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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 (101–110)

GLACIESMIMI

“GLACIES” / MIMI feat. Hatsune Miku
GLACIESMIMI

When you find yourself thinking, “I’m exhausted by life,” this song is sure to be a source of comfort.

It’s a track by the Vocaloid producer MIMI—known for hits like “Mashumarry” and “Issei no de”—released in March 2023.

Although the song has a brisk pace, what swirls in your heart as you listen is a blend of wistfulness and peace.

The polished sound, the cohesive melody line, and Miku’s down-to-earth vocals resonate in your ears and your chest.

It’s a gentle Vocaloid song that feels like someone sitting beside you, listening to your story.

I'm sorry I couldn't love you.vuvuzela

Sorry I Couldn't Give You My Love / Bubuzera ft. Kasane Teto SV
Sorry I couldn’t love you, vuvuzela.

A song by Bubuzera, included in the compilation CD “How to Tell a Lie” released in April 2024.

Sung with Kasane Teto SV’s clear, translucent voice, it gives poignant expression to the ache of being unable to love someone.

Many listeners will relate to those ever-trembling, wavering emotions.

The rich, layered sound arrangement also seems to speak for those feelings.

If you’re struggling with a relationship—be it with a lover or a friend—please give this track a listen.

Night turns (comes around)rain clouds

Before debuting as a Vocaloid producer (Vocalo-P), Amagumori was active as a singer, and is known for a distinctive tuning style marked by a scooped, lifted phrase ending.

Their track “Yoru ga Meguru,” created as a rookie entry for VocaColle Spring 2023, leaves a lasting impression with its striking sound and floaty ensemble in the intro.

The sentimental lyrics that evoke loneliness may resonate with anyone who has experienced despair, inviting them to see themselves in the song.

It’s a bittersweet pop tune whose heart-wrenching message and melody—almost as if it’s crying—pierce straight to the heart.

Butterfly on the Right ShoulderNori-P

Kagamine Len Original Song: “Butterfly on the Right Shoulder”
Butterfly landing on the right shoulder

It is widely regarded as a melody that doesn’t get old.

Contrary to Kagamine Rin’s usual image, it features a mature tone and lyrics, giving it a sense of pop appeal that transcends generations.

A self-arranged version sung by Kagamine Len was also made; this one has a brighter mood.

Infinite DriftNusubeya Dorohira

[CeVIO Kizaki Airi] Infinite Drifting [Original]
Heiya Mudusu, the Endless Drifting

This piece lets you experience a sensation like drifting through the stillness of night.

It’s a track by Vocaloid producer Dorosu Heiya, released in July 2017.

The song portrays a stifling sense of being worn down by invisible walls, and the loneliness of a soul that still strives to move forward somewhere.

Airi Kizaki’s vocals are heartfelt and perfectly match the lyrical worldview.

It’s an ideal listen for nights when you want to quietly immerse yourself in the world of music.

Melancholic Vocaloid songs: masterpieces that pierce the heart (111–120)

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.

string telephoneLil Hyvää

String Telephone / Hatsune Miku
Cup-and-string telephone Lil Hyvää

A delicate, dreamlike Vocaloid track that pierces deep into the listener’s heart.

Created by Lil Hyvää, this piece was released in February 2025.

Its ephemeral sound—woven effectively with elements of electronica and dream pop—stands out, paired with Hatsune Miku’s whisper-like vocals.

Each note feels like it seeps into the depths of your chest.

It’s a song that gently stays by your side when your heart feels unsteady or when you’re trapped by painful memories.