* "[[http://www.youtube.com/watch?v=Ew6z_I-77GQ Kokoro]]". The song is sad enough, but combining it with the video pushes it way past the "jerker" phase.
** If you think Len's or Rin's version of Kokoro is a TearJerker on its own, don't even think about listening to the [[http://www.youtube.com/watch?v=MKv7cw_Z1P4 combined songs especially with the video]].
*** Or the video of the [[http://www.youtube.com/watch?v=7JBYNN1yzco manga version]].
** If you want more tears to flow go listen to the true answer song [[http://www.youtube.com/watch?v=nEQF7-B9mKw Goodbye, Thank You]]
* Re_Birthday is part of the Clockwork Lullaby series, not the Daughter of Evil series, so it might not even be connected. Even if it is connected, the series implies that everyone was horrible in their past lives and are being punished by becoming Vocaloids.
** It's generally considered that Re_birthday is part of the Clockwork Lullaby series, while being a response to Regret Message, connection which mothy has confirmed in [[AllThereInTheManual supporting materials]]. And it's more of a redemption. Len's forgiven from for his sins and given a chance for a new life (with the very people he'd killed/been killed/etc, even).
** Len's Append just took Re_Birthday [[UpToEleven to a whole new level of sad]]. [[http://www.youtube.com/watch?v=zJdBKyQVH3M&feature=channel_video_title Here, have a listen.]] Grab a tissue.
* [[https://www.youtube.com/watch?v=jR-83S-WDhQ&fmt=18 VOiCE]]. No matter how many tissues you have, it will never be enough.
* ''[[http://www.youtube.com/watch?v=jkh7xMZyY0s Time Forgotten One]]'' by Kaito. It's about [[spoiler:a statue doomed to spend his entire life waiting for his long-dead nakama]].
* At first, ''[[https://www.youtube.com/watch?v=3BFvN-idN1s Reboot]]'' seems to be a relatively cheerful and relaxed song about a group of three friends going through their childhood together. [[spoiler: 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, ''[[http://www.youtube.com/watch?v=pcaO0yaTI2I&list=UUIdt_eG9X8lptbfrVL3DF-Q&index=30&feature=plcp Gensou Uta]]'' a ''Illusionary Song'', a rather [[MindScrew ambiguos song]] with a proper dose of [[StarCrossedLovers sadness]].
* [[http://www.youtube.com/watch?v=J0ceA2XZqDA&safety_mode=true&persist_safety_mode=1&safe=active Rin's "Flames of Yellow Phosphorous"]] is not happy. Of course, it's by Mothy. Mothy also wrote [[http://www.youtube.com/watch?v=uJny2S00dOA moonlit bear]], [[http://www.youtube.com/watch?v=3xuun25DHVM&safety_mode=true&persist_safety_mode=1&safe=active Miniature Garden Girl]], The Daughter of Evil Series, and [[http://www.youtube.com/watch?v=xCGTuXtuLIM&safety_mode=true&persist_safety_mode=1&safe=active Desert Bluebird]]. All of which are tear jerkers.
* ''[[http://www.youtube.com/watch?v=OyaBvIw63yc&feature=plcp The Guinea Pigs and The Mercenary]]'' Gumi and her friends [[ExactlyWhatItSaysOnTheTin are the guinea pigs]] of a group of [[MadScientist scientists]]... While it has a happy tune and even a happy ending, it's just heartbreaking to see their lives as [[BreakTheCutie 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..."
** ''[[http://www.youtube.com/watch?v=U8G0TM83kvE The Thief and The Guardsman]]'' The sequel sheds some light on the [[TheAtoner Mercenary]], who saved the girls, and what became of them.
* 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 [[http://www.youtube.com/watch?v=iPijoSzlQGQ "Proof of Life" and "Soundless Voice"]].
** "Regret Message" (and "Daughter of White" makes it worse) [[spoiler:But "[[{{Reincarnation}} Re_birthday]]" is there to make everything better!...assuming you actually interpret it to mean he DOES get better]]
** "Servant of Evil" is bad enough, but then check out [[http://www.youtube.com/watch?v=vPj-AVXNCVI this one fandub video for "Regret Message."]] Listening to Rin sobbing helplessly as she begs God to give her and her brother one more chance to be happy together in another life, [[MyGodWhatHaveIDone now that she's finally realized what a horrible monster she's been]], just... Gah.
