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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.

Heart-wrenching Vocaloid songs: unforgettable tracks that pierce the heart (91–100)

HenceforthOrangestar

Orangestar – Henceforth (feat. IA) Official Video
HenceforthOrangestar

This is a work by Orangestar, who has created numerous Vocaloid summer songs.

Released in 2020, it quickly joined the ranks of popular tracks.

The lyrics overflow with feelings for the “you” who is no longer here.

However, it’s not merely a sad song—the sentiment that comes through is hopeful.

The simple sound arrangement feels like a cool, refreshing breeze blowing through summer.

It might make you remember your own precious “you.”

terminusrinri

It might resonate especially deeply on sleepless nights.

This is a song by rinri that delicately portrays the anxiety of changing cities and losing one’s place.

It’s included on the album “Like a Bookmark,” released in April 2024.

The transparent, clear vocals of NAKINE Hime intertwine with a melody that feels close to the heart.

The lyrics convey a determination to support each other and move forward, and it just brings me to tears.

When you want to feel the subtleties of human emotion, this song is a perfect fit.

NeotenyLonePi

Neoteny – LonePi feat. Kaai Yuki
Neoteny LonePi

“Neoteny” is a Vocaloid piece by LonePi.

It was released as an entry for BokaDuo 2025 after the version sung by Ketsujo Hakuura was unveiled.

Centered on the theme of paedogenesis, the work portrays distorted desires and an obsession with fading innocence.

The contrast between its light, buoyant sound, the delicate voice of Utaai Yuki, and the lyrics leaves a powerful impact on listeners.

Many will likely find themselves relating to the uniquely adolescent emotional imbalance it captures.

Immerse yourself in this world where cuteness and madness coexist.

Torinoko City40mP

[Hatsune Miku (40mP)] Torinoko City [Original]
Torinoko City by 40mP

A rhythmic yet heartrending Vocaloid song that projects a swirling sense of loneliness in the heart.

It’s a track by 40mP, who has long been at the forefront of the Vocaloid scene, released in July 2010.

The light guitar phrases and the beautiful tones of the strings that envelop the entire piece are striking.

The pairing of the song’s style with the crisp, articulated singing is a fantastic match.

Yet what seeps through the lyrics’ message is a sense of hardship and emotional pain.

By the way, this song was adapted into a live-action film in 2017, so if you haven’t seen it yet, do give it a watch.

from Y to YJimmySam-P

Named “JimmyThumb-P” because of his plain thumbnails that don’t pander to the character Hatsune Miku.

Despite the modest thumbnails, he’s well known for the high level of polish in his songs.

Megurine Luka provides harmonies.

It was released in 2009.

The sky is fallingseaweed (mozuku)

The Sky Falls / Stellaris [Music Video]
Water clouds where the sky falls

This is a song that tightens the heart and stirs a bittersweet ache.

Released by Suiun in May 2024, it’s marked by a strikingly transparent melodic line.

Through poetic words, it weaves the anxieties and loneliness of daily life and the inner struggle that sways between ideals and reality.

It’s a work that anyone standing at a crossroads in life can relate to, leaving a deep afterglow.

Please take your time and really listen to it.

hydrangeaSecret Piercing

This song captivates with a poignant sadness that sinks deep into the heart.

Created by Naisyo no Pierce, it uses hydrangeas blooming in the rainy season as its motif to portray both the sorrow of parting and the hope of renewal.

Released in June 2024, it features KAFU’s clear, translucent vocals that deftly express subtle emotions.

The emotional melody shakes the listener to the core.

It’s a track that will especially resonate with those who’ve experienced a breakup or a farewell to someone dear.

Please take your time and listen closely.