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.
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Male Singer-Songwriters of the 2000s: Popular Song Rankings [2026] (61–70)
I will fall in love with you.Hirai Ken64rank/position

The word “baka” (idiot) appears in the lyrics, but even there you can feel the affection—it’s a song that expresses honest feelings found in everyday life.
Ken Hirai’s voice is so gentle that the song really resonates in your heart.
The lyrics, which straightforwardly say “I love you,” are pure and refreshing.
Things I like about youHirai Ken65rank/position

You want to tell the person you love how you really feel, but when the moment comes, you get shy and can’t say it… This song captures that frustrating yet endearing feeling of being in love.
It’s a single released by Ken Hirai in 2007 and was also used as the theme song for the drama “Enka no Joō.” It was later included on the album “FAKIN’ POP.” The lyrics, written in down-to-earth language, and the gently buoyant melody really sink into your heart.
The clumsy, awkward figure of someone in love is sure to make your chest tighten.
When you want to renew your gratitude for a beloved partner, or on nights when you’re thinking of an unrequited love, why not listen to this track and let it fill you with warmth?
confessionHirai Ken66rank/position

This is a song by Ken Hirai that explores themes of deep despair and unrequited love.
Released in May 2012 as his 35th single, it poignantly depicts, from a woman’s perspective, the anguish and sorrow of yearning for love that remains out of reach.
Chosen as the theme song for the TV Asahi drama “The W’s Tragedy,” it reached No.
5 on the Oricon weekly chart.
It’s a piece we hope will resonate with anyone who has suffered through a love that could not be fulfilled.
ElegyHirai Ken67rank/position

This is a masterpiece whose poignant love story, told from a woman’s perspective, resonates in the rich vocals of Ken Hirai.
It delicately portrays the feelings of a woman consumed by love, expressing the intense emotions of fixation on her partner and a fierce willingness to embrace even the pain of love.
Released in January 2007 as the theme song for Toho’s film Love’s Crucible, it was also included on the album FAKIN’ POP and performed at the 58th NHK Kohaku Uta Gassen.
In 2021, it was covered by Fuyumi Sakamoto on her album Love Emotion, continuing to influence many artists.
It’s a song to listen to on nights after heartbreak or when you’re suffering from thoughts of someone you love.
Grandfather’s ClockHirai Ken68rank/position

The children’s song “Grandfather’s Clock” is beloved by people of all ages.
Released in 2002, this version is based on a piece by American composer Henry Clay Work, whose sheet music became a major hit when it was published in 1876.
Ken Hirai’s wonderful vocals stand out, and the interplay between his voice and the pleasant melody makes it feel as if new life has been breathed into this classic song.
As a children’s song at its core, both the lyrics and melody are straightforward, making it easy to sing at karaoke.
It’s a song that anyone—from children to adults—can enjoy taking on.
Before our feelings overlap…Hirai Ken69rank/position

This is Ken Hirai’s 22nd single and his third song to reach number one on the Oricon Singles Chart.
It was used in a Toyota “Corolla Fielder” commercial, and eleven months after its release, it was also chosen as the theme song for the Fuji TV drama “Tsumiki Kuzushi Shinsō: Ano Kazoku, Sono Ato no Higeki” (The True Story of the Collapse of the Building Blocks: That Family, The Tragedy That Followed).
Before our feelings overlap…Hirai Ken70rank/position

This is the 22nd single by singer-songwriter Ken Hirai, who has released numerous hit songs thanks to his powerful vocals and distinctive edge voice.
The track was produced as the theme song for Toyota’s Corolla Fielder commercial, and its emotional arrangement, opening a cappella, immediately grabs your heart.
The melody, woven with a soulful yet wistful vocal tone, seems to harmonize naturally with autumn imagery and scenery.
With lyrical lines that evoke a sentimental mood, it’s a ballad best enjoyed while feeling the crisp air of fall.


