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[Tearjerker] A compilation of Vocaloid songs that make you cry

As we go about our days, there are inevitably moments that make us want to cry.

Partings with loved ones, troubles in relationships, the end of a romance… just imagining them makes your chest tighten, doesn’t it?

When you think about “how to get through it,” many approaches come to mind, but letting yourself cry to clear your feelings can be one valid option.

In this article, we’re introducing Vocaloid songs that will make you sob.

From heartbreaking to moving, we’ve picked out tearjerkers from a variety of angles.

Please have a look.

[Tearjerker] A Compilation of Vocaloid Songs That Make You Cry (11–20)

sea fireflyKashii Moimi

Sea Firefly / Moimi Kashii feat. Chifuyu Hanakuma
Umi-Hotaru Kashii Moimi

This is a song that leaves a lingering, bittersweet aftertaste, like sinking to the bottom of the deep sea.

It’s a track by Vocaloid producer Moimi Kashii, known for hits like “Cat Loving,” released in September 2024.

The delicate tones woven by piano and synthesizer are deeply moving.

The lyrics portray the lingering attachment and regret over losing a connection with someone important, and it really hits home.

Chifuyu Hanakuma’s fragile vocals perfectly suit the world of the piece.

It’s the kind of work you’ll want to listen to alone at night.

Fleeting eternityYasuha.

[Eng Subs]Hatsune Miku – Ephemeral Eternity【Vocaloid Original Song】【Multilingual Subtitles】
Ephemeral eternity, Yasuha.

An R&B number resonating with a wistful piano timbre.

It’s a track by Vocaloid producer Yasuha.

, released in April 2023.

The relaxed rhythm, beautiful sound, and Miku’s gentle vocals seem to seep deep into your heart.

The lyrics mourning a lost love are sure to resonate with anyone who has experienced a breakup.

Give it a listen when you feel like having a good cry.

gentle breezefin

A song where gentleness and fragility intertwine, offering solace to the heart.

“Gentle Breeze,” produced by fin, was released in September 2024.

The gentle tones of piano and acoustic guitar reach the ears as pleasantly as a breeze.

Hatsune Miku’s translucent voice seems to wrap you in the feeling of facing your imperfect self.

Give it a listen when you want to sink into a nostalgic mood.

Until your night breaks (into dawn)Tohta Kasamura

Until Your Night Breaks / feat. IA (& Fukase)
Tota Kasamura Until Your Night Breaks

When it comes to Vocaloid songs with story-driven lyrics that truly resonate, “Until Your Night Breaks” stands out.

Created in 2019 by Toa Kasamura, known for delivering songs themed around youth and romance, it shares a connected world with the track “Lily of the Endless Night,” and this one is written from Lily’s perspective.

It portrays the outpouring of honest emotion—the desire to live alongside a loved one, no matter what painful reality lies ahead, even if it means being wrong.

Be sure to listen through to the end, where the bittersweet dialogue between the two is sure to bring you to tears.

Despair.A4。

A4. - Despair. feat. KAFU (A4. - dear music. feat. KAFU)
Despair. A4.

A work that is both heartrending and hopeful, moving to the core.

Released by A4 in March 2023, this piece is marked by KAFU’s translucent vocals.

The lyrics convey a strong resolve to overcome loneliness and despair, resonating deeply with listeners.

It’s perfect for times when you’re feeling down or want to reflect on yourself.

A spring Vocaloid song you’ll want to listen to carefully.

Night Sky Patrol of TomorrowOrangestar

Orangestar – Asunoyozora Shoukaihan (feat. IA) Official Video
Asu no Yozora Shoukaihan Orangestar

“Asu no Yozora Shoukaihan” is one of Orangestar’s signature works, released in August 2014.

It delicately portrays the feelings of young people grappling with anxiety and uncertainty about the future.

Its transparent piano tones and driving sound truly resonate with listeners.

It’s recommended for moments when you want to look back on the bittersweet memories of youth or when you need courage to look ahead.

It’s also included on the album “Mikansei Eight Beats,” so if you’re looking for the track, be sure to check it out.

[Tearjerker] Compilation of Vocaloid Sob-Inducing Songs (21–30)

Patchwork StaccatoToa

Toa – Patchwork Staccato – ft. Hatsune Miku
Patchwork Staccato and Ah

This is a song that stays close to the pain and loneliness of heartbreak.

Created by Vocaloid producer Toa and released in June 2014, it delicately portrays the feelings of a woman who senses the end of a relationship yet struggles to move forward.

The plaintive vocals and pop melody line—how perfectly they fit—is truly impressive.

If you listen to it when you’re reconsidering your relationship with someone important, it will resonate with you even more.