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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.

Poignant Vocaloid songs: masterpieces that pierce the heart (251–260)

I shouldn't have said it.Ibusuki

I shouldn’t have said it. / Hatsune Miku
I shouldn’t have said it. Ibusuki.

When you’re heartbroken, you naturally want to listen to songs that lean into those sentimental feelings.

“I Wish I Hadn’t Said It” is a track posted in 2021 by Vocaloid producer Ibusuki.

Its jazzy piano sound and future bass hint at new possibilities for Vocaloid.

The rhythmic flow feels great and lets you experience a more mature Hatsune Miku.

It’s also recommended for fans of jazz and hip-hop.

If you’ve lost a lover or someone dear and are carrying loneliness or a sense of isolation, you’ll likely find it easy to relate.

Poignant Vocaloid songs: masterpieces that pierce the heart (261–270)

Crying and crying and crying and crying and cryingUmi-kun

Crying crying crying crying crying feat. IA
Crying and crying and crying and crying and crying, Umikun.

As the title suggests, this is a great song to listen to when you want to have a good cry.

It’s by Umikun, who’s also popular as a vocalist, and it was released in April 2022.

The track unfolds into a grand, EDM-inspired piece as it progresses, and its sound arrangement powerfully stirs your emotions in step.

The true feelings stuck deep in your chest might finally come out when you listen to this song.

It’s also a thoughtful pick to share with a friend who’s feeling down.

HanarebanashiToa

Toa – Iberis – ft.flower
Hanarebanashi to a

It’s a song with a snappy, satisfying rhythm.

The sulky tone of the lyrics blends with flower’s slightly childlike vocals to create a nostalgic, bittersweet feeling.

The illustration style used in the music video is lovely.

It was released in 2016.

Hydrangea Nightscrew-type

[GUMI] Hydrangea Night [Original] / [GUMI] Hydrangean Night [Original]
Hydrangea Night Screw-Type

This is the 38th work by Nejishiki, who has released numerous songs.

GUMI’s gentle vocals and the fast-paced chorus are particularly striking.

In addition to the music itself, be sure to check out the beautiful, translucent illustration drawn by Shirohiko.

It was released in 2014.

ItaAsai Umi

Asai Umi’s seventh original Vocaloid track, “Ita,” wraps listeners in a buoyant, springy rhythm and a uniquely bittersweet atmosphere.

The piano arrangement in particular employs distinctive scales, and the interplay between piano and guitar is superb.

Its vivid arrangement feels almost translucent.

Eredine ST85 TabletsChaos-P

Eledine ST85 Tablets (feat. Hatsune Miku)
Eledine ST85 Tablets Chaos P

This is a track by Chaos-P, featuring thought-provoking lyrics and a rock-infused sound.

It’s a medium-tempo rock number with a strikingly cool guitar.

At first glance the lyrics seem quirky and nonsensical, but the ending development is a real tearjerker.

little bunnyLow-income P

little bunny – Low-income P / GUMI
little bunny Low-Income P

A song that makes you forget the world of VOCALOID and just listen.

I imagine there are many female singers who would love to cover and sing this track.

The lyrics, which feel like “thinking about the meaning of words I couldn’t understand as a child,” are set on a pedestrian overpass at night, and they’re the kind that bring tears to your eyes.

.

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When your heart is fragile, pedestrian bridges and rooftops can feel like special places.

The divine vocals and consistently wistful production make it a piece you’ll want to revisit again and again.

Give it a listen when you feel like crying! By the way, the artist Teishotoku-P is also known for poignant, rock-leaning songs.