- Most if not all of Okame-P's songs are known for being REALLY sad, but none more than "you're not alone". It seems to be about regret for past sins, realizing there's nothing you can do and wishing someone you scorned well for the future.
- Nekobolo's "Jishou Mushoku", or "Self-Inflicted Achromatic". The lyrics describe being on the edge of losing a heavy fight with depression, feeling like if you died nobody would care. The simply-drawn PV depicts the stick figure hanging himself and not knowing where he fits in with the world. It may hit close to home for some.
- Hanatan's cover is even more emotional, with her delicate, yet powerful handling of the lyrics. It's simply beautiful. This link also has english lyrics in the description.
- "If" by Muryoku-P. This tear-jerking ballad describes the thoughts of a terminally ill or wounded patient who is told they have until the morning to live. It's a raw, heart-wrenching rendition of the thoughts someone would have in this position. Not to mention, the way the final line cuts off a syllable early as Luka dies passes on right in front of the listener, just delivers a huge blow to the metaphorical solar plexus.
- "Kokoro". The song is sad enough, but combining it with the video pushes it way past the "jerker" phase.
- Re_Birthday, part of the Clockwork Lullaby series, talks about how the character Len plays is stuck in complete sensory deprivation with nothing to do but mull over all the bad things he's done in his life. Though the ending where he gets reborn makes up for it.
- Time Forgotten One by Kaito. It's about a statue doomed to spend his entire life waiting for his long-dead nakama.
- At first, Reboot seems to be a relatively cheerful and relaxed song about a group of three friends going through their childhood together. Then one of them gets hit by a truck trying to retrieve a charm that flew off one of the girl's backpacks... The rest of the PV is absolutely heartwrenching.
- By Gumi, Gensou Uta a Illusionary Song, a rather ambiguos song with a proper dose of sadness.
- Rin's "Flames of Yellow Phosphorous" is not happy. Of course, it's by Mothy. Mothy also wrote moonlit bear, Miniature Garden Girl, The Daughter of Evil Series, and Desert Bluebird. All of which are tear jerkers.
- The Guinea Pigs and The Mercenary Gumi and her friends are the guinea pigs of a group of scientists... While it has a happy tune and even a happy ending, it's just heartbreaking to see their lives as experiments...
"Surely, like in this picture book,
God will one day take us out of here!"
I could only smile gently at that
"We aren't considered humans, so that's imposible..."
- The Kagamine twins seem to be the masters of this, with songs like the aforementioned "Kokoro", the follow-up, "Kokoro/Kiseki", and things like "Servant of Evil", "Recycle Bin" and the sequel, "Salvage". Special mention goes to "Proof of Life" and "Soundless Voice".
- By the White Windowsill shows how Kaito can turn on that faucet in your eyes when he wants to.
- Love is War. It's basically Unrequited Love: The Song.
- Reflect by Miku, about a boy who believes he's too unworthy of anyone's attention.
- Cactus and Mirage. The title sounds amusing, up until the main plotline kicks in.
- Meiko's The Thought To Tell is one of her few examples of this. She's been reborn as a girl, but still retains the love for a girl who was her art student and has been reborn as her best friend. Her friend also remembers fragments of their past life. Do they get together? Nope, girl gets hitched to a guy that looked like who Meiko was in her past life, and poor Meiko attends the wedding to wish them well.
- The Star Girl and The Illusionary Paradise saga... ;___; Not all the songs sound depressing yet given the context you can't deny the tragicness behind each song...
- * Hello, Planet is extremely depressing, despite the upbeat tone.
- Its writer has also penned Campanella, a slow, sweet song based off the equally Tear Jerker novel Milky Way Railroad (or Night on the Galactic Railroad, depending on your translation) during which Gumi invokes this trope, first with her attempts to express her feelings to her friend Campanella, even blasting off into space to search for him...but she knows he's dead. What makes it worse is that throughout the video, you see some flashbacks of her life with Campanella. Near the end, when the wham line finally hits, you see an image of a young Gumi watching a crowd of people holding a small box; meaning that she was actually there AT HIS FUNERAL. Tears increased tenfold.
- And that same creator, SasakureP, has recently come out with The Week End is Coming! set in the same universe as * Hello, Planet, shortly before the world ends, that has the same theme of trying to reach someone with your feelings too late. What is with this P and writing soul-crushingly depressing songs?...
- *Sayonara, World's End is a much more melancholy telling of the same story in *Hello, Planet. Goodbye... goodbye...
