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Melancholic Vocaloid songs: masterpieces that pierce the heart

This time, we’re introducing a collection of poignant, heart-piercing Vocaloid songs.

From love-themed tracks to ones that embrace feelings of loneliness, as well as deeply moving pieces, we’ve picked selections from many genres—so if you look, you’re sure to find a song that resonates with your heart.

These are all perfect for when you want to have a good cry or face your worries head-on.

Take your time to savor the story woven into each track, and be sure to check them out.

Melancholic Vocaloid songs. Masterpieces that pierce the heart (291–300)

15 Years of a Clingy Guy’s Petty ObsessionIe no ura de manbō ga shinde iru P

Clingy Guy’s 15 Years of Petty Obsessedness / Sunfish Is Dead Behind My House P (Turn on subtitles; lyrics are available in other languages)
15 Years of a Clingy Guy’s Petty ObsessionIe no ura de manbō ga shinde iru P

As you’d expect from an artist who excels at surreal, story-driven songs, this track unfolds in a distinctly gag-like, comedic style.

It’s the kind of thing that makes you laugh out loud as you listen.

But just when that single‑minded earnestness has become addictive toward the end, your emotions are suddenly flipped on their head.

If a fire extinguisher is dandy and considerateIe no ura de manbō ga shinderu P

If a fire extinguisher is dandy and considerate – Sunfish Is Dead in the Backyard P
If a fire extinguisher is dandy and considerateIe no ura de manbō ga shinderu P

Known for outrageous titles and jaw-dropping twists once you hit play, “Mambo is Dead Behind the House” P delivers again.

This time, it’s a story about the cohabitation of a dapper, considerate fire extinguisher and a girl.

Will it be the wardrobe, or the rushing fire brigade, that tears this close pair (?) apart?

Woof-woof meow-meow onekomushi P

[Hatsune Miku] Wan-wan o, Nyan-nyan o [with Chinese subtitles]
Woof-woof meow-meow onekomushi P

For those who’ve been trying too hard, a gently soothing, cute pop song from Nekomushi-P.

It speaks to the bittersweet feelings of workers.

Look for the thumbnail with a lonely-looking white pup with pointy ears on a yellow-green background.

Sometimes, let’s do a little “nyan-nyan.”

The capital suffered from chronic water shortages.shiro no muji P

[Hatsune Miku] The capital suffered from chronic water shortages.
The capital suffered from chronic water shortages.shiro no muji P

An original VOCALOID song by Shiro no Muji P titled “The Capital Suffered from Chronic Water Shortages,” posted on November 8, 2009.

Unlike songs that evoke heartache from love or breakups, this piece conveys a different kind of poignancy, focusing on the taste of water in the city versus the countryside and the cultural differences between them.

The accompaniment and melody carry a slightly retro feel.

A bouquet in place of goodbyehanataba P

[Hatsune Miku] Instead of Goodbye, a Bouquet [Original]
A bouquet in place of goodbyehanataba P

Hanasaka-P’s debut work.

A classic, straight-ahead ballad.

Its tone perfectly suits Hatsune Miku’s pure image, poignantly singing about parting with a lover.

The piano-based, simple accompaniment and lyrics with straightforward, accessible metaphors make it easy to relate to.

A single crimson leafKurousa-P

Megurine Luka 'Crimson Leaf' [Original Song with PV]
A single crimson leafKurousa-P

Kurousa-P’s signature song “Kurenai Ichiyō,” posted on May 26, 2009, is a popular track that has achieved legendary status.

It’s a Japanese-style ballad with striking lyrics about sadness and happiness, and you can feel the emotion in Megurine Luka’s vocals.

The PV features characters in military uniforms and kimonos, evoking an older era rather than the modern day.

If you’re looking for a poignant, traditional-style Vocaloid song, be sure to give it a listen.

Bittersweet Vocaloid songs. Masterpieces that pierce the heart (301–310)

signo.ken

Mr.

O.ken, who also works as a musician under another name, wrote and composed this song.

In his words, it’s “a poignant rock piece about Miku, who has lost her master.” It’s a rock ballad where Hatsune Miku’s softly weeping voice resonates beautifully.