The Top 20 Saddest Vocaloid Songs 

Top three songs that make me cry : 1: servent of evil 2: regret message 3: rolling girl

In Reboot, the fact that Zimi was made for this song and never used again just make everything worse...

"Pack You're Bags Kids! We're going on a FEEL Trip! "

ODDS&ENDS feels like finding a vocaloid free trial then losing that free trial

I'm really surprised Servant of Evil wasn't on here. That song makes me cry every time.

My top 5 for me: 1.) Disappearance of Hatsune Miku 2.) Lost Ones Weeping 3.) My R 4.)Rolling Girl 5.) Kokoro

I cried only by reading "Feathers Across the seasons"

Lost ones weeping would make an amazing jumpscare

Servant of Evil, Soundless Voice, Close to you, Akatsuki Arrival ( a little sad), Knife, Tokyo Teddy Bear, The disappearance of Hatsune Miku, Rosary Pale, Acute...etc.

why did Servant Of Evil not in the list?

Servant of Evil is so sad... and Soundless by Len make me crying evrytime (soory for my english)

Tokyo Teddy Bear? HMMMM? HMMMM?

My top 5 : 1) The Disappearence Of Hatsune Miku - Hatsune Miku 2)The Lost One's Weeping - Rin Kagamine 3) Rolling Girl - Hatsune Miku 4) Kokoro - Rin Kagamine 5) Last Night Good Night - Hatsune Miku Edit : Omg thanks for all these likes 😂❤

The lost one's weeping

Rolling girl is even more depressing after wowaka’s death

Some songs I found sad were: Wrist Cutter The disappearance of Hatsune Miku Rolling Girl Lost ones weeping Everyone's selfish I love Fakery Tale Reverse Please, don't have laid down your life Echo Last night, good night You're a useless child You wanna die Reboot

Half of the songs by Len's should be on here. He loves to make people cry their eye out

The first Vocaloid song I ever listened to was called Paper Planes by Kagamine Rin, and was followed by Prisoner by Kagamine Len. Both left me crying in a bathroom for over 10 minutes.

When i first heard the song kokoro i actually cried when i looked at the english lyrics. *2019 edit:* Woah I did not think this comment would get so many likes! :O Thanks, lol.

Glad that World Domination How-To got here, just wish people could do more covers for the song

reboot is so sad

To me, Feathers across the seasons should be number 1, it always make me tear up :(

Everyone forgets Abstract Nonsense by Kagamine Rin. My all-time favorite. :c

My top list 1: Lost ones weeping 2: paper planes 3: hide and seek envy 4: the whole evil series 5: unhappy refrain

love is war? last of me? crime and punishment? abstract nonsense?

I'm Sorry I'm Sorry, Just Be Friends, Tokyo Teddybear and Love is War

There are so many sad songs out there. I appreciate that the producers express a lot of emotion in the songs to spread what they are trying to say

Regret message starts playing me:waaaaaawaaaaaaawaaaa!!!!!!!

I completely agree with Regret Message. I cried when I saw that.

Very surprised that these were not on but we all have our own opinions: 1) Sorry to you- GUMI 2) Witch- Luka, Miku, Gakupo, Rin and Len 3) Goodbye- Miku English 3) The Disappearance of Hatsune Miku- Miku 4) Servant of Evil- Len 5) Common World Domination-Miku

ReBoot always made me cry

*Feathers across the season plays* Me: *cries like a baby* *Reboot plays* Me: I'm not crying....there's just some steamy onions next to me....

Servant of evil!!?

servant of evil , regret message close to you proof of life , soundless voice mirror's magic, magical mirror

1- servant of evil 2- my true self 3- karakuri pierrot 4- dear 5- the me in me

20. Ahh i love this song 19. DIS IS THE BEST SONG EVER! 18. Nice melody 17. AAAHH THIS IS PROBABLY THE SADDEST VOCALOID SONG IN MY OPINION, idk about u but this song always makes me cry 16. Eh, okay I heard this maybe twice or more 15. Never heard of it but I like it 14. I'M CRYING, I JUST CAN'T 13. Don't know :/ 12. ITS HURT ENOUGH IS ENOUGH~ (SING ALONG WITH ENG VER) 11. Love this 10. Ratataa~~ (ok this is sad too:'() 9. Always heard this song but never like it 8. LESS THAN 2 INCHES FROM YOU 7. Hey who could it be? hey someone TELL ME!!!! 6. MOU IKKAI MOU IKKAI!! 5. Nope, don't want to talk about it :'( (CRYING SO HARD) 4. oYASUMIII wOOOOOO wOOOOO wOOOO 3. Don't know :/ 2. Who put onion here? 1. Ahh, it's sad, but I think it's not the "saddest" but ok

I'd have to say, this is probably the "Saddest Vocaloid Songs" list I agreed most with... And then Lost One's Weeping appeared. _sigh_ Ah, well, still pretty good :')

Tokyo TeddyBear, When The First Love Ends, Balsam, Last Night Good Night, Crier, and Paranoia

Vocaloid shows happiness Wowaka: im about to end this mans whole career

When I saw Feathers Across the Seasons. . . That's the time when hell broke lose in my eyes.

I KNEW REBOOT IS GONNA BE IN THE FUCKING LIST

I love Kokoro but it's really sad:(

Soundless Voice by Len Kagamine

Top 3 songs that made me cry: 1-Servent of evil 2-Servent of evil 3-Servent of evil The song I love the most: Servent of evil The song I hate the most: Servent of evil

Where's Servant of Evil? ;;

is it weird that all of my favorites are in this list??