- Another song with similar post-apocalyptic robots and lonely rockets motifs is the (sadly untranslated) Summer Rocket.
- Can't I Even Dream? by Hatsune Miku.
- Dolls by Kagamine Rin. Rin is a doll who is left behind after her master is killed. She sings alone and hopes to go to where he has gone. She eventually falls apart and finds him in Heaven, claiming "I can smile now."
- Red Swamp Bottom. Miku is singing about being tortured in hell. To understand why anyone would nearly cry over it, see the rest of the Dark Woods Forest series and try not be at least sad over it.
- Hell, Dark Woods Circus is mostly horror, but it's pretty tear-jerking by itself. For some people. Especially 2:30 onward. "It's fun!"
- Especially if you know the context: To quote one Youtuber's comment, "I can only tell you that things like this has happend, and still does. Children are kidnapped, and deformed into freaks. For example, they could crush their bones so they grew together wrong, slice things of and more, and the children were also used for sexual services. And if they said no, or tried to escape, they got acid pour in their faces. That's what the flowers in the vid stands for." Now try watching that ending montage without crying. *sniff*
- It's made even worse after you see the prequel, Wide Knowledge of the Late, Madness. Basically, it reveals that all the circus players were from an insane asylum. Len and Rin's heads were both sewn onto Rin's body, Kaito had the brain of a dog and was eating human flesh, and Miku watched it all happen with a childish curiosity. Just... *shudder*.
- Are you a dog lover? Listen to Laika, which tells the story of the first animal in space. It's from Laika's point of view. The ending will shatter your heart.
- Depression of the Young Literati. The title tells it all, doesn't it? It's contagious.
- As with Hello, How Are You, don't be surprised if it strikes a few chords.
- In particular, consider that a common code for suicide is in fact, "going away".
- The Hedgehog's Love is about leaving someone to keep from hurting them, and convincing oneself that this really is for the best and will make them happy.
- When Gumi really wants to be with someone, things never seem to go her way... like in ''Aitai'', ''Sorry To You'' and ''Please, Don't Have Laid Down Your Life''
- In Ogre and Maid, a blind woman gets lost in a forest and is saved by a terrifying ogre. Not realising that he's an ogre, she becomes his very first friend and makes him believe that humans aren't really that bad. But when he tries to visit her, the villagers run him off and threaten to kill him if he ever comes back. He gives up and goes back to being alone forever, and she patiently waits for him to return until the day she dies.
- LOLA's English 'cover' of Double Lariat is an ode to the unfavourite's desperate attempts to get someone to love her, set to perky guitar riffs. It's not the most polished Vocaloid song you'll ever hear, but that just makes it even sadder.
- Why Don't You Call Me Yet? is about the singer wanting the person she is in love with to call her, while being too afraid that he has forgotten who she is to call him herself. In the end of one of the PVs, Rin kneels on the floor, looking as if she has given up hope as the song ends. After a moment of silence, her phone goes off, to her disbelief. She answers it with a cheerful greeting, only for a final shot of her crying tears of joy to show up, leaving the viewer to assume that the man she loves has indeed called her.
- There is also a fanmade pv that has Len playing the guy who has yet to call her back. It is eventually revealed that the reason why he missed their date was that he was at the doctor, finding out that the surgery he had to get to remove a brain tumor could potentially kill him or turn him into a brain-dead vegetable. He then avoids calling her because he's thinking of breaking off the relationship so that she won't be too hurt if he dies. The end of the video is Rin getting a call from Len when he's in the hospital after his surgery. I'm not a fan of the Rin x Len shipping by any means, but this video still made me bawl like a child.
- For everyone who thought that "Disappearance of Hatsune Miku" was bad, try Teto's version. There are a few lyrical changes, but they make all the difference.
- Hello How Are You is a song about insecurity. Warning: This one has a high probability of hitting close to home.
- Secret Crush by Rin is about a girl that loves a boy and cannot ever tell him how she feels because he may be involved with another woman.
- Mukashi Mukashi No Kyou No Boku, or "Once Upon A Me" is more of a happy tears kind of song, but it might hit too close to home.
- 69 by Rin and Len. Rin is some form of doll that has lived for 69 years and is beginning to break down and die. Len realizes she is going to be gone soon and tells her that she's still beautiful even though she's falling apart and they both express their love for one another as the song goes on. Rin has an I Want My Beloved to Be Happy moment as she dies, thanking him for caring about her and telling him that even though she's gone, she wants him to continue to be happy and love again. The end of the PV implies that Len is about to suffer the same fate, so she won't be without him for too long.
