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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 (31–40)

Astronautpowapowa P

[Hatsune Miku] Astronauts [Original]
Astronautpowapowa 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.

Calc.Jimii Samu P

This is a Vocaloid song that gently stays by your side in the sorrow of heartbreak.

Created by JimmyThumb-P, a Vocaloid producer known for numerous hits like “from Y to Y,” it was released in September 2010.

The unforgettable parting is sung over a fast-paced band sound, resulting in something that really pierces the heart.

Before you know it, you end up empathizing with the protagonist and feeling tears well up.

Many popular singers have covered it, so if you’re interested, be sure to browse the videos.

Lingering Attachment Record40mP

How about a pop tune packed with bittersweet longing and lingering feelings? It’s a track by 40mP, who has been at the forefront of the Vocaloid scene for many years, released in 2018 and provided to the VTuber Tokino Sora.

The brisk melodic line and the lyrics that vividly convey heartache create a striking contrast that really gets you.

This catchy yet heartrending world might just speak for your feelings after a breakup.

Crybaby RepeatKohm

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

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.

Losing youYasuha.

Hatsune Miku – I Lost Your Love (Pt.Ⅰ) feat. Yasuha.[English Subtitles]Vocaloid Original Song
Losing youYasuha.

With its steady melody, this is an easy-to-listen-to Vocaloid song.

It tells the story of meeting someone you love in a dream and having a wonderful time—yet in reality, you’ve already broken up with that person.

Because you met them again in a dream, memories come flooding back and it hurts.

It portrays a sad yet pure kind of love.

This is a track I recommend to anyone looking for a more subdued Vocaloid song.

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

cutting line40mP

[GUMI (40mP)] Kiritorisen [Original]
cutting line40mP

It’s an upbeat breakup pop song featuring bright brass sounds and innovative lyrics.

The sound is catchy and classic.

The music video is crafted like a flipbook, with the story unfolding along with the song.

And the image changes centered around the cut line—what a great idea.

It’s also fun how the illustrations express the imagery of the lyrics.

The sound of parting.kairiki bea

Kairiki bear (feat. Hatsune Miku) – Wakare no Oto.
The sound of parting.kairiki bea

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.