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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.

Bittersweet Vocaloid songs. Masterpieces that pierce the heart (31–40)

Hated by life.Iori Kanzaki

It’s a song suffused with a strange emptiness that seems to both affirm and deny the desire to die.

The lyrics continue with a negative view that confronts death head-on.

Precisely because of that, the words sung at the end feel somehow filled with light.

Regulus RebellionRen

Regulus Rebellion – Ren feat. Seikai
Regulus Rebellion Ren

This is a Vocaloid tune that pulls you into a simmering tension.

It’s a track by Ren, the Vocaloid producer who also created “Mind Castle,” released in August 2025.

Within its dark, frigid soundscape, the clear, pristine voice of CeVIO AI Seikai rings out like a ray of light.

The dramatic progression of the sound—racing from stillness to searing passion—just draws you in.

The lyrics convey a noble yet fierce resolve, as if vowing rebellion against an oppressive world.

Highly recommended when you want to break through a sense of stagnation.

antidote for lonelinessBlack rabbit

It’s a track that gently touches the loneliness tucked away deep in your heart.

Created by Vocaloid producer Kuro Usagi, it was released in September 2025.

The song’s shadowy electro sound melds exquisitely with Yuki Kaai’s fragile vocals, stirring the listener’s inner world.

Centered on the theme of a remedy prescribed for an isolated heart, it speaks for the unspoken conflicts and solitude we can’t tell anyone.

On a quiet night when you want to sink into contemplation, let yourself be immersed.

Night Sky Patrol of TomorrowOrangestar

Orangestar – Asunoyozora Shoukaihan (feat. IA) Official Video
Asu no Yozora Shoukaihan Orangestar

It’s no exaggeration to call “Asu no Yozora Shoukaihan” the signature song of Orangestar, the charismatic Vocaloid producer who burst onto the scene like a comet.

Hugely popular especially among middle and high school students, this track is frequently performed at karaoke and in “tried singing” videos.

Many people likely started producing Vocaloid music inspired by Orangestar.

Don’t miss this song with its catchy melody line and upbeat rhythm!

It’s goodbyeNakase Miru

This is a breakup song that realizes the distance between longing and reality.

Created by Miru Nakase, it was included on the album “i m u,” released in June 2025, with a music video released in September.

The protagonist’s feeling—being drawn precisely because the other person was so different—comes across painfully through IA’s clear, transparent vocals.

The dramatic sound, which unfolds from a quiet beginning into an outpouring of emotion, is also striking.

On nights when you face alone the unbridgeable gap with someone precious, this work will surely stay by your side.

Bittersweet Vocaloid songs: masterful tracks that pierce the heart (41–50)

You just don't get it.monet

You Don’t Get It / monet feat. Chifuyu Hanakuma
You don’t get it, Monet.

This work stands out for its emotional lyrics and languid rock sound.

It’s a track by the music unit monet, released in June 2025.

The inextricably tangled feelings are conveyed through a wavering guitar sound and Chifuyu Hanakuma’s languorous vocals.

That sonic texture pairs perfectly with lyrics distilled from bitterness toward an ex and lingering attachment.

When you’re weighed down by frustration or listening on a sentimental night, you’ll find yourself drawn deeply into its world.

Light of NightmareKashii Moimi

Akumu no Hikari / Moimi Kashii feat. Hatsune Miku
The Nightmare Light, Kashi Moi-mi

It’s a work where beauty and heaviness coexist.

It’s a song by the Vocaloid producer MoiMi Kashii, also known for the hit “Cat Loving,” released in September 2025.

The piece explores themes of pain and dependency, portraying a protagonist who suffers in relationships with others while questioning their own reason for existence.

Hatsune Miku’s vocals, expressing a cry for salvation, are so emotional and heartbreaking.

Please take your time and immerse yourself in the story.