- Alluring Secret~White Vow, Miku's response song to Alluring Secret~Black Vow, is utterly heartbreaking. "I can take this black dress off someday..." *Sniff*
- Eight Hundred by Hatsune Miku talks about 6.5 billion dreams coming true and World Peace... Until you fully listen to the song...
- 15 Years Pursuing a Cute Boy is about a girl who writes poems to the one she likes for 15 years. Still awaiting a response, she keeps writing even after sustaining severe retrograde amnesia, remembering nothing but her love for the boy. Her memories come back and she remembers that he's been dead for 15 years.
- Ditto for VY2's cover by the same artist, now with a PV.
- The Beast. by Hatsune Miku. It tells the story of a girl who trades away her mortality for a beautiful, ageless body. Just... Oh, just listen. Make sure you have tissues handy.
- Child of Destiny by Gumi and Miku... It draws inspiration from Momotaro's fairytale, and it's beautiful and tragic.
- Imitator by Len The whole thing is somewhat depressing but the fact that he won't give up hope clinches it as a Tear Jerker.
- Alice by FULLKAWA P. Hatsune Miku. And then there's the English version and acoustic cover version...Tearjerker, ENE's version. The previously mentioned English dub.
- Caoin, by Luka. The word 'caoin' is Old Irish for 'lament', so you should know what to expect.
- +REVERSE and -ERROR by Lily. In +REVERSE, Lily realizes she's fading away, and says, "Even in the flow of time, it seems I can't go against it...When I first realized it by being loved..." In -ERROR, Lily is still dying, and she realizes this, too. She says goodbye to her friends and master...and eventually gets mad because it feels like her master doesn't care. It ends with her saying, "But I still want to breath...Just like the end of the dream I showed you, even works are stuck, ERROR."
- Gallows Bell. This one cover is especially nice.
- "Disappearance of Hatsune Miku", which is a happy, cheery song in a major key...about Miku suffering while being uninstalled. Or getting a virus. Or being unable to sing well anymore. Or losing all her memory
- Eraser sounds so happy, until you find the lyrics. "I want to delete for the all / Since I can't smile / I want to delete for the world / I suppose I'll just walk while crying."
- The video also alternates images of Gumi on the roof with images of her falling and lying on the ground, which is a pretty strong clue to what the song's actually about even if you can't understand the lyrics.
- From Y to Y. It's melancholy tune and pace just gives a hint of what kind of Breakup Song it is. Then try listening to this well made English dub version.
- Meltdown by Rin, despite its energetic and happy-ish beat, has a rather depressing meaning. It's vaguely about her future self feeling remorse for her past actions, and she strangles her young self (her past). She can't take it anymore as the timer ticks down to her "meltdown" when she jumps into a nuclear reactor. Well, at least there's the more positive interpretation of Rin forgiving herself...
- "Rolling Girl". There are a myriad of interpretations for it, but most of them are depressing.
- This version, in which a fan blended five different renditions of the song together into a chorus, is possibly even more depressing, especially during the refrain.
- "A Certain Prostitute's Love" is depressing overall, but the ending still hits hard.
- Hatsune Miku's rendition of "Cirno's Perfect Math Class" greatly contrasts with the original.
- Gumi's "Mermaid" shows off the heart breaking nature of the original fairytale all with a happy tune.
- Miku and Mikuo's "Hikari/Light". Basically think a cross between Kokoro and The Disappearance of Hatsune Miku. Yeah, it's just like that.
- This version of Pierrot. The kind clown who did all he could to try and make the girl he cared for happy presumably dies, though there is a happier interpretation: His saying that the "lying Pierrot has now vanished" may only refer to the side of him that lied all the time and wore the mask. The last picture in the PV suggests that he may still be alive and happy with his friend.
- This PV of Pierrot, which actually remains true to the song's lyrics, unlike the above (although beautifully animated) PV. There's something about the comforting words of a child making the pierrot shed his facade that hits me every time.
- The Dark Reprise of Koisuru VOC@LOID (VOC@LOID in love); Kataomoi VOC@LOID (VOC@LOID in one-sided love)...
- Little Traveler can do this to you, especially if you love The Little Prince.
