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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!

[Heartrending] Vocaloid break-up songs: classic love tunes that make your chest ache (71–80)

Freedom Lolitanejishiki

[Yukari Yuzuki] Freedom Lolita [Original]
Freedom Lolitanejishiki

Screw-style’s “Freedom Lolita” portrays the coexistence of feelings that accept a breakup and feelings that can’t.

Even if you can casually say “Well then, goodbye” at the moment you part, your heart may still be soaked with lingering attachment—harboring emotions that are the complete opposite.

All the more so if the breakup itself, or everything leading up to it, was awful.

You might think, “I’ll be the one to dump someone this terrible,” yet the feeling of “love” doesn’t disappear inside—something that happens often.

It’s a recommended song for those who have broken up but still can’t sort out their feelings.

The Little Mermaid4124

[The Little Mermaid] Megurine Luka
The Little Mermaid4124

A work by 4124, sung by Luka.

It is inspired by Andersen’s fairy tale “The Little Mermaid.” The quiet, music-box-like melody and Luka’s calm, understated vocals are striking.

The lyrics are heartrending, promising to keep watching over you forever, even if I turn into foam.

Bound woundichi ni san

Yui Kizuna / Hifumi feat. Otomachi Una
Bound woundichi ni san

This song expresses the pain and poignancy of heartbreak.

The lyrics are simple, clear, and deeply relatable.

Complementing those straightforward words are a rock sound—guitars and bass that seem determined to resonate without end—and a vocal delivery so emotive you’d scarcely believe it’s VOCALOID.

It’s the kind of track that has you clenching your fist before you even realize it.

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

You, who were buried that dayRAY

You, Laid to Rest That Day / Ray feat. Hatsune Miku [Vocaloid Original]
You, who were buried that dayRAY

The emotional guitar rock sound stirs the heart.

This work by Vocaloid producer Ray was released in 2021.

While the song has a driving tempo, it leaves you with a lingering sense of sorrow.

Perhaps Miku’s mature-sounding vocals are part of the reason it feels that way.

The nostalgic imagery in the lyrics evokes farewells to loved ones and cherished things.

Crank up the volume to really savor how good this track is.

Perfect for those moments when you just want to cry out loud.

Otoshi Tamagokoroninigi

This is the third Vocaloid track by the creator unit ninigi.

GUMI’s vocals match the rock sound perfectly.

The lyrics self-deprecatingly sing about the regret of having ended a relationship because of oneself, making it painfully heart-wrenching.

Samidare Love Songkagura P

[Hatsune Miku] Early-Summer Rain Love Song [Original] (Subtitled)
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.

Thinking of you, unrequited loveTakanon

[GUMI] Thinking of You, One-Sided Love [Original] / Takanon [Official]
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.