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 (81–90)
When the morning glories fallpusu
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.
HenceforthOrangestar
This is a work by Orangestar, who has created numerous Vocaloid summer songs.
Released in 2020, it quickly joined the ranks of popular tracks.
The lyrics overflow with feelings for the “you” who is no longer here.
However, it’s not merely a sad song—the sentiment that comes through is hopeful.
The simple sound arrangement feels like a cool, refreshing breeze blowing through summer.
It might make you remember your own precious “you.”
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.
terminusrinri
It might resonate especially deeply on sleepless nights.
This is a song by rinri that delicately portrays the anxiety of changing cities and losing one’s place.
It’s included on the album “Like a Bookmark,” released in April 2024.
The transparent, clear vocals of NAKINE Hime intertwine with a melody that feels close to the heart.
The lyrics convey a determination to support each other and move forward, and it just brings me to tears.
When you want to feel the subtleties of human emotion, this song is a perfect fit.
I’m still a baby.MIMI
It’s a song that feels light yet bittersweet, catchy yet tightens your chest.
Created by Vocaloid producer MIMI and released in May 2024, its lyrics delicately portray the unique frustrations of adolescence, and as you listen, they start to overlap with your own experiences.
At the same time, you can sense a quiet strength that urges you to look forward.
I also feel that Kitsuneko’s straightforward vocals deepen the song’s world even further.
I recommend listening to it alone on a summer night while gazing up at the stars.
It will surely stay close to your heart.
playing at cagesRuliea
This song unfolds a suffocating yet beautiful world, built around the motifs of a sealed room and a keyhole.
It’s a Hatsune Miku track by Vocaloid producer Ruliea, posted to Mushoku Toumeisai 3 in November 2025.
From the perspective of a protagonist living within a predetermined relationship, it portrays love as a blessing in disguise that is in fact a curse.
The feeling that a room enclosed by white walls seems more real than the blue sky outside, and the psychology of surrendering freedom while clinging to the slightest affection, are depicted with delicate nuance.
The sound arrangement—where tight beats, shimmering synths, and delicate piano coexist—is also a highlight.
Heart-wrenching Vocaloid songs: unforgettable tracks that pierce the heart (91–100)
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.