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Male Singer-Songwriters of the 2000s: Popular Song Ranking [2026]

Around this time of year, acoustic-style singer-songwriters start to draw attention again.

It may also have been around this period that the image of singer-songwriters as refreshing began to take hold.

Here’s a ranking of popular songs by male singer-songwriters from the 2000s.

Male Singer-Songwriters of the 2000s: Popular Songs Ranking [2026] (71–80)

LOVE LETTERMakihara Noriyuki78rank/position

Do you know the hidden gem by Noriyuki Makihara that portrays a faint, letter-bound first love? Centered around an undelivered love letter, it delicately captures the emotions of a protagonist seeing off someone dear who is leaving for a distant job.

The imagery—twilight at the station and scenes along the tracks—feels so vivid it tightens the listener’s chest with a poignant ache.

The song was included on the album UNDERWEAR, released in October 1996, and was later used as the theme for NTT East’s corporate commercial “Mother,” featuring Yui Aragaki.

This piece rekindles the unspoken kindness we couldn’t put into words and the bittersweet memories of youth.

It’s a song to savor, especially for those who’ve experienced a springtime parting or who carry unspoken feelings in their hearts.

I won’t fall in love anymore.Makihara Noriyuki79rank/position

[Official] Noriyuki Makihara “I Won’t Fall in Love Again” (Music Video) [5th Single] (1992) Noriyuki Makihara / Mou Koi Nante Shinai
I won't fall in love anymore.Makihara Noriyuki

A gem-like ballad that delicately portrays the pain of heartbreak and the hope of taking a new step forward.

Noriyuki Makihara’s gentle vocals tenderly envelop the protagonist’s complex feelings as they struggle to accept a breakup with their lover.

While carefully depicting the loneliness and confusion felt in everyday life, it also resonates with the positive resolve hidden behind the words “I won’t fall in love anymore.” Released in May 1992, the song was used as the theme for the drama “After the Children Are Asleep,” reaching No.

2 on the weekly Oricon chart and No.

7 for the year.

It’s a song that stands as emotional support, accompanying you through the healing process of a broken heart.

Winter is starting.Makihara Noriyuki80rank/position

[Official] Noriyuki Makihara “Winter Begins” (Music Video) [4th Single] (1991) / Fuyu ga Hajimaru yo
Winter is starting.Makihara Noriyuki

“Fuyu ga Hajimaru yo” is a song that can liven up any scene.

It’s a classic beloved by a wide range of generations.

Released by Noriyuki Makihara in 1991, it was featured in Sapporo Beer’s “Fuyu Monogatari” commercial.

With its bright, poppy melody, it’s a great choice for karaoke without worrying too much about pitch.

Try singing out loud to the mid-tempo rhythm—people around you will find it easy to clap along, making it a real crowd-pleaser.

Male Singer-Songwriters of the 2000s: Popular Song Ranking [2026] (81–90)

Unrequited loveHamada Shogo81rank/position

Unrequited Love (ON THE ROAD “FILMS”)
Unrequited loveHamada Shogo

Unrequited Love is a very heartrending ballad that appears as the third track on Shogo Hamada’s album Illumination.

Those who once had unrequited feelings may have shed tears every time they listened to this song.

It’s a masterpiece that you can’t hear without tears.

Gang★Fukuyama Masaharu82rank/position

Masaharu Fukuyama – Gang★ (Full ver.)
Gang★Fukuyama Masaharu

This is the 17th single released in advance from the 8th album, “f.” Alongside “Peach!!” and “HEAVEN,” this song is said to form a trilogy centered on addiction.

It’s a track with a mood-rich melody and an atmosphere that feels as if the lyrics coil around you.

SquallFukuyama Masaharu83rank/position

Masaharu Fukuyama – Squall (WE’RE BROS. TOUR 2014 in ASIA)
SquallFukuyama Masaharu

One of Masaharu Fukuyama’s signature songs, which continues to captivate fans across Japan.

Released in 1999 as a double A-side single with “HEAVEN,” the song, true to its title that evokes a sudden passing shower, vividly portrays both the joy and the bittersweet sorrow of love.

Fukuyama’s alluring baritone voice beautifully conveys the delicate emotions of a woman falling in love.

The track has become a staple at many live shows and concerts and remains highly popular among fans.

It’s a recommended listen for anyone experiencing the joys and pains of love or harboring a tender, aching affection.

First LoveFukuyama Masaharu84rank/position

Masaharu Fukuyama – First Love (Full ver.)
First LoveFukuyama Masaharu

Masaharu Fukuyama’s 25th single, released in December 2009.

Although it was not originally planned to be released as a single, the song drew such a strong response after being used in a commercial for Toshiba’s REGZA LCD TVs that it was hastily put out as a single.

The work’s theme is “beautiful memories,” singing of feelings that can never return but continue to live on in the heart.

The choice to write the title as “Hatsukoi” in hiragana rather than the usual kanji for “first love” suggests Fukuyama’s intent to idealize delicate memories of the past.

With a heartrending melody and arrangements that reflect the beauty of memory, this song resonates deeply—highly recommended for anyone who treasures precious memories.