** "Prisoner" and "Paper Plane" are another two that break hearts as if they were fragile china. The highest-rated comment on "Paper Plane" is currently "3:20 total break down." Those of you who've seen the video just KNOW what that moment is. For those of you who haven't, [[spoiler: it's when Len starts singing.]] ''Sob.''
* ''[[http://www.youtube.com/watch?v=8pluQQW9Zkk By the White Windowsill]]'' shows how Kaito can turn on that [[{{tearjerker}} faucet in your eyes]] when he wants to.
* [[http://www.youtube.com/watch?v=wCumYYj4A3k Love is War]]. It's basically UnrequitedLove: The Song.
** The infamous [[http://www.youtube.com/watch?v=HUvqu3YwMhY PANDORA remix]] drives the stake even deeper.
* [[http://www.youtube.com/watch?v=xXPmVoW0Q-E Reflect]] by Miku, about a boy who believes he's too unworthy of anyone's attention.
* [[http://www.youtube.com/watch?v=_boS_Fg9kZ8 Cactus and Mirage]]. The title sounds amusing, up until the main plotline kicks in.
* Meiko's [[http://www.youtube.com/watch?v=Qb4xkEiewIw&feature=related The Thought To Tell]] is one of her few examples of this. [[spoiler: She's been reborn as a girl, but [[PastLifeMemories still retains the love]] [[LesYay 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 [[IWantMyBelovedToBeHappy poor Meiko attends the wedding to wish them well.]] ]]
** The second part to the story, [[http://www.youtube.com/watch?v=GUApFg-dHuM&feature=related Cradle Of Destiny]], [[BittersweetEnding just makes it worse]]. [[GainaxEnding Maybe.]] [[spoiler: It takes place a while after the wedding, the scene alternating between the girl crying alone in her room and Meiko on a cliff [[GrayRainOfDepression in the rain]] reflecting on their past and present lives, ending with Meiko [[SkywardScream collapsing to her knees screaming.]] The scene then switches to the girl being pulled along by her daughter, who happens to look like Meiko, to show her a painting she made that would seem to imply [[DrivenToSuicide that she is Meiko]]. While the girl is looking at her daughter's painting, she runs off and is picked up by [[MindScrew someone who looks like Meiko, but goes completely unnoticed much like the man Meiko was did when comforting her.]] With the vague ending and the husband's absence from everything except the flashbacks, this does leave the ending able to be interpreted [[EarnYourHappyEnding in a happier]] [[HasTwoMommies light however]].]]
* The ''Star Girl and The Illusionary Paradise'' saga... ;___; Not all the songs [[LyricalDissonance sound depressing]] yet given the context you can't deny the tragicness behind each song...
** Special mention goes to [[http://www.youtube.com/watch?v=Ov8W-5r1po0&feature=related Runaway Boy and Lost Girl]] and [[http://www.youtube.com/watch?list=UUiTtAad_cPHVeij3BrvRZsw&v=7AblJsys3m4&NR=1&feature=endscreen Reincarnated Girl and Reincarnated Boy]]
* ''* Hello, Planet'' is extremely depressing, despite the [[LyricalDissonance upbeat tone]].
** Its writer has also penned [[http://www.youtube.com/watch?v=X223RoKsNCQ Campanella]], a slow, sweet song based off the equally TearJerker 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 [[WhamLine 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 [[http://www.youtube.com/watch?v=R7vF-hB55E4 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?...
** [[http://www.youtube.com/watch?v=XDeIgO06eo4 *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) [[http://www.youtube.com/watch?v=j7BLNUkzano Summer Rocket]].
* [[http://www.youtube.com/watch?v=3GR5WV87tsk Can't I Even Dream?]] by Hatsune Miku.
* You think Servant of Evil is sad? Try [[http://www.youtube.com/watch?v=csUVG6NrrTA&feature=related the Classical version.]] And after you're done crying, listen to the [[http://www.youtube.com/watch?v=PSZeKWRFyFg&feature=youtu.be Nico Nico Chorus Classical version.]] * sniff*
* [[http://www.youtube.com/watch?v=DelhT94I1w0&playnext_from=TL&videos=4-J0Cuty3mw Dolls]] by Kagamine Rin. Rin is a [[ExactlyWhatItSaysOnTheTin 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 [[CrowningMomentofHeartwarming finds him in Heaven, claiming "I can smile now."]]