- There's this song, Somewhere, people are dying. The refrain has lines along of "Somewhere, people are dying / And it's of no concern to me / But I'm still sad". oh, and the person also apologizes to God for being born, not being dead, merely living and being happy.
- Elsetetra -The Silver Witch-, sung by Luka as the lonely titular witch.
- In the otherwise scare-filled song, Kaito Ga Uninstall, we have a tear jerker when Kaito is about to kill Rin and Len. If you pause at just the right moment, you can see Len shielding Rin with his own body to protect her. Awwww...
- Sorry to You - It's absolutely adorable with Gumi's charm, but there's a sniffle-inducing ending.
- "Let's Kiss, Hiding In A Car", a beautifully melancholy song by Kaito.
- The fan-created PV for Kagerou Days. It more clearly illustrates what is happening in the song, and really hammers home just how tragic the whole situation is.
- Last Stage is a hopeful song about never giving up, but its alternate ending, Last Battle is a very depressing song about going on by yourself and running away.
- Hikari no Kakera, much like Rainbow Girl, Disappearance, and My Honey in the Tragic Dimension, is another song about the master-Vocaloid relationship, and gets the same results.
- First, listen to Just Be Friends. Then, watch the PV. Then, read the lyrics.
- This relatively new and cute song by the new and cute vocaloid, IA: Imagination Forest.
- Karakuri Pierrot by Miku. It's about Miku being stood up by the guy she loves, and how even though to him she is just a clown, she's content for him to continue manipulating her.
- The Heap Princess and Apostrophe "What do you call it when there's not a soul to love you? No one will love me; I'm all alone." This is one heart-wrenching song because it's about a girl left behind from a war between machines and humans. She thought she was the only person alive until she met a kind robot. "Don't look at me you'll make me cry so many tears", the reason why she says this is because the gentle robot reminds her of someone she used to love [possibly her brother] who died. The robot gets into a fight with other robots because the drones that were left over had killed the girl and the robot still wants to protect her even if it means dying, too. "No one has ever doomed with no one to love them. And for you...I was the one who loved you."
- Cinderella ~another story~ is pretty touching as well. It puts a tragic twist to the classic fairytale in that Cinderella (Rin) has been transformed into a white cat for not returning from the ball at midnight, rendering her forever separated with the prince (Len). This is sung as they both remember the instant they had together, fully aware of this fact.
- Kept Waiting for a Response, What Could Have Been the finale to Story of Evil. And a touchingly beautiful finale it is.
If my wish really does come true
If my sins have really been forgiven
I want the response to my letter
And will keep waiting for it
- oFFENCe. The whole song is about Miku's regret and guilt after she killed her lover in a fit of jealous rage- describing how she still feels his presence and how she can never forget the moment she murdered him. And to top it off, the final verse implies she kills herself too.
In the first Spring... I met you with an innocent smile on your face,
In the first Summer... You held me tightly in your arms,
In the first Autumn... We swore to "stay together forever"
In the first Winter... Even though... We promised....
But in the third Summer... You stopped laughing,
And in the third Autumn... You no longer held me in your arms,
In the third Winter...you "belonged to someone else",
So in the fourth Spring... I... I killed you...
- Transparent Answer, from the same creator as Kagerou Days.
The smile of you, who flew out of this window and died,
I won't ever forget it
Not even tomorrow.
- Ayano's Theory of Happiness takes the pain of Transparent Answer and multiplies it by about a hundred. For anybody who's listened to other songs in the Kagerou Project and know a bit about the characters, it will be an absolute heartbreaker, but even without knowing anything about the project, it's still a very sweet, sorrowful song.
- Dear Mother by Miku. "Thank you, mother...thank you, mother...I finally understand...please watch over me now...for I am now a mother too." Aww...
- Even CUL gets into the action with I'm Such an Idiot based on a certain character from Puella Magi Madoka Magica. You don't have to have watched the anime to be driven to tears, however.
- Time-Warped After Chopping My Stag Beetle has a funny title and is, at least two-thirds of the way, a random-sounding, amusing, song. Then, the Tear Jerker hits when Gumi meets her future self. She tells Gumi that, from now on, she'll have regrets and get hurt, but...
But if, for each of these,
You waste your life looking back,
One day, it will give you a terrible fever.
I want to just let things go.
So, return as if you never came,
And I'll surely be happy.
