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[Memories] A Collection of Nostalgic and Classic Popular Vocaloid Songs

It’s no exaggeration to say that Vocaloid grew up alongside internet culture.

Sparked by the release of the MEIKO library in 2004, countless masterpieces have continued to be created up to the present day.

Especially after Hatsune Miku’s debut in 2007, there are surely people who devoted their entire youth to the explosive Vocaloid boom centered on Niconico Douga.

In this article, we’ve put together a collection of nostalgic Vocaloid songs that helped shape that scene.

It’s a playlist perfect for diving into memories or discovering something new!

[Memories] A Collection of Nostalgic and Classic Vocaloid Hits (31–40)

watching like a tiger for the chance; biding one’s time with a predatory eye (waiting for the perfect moment to strike)Umetora

This is a Vocaloid song that tickles the heart with its precarious allure.

It’s one of Umetora’s signature tracks, known alongside “Koshi-Tantan” and “Ikki Tousen.” Released in October 2013, its mix of provocative, sexy lyrics and electro-pop sound is addictive.

The distinctively unique vocals by Miku, Luka, GUMI, IA, and Rin are superb.

Its inclusion in the game Project DIVA F 2nd also drew attention.

As a mature love song, it’s perfect for a night drive or some alone time.

To die is so pathetic!jīzasu P

[Kagamine Rin/Len] How Pathetic to Die! [MV] / Shindeshimautowa Nasakenai!
To die is so pathetic!jīzasu P

“To die would be so pathetic!” This song is a poppy, comical piece inspired by the king from an RPG, right? I can’t get enough of the heroic, adventure-style vibe that comes through in the melody, the lyrics, and the Famicom-like pixel art PV.

With characters like the cleric and the mage, the story unfolds over a rhythmic sound as they cut down enemies and head off to rescue the princess.

Pay attention to Jesus-P’s signature, highly original lyrics.

Their sharp social satire and the pointed message that mocks the folly of human conflict really resonate with listeners.

A sky that’s more tearful than usualrereriri

A Sky More Tearful Than Usual (feat. Hatsune Miku)
A sky that’s more tearful than usualrereriri

This is a song that gently stays by your side when you feel a twinge of sadness on the way home on a rainy day.

It’s Rerulili’s debut work, released in September 2009.

The warm tones of acoustic guitar and piano are distinctive, and listening to it brings a sense of calm.

The lyrics convey the will of a protagonist who, while feeling loneliness and powerlessness, is trying to face forward—something that really touches the heart.

It’s a track that makes you want to listen to it through earphones in the rain.

Karakuri Pierrot40mP

[Hatsune Miku (40mP)] Karakuri Pierrot [Original]
Karakuri Pierrot40mP

A breakup song that hits you in the chest, with a jazzy piano that lingers in your ears.

It’s a track by 40mP, a Vocaloid producer who also works under the singer-songwriter name Iname Tooru, released in 2011.

It was also included on his second album from the same year, “Chiisana Jibun to Oki na Sekai” (A Small Me and a Big World).

The lyrics—about waiting and waiting for a lover who never comes, and the emotions of being tossed around by love—pierce the heart.

The rhythmic tone of the song also makes it feel as if the feelings are overflowing more and more.

Huh? Ah, I see.Chōchō P

Huh? Ah, right. - 10th Anniversary Edition – / Chouchou-P feat. Hatsune Miku
Huh? Ah, I see.Chōchō P

If you want to listen to a mature-sounding Vocaloid track, this is the one! It’s a signature work by Chouchou-P, a Vocaloid producer who also performs as singer-songwriter Yuu Ichinose.

The band-style arrangement, with waves of piano tones, is stylish and irresistibly cool.

The explosive power of the chorus sweeps you away, and the sexy lyrics make your heart race.

I’ve included a video recommendation as well, and there’s a 10th-anniversary remake released in 2020—if you haven’t heard it yet, definitely give it a listen.

[Memories] A roundup of nostalgic and classic popular Vocaloid songs (41–50)

World Is Mineryo

[Hatsune Miku] World is Mine / ryo (supercell) [Hatsune Miku]
World Is Mineryo

Just hearing the intro takes me back and gets me hyped! It’s a hit number composed by ryo, who’s active as a composer in the creator unit supercell, released in 2008.

It also made waves in 2011 when it was used in a Toyota commercial.

The dynamic band sound colored by strings is irresistible.

Miku’s vocals have a solid core, which fits perfectly with the “spoiled princess” vibe of the lyrics.

There were especially many songs with Miku as the main star back then, weren’t there?

Mosaic RollDECO*27

DECO*27 – Mosaic Roll feat. GUMI
Mosaic RollDECO*27

DECO*27, who keeps producing numerous hit songs.

This track “Mosaic Roll” was released on Nico Nico Douga in 2010.

It’s a cool rock tune where a delay-soaked guitar riff intertwines with a synth bass, and GUMI’s wistful vocals leave a strong impression.

The lyrics’ worldview, which makes you reflect on “love,” is truly deep as well.

A rearranged version was released in 2021, so be sure to enjoy comparing it with the original.