From Showa-era kayōkyoku to pop: songs that sound cool when you can really sing them
Many of you probably want to sing cool, deep tracks at karaoke with style.
In particular, Showa-era kayōkyoku and New Music, as well as early-to-mid Heisei J-POP, are packed with timeless masterpieces that still sound fresh decades after their release—a real treasure trove of cool, mature songs.
It’s precisely because of that universal appeal that these songs continue to be sung by today’s younger generation.
In this article, I’ll introduce plenty of those songs that, if you can pull them off, will give you that sophisticated edge.
I’ve picked selections mainly from Japanese music of the ’70s through the ’90s, with some of the latest J-POP mixed in, so use this as a reference when choosing songs for karaoke!
- Must-see for men: Songs that look cool if you can sing them at karaoke—numbers that women can’t help but be captivated by.
- Cool songs from the Showa era. Masterpieces from Showa that shine with sensuality, passion, and rugged charm.
- A collection of nostalgic hits from the ’70s to 2000s that are perfect for livening up karaoke
- A collection of iconic, cool Showa-era kayōkyoku classics sung by male vocalists
- [Men in Their 50s, Gather Up!] Classic Karaoke Crowd-Pleasers & Easy-to-Sing Hits
- [Classic Showa Kayō Hits] The captivating Showa-era pop songs beloved even by younger generations
- [Songs from the Showa Era] Introducing classic tracks that are easy to sing at karaoke.
- Karaoke songs for men in their 40s: a curated selection of hit tracks women want to hear!
- Karaoke songs recommended for men with low voices or who are good at singing in a low register
- Heisei-era masterpieces: Easy to sing! Carefully selected songs recommended for karaoke choices!
- Songs Women Want Men to Sing: Popular Karaoke Picks Chosen by Girls
- [2026] Songs I Want to Try at Karaoke! A Roundup of Popular Showa-Era Kayōkyoku
- Even karaoke beginners can relax! Easy-to-sing songs for men
From Showa-era kayōkyoku to pop: Cool songs to master singing (11–20)
Ruby RingTerao Akira

Triggered by his acting debut, singer Akira Terao quickly became a promising young member of Yujiro Ishihara’s “Ishihara Gundan,” gaining popularity for his cool smile and nuanced performances.
This is his sixth single, widely known as one of his signature songs, where his deep voice intertwines perfectly with an emotional guitar riff.
It was a massive hit that sold over a million copies, making it a karaoke favorite across generations.
With its low key, it’s also recommended for those who aren’t confident singers—a cool number that looks great if you can pull it off.
Like tonight’s moonElefanto Kashimashi

Released in 1997 as Elephant Kashimashi’s 15th single.
It was used as the theme song for the Fuji TV drama “Because the Moon Shines at Night,” became the band’s first entry into the Oricon Top 10, and turned into their biggest hit.
Thanks to this song’s success, Elephant Kashimashi gained nationwide recognition.
It is a beloved classic with many fans, even among fellow artists.
MissingKubota Toshinobu

It’s a song included on Toshinobu Kubota’s first album, “SHAKE IT PARADISE,” released in 1986.
Although it wasn’t a single, it’s cherished as one of his most popular tracks.
The lyrics poignantly depict a man’s unrequited love, and the song has become a classic covered by many artists.
globeYonezu Kenshi

It’s a song in which Kenshi Yonezu sings boldly while reflecting deeply on the path he’s walked and the life he’s lived.
It also drew attention for being chosen as the theme song for Studio Ghibli’s film “The Boy and the Heron.” The gentle vocals layered over a calm, piano-centered sound and the words that evoke fantastical scenery help heighten a tender emotion.
When singing it, clearly emphasizing the rests where the vocal line breaks may convey the act of looking back on life more vividly.
It’s recommended to sing as if speaking to the listener—or to yourself.
death anniversarychanmina

This is a powerful song by Chanmina that vividly portrays the urgency toward passing time and the resolve to live fully in the present.
It was also used as the theme song for the drama “Hayabusa Fire Brigade.” By contrasting the striking title “Meinichi” (the anniversary of someone’s death) with the all-out intensity of the present, it underscores a determination to live desperately in the now.
The strong rhythm with hints of R&B and funk, layered with a surging, powerful vocal delivery, conveys unwavering conviction.
Paying attention to the treatment of line endings and the application of force to evoke a gritty feel is a key point in fully communicating the song’s world.



