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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 (21–30)

One more time.jungun

[Hatsune Miku] Once Again. [Jun Jun]
One more time.jungun

Feelings of regret resound, carried by a crystalline melody.

Produced by the Vocaloid creator Junjun, this work is a track released in September 2024.

Known for hits like “Ja ne” and “Are You Managing to Live?”, Junjun reveals a new side in this piece.

It expresses the desire to redo a past romance, employing the metaphor of a reset button to depict lingering regret and attachment.

Anyone who’s experienced heartbreak will likely find it deeply moving.

Enraptured by the lingering blossomsNEW!keeno

Enchanted by the Remaining Blossoms / keeno feat. Hatsune Miku
Enraptured by the lingering blossomsNEW!keeno

A bittersweet yet warm Vocaloid ballad that likens a cherished person to a flower lingering at the end of the season.

Created by Vocaloid producer keeno and released in 2024, it’s an original track written for the game “Project SEKAI COLORFUL STAGE! feat.

Hatsune Miku.” In February 2026, the Hatsune Miku version received an official music video.

The band sound is adorned with beautiful piano tones, resulting in a deeply moving piece.

Miku’s mature vocals match the song’s mood perfectly, stirring the heart.

Give it a listen when you want a good cry to reset your feelings.

Living thingsKasamura Tōta

A ballad that quietly questions the gravity and sanctity of living.

Created by Vocaloid producer Tota Kasamura, released in February 2026.

Its simple arrangement—just GUMI’s vocals and piano—allows every word to land straight and clear.

While portraying life and the self as small and fragile, it underscores the importance of the modest happiness one can feel precisely because of that.

On nights when you feel alone, or when it’s hard to accept yourself, this piece will gently stay by your side.

Since the moment I met youNEW!rodao

From the moment I met you / rodao feat. KAITO
Since the moment I met youNEW!rodao

It’s a ballad that almost brings you to tears.

Created by Vocaloid producer Rodao and released in February 2026, this work was made to celebrate KAITO’s 20th anniversary.

It begins with delicate piano tones and shifts into a rich ensemble toward the latter half—an impressive structure.

The lyrics convey a straightforward emotion: the time spent together has turned into the strength to live, leaving you feeling refreshed.

Listening might make your memories feel even more precious than before.

Amanojaku164

Amano Jakku / 164 feat. GUMI (Official)
Amanojaku164

Composed and written by 164, who excels at intense rock tracks.

The title “Amano-jaku” comes from both “contrarian” and “innately timid.” It’s a bittersweet number with a mature vibe.

A popular, band-driven song marked by its cool, striking guitar.