[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!
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[Memories] A Collection of Nostalgic and Classic Popular Vocaloid Songs (11–20)
Rondo of the Sun and Moonpolypho

This song portrays a mature romance where profound sorrow and fierce love intersect.
Created by Porifo, it quickly became a hot topic after being posted on a video-sharing site in February 2010.
It’s a duet by Hatsune Miku and Megurine Luka, whose voices beautifully bring out the heartrending story.
The sentimental lyrics in the chorus really pierce the heart.
Recommended for those troubled by love or anyone who wants to immerse themselves in a dramatic world.
block dollwowaka

This song by wowaka, a Vocaloid producer who also served as the frontman of the rock band Hitorie, was released in December 2009.
Included on the classic album “Unhappy Refrain,” this work is a polished number that draws you in with its treble-leaning sound image.
Its philosophical lyrics also match the sonic texture.
Be sure to revisit wowaka’s music, which helped lead the Vocaloid scene.
A sky that’s more tearful than usualreruriri

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.
Kimiboshi40mP

This is a Vocaloid ballad that gently embraces a bittersweet feeling, tightening your chest with its poignancy.
Released by 40mP in November 2009, it’s included in the album “LIFE SIZE NOTE-40mP-.” Set to a beautiful sound that evokes the arrival of winter, the distance between the two protagonists is portrayed with exquisite balance.
The melodious piano tones and Hatsune Miku’s straightforward voice sink deep into the heart.
If you listen, it will surely kindle a faint warmth in yours.
Six Trillion Years and an Overnight Storykemu

KEMU’s “Six Trillion Years and One Night Story” opens with a beautiful piano melody and then unfolds as if depicting waves of emotion, ebbing and flowing.
The lyrics delicately portray the harrowing tale of a boy buffeted by fate, stirring the listener’s heart.
It also features an aggressive sound arrangement and an unceasingly spun melodic line.
For Vocaloid fans who value individuality and drama, this song undoubtedly delivered a moving experience.
Lonely EnvyDenpol-P

“Hitorinbo Envy” by Denpol-P is a masterpiece that deftly portrays the feelings of loneliness and alienation.
Since its release in 2012, the song has resonated with many listeners and was also included on the major-label album “World on Color,” released in 2013.
The protagonist’s bittersweet emotions are sung over a melody that is both beautiful and tinged with melancholy.
As you listen, it might be a good chance to confront the emotions sleeping deep within your heart.
It’s perfect for sinking into a nostalgic, emotional mood.
[Memories] A roundup of nostalgic and classic popular Vocaloid songs (21–30)
Senbonzakurakuro usagi P

A beloved classic that transcends the Vocaloid scene and is adored by music fans of all kinds, “Senbonzakura” was produced in 2011 by Vocaloid producer Kurousa-P.
Many media adaptations have been released, so chances are you’ve heard of it.
Its Japanese-style rock sound pulses with an up-tempo beat, while Hatsune Miku delivers the nostalgic yet fresh melody line with powerful, charming vocals.
If you enjoy retro tunes within J-pop or kayōkyoku, this is a must-listen.