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.
master keyScrew Style

The irreplaceable time shared by two people who drifted apart… This Vocaloid track stirs those memories, tightening your chest with its bittersweetness.
Created by Vocaloid producer Nejishiki, it was released in November 2021 and is included on the tenth album, “Wheel of Fortune.” Both the electropop sound and Hatsune Miku’s fragile vocals deeply resonate.
The lyrics, filled with nostalgia for a past that can never return yet carrying a resolve to open a new door and face the future, perfectly match the sentimental mood of autumn.
Listening to it while walking down a road at dusk might hit especially hard.
Bittersweet Vocaloid songs: masterpieces that pierce the heart (101–110)
I hate it so much.Rain River

An emotionally charged rock number that deeply portrays a dark, closed-off state of mind, this work was released by Amagawa Yuki Sagara in March 2019.
With Hatsune Miku’s trembling vocals and a passionate band sound, it expresses the difficulties and contradictions faced by young people.
Feelings such as dissatisfaction with society and relationships, inner conflict, and self-denial come through and truly resonate.
It’s sure to strike a chord with those who feel anxiety or anguish about living in the present, especially teenagers.
At long last, you died.kowadori

“You Finally Died” portrays the raw emotions of losing someone dear right before your eyes.
Created in 2022 by the Vocaloid producer Kowadori, known for delivering theme-driven songs to listeners, it depicts a protagonist trapped in an unbearable reality—trying to act tough and pretend everything is fine.
The emotional vocals of Kafu, carried by a rhythmic arrangement, convey those feelings powerfully.
It’s a Vocaloid track that stirs the heart with its depiction of someone who keeps thinking about the person they cherish more than anyone else.
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.
Mosaic RollDECO*27

A standard rock song by DECO*27, known for tracks like “Ai Kotoba” and “Yowamushi Montblanc,” that opens with a striking guitar riff.
The cool music video that syncs with the guitar solo in the interlude is a must-see.
It’s easy to sing at karaoke, and although some time has passed since its release, it remains a consistently popular track.
Cherry Blossom Rainhalyosy

One of the classic graduation songs.
While the song itself doesn’t have a backward-looking mood, its lyrics that evoke the farewell of graduation and its melancholy melody make it poignant to listen to.
It has also been adapted into a film.
I hope you’ll listen to an actual choral performance.





