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[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!

[Heart-wrenching] Vocaloid break-up songs. Classic love tracks that make your chest ache (41–50)

The sound of parting.Kairiki Bear

Kairiki bear (feat. Hatsune Miku) – Wakare no Oto.
Wakare no Oto. by Kairiki Bear

This is the debut song of the popular Vocaloid producer Kairiki Bear.

It’s a rock-style heartbreak song with a beautifully clear vocal, sung as if recalling the time spent with a loved one.

You can hear the emotional fluctuations in the sparkling guitar tones.

Released on a video-sharing site in 2011.

Sugar vineDixie Flatline

[Megurine Luka V4X] Sugar Vine [Original]
Sugarvine Dixie Flatline

It’s a chic, grown-up big-sister–style breakup song with a cool, no-nonsense vibe.

Even when faced with a sudden goodbye, she responds like, “Well, okay—can’t be helped,” but inside her heart… Still, I think it’s a lovely breakup song that makes you feel like moving forward with life.

The world is falling in loveHONEY WORKS

The World Is Falling in Love / CHiCO with HoneyWorks
The world is falling in love HONEY WORKS

It’s a pure love song that kicks off with a refreshing sound.

It brings back the fun and bittersweet moments of youth.

They’re close yet far—the person you like.

You can feel both the joy and the pain of unrequited love.

Set to a catchy melody packed with classic youth romance moments, it’s the ultimate heartbreak song.

It's impossible...I, P

[Hatsune Miku] It's Impossible... [Original]
It's impossible... me, the producer.

This is a song posted by Wagahai-P in 2010.

The gentle singing voice of Hatsune Miku, the cool and crystalline tone, and the heartrending lyrics create a melancholy atmosphere.

It’s a heartbreak song about harboring unspoken feelings that can never be confessed.

If you’ve experienced the pain of unrequited love that ended before it began, you might relate.

I want an unbreakable heart.stone bath

Ishiburo / I Want an Unbreakable Heart [OFFICIAL MUSIC VIDEO]
I want an unbreakable heart—like a stone bath

Anyone who has experienced heartbreak has probably thought exactly what the title says.

This song captures that feeling.

It’s a rock number that blends poppiness with an emotional undertone, released in 2015.

The creator, Ishiburo, is also known as the guitarist of the rock band Necry Talkie.

Crybaby RepeatKohm

[VOCALOID Miku] Crybaby Repeat - Cryer repeat [MV]
Crybaby Repeat Kohm

It’s a cute chiptune-style track, but the melody and lyrics carry a profound sense of heartbreak.

Created by the Vocaloid producer Kohm, also known for works like “Setsunar Lovers,” it was released in 2015.

The song is packed with the pain and sadness of having to part from someone dear—“you.” The protagonist is overwhelmed with tears, unable to do anything but cry.

Just reading the lyrics is enough to bring you to tears.

It’s a breakup song characterized by a floating, airy sound arrangement.

AstronautPowapowa-P

[Hatsune Miku] Astronauts [Original]
Astronaut Powapowa P

It’s a song that would likely be categorized as long at over seven minutes, yet it still feels short.

The protagonist’s feelings are conveyed clearly, even as the narration seems to falter here and there.

As you follow along, you find yourself drawn into the world of the song before you know it.

It was released in 2011.