- HEAVEN can have you in tears from the get-go, because the first scene is the man's death. Simply put, the song is about a couple who have been together since high school and the woman realizes that she's slowly losing her vision. However, it doesn't put a rift in their relationship, and the man still proposes to her. The woman's vision can be cured with an operation, but sadly, once her vision is cured she learns her lover is dead.
- Miku's Glow, a clear example of how painful Growing Up Sucks can be. Then watch this version by Glutamine - if his emotional singing doesn't get to you, the PV will.
- "Wrinkle." You just know it's coming, but still the tears pour.
- Maybe it's just a personal thing, but "Answer" makes me switch from perfectly fine, to a blubbering mess of tears.
- "Requiem of the Endless World." Len fights to find Rin, only to get there just too late, finding her already dead.
- Kudryavka. Sung from the POV of Kudryavka, alias Laika, it's the sweet, uncomprehending tone that gets you.
- Night Walker is a rather eerie example of a dead man who drags himself out of his grave to be with the love of his life, not remembering anything other than that he loves her. Over the course of the song he remembers more about such as her name... and the fact that she killed him. Despite that, he still drags himself to her door not out of revenge, but because he still loves her.
- Luka's The Drawing Book and Mary. It is based on the horror adventure game Ib, and is sung from the point of view of Mary, focusing on how lonely she really is. Be warned, there are heavy spoilers for the game it is based on.
- Mathematics sung by Hatsune Miku. It's gloomy ambient song about a depressed girl, who tries to understand whether her feelings and thoughts are true or not.
- The End sung by Yuzuki Yukari. It's extremely dark and depressing, despite of upbeat melody. It doesn't help the fact, that ending of this song is quite emotionally whiplashing:
In any case, if I weren't there,
nothing in the world would change.
Goodbye. It was boring.
- As weird as it is, the ending to this video will make you feel really sorry for Shiteyanyo, of all...um, people.
- "Lie", sung by Megurine Luka. While you're at it, see the response song "I (Love)", sung by GUMI.
- "Clockworker -Recollective Music Box-" A sort of response to Luka's Recollective Music Box by Kiyoteru Hiyama. Even if you don't know the translation and the meaning of the lyrics, that's just painful to hear. And when you do know... Well, it's even worse, then.
- Interviewer by Luka. Like Hello, How Are You?, it might hit some people a bit too close to home. This English Cover of the song is also just as depressing as the original, if not more.
- An Idiot's Drug can be quite saddening, especially at the end.
I'm tired out this self-comforting, but only an idiot's drug, which lacks womb as if was half-dried, seems to be beneficial.
Excessive self-consciousness flew out, while desperation died.
Someday I'll wake up and float this sinking,
- Our Let-it-be is absolutely soul-crushing. The English version is equally as depressing.
- Seasonal Feathers is as utterly soul-crushing as it is beautiful.
- Sigh Sung by Rin is about a girl who cannot stop sighing.... until her 'angel' appears, that is...
- Your Sky is Sorrowful. You can see the ending coming even from a mile away, especially with the monologue at the beginning by the boy's now-grown-up little brother. But it still hits HARD. Especially when you realize that the boy is a kamikaze pilot and have no chance of surviving the song.
- Steel Bird follows the same vein as a song about war. The ending can be quite heartbreaking....
The Steel Bird
was released, his wings flying towards the eternal sky
The dead young warrior, unknown of, still becomes a bird and flies across the sky
Fly! Even through distant journeys, the wingless bird sings far away
Flutter the silver wings on your back, feelings disappearing into the morning sun's sky
- Oliver's "The Umbrella Salesman". You will feel horrible for the title character.
- This music video for Kaito's cover of Donut Hole hits hard. Especially if you weren't expecting anything different from the normal song. It also wins a prize for managing to make Senbonzakura even sadder.
- Loneliness featuring Hatsune Miku. It's Exactly What It Says on the Tin.
- Elsa-Maria, a Yandere song from the point of view of the stalked guy's girlfriend.
- A Teacher, Detained featuring flower. The Tear Jerker elements take a bit of time to sink in, but once you grasp the backstory and meaning of the lyrics it's a real gut punch.
- You're a Useless Child may hit home for people who were abused by their parents. Told in the perspective of the mother, her son grows up his whole life while she grasps him tightly through the usage of crushing verbal abuse, making him feel more and more worthless. She tells him that she will take care of him and that only by staying with her will he ever have any chance in life. Growing up to believe this, he stays even though he feels depressed about it. This continues on and on, with the abuse getting worse and worse until he finally commits suicide, feeling that he has no purpose in life, and only after he kills himself does the mother realize what she has done wrong.
