A roundup of songs for men in their 30s to sing [’90s–’00s tracks]
Many men in their 30s may find themselves unsure about what songs to sing when they go to karaoke with a woman.
In this article, we’ll introduce a selection of songs we’d love for such men to sing! We’ve chosen tracks from the late 1990s to the 2000s—songs that will likely feel nostalgic for people in their 30s and are also popular with women—so please use this as a guide for your song choices.
This time, we focused on ballad-style songs, so sing them smoothly and coolly.
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Songs Men in Their 30s Should Sing: A Collection from the ’90s–’00s (1–10)
Blue BenchSasuke

The signature song by a folk duo that sings about bittersweet love is a classic breakup tune released in 2004.
It portrays a romance from school days, and the images of the station and the walk home bring back memories of youth—many listeners feel that tightness in their chest.
The lyrics poignantly convey lingering attachment and regret over a past love.
There were words left unsaid back then, and you still remember them even now… Don’t you have a love you can’t forget, too? It’s a song you’ll want to sing gently toward the end of a karaoke session.
If it’s a group of men in their thirties, you might all be able to sing it together.
KanadeSukima Suichi

With the concept of “down-to-earth music,” the musical duo Sukima Switch has garnered support across generations for their lyrical songs.
Their second single, Kanade, which has received numerous tie-ins since its release—including being featured as an insert song in the film Rough—remains one of Sukima Switch’s signature tracks.
Its heartrending lyrics and melody, evocative of a farewell scene, may instantly take listeners in their 30s back to that time the moment they hear it.
As a ballad, the tempo is relaxed and it’s relatively easy to sing, but be careful at karaoke: the melodic leaps make it easy to slip off pitch.
SakurazakaFukuyama Masaharu

This is a classic song that captures the ache of unrequited love, written based on Masaharu Fukuyama’s real-life experience.
His sweet yet bittersweet vocals and the melody beautifully express the pain of heartbreak and the lingering feelings that remain deep inside.
Released in April 2000, it set a remarkable record with first-week sales of 751,000 copies.
It was also used as the theme song for the TBS variety show “U-nan no Hontoko! Mirai Nikki V.” Because it portrays the emotions of longing for the arrival of spring, it resonates even more when listened to during the change of seasons.
At karaoke, try singing it tenderly to stir the heart of someone special.
Songs 30-something men should sing: A collection from the ’90s–’00s (11–20)
Precious thingsroodo obu mejyaa

A classic anthem of youth by Road of Major.
It features a powerful rock sound and lyrics that strike a chord.
Released in August 2005, the song spent 19 consecutive weeks in the Oricon Top 10 and set the all-time sales record for an indie release.
With lyrics themed around life’s journey and bonds with loved ones, it leaves a deep impression on listeners.
It’s also included on the album “ROAD OF MAJOR” and is cherished by many fans as one of the band’s signature songs.
A perfect pick for getting the crowd going at karaoke or for conveying your feelings to someone special.
Close your eyesHirai Ken

It was used as the theme song for the film “Crying Out Love, in the Center of the World” and became a massive hit.
The lyrics express a deep longing for a lost lover.
Ken Hirai’s heartrending vocals resonate with listeners.
Released in November 2004, it topped that year’s Oricon annual chart—the first time a movie tie-in song had achieved this feat.
This song offers comfort to anyone who has experienced the loss of someone dear.
At karaoke, delivering it gently and with feeling is sure to move those around you.
I like you.Shimizu Shota

This is a single by Shota Shimizu that gently sings of a bittersweet love.
The lyrics, which express the feelings of unrequited love in a straightforward way, are striking and resonate with many listeners.
Released in December 2009, the song drew a strong response, reaching No.
8 on the Oricon chart.
It’s a recommended choice to enjoy at karaoke with someone of the opposite sex; the gentle vocals and warm melody might help bring you closer.
If you sing it with feeling, your emotions are sure to come across.
FlowerORANGE RANGE

A ballad that captures the beauty and transience of life and love.
Released in December 2004, it was used as the theme song for the film “Be With You.” Its sweet yet heartrending vocals and emotionally resonant lyrics are memorable, making it a popular choice for karaoke.
This work can be considered one of ORANGE RANGE’s signature songs, showcasing their diverse musicality.
Notably, it weaves rap parts into its gentle, mellow atmosphere.
It’s also recommended for men in their 30s who are unsure what to pick for a date with someone of the opposite sex.
If you sing it tenderly, you’re sure to capture her heart.