* [[http://www.youtube.com/watch?v=6bFGDgnF5GY&feature=related 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'' [[ItMakesSenseInContext if you know the context:]][[spoiler: 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, [[http://www.youtube.com/watch?v=RGMO1ko5EuM Wide Knowledge of the Late, Madness]]. [[spoiler: 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 [[http://www.youtube.com/watch?v=yZylEIgiOh4 Laika]], which tells the story of the first animal in space. It's from [[AndIMustScream Laika's]] point of view. The ending will shatter your heart.
* [[http://www.youtube.com/watch?v=36L34Hf0_U4&feature=related 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 [[TruthInTelevision strikes a few chords.]]
*** In particular, consider that a common code for suicide is in fact, "going away".
* ''The Hedgehog's Love'' is about [[IWantMyBelovedToBeHappy 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 [[TheMourningAfter her]] [[JustFriends way]]... like in [[http://www.youtube.com/watch?v=ftFmmXVgdHk ''Aitai'']], [[http://www.youtube.com/watch?v=N2tln4sKvQk&feature=related ''Sorry To You'']] and [[http://www.youtube.com/watch?v=ao_5Qv2q8Gk&feature=plcp ''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, [[FantasticRacism the villagers run him off]] and [[HumansAreTheRealMonsters threaten to kill him if he ever comes back]]. He gives up and goes back to being alone forever, and she [[IWillWaitForYou patiently waits for him to return]] until the day she dies.
* [[http://www.youtube.com/watch?v=lnwTWh-09vk LOLA's English 'cover' of Double Lariat]] is an ode to {{the unfavourite}}'s desperate attempts to get someone to love her, set to [[LyricalDissonance perky guitar riffs.]] It's not the most polished Vocaloid song you'll ever hear, but that just makes it even sadder.
* [[http://www.youtube.com/watch?v=zbfBjZyVsJM 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=], [[spoiler: 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 [[spoiler: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 [[http://www.youtube.com/watch?v=paJXhovXoow Teto's version]]. There are a few lyrical changes, but they make all the difference.
* [[http://www.youtube.com/watch?v=AU6PL0LH4_Y Dark Woods Circus]]
* [[http://www.youtube.com/watch?v=Q-1iSGiOVas Hello How Are You]] is a song about insecurity. Warning: This one has a high probability of [[TruthInTelevision hitting close to home.]]
* [[http://www.youtube.com/watch?v=lt5OdPmVfFA 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.
* [[http://www.youtube.com/watch?v=JIwpPMNw07I 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.
* [[http://www.youtube.com/watch?v=q7QxAnAZSrg 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 [[IWantMyBelovedToBeHappy 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. [[spoiler: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.]]
* [[http://www.youtube.com/watch?v=qvMCU9_Z-II Alluring Secret~White Vow]], Miku's response song to Alluring Secret~Black Vow, is utterly heartbreaking. [[spoiler: ''"I can take this black dress off someday..."'']] *Sniff*
* [[http://www.youtube.com/watch?v=Rl_QbG5RTPg This song, eight hundred, by Hatsune Miku]] talks about [[SweetDreamsFuel 6.5 billion dreams coming true and World Peace]]... [[spoiler: Until you fully listen to the song...]]
* [[http://www.youtube.com/watch?v=3G_DOlHuNS0 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.
* [[http://www.youtube.com/watch?v=rN1rJUKrdVI&list=PL530A04979335B98C&index=107&feature=plpp_video Child of Destiny]] by Gumi and Miku... It draws inspiration from Momotaro's fairytale, and it's [[MeetCute beautiful]] and [[StarCrossedLovers tragic]].
* [[http://www.youtube.com/watch?v=oZmPCeyqPaw 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.
* [[http://www.youtube.com/watch?v=EVctZlkTCXA Alice by FULLKAWA P. Hatsune Miku.]] And then there's the English version and acoustic cover version...[[http://tubedubber.com/#y5BfnlzSGFM:OJFBa0up5iY:0:100:0:0:true Tearjerker, ENE's version.]] [[http://tubedubber.com/#y5BfnlzSGFM:H6o-SsJcIfs:0:100:0:0:true The previously mentioned English dub.]]
* [[http://www.youtube.com/watch?v=Uictk61EUY8 Caoin]], by Luka. The word 'caoin' is Old Irish for 'lament', so you should know what to expect.
* [[http://www.youtube.com/watch?v=dH2SsHwiIqM +REVERSE]] and [[http://www.youtube.com/watch?v=Ul4c4-sotFI -ERROR]] by Lily. In +REVERSE, [[spoiler: 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, [[spoiler: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."]]
