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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 Song Rankings [2026] (61–70)

POP STARHirai Ken61rank/position

Ken Hirai 'POP STAR' Music Video
POP STARHirai Ken

When it comes to pop tunes that define the 2000s, this song springs to mind.

Written as the theme for Fuji TV’s Monday 9 p.m.

drama “Kiken na Aneki,” it’s a track perfectly suited to mark the 10th anniversary of Ken Hirai’s debut.

Its bright, catchy melody and memorable chorus stand out.

Centered on themes of self-affirmation and love, the lyrics resonate with a sense of connection to someone special.

Released in November 2005, the song became a symbol of Hirai’s musical turning point, shifting from his previously ballad-focused style toward a more pop direction.

True to its title, the pop-leaning melody is a nostalgic dance number that makes you want to move.

I will fall in love with you.Hirai Ken62rank/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 Ken63rank/position

Ken Hirai “The Things I Like About You” MUSIC VIDEO
Things I like about youHirai Ken

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 Ken64rank/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 Ken65rank/position

Ken Hirai “Elegy” MUSIC VIDEO
ElegyHirai Ken

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 Ken66rank/position

Ken Hirai 'Grandfather's Clock' MUSIC VIDEO
Grandfather's ClockHirai Ken

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 Ken67rank/position

Ken Hirai – Before Our Feelings Overlap (Live)
Before our feelings overlap...Hirai Ken

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 Ken68rank/position

Ken Hirai “Before Our Feelings Overlap…” MUSIC VIDEO
Before our feelings overlap…Hirai Ken

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.

ParadiseHirai Ken69rank/position

“Rakuen (Acoustic)” — Ken Hirai — Ken’s Bar, Okinawa 2002
ParadiseHirai Ken

This is Ken Hirai’s eighth single.

It’s said to be a work on which he staked his career, as he hadn’t enjoyed much success up to that point, and the song’s hit opened up a path for his future—giving it a very important place in his catalog.

It’s a powerful ballad that conveys a sense of struggle.

Life is BeautifulHirai Dai70rank/position

Hirai Dai / Life is Beautiful (Music Video)
Life is BeautifulHirai Dai

A heartwarming song that’s perfect for peaceful moments by the sea.

Dai Hirai’s gentle voice, paired with soothing sounds of ukulele and acoustic guitar, quietly reminds us just how precious the small joys of everyday life are.

The message embedded in this piece—“Life is beautiful”—guides the heart toward those sparkling moments we tend to overlook in our busy days.

Released in June 2016 as the title track of the acclaimed album “Life is Beautiful,” it also became well-loved as the theme for House Foods’ “Java Curry” commercial.

Whether you’re lost in thought on a beach at sunset or standing at a turning point in life, this song is sure to resonate deeply with the listener.