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: masterful tracks that pierce the heart (41–50)
Karakuri Pierrot40mP
Karakuri Pierrot has firmly taken root as a classic Vocaloid song.
It tells a story that begins with someone not showing up to a planned meeting.
It portrays a sorrowful, self-destructive feeling of “I’m just a clown anyway.” When your heart is hurting, the earth spins mercilessly and people keep walking.
The lyrics lament how small one’s existence feels.
It’s something almost anyone can relate to.
Bittersweet Vocaloid songs: timeless tracks that pierce the heart (51–60)
If your sky is going to cryyujii
Composed by Yuzy, the song was released in October 2025 and was written specifically for MORE MORE JUMP! in the game “Project SEKAI: Colorful Stage! feat.
Hatsune Miku.” Yuzy reportedly replayed the event story for dozens of hours to deeply understand the characters and weave the lyrics.
Carried by an emotionally moving sound, it conveys the desire to reach out a helping hand to someone dear who is suffering.
When you feel lonely, when you long for warmth, please give this song a listen.
bereavementShanon
It’s a heart-wrenching piece that portrays time spent with a loved one through the lens of death.
The song is by Shannon, a Vocaloid producer known for popular works like “Yomikudarino Akari,” and it was released in March 2024.
Composed solely of acoustic guitar and vocals, its simplicity allows the lyrics’ worldview to enter straight into your ears and mind.
Despite being packed with feelings of farewell, the melody is light, and that contrast really gets you.
This song might be the one to stay by your side in your helpless sadness.
Eulogy of Starry TearsMIMI
A Vocaloid producer known for poignant piano sounds, MIMI released this track on the December 2023 album “Yorutsumugi,” with its music video premiering in December 2025.
While confronting self-denial and the difficulties of living head-on, it gently offers a faint hope through images like moonlight and blossoms of light in the night sky.
Its MIMI-esque structure is compelling, carefully weaving delicate emotional shifts within a soft, subdued soundscape.
It’s a work where tenderness and bittersweetness coexist—like someone quietly sitting beside you, listening.
peach-colored keyiyowa
The Vocaloid producer Iyowa, whose name comes from having a weak stomach.
Their commissioned song “Momo-iro no Kagi” for a unit in the smartphone game Project SEKAI COLORFUL STAGE! feat.
Hatsune Miku creates impact through its striking piano melody and an ensemble that unfolds dramatically.
The lyrics, depicting a bond that can be read as either friendship or love, evoke both human loneliness and the preciousness of connection.
It’s a sentimental number marked by a beautiful yet hysterical arrangement.
Telephone Booth by the SeaMIMI
This song by the Vocaloid producer MIMI, known for a translucent style, was released in October 2025.
Otomachi Una SV’s clear, crystalline voice drifts over a piano so evocative you can almost hear the waves.
The lyrics, which yearn for a precious person far away, are nostalgic and tinged with a touch of melancholy.
Yet there’s also a subtle warmth of hope—so quintessentially MIMI.
On nights when you want to be honest about your feelings for someone, lend it a quiet ear.
seems like (just) my imaginationChōchō P
Posted to Nico Nico Douga on January 5, 2014, Chouchou-P’s “Kokoronashi” is an extremely popular song that has surpassed 1,000,000 views.
When it comes to ballads among original Vocaloid songs, many people probably think of “Kokoronashi.” The video’s comment section is filled with many remarks like “made me cry” and “so heartrending.”