* [[http://www.youtube.com/watch?v=F7Gc5lZTD7s Gallows Bell]]. This [[http://www.youtube.com/watch?v=m1EDbNlEiA4 one]] cover is especially nice.
* [[http://www.youtube.com/watch?v=yotPGpijEII "Kokoro"]] now has a drama reading of the manga. Special credits to Mio, who did the professor's, computer's and robot's voice.
* "Disappearance of Hatsune Miku", which is a happy, cheery song in a major key...about Miku suffering while being uninstalled. [[EpilepticTrees Or getting a virus. Or being unable to sing well anymore. Or losing all her memory]]
* [[http://www.youtube.com/watch?v=0Vpo7dHoCBA 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."
* ''[[http://www.youtube.com/watch?v=NC4hzLQaTKM From Y to Y]]''. It's melancholy tune and pace just gives a hint of what kind of BreakupSong it is. Then try listening to this well made [[http://www.youtube.com/watch?v=o06MMDYP5oo English dub version]].
* ''[[http://www.youtube.com/watch?v=0Ox5-fEH4Ww&feature=related 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...
* [[http://www.youtube.com/watch?v=MeJpSYyRWKE "Rolling Girl".]] There are a myriad of interpretations for it, but most of them are depressing.
** [[http://www.youtube.com/watch?v=XSHlgQAQmKI 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.
* [[http://www.youtube.com/watch?v=Rw8zmyTrQis "A Certain Prostitute's Love"]] is depressing overall, but the ending still hits hard.
* [[http://www.youtube.com/watch?v=MHRpwZeJ7xk Hatsune Miku's rendition of]] [[VideoGame/{{Touhou}} "Cirno's Perfect Math Class"]] [[TearJerker greatly contrasts with]] the original.
* [[http://www.youtube.com/watch?v=jcUs4pgnfqo&feature=related Gumi's "Mermaid"]] shows off the heart breaking nature of the original fairytale all with a happy tune.
* [[http://www.youtube.com/watch?v=etN9xyIHGxA Miku and Mikuo's "Hikari/Light"]]. Basically think a cross between ''Kokoro'' and ''The Disappearance of Hatsune Miku''. [[TheWoobie Yeah]], [[PygmalionPlot it's]] [[PleaseDontLeaveMe just]] [[LoveHurts like]] [[TearJerker that]].
* [[http://www.youtube.com/watch?v=zig88-lcxVg I want to meet you]] by Gumi is also one.
* Miku's [[http://www.youtube.com/watch?v=jpAEofkVaMs Fifteen Years Pursuing A Cute Boy]] starts out as a nice song about a more than slightly obsessed girl sending a boy poems, and becoming something of a literary genius because of her practice. Cue the WhamLine.
** Ditto for VY2's cover by the same artist, now with [[http://www.youtube.com/watch?v=hDIQ2Ypxv7Y a PV]].
* [[http://www.youtube.com/watch?v=akVA6q7tRNA This version of Pierrot]]. [[spoiler: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 [[HeartwarmingMoments alive and happy with his friend]].]]
** [[http://www.youtube.com/watch?v=U_C321Z7ziM This]] PV of ''Pierrot'', which actually ''remains true'' to the song's lyrics, unlike the above (although beautifully animated) PV. There's something about [[spoiler:the comforting words of a child making the pierrot shed his facade]] that hits me every time.
* The DarkReprise of [[http://www.youtube.com/watch?v=6dydiEt2wak Koisuru VOC@LOID]] (VOC@LOID in love); [[http://www.youtube.com/watch?v=1PPoOSnMh8E Kataomoi VOC@LOID]] (VOC@LOID in ''one-sided'' love)...
* [[http://www.youtube.com/watch?v=wZD-kiVrz5k Little Traveler]] can do this to you, especially if you love Literature/TheLittlePrince
* There's this song, [[http://www.youtube.com/watch?v=R9h_aL9-5FE 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". [[spoiler: oh, and the person also apologizes to God for being born, not being dead, merely living and being happy.]]
* [[http://www.youtube.com/watch?v=oUvXRzFyMPA Elsetetra -The Silver Witch-]], sung by Luka as the lonely titular witch.
* In the otherwise scare-filled song, [[http://www.youtube.com/watch?v=k0uU2PZVfM8 Kaito Ga Uninstall]], we have a tear jerker when Kaito [[spoiler: is about to kill Rin and Len]]. If you pause at just the right moment, you can see [[spoiler: [[BigBrotherInstinct Len shielding Rin]] [[HeroicSacrifice with his own body]] to protect her]]. Awwww...
