[Heart-wrenching] Vocaloid breakup songs. Classic love tracks that make your chest ache
No one chooses to get their heart broken.
No one wants something that leaves a gaping hole in their heart to happen.
Still, sometimes it comes no matter what we do.
This time, I’ve put together a selection of Vocaloid heartbreak songs especially recommended for those who’ve “just gone through a breakup.” There are plenty to pick from, so you’re sure to find something that resonates with how you feel right now.
Let music lend you its strength to reset your mood and move forward toward tomorrow!
- Melancholic Vocaloid songs: masterpieces that pierce the heart
- [Sweet and Sour] Vocaloid Unrequited Love Song Collection [Bittersweet]
- [Tearjerker] A compilation of Vocaloid songs that make you cry
- [Hits Home] A Special Feature on Dark/Vent Vocaloid Songs
- [VOCALOID] Heartbreak Song Ranking [2026]
- [Yandere] A Special Feature on Chilling Vocaloid Love Songs
- [Sentimental/Emotional] A Collection of Vocaloid Songs That Shake the Heart [Moving Songs]
- Vocaloid Love Song Special [Heart-Pounding, Tearjerkers, etc.]
- Vocaloid Songs for When You Want to Cry [Moving and Heart-wrenching]
- [Karaoke] A compilation of Vocaloid songs that are easy to sing even for people with low voices
- The power of words. A special feature on Vocaloid songs with great lyrics
- [Feelings] A selection of Vocaloid songs with lyrics that resonate [Message]
- [Female Heartbreak Song] A soul-stirring song dedicated to you, who loved with all your heart.
[Heart-wrenching] Vocaloid break-up songs. Timeless painful-love classics (91–100)
Thinking of you, unrequited loveTakanon
This is a bittersweet love song about realizing you’re in love and feeling like you’ve grown closer, only to find out the other person likes someone else and end up heartbroken.
It was released in 2011 by the Vocaloid producer Takanon, also known for the hall-of-fame classics “The Color of the Next Blooming Flower” and “Datte Datte Datte.” You can’t help but cry when you think about how all the time you were so excited for is about to turn into something painful.
At the end of the song, the protagonist decides to put a lid on their own feelings and cheer the other person on…
It’s just too heartbreaking.
If you’re in love with someone you can’t be with, please give it a listen.
1LDKneko-men
It’s a breakup song that puts on a brave face, saying “This is fine.” It’s a track by Vocaloid producer Nekomens, released in 2020.
The lo-fi sound arrangement is striking, with a reverb-soaked guitar tone that echoes forlornly.
The melancholy of the piano solo is also deeply moving.
Although the song is very quiet, judging from the protagonist’s feelings woven into the lyrics, it still sounds like they’re pretending to be strong.
Perhaps the simplicity of the arrangement comes from suppressing their true emotions.
Remforute
This song begins with a crystal-clear piano timbre.
It’s a track by Vocaloid producer forute, also known for “Endless Dream,” released in 2018.
Even knowing they’re not the one who’s loved, the feelings overflow all the same.
It sings of a love that’s straight to the core and endlessly heartrending.
The driving rhythm conveys the unstoppable emotions, the helplessness, making it painful to hear.
Highly recommended if you’re in the mood for something stylish.
TAKE 2kaie
First, give it a listen… the opening development of the track really showcases sharp musical sensibility.
It’s a song by Vocaloid producer Kai-e, released in 2021.
The stylish, jazzy sound is a pleasure to hear.
The slightly husky tuning of Hatsune Miku’s voice is also distinctive.
And be sure to pay attention to the word choices in the lyrics, which create a striking contrast with the sound image.
It feels like an expression only Kai-e could achieve.
It’s a unique work in which the theme of “wanting to start over” clearly comes through.
Samidare Love Songkagura P
It’s a Japanese-style heartbreak song.
The gentle, beautiful melody mixed with the sound of rain is soothing.
The lyrics are filled with feelings that even the rain can’t wash away, making your heart flutter while leaving you with a bittersweet ache.
It’s a song you’ll want to listen to again and again.
Heartbreak Headline40mP
It’s an innovative song that uses the news as a motif to sing about heartbreak.
With “lovesickness” as its theme, it feels real and strikes a chord.
It carries a heavy yet precious message: “Loving someone is loving yourself.” Its catchy melody and easy-to-listen Vocaloid vocals have made it popular.
One listen and you’ll be hooked.
Be careful not to overdo the repeats!
The world you sawNaisho no piasu
It’s a heartbreak song suffused with poignancy, sadness, and a sense of resignation.
Created by Naisho no Pierce, who also wrote “Surechigai Kirchhoff” and “Shabon,” it was released in April 2023.
The lyrics depict the moment a lover leaves the room, and simply reading them feels like watching a drama unfold.
That worldview pairs perfectly with the mature, sophisticated sound arrangement.
Listen for Kafu’s vocals as well, which sound as if they’re wringing out raw emotion.