[Vocaloid] Heartbreak Song Ranking [2025]

It was a very lovely June.Eight57rank/position

Hatsune Miku – It Was a Very Lovely June

A masterpiece of odd-meter rock woven from a catchy melody and piercing lyrics.

Composed by Eight and released in June 2014.

Included on the album “Cobalt-Blue Daydream.” With lyrics that hint at “death” and an emotional guitar sound, its worldbuilding resonates deeply with listeners.

Give it a listen when you’re carrying feelings you can’t put into words—it’s sure to tear at your heart.

The First GoodbyeHONEY WORKS58rank/position

┗|∵|┓ The Beginning’s Goodbye / HoneyWorks feat. Hatsune Miku

A coming-of-age song whose poignant heartbreak story grips the heart.

It’s a HoneyWorks track released in September 2013.

An essential song for the plot of the novel “Suki Kirai,” published by Kadokawa Beans Bunko.

You can feel the sorrow of two people who must go their separate ways, and their wish to meet again someday—it brings you to tears.

It’s a song that gently supports those trying to move forward after a breakup.

Love for love, by love, of lovePinocchioP59rank/position

PinocchioP – Love for Love by Love of Love feat. Hatsune Miku / Love for Love by Love of Love

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.

Agate Caressed by NightAyase60rank/position

Agate That Caresses the Night / Hatsune Miku

On the night of their parting, the protagonist spends the last-train hours together while holding their memories close.

This poignant heartbreak song, written by Ayase—also known as the composer of YOASOBI—soaks into the heart with its melodious sound.

A self-cover version of the track was included on the November 2019 album “Ghost City Tokyo.” With straightforward words that evoke deep empathy, the song expresses the feelings of having to face a farewell with a loved one.

The wish for eternity, the joy of meeting, and the sorrow of parting—this is a piece that gently embraces those complex emotions.

Pseudo Sound TalesDECO*2761rank/position

DECO*27 – Phony Tale feat. Hatsune Miku

It weaves feelings for a loved one into a heartrending story.

Released by the popular Vocaloid producer DECO*27 in November 2013, this song is characterized by a band sound centered on acoustic guitar with an oriental flair.

The premise of the lyrics—a message from someone who has passed away—will surely bring many listeners to tears.

When you’ve lost someone precious and are in the depths of sorrow, this song will stay close to your heart.

forty-sevenMikito-P62rank/position

Yonjūnana (Forty-Seven) - Tried Singing [Ribu]

This is a song that portrays the story depicted in “Sarishinohara” from another perspective.

It tells the love between an idol and an ordinary man, sung from the idol’s point of view.

Despite the pain, she puts on a smile and keeps going, crying out with a heart that feels like it’s cracking.

I hope you’ll listen to it together with the other related songs.

neurosisHachiya Nanashi63rank/position

Original, v flower / Neurosis

Neurosis, created by Nanashi Hachiya, portrays the messy tangle of emotions—anger, sadness, and more—after parting ways with someone you loved with your whole heart.

Even the tricky melody hints at the panic that comes with a breakup.

You poured so much love into it, only to be handed a cruel goodbye; now you’re timid about your next relationship, and even your past memories turn into darkness.

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This is a song that empathizes with anyone who’s gone through a lingering “How dare you!” kind of breakup, offering a bit of catharsis as it stands by your side.