- Even earlier after Gumball was kicked out by Patrick when he found out what happened and got Penny grounded as well when she wants to break out of her shell, Gumball didn't have dinner and goes to his bedroom depressed while Nicole is very concerned about him not eating because of it. When Gumball says he's fine, he's then ends up crying in his pillow as he thought he won't see Penny again because he accidentally cracked her shell. To see Gumball defeated like that shows how much he loves her and that he may not see her again because he can't convey his feelings to Penny very well that he ended up headbutting her when he was presented the chance. Thankfully it all paid off in the end for him and Penny when she arrived.
- As one could see in "The Burden" and "The Bros", Darwin experiences jealousy for the first time and his fears that Gumball's attention went into Penny instead of him. Ho Yay or not, being a goldfish who grew up legs and still naive to the world, Darwin might not know how to deal with such feelings of abandonment and jealousy.
- In "The Man", Richard reveals about his father that the last time he saw him was that he went out for milk 42 years ago. Richard thought he would come back eventually and even all these years, but even his family and kids knows that's not the case. In the end, he finally knows the truth and he let his tears out while Jojo comforted him. He actually grew up without a father which explains why Granny Jojo was so overprotective of him, as seen in "The Authority."
- And if their ages are to be put into consideration, it's heavily implied that Granny Jojo gave birth with Richard when she's very young. And she didn't know what to do and thus went into extremes into protecting Richard.
- The reason why Chris Morris helps Gumball and Darwin avoid getting caught by the police in "The Burden" he doesn't want anyone to experience being caged.
- "The Butterfly": The Alligator Woman telling Rocky that she's been saving herself for marriage for so long that she became depressed, couldn't find a job, had to live in a van under the freeway with her cats, and ate noting but squirrels and rust.
- "The Friend": The shark-headed monster was left alone to wander the streets in search of friends after his creator died (or, in his words, "didn't wake up") and Gumball, Darwin, and Anais trying to protect him from the police, only for the shark-headed monster to kill himself with cola and mints (Fortunately, he gets better, but still has to leave town because of what happened).
- The revelation that Anais has no friends and she threw a birthday party just so someone — anyone — could come. Her sadness on the second season's "The Pony" is justified after all.
- Rob telling Gumball and Darwin to forget about him like everyone else has in "The Nemesis". Looks like being in the void really did a number on him.
- In "The Signature", Frankie Watterson come back just to betray them and take the ownership of the family's home for himself until Richard looked at him with a very sad look. Frankie then remembered having to look back at young smiling Richard who doesn't know he's actually leaving, waving goodbye at his unknowing son. Seeing this cause Frankie to have a Heel Realization and let his family pass through so Jojo and Louie can get married to claim home ownership back to the family.
- Richard running into Frankie's arms after the Watterson kids bring him home, and the Mood Whiplash of Richard yelling at Frankie for abandoning him and not bringing home any milk and sobbing into his chest.
- Richard spent decades convincing himself that his dad would eventually come back with milk. Frankie coming back without a carton in hand destroyed any chance that his dad left for a good reason.
- William trying to turn over his test paper in "The Uploads". Poor thing.
- "The Origins" has a ton of these The entire scene in which Darwin gets locked in a cage in the pest control van is one big tearjerker. First, he came so close to his family only to be snatched away at the last moment, then some poor dog tells him the sooner he forgets about them the less it'll hurt, and he's speaking from experience. Darwin starts crying and repeating the words "I have to get back". Then Gumball gives up on ever finding Darwin and because of their connection Darwin knows that he gave up. He manages to escape and there's a bit of levity until Darwin runs into them at the pet store and sees himself getting replaced. Ouch.
- While Anais's behavior in "The Parasite" can come off as creepy especially after she merges herself with Jodie, it's also a little painful to see just how socially awkward and desperate for a friend she is. The fact that she's a four-year-old in middle school probably doesn't help.
- "The Roots" clearly shows how much Darwin means to the Watterson family as they hate the thought of letting him go into the wild.
- In "The Fury", Nicole putting up with Yuki's torment who wanted a rematch in their fight but refused because she wants to go back to being friends since Nicole already lost her as a friend following their fated match at the Tournament Finals which she won. She even gave up training because of it.
- "The Stories" reveals that Molly hangs out in the boy's washroom because its her "dark place", a place to be by herself because she knows her stories are boring an no one wants to hear them no matter how much she tries to engage people.
