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

SAYONARATiara

[Hatsune Miku] SAYONARA [Original MV]

This is a collaboration song by Tiara and illustrator AO, posted in 2014.

The delicate melodic lines feel pleasant.

The PV featuring AO’s illustrations is also beautiful, giving the whole piece a stylish vibe.

The sparkling sound is wonderful as well.

The Third WinterRerere-P

[Kagamine Len V4X] The Third Winter [Vocal Demo]

A song by Lelele-P, sung by Len.

Three years of student life—long yet short.

In the winter of the third year, right as it’s ending, the boy comes to know his own selfishness.

Lelele-P often has Len sing about various kinds of boys, but among those, this song feels especially imbued with a life-sized, aching poignancy.

Setsuna CycleYUI

http://www.nicovideo.jp

It’s a youthful heartbreak song.

Even though it’s a breakup song, you can’t help thinking, “Ah, I wish I’d had a love like that,” probably because it features students.

It sings of regret over those words that I just couldn’t bring myself to say.

The video was released in 2013.

Tower of Rubblekemu

Tower of Rubble – kemu feat. GUMI

Kemu is a Vocaloid producer well-known for providing songs to numerous voice actors and idols, and for representative tracks like “Six Trillion Years and Overnight Story.” Among his works, the song that most closely accompanies the loneliness of heartbreak is “Tower of Rubble.” The crystal-clear vocals of GUMI and the beautiful synth sound are a perfect match.

Its story-like lyrics, set against a scene of farewell, are full of charm.

It’s a pure love song that portrays the heartache of leaving someone dear.

Why not listen to a Vocaloid track that can give you the push to move toward new days?

18.5 years oldHaruna.

Haruna. “18.5 years old” feat. Hatsune Miku

The song Haruna, a Vocaloid Producer, released as a Project Sekai NEXT submission is “18.5 Years Old.” In this work, it portrays a woman, seemingly a student, recalling the man she loves.

It appears that while the woman and man were close, they never actually started dating.

That bittersweet situation is heart-wrenching.

Additionally, the adult-evoking items and title that appear in the song, as well as the music video, convey an atmosphere of a child growing into an adult.

Sweet LiesAzari

Sweet Lies

If you’ve experienced a sad, painful farewell with someone precious, this will surely resonate.

It’s a track by the enigmatic Vocaloid producer Azari, known for shadowy works like “Shadow Shadow” and “Who?”, released in March 2023.

The piano’s beautiful, fragile timbre and Utaai Yuki’s childlike voice are striking.

Rather than polished vocal work, it feels as if the words are naturally spilling out.

The sounds are gentle—so why does it hurt so much?

A Flower That Returns at Night(Tentative) P

Iroha Nekomura - Flowers Returning to the Night [Original Song]

With its wistful atmosphere, the melody evokes a deep sense of melancholy.

On a vividly unfolding night, the protagonist’s love faded away into the darkness.

If only they could keep the one they love trapped within the night’s shadow—such feelings come through.

It was released in 2012.