* [[http://www.youtube.com/watch?v=0l2eDZjs9oM Sorry to You]] - It's absolutely adorable with Gumi's charm, but there's a sniffle-inducing ending.
* "[[http://www.youtube.com/watch?v=k2CqRerK5Sw Let's Kiss, Hiding In A Car]]", a beautifully melancholy song by Kaito.
* The fan-created PV for [[http://www.youtube.com/watch?v=ku8lkViCbkY Kagerou Days]]. It more clearly illustrates what is happening in the song, and really hammers home just how tragic the whole situation is.
* ''[[http://www.youtube.com/watch?v=ji3N5qKsMLg& Last Stage]]'' is a hopeful song about never giving up, but its alternate ending, ''[[http://www.youtube.com/watch?v=WsGSEZy2lbI Last Battle]]'' is a very depressing song about going on by yourself and running away.
* [[http://www.youtube.com/watch?v=Yn28oCHVPBU 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 [[TearJerker same results.]]
* First, listen to ''[[http://www.youtube.com/watch?v=VoPzP-MwcLI&feature=related Just Be Friends]]''. Then, watch the PV. Then, read the lyrics.
* This relatively new and cute song by the new and cute vocaloid, IA: [[http://www.youtube.com/watch?v=cMWn6wBhaEA Imagination Forest.]]
* ''[[http://www.youtube.com/watch?v=YNeUkmfjL58 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.
* [[http://www.youtube.com/watch?v=rZxvPWLt_Fc&feature=channel_video_title 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 [[spoiler: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."
* [[http://www.youtube.com/watch?v=5-ojjyb5fnw Cinderella ~another story~]] is pretty touching as well. [[spoiler: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.]]
* ''[[http://www.youtube.com/watch?v=aUzLciZiLVY Kept Waiting for a Response]]'', 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''
* [[http://www.youtube.com/watch?v=u__ZMJplaPg oFFENCe]]. [[spoiler: 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... [[spoiler: 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... [[spoiler:I killed you...]]''
* [[http://www.youtube.com/watch?v=Rj5r4HXg_hs Transparent Answer]], from the same creator as Kagerou Days.
-->''[[spoiler:The smile of you, who flew out of this window and died,]]''
-->''[[spoiler:I won't ever forget it]]''
-->''[[spoiler:Not even tomorrow.]]''
* [[http://www.youtube.com/watch?v=HcGD1-OvVHs 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.
* ''[[http://www.youtube.com/watch?v=anCUsLhEhi4 Dear Mother]]'' by Miku. [[spoiler: "Thank you, mother...thank you, mother...I finally understand...please watch over me now...for I am now a mother too."]] [[CrowningMomentOfHeartwarming Aww...]]
* Even CUL gets into the action with [[http://www.youtube.com/watch?v=b-tsQjb69cc&feature=related I'm Such an Idiot]] based on a certain character from ''Anime/PuellaMagiMadokaMagica''. You don't have to have watched the anime to be driven to tears, however.
* [[https://www.youtube.com/watch?v=PhYWGo4K1ds 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 TearJerker hits when Gumi [[spoiler:meets her future self. She tells Gumi that, from now on, she'll have regrets and get hurt, but...]]
-->''[[spoiler:But if, for each of these,]]''
-->''[[spoiler:You waste your life looking back,]]''
-->''[[spoiler:One day, it will give you a terrible fever.]]''
-->''[[spoiler:I want to just let things go.]]''
-->''[[spoiler:So, return as if you never came,]]''
-->''[[spoiler:And I'll surely be happy.]]''
* [[http://www.youtube.com/watch?v=v7-LInujZw0&feature=plcp HEAVEN]] can have you in tears from the get-go, because the first scene is the [[spoiler: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 [[spoiler:lover is dead]].
* Miku's ''[[http://www.nicovideo.jp/watch/sm11209477 Glow]]'', a clear example of how painful GrowingUpSucks can be. Then watch [[http://www.nicovideo.jp/watch/sm17988609 this version by Glutamine]] - if his emotional singing doesn't get to you, the PV will.
* [[http://www.youtube.com/watch?v=joUvK4D1COI "Wrinkle." ]] You just know it's coming, but still the tears pour.
* Maybe it's just a personal thing, but [[http://www.youtube.com/watch?v=XOyCXmfJmiU "Answer"]] makes me switch from perfectly fine, to a blubbering mess of tears.