- "Everlasting Night", the "True enD" to "The Lost Libretto" series, ends with Miku pulling a Heroic Sacrifice to save everyone else from the "Groundhog Day" Loop. When they realize what she's about to do, everyone rushes in to try and stop her. They're too late.
- It's even worse when you remember that in the first song (Bad End Night) they were willing to kill her to break the "Groundhog Day" Loop, but in this one, we see that they've grown so fond of her that they'd rather continue the "Groundhog Day" Loop than kill her, which in the end becomes useless as she overheard them and decides to do it herself. She smiles while crying. Before doing the deed she even has a flashback of the manor's residents.
- Haku sings a very sad song in "As I'm Not Human", in which she laments that she will never bear children because she's an android. The lyrics itself are full of innuendo, but this only makes it even more of a tearjerker because sex has become something meaningless due to her impossibility of experiencing true human sensations.
- "The Music Wizard of Oz", despite being adorable and silly, has some sad moments; particular examples include Scarecrow!Kaito lamenting the fact that everyone laughs at him for not being smart enough (one of his lyrics is even borderline Heroic Self-Deprecationnote ) and Witch!Meiko singing about her feelings of loneliness.
- The song "Goodbye", by VocaCircus, sung by Miku is a very sad song about a person who thinks her life is worthless and is contemplating suicide. The PV makes it even sadder because at the moment she's jumping to her death, you can see her face of regret. Though, it's implied at the end she still survives.
- "I'm Sorry I'm Sorry" by Kikuo is not only Nightmare Fuel and Nausea Fuel, but it is incredibly sad as well. The cannibalism described in the song that the father does to his daughter is a clear metaphor for rape/sexual abuse. She is found by a man who pities her promises to take care of her, and she, having fallen in love with him, runs away. But when he doesn't treat her the same way her father did, when he doesn't sexually abuse her, what her father has taught her is love her whole life, she runs back to her father, where she is presumably raped to death by her father and his friends. The amount of blaming the victim does to themselves, (hence the title "I'm Sorry, I'm Sorry") is expressed all too well in this song.
- Kaito's "Rose+Thorn", a bittersweet Break Up Song.
- Cruel Clocks is about a young boy who finds a robot girl living in his clock. He befriends the girl, who watches him grow into a young man. One day, the man is blinded, leaving the girl to care for him. It's during this time that the two develop feelings for one another. Sadly, tragedy strikes when the man is murdered, leaving the girl all alone. In a fit of rage, she destroys the clock tower he was working on, believing it to be responsible for his death. At the end of the song, the girl is finally able to cry, and despite being a robot, it's implied that one day, she'll be able to enter heaven and see her beloved again.
- Magnet, a song all about forbidden love. The girls live in a world where society views their relationship as sinful, and no matter how hard they try to deny their feelings for one another, they're always drawn together like magnets.
- Vocaloid producer Neru has a few to their name:
- Tokyo Teddy Bear. which focuses on a girl who runs away hoping change herself, because she believes she is unloved as she is. The teddy bear is used as a metaphor for how she wants to cut and sew her life anew, how she just wants to be someone that isn't her.
- Abstract Nonsense. The lyrics are vague, but do depict the story of someone who does not want to live any longer because they are unhappy with the world, and wishes to kill themselves but cannot find the courage to do so.
- I'm Drowning in a Wave of Sadness. Which lives up to it's name very fully.
- I Want to Become a Kind Person, about a girl who struggles with the pressures of the world around her, along with the misery of everyone else to where she feels she's turning into a horrible person.
- Terror, a song which expresses the desires of the protagonists from "I'm Drowning in a Wave of Sadness" and "I Want to Become a Kind Person" and how they will exact revenge on anyone who ever wronged them. The way the two outcasts are seen comforting each other is very touching and sad.
- The Lost One's Weeping is about a high school boy who is good in science and math, but horrible at Japanese class, who is pressured so much to be perfect at everything in school that he feels he has no personality and has forgotten what his childhood dreams were.
- Fakery Tale is the first Vocaloid song that made me depressed when I heard it. Said song is implied to be about a deceased person singing to their grieving lover. This English cover sung by rachie just makes it even sadder.
