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.
- [Hits Home] A Special Feature on Dark/Vent Vocaloid Songs
- [Sentimental/Emotional] A Collection of Vocaloid Songs That Shake the Heart [Moving Songs]
- [Tearjerker] A compilation of Vocaloid songs that make you cry
- Masterpieces of Vocaloid Ballads [Tear-Jerking / Heart-Wrenching]
- [Feelings] A selection of Vocaloid songs with lyrics that resonate [Message]
- [Heart-wrenching] Vocaloid breakup songs. Classic love tracks that make your chest ache
- Vocaloid Songs for When You Want to Cry [Moving and Heart-wrenching]
- [Deeply Moving] A Collection of Vocaloid Masterpieces That Comfort the Heart
- [Sweet and Sour] Vocaloid Unrequited Love Song Collection [Bittersweet]
- [Hot] A special feature on cool Vocaloid songs!
- [Memories] A Collection of Nostalgic and Classic Popular Vocaloid Songs
- [Carefully Selected] A Special Feature on Hidden Vocaloid Masterpieces
- [Trend] A collection of nostalgic Vocaloid songs we used to listen to a lot
Heart-wrenching Vocaloid songs: unforgettable tracks that pierce the heart (91–100)
When the morning glories fallpss

It’s a song about the end of summer.
The lyrics, which vividly paint the scenes, and the sentimental melody evoke an irresistible sense of nostalgia.
No matter what season you listen in, you can probably feel the loneliness of a summer drawing to a close.
I couldn’t fully become it.kyiku

This piece portrays the painfully honest cries of a heart struggling to become its ideal self.
Created by Vocaloid producer Kyiku and released in August 2025, it presents a dim, haunting world centered on the theme of “failed eclosion,” leaving a deep impression.
As the creator says they “wrote as honestly as possible,” the lyrics lay bare a soliloquy-like wavering of emotion, and the trembling sound design draws listeners into deep introspection.
On nights when you’re sunk in a helplessness you can’t shake, when you want to immerse yourself in music alone, this work is sure to stay close to you.
orz…Eee-tsu

An ennui-laden Vocaloid track with a chill sound that carries an undercurrent of unease.
“orz.
.
.
,” produced by Vocaloid-P Itsu, was released in July 2024.
It features a floating, airy sonic image and Miku’s slightly lisping vocals.
The lyrics depict a protagonist on the brink of despair, pleading for salvation from an angel.
What happened to her? The lyrics and MV invite plenty of interpretation.
If you’re looking for something cute yet sickly sweet and twisted, be sure to check it out!
Cowardly Mont BlancDECO*27

The songwriter and composer is DECO*27, who also gained attention for providing songs to Kou Shibasaki.
This is DECO*27’s first track using GUMI.
The lyrics depict a sweet yet bittersweet love.
The anime-style music video featuring an adorable GUMI is also a must-see.
Torinoko City40mP

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.
PhotographEO

When I gaze at the trees turning colors, old memories suddenly come flooding back.
It’s a wistful electronic tune that perfectly suits the sentimental mood of autumn.
Created by EO, a Vocaloid producer known for emotionally stirring soundscapes, the track was released in 2023.
The fragile vocals of Kagamine Rin beautifully harmonize with the melancholic melody.
The lyrics portray the feelings of gazing at a single photograph and cherishing days that can never return.
It’s a piece you’ll want to listen to alone at dusk, lost in your thoughts.
The sky is fallingseaweed (mozuku)

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.