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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 roundup of nostalgic and classic popular Vocaloid songs (21–30)

Kagerou Daysjin

Jin / Kagerou Daze [OFFICIAL MUSIC VIDEO]
Kagerou Daze Jin

Jin, a Vocaloid producer who started his activities on Niconico in 2011.

His song Kagerou Days, included on his first album Mekakucity Days released in 2012, features a specific date in the lyrics.

There’s a fun culture where fans gather in the YouTube comments on that exact date to post comments.

For those who commented in real time or enjoyed watching it, this song might feel very nostalgic.

If you’d like, check out the storyline-driven music video too!

two-breath walkingDECO*27

DECO*27 – Two Breaths Walking feat. Hatsune Miku
Bipedal Breathing DECO*27

DECO*27’s song “Two Breaths Walking” is a 2009 release that depicts the evolution of romance and its complex relationships.

It imbues the time spent with a loved one into the phrase “two breaths walking,” yet also portrays moments when the two hurt each other.

With striking lyrics, it conveys both the desire to be close to someone you love and the process of drifting apart and breaking down.

It gained popularity on Nico Nico Douga and is included in the album “DECO*27 VOCALOID COLLECTION 2008–2012.” It’s a masterpiece I’d recommend to listeners of all generations who appreciate a realistic view of love.

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

Romeo and Cinderelladoriko

The fast-paced melody pairs perfectly with Hatsune Miku’s mature-sounding voice, doesn’t it? It’s a track by doriko, also known as the creator of “Even If There’s No Such Thing as a Song,” released in 2009.

The lyrics capture a romantic, slightly sexy feeling of love—cute, yet somehow leaving you with a wistful, bittersweet mood.

It’s as if the arrangement, with its dynamic contrast between motion and stillness, expresses that emotional wavering.

A classic Vocaloid song I highly recommend for karaoke!

The Disappearance of Hatsune MikucosMo@Bousou-P

The Disappearance of Hatsune Miku (THE END OF HATSUNE MIKU) – cosMo@Bousou-P
The Disappearance of Hatsune Miku cosMo@Bousou-P

One of Vocaloid’s charms is that it will sing any melody exactly as you program it.

This mega-hit song, which drew attention by putting that uniquely unhuman singing style front and center, became a hot topic.

It’s a signature work by the Vocaloid producer cosMo@Bousou-P, known for his distinctive, unconventional musical approach, released in 2008.

After a quiet intro, it suddenly flips into an ultra–high-speed melody whose explosive energy shocked Vocaloid fans at the time.

Do you remember how cover videos with the theme of “How well can you sing this song?” became popular?

World's End Dancehallwowaka

wowaka "World's End Dancehall" feat. Hatsune Miku & Megurine Luka
World's End Dancehall wowaka

Vocaloid producer wowaka, known for songs with edgy guitar sounds, is famous for representative tracks like “Ura-Omote Lovers” and “Unhappy Refrain.” His 2010 work “World’s End Dancehall” is a danceable number overflowing with speed.

Created with the theme of “a song you can dance to in a small room,” it features rhythmic vocals by Hatsune Miku and Megurine Luka.

Why not listen to this internet-born hit that captivated J-rock fans?

Exploding Brain Girlreruriri

Brain Fluid Explosion Girl – rerulili feat. Hatsune Miku & GUMI
Exploding Brains Girl rerulili

“Brain Fluid Explosion Girl” is an energetic Vocaloid song by rerulili.

Since its release in 2012, it has been loved by a wide audience.

Sung at a rapid tempo by the duo of Hatsune Miku and GUMI, the track feels like riding a colorful roller coaster.

The fast-paced, tongue-twisting lines and speedy progression create a thrilling sense of momentum, vividly portraying the inner landscapes of youth.

Many listeners may find their hearts racing and spirits lifting with every play.

Why not give this song, which colored so many youthful days, another listen?

melancholicJunky

Melancholic / Junky feat. Kagamine Rin
Melancholic Junkie

It’s an easy-to-listen-to rock number that colors a band sound with chiptune bleeps.

Created by the popular Vocaloid producer Junky—who has also worked on anime songs and original tracks for famous VTubers—the song was released in April 2010.

The lyrics depict the inner feelings of a protagonist who can’t be honest with the person they like, and it really tugs at the heartstrings.

I think many teens in particular will find it relatable.

The work has also been adapted into a novel and a manga, so please check them out if you get the chance.