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
Poignant Vocaloid songs: masterpieces that pierce the heart (261–270)
Let the dream remain a dreamwhale

It feels like the chill sound slowly seeps deep into your chest.
This track is by the Vocaloid producer Isana, also known for works like “I’m Not a Menhera!”, and it was released in 2020.
The lyrics portray the everyday reality of a protagonist who left their hometown to chase a dream.
It’s hard not to relate to their feeling of hating their own halfhearted self.
Should they keep pushing on, or is it better to just give up…? The more you listen and the more you think about it, the deeper you sink—an intriguingly atmospheric Vocaloid song.
Talent, my foot.Afternoon tea

Vocaloid producer Gogo Tea is also known for “tried playing” performance videos and game commentaries.
Even if you can more or less predict the development—how it transitions from the A verse to the B verse, and from the B verse into the chorus—there’s a curious charm in how comfortably it resonates in your ears.
The melody is fully pop and easy to listen to, while the lyrics carry a slight sense of disillusionment with the world.
Even as it sadly sings, “I’ll give up because I have no talent,” you can feel it aiming to ignite a burst of energy toward what comes next through the cracks.
The guitar in the instrumental break is cool too—overall, a standout track.
First LadyKanade 96

“First Lady,” posted by Kanon69 on March 19, 2015, is such a popular song that it has entered the VOCALOID Hall of Fame.
The theme is a forbidden romance between a teacher and a student, and its poignancy permeates the track.
In addition to the original VOCALOID version, there’s also a version sung by the creator himself.
15 Years of a Clingy Guy’s Petty ObsessionAn ocean sunfish is dead behind the house P

As you’d expect from an artist who excels at surreal, story-driven songs, this track unfolds in a distinctly gag-like, comedic style.
It’s the kind of thing that makes you laugh out loud as you listen.
But just when that single‑minded earnestness has become addictive toward the end, your emotions are suddenly flipped on their head.
Bittersweet Vocaloid songs. Masterpieces that pierce the heart (271–280)
If a fire extinguisher is dandy and considerateSunfish P is dead behind the house

Known for outrageous titles and jaw-dropping twists once you hit play, “Mambo is Dead Behind the House” P delivers again.
This time, it’s a story about the cohabitation of a dapper, considerate fire extinguisher and a girl.
Will it be the wardrobe, or the rushing fire brigade, that tears this close pair (?) apart?
Woof-woof meow-meow oCatmushi P

For those who’ve been trying too hard, a gently soothing, cute pop song from Nekomushi-P.
It speaks to the bittersweet feelings of workers.
Look for the thumbnail with a lonely-looking white pup with pointy ears on a yellow-green background.
Sometimes, let’s do a little “nyan-nyan.”
The capital suffered from chronic water shortages.Plain white P

An original VOCALOID song by Shiro no Muji P titled “The Capital Suffered from Chronic Water Shortages,” posted on November 8, 2009.
Unlike songs that evoke heartache from love or breakups, this piece conveys a different kind of poignancy, focusing on the taste of water in the city versus the countryside and the cultural differences between them.
The accompaniment and melody carry a slightly retro feel.