[Heart-wrenching] Vocaloid breakup songs. Classic love tracks that make your chest ache

confessionIori Kanzaki

Confession/Hatsune Miku

Set to a heartrending melody, feelings of farewell are sung.

Released in 2018 as a song by Kanzaki Iori and later included on the album “Hakushi,” it poignantly voices regret over a past romance and emotions for days that can never return.

The piano-centered arrangement unfolds dramatically toward the latter half, making it feel as though every note carries emotion.

It’s a work that blends gentleness with sorrow—one I’d like those suffering from the pain of parting to hear.

It was a very lovely June.Eight

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.

paranoiaTsunamaru

[Hatsune Miku] Paranoia [Tsunamaru]

This song is notable for Hatsune Miku’s delicate vocals.

Released by Tsunamaru in March 2012, it features a distinctive world that blends a dreamy piano melody with electronic sounds.

Complex emotions like the pain of heartbreak, loneliness, and attachment are beautifully conveyed through Miku’s calm vocal tone.

It’s the perfect track for moments when the quiet ache hidden deep in your heart spills over, or when you want to soothe the pain of a broken heart.

Agate Caressed by NightAyase

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*27

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.

Imperial GirlR Sound Design

Imperial Girl / R Sound Design feat. Hatsune Miku - Imperial Girl

What on earth is this snappy tempo? Before you even know it, you feel like tapping on whatever’s around you to the beat.

The word choices are also incredibly clever, and they just slip right into your ears as you listen.

While it creates a unique world of its own, you still find yourself relating to it—a wistful yet somehow beautiful song.

Don't go.Souta

Uta-nee Yuki “Don’t Go” (remaster)

Just like the title of the song, it’s a track that makes you whisper, “Don’t go.” A moment of parting that comes to everyone… Its message tightens your chest.

The somewhat Japanese-style sound is nice, too.

It’s a song by Vocaloid producer Sota, released in 2013.

It’s also included on the album “Shonen Shoujo no Kotoba.”