My absolute favorite is probably Watashi no R because it’s implications are so strong and the fact that they got Miku’s voice to actually crack in emotion is great

I personally feel like Rolling Girl is one of the saddest songs of all time for Vocaloid... How relatable it is, the pace of the song, the vision...

Rebootttt is my favorite song

Glass wall was one of my first vocaloid songs. It was sad af... but I somehow didn't cry. And I was 8

Karakuri pierrot should be on this list ;-;

Time Machine will forever be no 1 for me ;-; it just resonates so well with me in an unexplainable way. Thanks 40mp for creating such an amazing masterpiece.. From Y to Y, Starduster, and Reboot are all close seconds though, they're just painfully beautiful

I was expecting to see Nonsense Speaker.

You missed Tawagoto Speaker! (Nonsense Speaker)

Thank you now i finally find the song that i was looking for in years!!!!!

Dear. Dear makes me cry so much 😭😭

Good lost but what about hocus pocus. That one is pretty sad😢

I'm glad you had one of my favorite songs from the kagamine twins but I also wanted the songs "Cinderella" and "Mistletoe: The tree of Reincarination" from the Kagamine Twins.

I was actually looking for Reebot like crazy in this list, I almost thought you didn’t add it 😂😂

MAKE MORE TOP 20 SADDEST VOCALOID SONG PLZ

Last night, good night is a popular song that wasn't on here. For more obscure sad songs there's Laika, Story of a Stray Russian Blue and Rockbell. Sad animals get me in the feels. Also Kaito is like the master of sad songs, they make up like 90% of his originals- Time Forgotten One, Thousand Year Solo, Ashes to Ashes, Rosary Pale, This Grimm Reminder...

glass wall isnt really all that sad, it was made so weeaboos could feel loved by miku

god rolling girl holds such a special place in my heart, i cant even watch the original pv without sobbing.

Really great video and i really cried when i heard some of them but where is servant/daughter of evil?

WE ARE TIGHTER THAN BARK ON A TREE

YAY REBOOT IS NUMBER ONE

I'M sooooo happy that reboot was first i always cry to that song

Makes me cry

HECK YEAH ODDS AND ENDS IS MY JAM

AYANO'S THEORY OF HAPPINESS FUCKS ME UP TO THIS DAY

My top 1 saddest vocaloid song: Disappearance of Hatsune Miku

From Y to Y is beautiful !!

I knew Reboot would be her

Okay, “whatever, whatever, whatever” should be on here. Though it sounds funky and happy, the English lyrics are pretty depressing

Songs that made me cry: 1. Kokoro 2. I'm glad you're evil too 3. Servant of evil 4. My friend was good at drawing 5. Reboot 6. Lie 7. Regret message 8. Kagerou days 9. Starduster 10. Stargazer

Little parade is probably not that well known of a song but the lyrics are really powerful and manages to give my heart a tug every time i listen to it...

wrist cutter? self harm colourless?

servant of evil?! regret message!? mistletoe tree of reincarnation?! where are they?!

Sakura rain and song of life never fail to hit me with those sad vibes

I'm glad u added reboot as no.1

LOL me and my friends were singing reboot when we're at 6th grade for farewell party. Oh wait I didn't sing I only played the keyboard for them to sing ;-;

Watashi no R?? Anyone?

Omg Lie is one of my fav songs. Kokoro too. Solitary hide-and-seek envy is pretty good too. The lost one's weeping is awesome, like rolling girl. AND WHEN I HEARD MELODY OF REBOOT I STARTED CRY. I just love these songs. I'm glad I heard these songs here. (I'm crying but it's ok :))

I can't believe ''Reboot'' is here!I'm so happy because it's the first vocaloid song I've heard (and Coward Montblanc)

Im sorprise Soundles voice is not in the video that song alwais makes me cry

i know hitorinbo envy world domination how to rolling girl and lost one s weeping

OMG! No.1 was the first ever vocaloid song I heard and I was attached to IT!! I noticed that this was No.1 and got chills because this is one of my favorite vocaloid songs and I am proud it is number one. Definitely very touching. But what is missing istwo faced lovers. But yes, reboot is so good!

Lost ones weeping describes my life...

WHERE THE HECK IS GOODBYE?!

Well,you miss my favorite sad song. 1) Magical Mirror-Kagamine Twins 2)Servant of Evil -Kagamine Len

I listen to my R and rolling girl when I’m sad... it doesn’t help anything really but it makes me realize I have it better than some people in this world while we are all dealing with our sadness (especially with what’s going on rn) we can get through this everybody

I just love Reboot and Rolling Girl and the lost ones weeping

I'm surprised Sayoko or Irony isn't here.

goodbye? calalini? FREAKING BACTERIAL CONTAMINATION?!? hello! add these!

A tale of a trillion years should be on this....Wow....

Feathers across the season, this song really make me cry even I'm just 11 years old in past few years,and now it still get my tears〒_〒

1:06 anyone else thought of yandere-chan? Because her actual name is Ayano?.. No? Ok.

"Ayano's Theory of Happiness" hmmmm......... Ayano sounds frimiliar *throw 2 years ago me in a ditch please*

Star Story, Last Night Good Night... kz really knows how to make you cry 😭

Only like two vocaloid songs can consistently make me cry and those are proof of life and Paper Plane. At least one of those was on here.