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Melancholic Vocaloid songs: masterpieces that pierce the heart

This time, we’re introducing a collection of poignant, heart-piercing Vocaloid songs.

From love-themed tracks to ones that embrace feelings of loneliness, as well as deeply moving pieces, we’ve picked selections from many genres—so if you look, you’re sure to find a song that resonates with your heart.

These are all perfect for when you want to have a good cry or face your worries head-on.

Take your time to savor the story woven into each track, and be sure to check them out.

Heart-wrenching Vocaloid songs: unforgettable tracks that pierce the heart (91–100)

Butterfly on the Right Shouldernori P

Kagamine Len Original Song: “Butterfly on the Right Shoulder”
Butterfly on the Right Shouldernori P

It is widely regarded as a melody that doesn’t get old.

Contrary to Kagamine Rin’s usual image, it features a mature tone and lyrics, giving it a sense of pop appeal that transcends generations.

A self-arranged version sung by Kagamine Len was also made; this one has a brighter mood.

At long last, you died.kowadori

Finally, You Died. feat. KAFU (Lyric Video)
At long last, you died.kowadori

“You Finally Died” portrays the raw emotions of losing someone dear right before your eyes.

Created in 2022 by the Vocaloid producer Kowadori, known for delivering theme-driven songs to listeners, it depicts a protagonist trapped in an unbearable reality—trying to act tough and pretend everything is fine.

The emotional vocals of Kafu, carried by a rhythmic arrangement, convey those feelings powerfully.

It’s a Vocaloid track that stirs the heart with its depiction of someone who keeps thinking about the person they cherish more than anyone else.

Bittersweet Vocaloid songs: masterpieces that pierce the heart (101–110)

Cherry Blossom Rainhalyosy

“Sakura no Ame” Music Video / Sakura Rain MV
Cherry Blossom Rainhalyosy

One of the classic graduation songs.

While the song itself doesn’t have a backward-looking mood, its lyrics that evoke the farewell of graduation and its melancholy melody make it poignant to listen to.

It has also been adapted into a film.

I hope you’ll listen to an actual choral performance.

I hate it so much.amaga

I hate it so much / Amakawa feat. Hatsune Miku
I hate it so much.amaga

An emotionally charged rock number that deeply portrays a dark, closed-off state of mind, this work was released by Amagawa Yuki Sagara in March 2019.

With Hatsune Miku’s trembling vocals and a passionate band sound, it expresses the difficulties and contradictions faced by young people.

Feelings such as dissatisfaction with society and relationships, inner conflict, and self-denial come through and truly resonate.

It’s sure to strike a chord with those who feel anxiety or anguish about living in the present, especially teenagers.

The sky is fallingmizuumo

The Sky Falls / Stellaris [Music Video]
The sky is fallingmizuumo

This is a song that tightens the heart and stirs a bittersweet ache.

Released by Suiun in May 2024, it’s marked by a strikingly transparent melodic line.

Through poetic words, it weaves the anxieties and loneliness of daily life and the inner struggle that sways between ideals and reality.

It’s a work that anyone standing at a crossroads in life can relate to, leaving a deep afterglow.

Please take your time and really listen to it.

Losing You (Part I)Yasuha.

Hatsune Miku – I Lost Your Love (Pt.Ⅰ) feat. Yasuha.[English Subtitles]Vocaloid Original Song
Losing You (Part I)Yasuha.

A longing for someone precious whom you can never meet again… This R&B ballad portrays that painful sense of loss.

It’s a work by the Vocaloid producer Yasuha., also known for “Sukinononi” and “On Your Side,” released in 2017.

The song is included on the album “DIVERSITY.” Centered on a beautiful piano melody, the refined sound blends with Hatsune Miku’s fragile vocals, seeping deep into the heart.

The lyrics vividly convey the protagonist’s regret over time that cannot be reclaimed and words once exchanged, tightening the chest.

It might even bring back a cherished memory within you.

Torinoko City40mP

[Hatsune Miku (40mP)] Torinoko City [Original]
Torinoko City40mP

A rhythmic yet heartrending Vocaloid song that projects a swirling sense of loneliness in the heart.

It’s a track by 40mP, who has long been at the forefront of the Vocaloid scene, released in July 2010.

The light guitar phrases and the beautiful tones of the strings that envelop the entire piece are striking.

The pairing of the song’s style with the crisp, articulated singing is a fantastic match.

Yet what seeps through the lyrics’ message is a sense of hardship and emotional pain.

By the way, this song was adapted into a live-action film in 2017, so if you haven’t seen it yet, do give it a watch.