[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!
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[Heart-wrenching] Vocaloid Breakup Songs: Timeless Painful Love Classics (81–90)
TAKE 2kaiwe

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 ≈ Blueslistless

It’s a refreshing song that conjures up a scene of a high school girl speeding down a hill on her bike during summer vacation.
The English lyrics are cool, and despite the heartbreak theme, the energetic vibe keeps it from feeling sad.
There’s also a stylish section where the accompaniment shifts to a jazzy feel.
It’s a song I really want you to listen to at least once.
Love for love, by love, of lovePinocchioP

A first love, and a first heartbreak… It’s a Vocaloid song that really hits home and brings back memories of old romances.
It’s by the multi-talented PinocchioP, who also creates the illustrations and videos himself, and it was released in 2019.
The gentle resonance of the synthesizer and the bittersweet lyrics—its impact lies in that gap.
There’s a phrase, “being in love with love,” and this song is exactly that.
Only now do I finally understand the unhealthy way I used to love.
But back then, I was giving it everything I had, loving with all my might.
You shouldn’t deny all of it—accept who you were at that time.
It’s a heartbreak song that makes you feel that way.
GoodbyeSouta

“Sayonara” is a song by Vocaloid producer Sota, released in February 2013.
The fragile singing voice of Kaai Yuki is striking, and within the simple sound arrangement, the pain of parting seeps through.
The lyrics, which depict the growing distance between two people in love, really pierce the heart.
It’s perfect for those who feel as if heartbreak has left a hole in their chest.
It might even be the push you need to take a new step forward.
Moumoku PoemYuzuhiko

You listen with a racing heart, thinking it’s a slightly dangerous, borderline-stalker unrequited love song—and then, at the very end, there’s a huge twist.
It’s an unusual take on a breakup song, but the rhythm and melody are irresistibly catchy, making it a truly wonderful track.
Once you hear it, you won’t be able to forget it.
[Heart-wrenching] Vocaloid break-up songs. Timeless painful-love classics (91–100)
The world you sawSecret Piercing

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.