- Meiko, Gakupo and Miku's backstories in the Synchronicity trilogy. Meiko's best friend Teto was the previous sacrifice to the dragon and the memory of her being taken haunts Meiko up to that point (as well as leading her to oppose Luka). Gakupo's mother worked as a scholar who was an expert on dragons, but for some reason threw herself off of a tower when he was just a kid (if you pause the video at just the right moment, you can see a younger Gakupo crying over a book his mother had shown him when he was a kid). And lastly, Miku was forced to be the guardian of the dragon, as reveled by a flashback of her being restrained and crying as a mask is forced onto her face. This one, however leads to a heartwarming/awesome moment when Len cuts the mask off of Miku's face, freeing her for good.
- shiningray sung by Miku Hatsune is a rather sad song in the sense that it is about a girl dying from terminal illness and her acceptance thereof.
- Hirari Hirari by Hatsune Miku. It's a song about grieving for a loved one that has passed away and wanting to see them again. Combine that with soulful piano music and you're all set.
- VY2's cover makes him sound like he's about to cry.
- And that didn't tear you up, listen to Oliver's English version. Your heart will melt.
- The ZOLA Project song Crossbill. In a world where gods pit humans and demons in a war against each other, Wil is forced to choose between his two best friends Kyo (Hero) and Yuu (Demon Lord). Wanting to recover their friendship, he denounces the gods and goes insane, even turning his gun onto his friends. However, he finds out that he cannot hurt them at all, as "their bodies have been changed", and chooses to off himself in despair. His friends split his soul between the two of them so that he would always be with them and... continue to fight each other. And in the end, after Kyo and Yuu end up killing each other, Wil's soul is reformed, leaving him alone once more.
WIL: "I just want all of us to laugh together, just one more time."
(later) WIL: "Like I said... There's no point if I'm to be alone..."
- First Experience talks about the declining popularity of Vocaloid in Japan.
- Goodbye to Our Mutual Unrequited Love Tells the story of a graduating boy saying goodbye to his town and to his secret crush.
- Ward Room 305. After being betrayed by the man who set up to rape her, Miku sings about her life and how she still loves him. She became insane after seeing his dead body, and she eventually kills herself there to be with him.
- Powapowa P's "Please Give Me a Red Pen" is a pretty sad song, especially with how abruptly it ends. The fact that this was the last song Powapowa P made before his untimely death doesn't help.
- The Hanged Girl in the Haunted House starts off with a summer festival with rumours of the titular girl. A group of kids travel there, but don't see her, even though she sees them. She tells herself that she's not dead, even though she can't even pet a cat. A boy notices her briefly before leaving. At the end The girl says that she only lasted for one summer, and then pictures show her meeting a blonde girl. The titular girl hangs herself because the blonde girl was a ghost who disappeared. The boy rushes to see the girl after realizing that he knows her. He sees her as she disappears and, devasted, kills himself. The title appears and the word boy replaces the word girl.
- Taking Shelter From The Rain, by Xiexie-P, sung by Gumi. The PV really sells this already tear-jerking song. A girl is forced to take shelter in a disused railway station house from a sudden typhoon with a boy she likes, eventually bonding with him and considering confessing her love to him ... before he is killed in a rockfall. She runs back to to the station, only to find it demolished by negligence, finally longing to see him again while imagining the future they could have had. The fact the music cuts completely for a moment really hammers in the horror she feels for seeing his body crushed in the landslide.
- Portrait of the Pirate F, though mostly Creepy Awesome and Fridge Horror Nightmare Fuel, has a bit of this too when Len's character, after having taken up the pirate-role, admits he can't go back, implying this is the reason why he throws himself into the role so much.
- ODDS&ENDS, by Ryo featuring Miku, is about how the titular Odds and Ends helped a composer become famous by singing his songs. Its lyrics are heartwarming on their own until you realize that the story is similar to Ryo's own life as a composer. It's as if this song was made as an apology to Miku and the fanbase.
- "Housenka (Balsam)", Yuzuki Yukari's remake of a song by Otouto no Ane, is an incredibly depressing tale about a girl who isolates herself from others and doesn't want to admit that she doesn't want to be lonely anymore. Yuki's version is just gut wrenching to hear.
- corasundae's desync, while ridiculously bubbly and catchy, is heartbreaking, as it deals with Oliver dealing with the aftermath of a bad breakup. "There are times I feel like dying", indeed.
- samfree, real name Sano Takayuki, who brought us the Night series (e.g., Luka Luka Night Fever) and Promise, passed away on September 24, 2015, at the age of 31. He will be missed.