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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)

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.

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.

Give me the courage to let go of the happiness I longed for so much.Kasamura Tōta

Give me the courage to let go of the happiness I desired so much / feat. Hatsune Miku
Give me the courage to let go of the happiness I longed for so much.Kasamura Tōta

The song “Give Me the Courage to Let Go of the Happiness I Wanted So Much” by Tota Kasamura gently envelops the bittersweet moment of heartbreak.

Its beautiful piano melody blends with stirring choral harmonies.

The lyrics delicately portray the sorrow of those who’ve experienced parting and the hope they hold for the future, leaving a deep impression on the listener’s heart.

Tota Kasamura’s musical world is so heartrending it makes you wish to meet again in the next life, and with each listen you may feel a growing sense of connection.

On a quiet night, spending time alone with this song might help you take a step toward a new beginning.

Jenga40mP

【Project DIVA F2nd】Jenga【EDIT PV】
Jenga40mP

A song by 40mP sung by Miku.

It likens how the years and affection we’ve built up can easily collapse if just one piece is pulled out to a game of Jenga.

Even if what we’ve piled up is a fabrication, each piece of memory is not something that should simply disappear—there’s a faint glimmer of hope in that final note.

Secret; something kept hidden (kakushigoto).mafumafu

This is a work by Mafumafu, sung by IA.

The fragile vocals are heartbreaking.

The slightly childlike lyrics broaden the world of the song and emphasize the perspective of those who are left behind.

Musically, it’s a fast-paced rock piece.

The contrasts between motion and stillness are pronounced, and they feel like an expression of emotional explosion.

EpilogueNaisho no piasu

This is a heart-wrenching ballad that sings of the pain and regret of heartbreak.

Created by Naisho no Pierce, the piece was released in September 2024.

With Kafu’s earnest vocals and dynamic sound arrangement, it beautifully conveys the poignant world of the lyrics and the magnitude of emotion.

Like the final chapter of a story, it depicts the complex feelings that arise after the end of a romance.

For those who have just gone through a breakup or have experienced losing someone precious, it will be a song that resonates deeply.

Sugar vineDixie Flatline

[Megurine Luka V4X] Sugar Vine [Original]
Sugar vineDixie 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.