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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 (91–100)

Check and chaseKarasuya Sabou × Yaori

Karasuyasabou, who keeps producing Hall-of-Fame-worthy tracks one after another.

The piece he created together with composer Yauri is “Check ‘n’ Chase.” It’s a rock song themed around chess.

Set to a buoyant, springy guitar sound, it portrays a woman who advances things with chess-like strategy and planning.

The expressions interwoven with chess terminology are stylish and cool.

Another highlight is how Kagamine Rin delivers a high, powerful vocal performance.

Wanderlustsasakure.UK

The Wanderlust feat. Luka Megurine
Wanderlust sasakure.UK

This song is by sasakure.UK, one of the leading Vocaloid producers who has continued to be active at the forefront of the Vocaloid scene and has also worked on pieces like “Tondemo Wonders” and “Future Eve.” It was released in February 2009.

The work is characterized by its unpredictable song structure and avant-garde sound that incorporates chiptune.

Even back then, it already had that distinct “sasakure.UK sound,” which is great.

Even now, long after its release, it still feels “new.” A remake version was uploaded in 2019, so if you haven’t heard it yet, definitely check it out!

[Memories] A Collection of Nostalgic and Classic Vocaloid Hits (101–110)

Traveling Moodwhoo

Traveling Mood (feat. Hatsune Miku)
Traveling mood whoo

Whoo’s “Traveling Mood” invites listeners’ hearts on a journey.

Its gentle, flowing melody feels like a pleasant breeze, and the lyrics hold a kind of magic that beckons you toward an adventure beyond the everyday.

Hatsune Miku’s clear vocals paint the unfolding scenery even more vividly, making it irresistibly replayable.

It’s a song that lets music fulfill the small escape your heart longs for—truly just that kind of track.

Lunar yokaiKikuo

Yokai of the Moon (feat. Hatsune Miku)
Kikuo, the Moon Youkai

Kikuo, who is active as a composer, is someone to watch.

Be sure to check out “Moon Yokai,” which he worked on.

When you think of Kikuo, you probably picture a strong horror vibe, right? Even among his works, this one has an especially eerie feel.

The song depicts the yokai mentioned in the title.

It seems the yokai targets a parent and child, and unsettling phrases appear throughout the track.

Since what actually happens isn’t clearly described, it really sparks the imagination.

Heartbreak SummitDECO*27

The lyrics’ message questioning one’s way of being really makes you think.

It’s a track by the popular Vocaloid producer DECO*27, known for numerous hits like “Vampire” and “Salamander,” released in 2009.

A mid-tempo mixture rock song, its wistful vocals and melodic lines linger in your ears.

The catchiness makes it very easy to listen to, and that’s precisely why each word seems to pierce the heart.

The self that lives within yourself… have you ever felt it?

cherry blossomnakano4

“Sakura” is a track where you can enjoy an ultra-high-tone voice that’s unique to VOCALOID.

It’s a song released by nakano4.

The intro starts with intermittent, ultra-low bass and then quickly ramps up into a powerful build.

Another major feature is the contrast: while the A and B sections are relatively low, the chorus soars into extremely high notes.

That gap is addictive.

Also, pay attention to the sharp, clean ending—it should feel like a striking contrast to the intro.

ToetoTravolta-P

Toeto (feat. Megurine Luka)
Toeto TravoltaP

“Toeto,” produced in 2009 by Travolta-P, a Vocaloid producer who rose to prominence with songs featuring Kagamine Rin.

The track showcases Megurine Luka’s voice, capable of everything from sweet, gentle tones to passionate vocals.

Set to a pastoral, folk-inspired melody, it portrays a girl’s bittersweet feelings of love.

As she tries to express her honest emotions but can’t quite find the words, it’s sure to stir your heart.

A romantic love song that highlights Vocaloid’s uniquely genre-defying charm.