- "The Disaster" is when the show is truly at its darkest. Rob uses a Universal Remote, a device that can warp reality to the user's whim, to make word on his promise by ruining Gumball's life. Gumball witnessed everything around him tarnished by Rob before him in suspended animation. Darwin is nowhere to be seen after his heart being broken, Nicole and Richard broke up (she is with a construction worker while Richard is eating donuts out of sadness), Anais is crying, and Penny is falling to her death after Gumball was controlled to push her off the second floor while her heart was broken from seeing Gumball accidentally bumping and kissing Sarah! Gumball didn't even know what was going on until Rob makes his appearance known and shows no regret for his actions.
Gumball: What is this? What's going on?
Rob: I did warn you... (takes the family photo out of Richard's wallet) I said I would destroy you and everyone you loved. (he rips it in half.)
- "The Re-Run continues from where "The Disaster" left off, and while Gumball attempts to avert the disaster, things were made even WORSE than what happened! Nicole and Richard were rewound back into babies, causing Anais to cease to exist and make Gumball and Darwin forget about her even after crying about her death. Then Darwin gets reverted back to being a normal fish to undo the events of how Richard bought him in "The Origins", and because he doesn't have lungs from those events along with his legs, he dies in front of Gumball! Gumball was in tears of his own brother's death and to add salt to the wound, Rob told him that he warned him. Gumball screams and goes to attack Rob... who dodges out of the way and had him Fast Forward into pushing off Penny to her death again! Gumball realized that his attempt to avert the outcome was even worse than the first time, as he lost both his family and girlfriend again, only this time, two of them are babies who have no one to care for them, and the other two are straight-up dead.
- The ending of the episode has an element of tragedy to it. Rob has a change of heart after Gumball saved his life, they even become friends. But that friendship was brief, in order undo the damage he did Rob has to rewind time to when the episode began. In other words, Gumball won't have any memories of what happened or of their friendship while Rob will. By hitting the Reset Button the two will go back to being enemies and Rob has clearly resigned himself to that fate knowing what he had done.
- In "The Choices", we witness how Nicole has a bad childhood due to her parents controlling every part of her life until she met Richard. She eventually told them off before moving out with him, bringing her mother to tears. At the wedding, Nicole was hoping to see her parents attend as they were invited but... they didn't show up. Nicole was saddened from how her parents disowned her until Richard assures her that she still got him around for the future.
- Just seeing how Nicole's father usually shows little to no emotion other than anger, while her mother has her life literally planned out for her to the second. Obviously, neither of these attitudes are very healthy. Richard was probably the first person in Nicole's life who didn't care if she was a winner; he just liked her for her and encouraged her to make her own decisions about her life.
- Nicole's Imagine Spot of marrying Harold Wilson involves him constantly insulting her under the guise of compliments, even on their wedding day. We're then treated to a Time Skip where Nicole has clearly undergone numerous plastic surgeries (probably because of all the insults to her appearance) and finally snaps and gets arrested for setting the house on fire (and maybe killing her husband). It gets worse when you realize that this kind of situation actually happens in real life.
- The entire sequence - silent, with a tear-jerking piano piece and no dialog - showing how Nicole and Richard grew to be friends staring at the clouds to awkward teens trying to figure things out to Nicole leaving home (lip-reading showed "I love him!" in there) and Richard being forcibly ejected by his mom. It is plain that they're in their mid-teens, no later than their late teens - Richard still has bad acne. Up to this point the sequence was in 8mm, then Super 8mm. It ends with now-homeless Nicole and Richard, each with a suitcase, walking hand in hand towards the camera. Then a new sequence starts, only now it's on VHS, still silent, same music. We see Young Adult Nicole and Richard in an apartment that makes Elwood's room in Blues Brothers look spacious heating instant noodles on a hotplate while they get a Jump Scare from a passing train. We see an inversion of the doctor's office scene in Up - Nicole is pregnant with Gumball. They get married, with Mom and Dad absent. We see Gumball's hand for the first time, grabbing Richard's finger at the hospital. We see Nicole and Richard and Gumball and just a couple of suitcases walking up to the house they now live in. It was a wreck. They fixed it by the time Gumball took his first steps. We see Darwin's arrival, then Anais', who as a baby, corrected her own hospital wristband from "Anias" to "Anais" much to the horror of her parents. The sequence ends with a typical Wattersoninan family portrait. The entire sequence is almost half the episode and is very reminiscent of the "Married Life" montage in Up, only with a happy ending. This troper was in tears by the time he realized Nicole and Richard have been living together since their mid teens after leaving their homes. The CMOA is Nicole owning up to her Choices and being 100% happy with them. "You know? I wouldn't change a thing." T.T