* [[http://www.youtube.com/watch?v=UYD2YaD_L-c "Requiem of the Endless World."]] Len fights to find Rin, [[spoiler:only to get there just too late, finding her already dead.]]
* [[http://www.youtube.com/watch?v=T4FnT-f0KKo Kudryavka.]] Sung from the POV of Kudryavka, alias Laika, it's the sweet, uncomprehending tone that gets you.
* [[http://www.youtube.com/watch?v=NaalAvSbmBQ Night Walker]] is a [[NightmareFuel 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 [[spoiler: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 ''[[http://www.youtube.com/watch?v=1VppT1fcGmc The Drawing Book and Mary]]''. It is based on the horror adventure game ''Videogame/{{Ib}}'', and is sung from the point of view of Mary, focusing on [[IJustWantToHaveFriends how lonely she really is]]. Be warned, there are heavy spoilers for the game it is based on.
* [[http://www.youtube.com/watch?v=1pQSZMPJr-w 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.
* [[http://www.youtube.com/watch?v=IJ8_Q5bK10c The End]] sung by Yuzuki Yukari. It's extremely dark and depressing, despite of [[LyricalDissonance upbeat melody.]] It doesn't help the fact, that ending of this song is quite [[MoodWhiplash emotionally whiplashing]]:
-->In any case, if I weren't there,
-->nothing in the world would change.
-->Goodbye. It was boring.
-->I said "thanks" and [[spoiler: [[DrivenToSuicide I hung myself.]]]]
* As weird as it is, the ending to [[http://www.youtube.com/watch?v=UgGzfI6wAnk this video]] will make you [[TheWoobie feel really sorry]] for [[NightmareFuelStationAttendant Shiteyanyo]], of all...um, people.
* "[[http://www.youtube.com/watch?v=LFfobWNJIXU Lie]]", sung by Megurine Luka. While you're at it, see the response song "[[http://www.youtube.com/watch?v=InxwGZ_PgC4 I (Love)]]", sung by GUMI.
* "[[https://www.youtube.com/watch?v=49wT5FUgPHM 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.
* [[http://www.youtube.com/watch?v=NpU4dsXW6EI Interviewer]] by Luka, like ''Hello, How Are You?'', it might hit some people a bit too close to home. [[http://www.youtube.com/watch?v=yscMqu_lbN4 This]] English Cover of the song is also just as depressing as the original, if not more.
* [[http://www.youtube.com/watch?v=ncqVZ6VqcK8 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,
-->[[DownerEnding however now it's too late for that, so one more cup, please.]]
* [[https://www.youtube.com/watch?v=w5piwyluFEE Our Let-it-be]] is absolutely soul-crushing. The [[https://www.youtube.com/watch?v=zh5KQy9nQOY English version]] is equally as depressing.
* [[https://www.youtube.com/watch?v=MnKoiKTigoI Seasonal Feathers]] is as utterly soul-crushing as it is [[CrowningMusicOfAwesome beautiful.]]
* [[http://www.youtube.com/watch?v=-MaP2jmDZkk Sigh Sung by Rin]] is about a girl who cannot stop sighing.... until her [[spoiler: [[GuardianAngel 'angel']]]] appears, that is...
* [[https://www.youtube.com/watch?v=nXdYPWUF7-0 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 [[spoiler: the boy is a kamikaze pilot and have no chance of surviving the song.]]
* [[http://www.youtube.com/watch?v=ocRpmd8SJ_A Steel Bird ]]follows the same vein as a song about war. The ending can be quite heartbreaking....
-->The [[TitleDrop Steel Bird]] was released, his wings flying towards the eternal sky
-->The [[spoiler: 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
* [[https://www.youtube.com/watch?v=-cIP8OTJYRI Oliver's "The Umbrella Salesman"]]. You will feel horrible for [[TheWoobie the title character]].
* [[https://www.youtube.com/watch?v=XhEx8rWKwl4 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 [[LyricalDissonance Senbonzakura]] ''even sadder.''
* [[https://www.youtube.com/watch?v=9dFMWxq5R3k Loneliness]] featuring Hatsune Miku. It's {{Exactly What It Says On The Tin}}.
* [[https://www.youtube.com/watch?v=WFu2H3WcBUs Elsa-Maria]], a {{Yandere}} song from the point of view of the stalked guy's girlfriend.
* [[https://www.youtube.com/watch?v=mvG1NqgQ1zo A Teacher, Detained]] featuring flower. The TearJerker elements take a bit of time to sing in, but once you grasp the backstory and meaning of the lyrics it's a real gut punch.