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)
Dawn and Firefliesn-buna
If you want a Vocaloid song that tugs at your heart, how about this one? “Dawn and Fireflies” is included on “Flowers and Candy, the Last Train,” released in 2015 by n-buna, who’s also known as the composer for Yorushika.
Its sharp, grunge-inflected band sound is part of the appeal.
The lyrics unfold like a short story, evoking seasons and landscapes.
If you’ve ever felt anxious about tomorrow coming, the poignancy of this song will resonate.
Accompanied by its emotional rock sound, you’ll feel like making it through the night.
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.”
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!
sugarNaisho no piasu
It’s a highly addictive rock track where sweetness and pain intertwine.
The song is by Naisho no Pierce, the Vocaloid producer known for “Proposal,” and its music video was released in December 2025.
Created as an image song for the manga “And Then the Hero Lies,” it also aired in a TV commercial in October, so many of you may have heard it already.
KAF’s emotional vocals brilliantly capture the feelings of a protagonist seeking love while carrying trauma.
The worldbuilding, swaying between conflicting emotions, is quintessential Naisho no Pierce.
It’s a must-listen for anyone grappling with the complex feeling that “the more you love, the more it hurts.”
Hated by life.Kanzaki Iori
It’s a song suffused with a strange emptiness that seems to both affirm and deny the desire to die.
The lyrics continue with a negative view that confronts death head-on.
Precisely because of that, the words sung at the end feel somehow filled with light.
Bittersweet Vocaloid songs: masterful tracks that pierce the heart (41–50)
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.
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.