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Tear Jerker: Space Dandy
This may be Denser and Wackier compared to Watanabe's other shows, but that doesn't mean the tears won't flow.
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Episode 2: The Search for the Phantom Space Ramen, Baby
A bit odd for a series like this to be sure, but you can't help but shed a few Manly Tears at the end of Dandy's visit to Pop's ramen stand.
It gets worse when you know the real world subtext. Ichirō Nagai, the Japanese voice actor for the shop owner, would die only two weeks after the episode aired, making it his last role.
Episode 4: Sometimes You Can't Live With Dying, Baby
Despite being turned into a zombie, Dandy won't ever give up the fanservice he needs at BooBies, and fortunately, Honey is dim enough not to notice he's dead... but upon attempting an ass grab, Dandy's slowed-down reflexes aren't fast enough and Honey leaves him hanging. It's sad seeing Dandy not being able to return to his one obsession after his change. ...that is, until everyone in the universe turns into zombies later.
When Dandy is escaping the hospital, he seems genuinely upset that he's leaving his zombified friends behind. Compare to when he recklessly used QT as a weapon.
Episode 5: A Merry Companion is a Wagon in Space, Baby
When Adele thinks that Dandy is going to abandon her, she angrily runs off to a dark corner of the space port just to break down and sob. The episode builds up their relationship, and she just feels so hurt and betrayed. It's heavily implied that this isn't the first time Adele has been cast aside by an adult.
Episode 8: The Lonely Pooch Planet, Baby
Laika's sad death after finally making a friend. Meow being more worked-up by her death than Dandy, despite acting like he wanted to get rid of her before. Dandy somehow building a rocket coffin to give her a space burial. The reveal that Laika was the first creature sent to space, and was living alone (as far as she knew) on a trash planet for an impossible to guess amount of time, somehow hanging on to life all that time waiting for someone to come along who would love her and play with her.
Laika: Thanks for playing with me. I'm pretty sure this isn't your fault.
It's even worse if you've ever had to euthanize a dog, as the breaths before her death are very true-to-life.
Even the Narrator tears up as he speaks of it.
Episode 9: Plants are Living Things Too, Baby
The plant people turning back into regular, non-sapient plants at the end.
Episode 10: There's Always Tomorrow, Baby
Meow's goodbye to his family (but especially his father, whom he was initially distant to). Especially since he spent a good portion of the episode using the time loop as a way to grow closer to his father, even though his dad likely doesn't remember anything about all the days they spent together.
Episode 13: Even Vacuum Cleaners Fall in Love, Baby
At the beginning of the episode, QT speculates that emotions, such as love, are a massive waste of time and energy, until he falls in love with a Coffee Making Machine. Due to her falling in love as well, she is ruled defective and sent to "Dream Island", a garbage dump for machines that display emotions. When QT follows her there, he learns of a plot shared by the machines to destroy mankind for abandoning them, lead by the person Maker actually loved, Cash Register. After realizing Coffee Maker had fallen in love with Cash Register all along and not him, QT is heartbroken, yet still determined to save both the machines and people from mutual destruction. He's struck by a science experiment gone wrong, growing in size and trying in vain to fight them off, becoming highly damaged in the process. At this point, QT speculates once more:
"The universe is brimming with waste.
What is particularly wasteful are emotions, like 'love' and 'affection'."
He has become completely unable to face the heartbreak of lost love, and instead attempts to convince himself in vain that it's a waste of time - even when he knows he wouldn't have done any of this if not for it. Coupled with the amazing battle music and scenery, if that doesn't bring the tears, nothing will.