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

Remnants of FlowersPikon

Picon – Remnants of Flowers ft. Seikai

Time gone by, wounds unhealed, emotions in flux.

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This work delicately portrays parting and loss through the motif of flowers.

Created by Picon and released in August 2024, it layers Seikai’s clear vocals over a distinctive sound that fuses electronica and ambient, yielding a listening experience that seems to seep into the depths of the heart.

The poetic lyrics and ephemeral melodies evoke the feeling of slowly spinning a story, one chapter at a time.

As you listen, bittersweet memories within you may resurface.

claw combNeji-P

[Hatsune Miku] Tsumagushi (Hairpin Comb) [Original]

A work by Neji-P sung by Miku.

The song has a metal vibe.

The lyrics use traditionally Japanese word choices, and by singing of the changing seasons, it becomes a transient and melancholic piece.

The beloved person is likely dead, and it’s hinted that the singer is no longer of this world either, making it an achingly heart-wrenching song.

You just don't get it.monet

You Don’t Get It / monet feat. Chifuyu Hanakuma

This work stands out for its emotional lyrics and languid rock sound.

It’s a track by the music unit monet, released in June 2025.

The inextricably tangled feelings are conveyed through a wavering guitar sound and Chifuyu Hanakuma’s languorous vocals.

That sonic texture pairs perfectly with lyrics distilled from bitterness toward an ex and lingering attachment.

When you’re weighed down by frustration or listening on a sentimental night, you’ll find yourself drawn deeply into its world.

Rhapsody of HeartbreakUeda Basil

Rhapsody of Heartbreak

A song written, composed, and video-produced by Ueda Basil.

Its charm lies in the whisper-like vocals of a highly tuned Hatsune Miku V3.

Set to a bossa nova sound, it conveys the feelings of a girl who realizes she has fallen into an unattainable love.

It was released in 2015.

Shadow-chasingWato

Shadow-Chasing - Wato feat. Aoki Lapis [Original Song]

This is a work by Wato, sung by Aoki Lapis.

Composed solely of Lapis’s vocals and a piano accompaniment, it has a simple, quiet jazz feel.

It’s a piece that brilliantly expresses a fantastical world themed around black and white, light and shadow, with the bare minimum of elements.

BrainwashingAhab

Brainwashing / Ahab feat. KAFU

This is a retro-pop breakup song that wistfully sings of lingering feelings for an ex-lover.

“Brainwashing,” produced by Vocaloid producer Ahab, was released in March 2023.

The sorrow of realizing “I wasn’t everything to them” comes through so sharply it tightens your chest.

The rhythmic groove also helps convey how the protagonist’s emotions overflow without end.

It might be the perfect song for a lonely mood, on a night spent all alone.

If you are not herePeperon-P

If You're Not Here, Kiyoteru Hiyama — English & romaji subtitles

This is a song about the sorrow of heartbreak, played with an intense rock sound.

If you’re not here, I’ll lose even the will to live.

It expresses that kind of straightforward emotion.

While the sound is exhilarating, there are also moments that feel almost mad, giving the song a deep, complex tone.