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
Bittersweet Vocaloid songs. Masterpieces that pierce the heart (31–40)
a burn you got from someone else’s injury (literally: a “received burn”)NEW!kyiku

An emotionally charged Vocaloid song that conveys palpable pain.
Created by the Vocaloid producer kyiku, known for their distinctive sonic sensibility, it was released in December 2025.
Centered on the theme of “the indelible heat I’ve ended up receiving,” the lyrics depict feelings like the shackles of the past and phantom limb pain, while Urami from CeVIO AI delivers a trembling vocal that pierces the heart.
It’s recommended for quiet nights when you want to sink into your feelings alone.
I'm a good girl.Namiguru

This piece portrays the pain of a child striving to meet their parents’ expectations.
It’s a song by Namigure, released in November 2025, created as part of the Yuka Satoishi compilation project.
Focusing on a mother–daughter relationship with the theme of “self-sacrifice,” it depicts a daily life where lessons take priority over friendships, and even a perfect score is dismissed as “only natural.” Through repeated questioning, the girl’s earnest struggle comes into sharp relief.
Notably different from the artist’s usually bright style, it drew attention as a bold new direction.
Wait for me on the other shore.rinri

An alternative number that captivates with its dreamlike sound and heartrending worldview.
Released in August 2025, this piece was created as a character song for Yukiyuki in the Fifth Kikai installment, “Higan.” Its theme—like speaking to someone who has departed for the distant beyond—echoes deeply in the heart.
The lyrical melody, wrapped in the sense of loss so characteristic of rinri, and the delicate electronic tones feel as though they trace a restless heart’s wandering just as it is.
On a quiet night when you’re thinking of someone dear, take your time immersing yourself in this fragile yet beautiful sonic world.
Your ShapeTohta Kasamura

This song, where Nayuka’s voice gently nestles close to your heart, is a ballad released by Tota Kasamura in September 2025.
The story unfolds as we realize that the presence of someone precious, etched deep within the hollow of our chest, is life itself.
Precisely because it’s arranged with only piano and vocals, the emotions embedded in the lyrics are conveyed directly.
It’s a track I want you to listen to when you’re feeling the pain of losing someone, yet finding the resolve to keep living.
AinoToa

A nostalgic song that stirs the bittersweet feelings sleeping deep in your heart.
It’s a work by Vocaloid producer Toa, released in August 2024.
Set to a light, French pop-inspired melody, it sings of lost love.
The chorus lingers in your ears, leaving a curious aftertaste.
Recommended for those who have experienced the end of a romance or want to face themselves.
How about taking some quiet time alone to really listen?
Bittersweet Vocaloid songs: masterful tracks that pierce the heart (41–50)
EulogySatsuki

A song by Vocaloid producer Satsuki, released in November 2025.
It was submitted to the anonymous posting event Colorless Transparent Festival 3.
Featuring layered vocals by Kasane Teto and Adachi Rei, the piece sings words of remembrance for the departed.
The emotions wavering between memories preserved in the digital realm and the sense of loss in reality come through with aching clarity.
Try listening alone at night while thinking of someone dear—you’ll likely be left with a deep, lingering aftertaste.
Night Sky Patrol of TomorrowOrangestar

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!





