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[Men in Their 50s, Gather Up!] Classic Karaoke Crowd-Pleasers & Easy-to-Sing Hits

Do you ever find yourself unsure what to sing at karaoke? Many people struggle with things like “I can’t keep pitch” or “I can’t hit high notes.” The truth is, even if you’re not confident about your vocal range, karaoke becomes a lot more fun once you learn how to pick the right songs.

In this article, we’ve carefully selected tracks that are easy to sing and sure to get the crowd going.

From nostalgic classics to singable ballads, we’ve gathered songs from a wide range of genres—so you’re sure to find your next go-to number!

[Men in Their 50s, Gather Round!] Classic Karaoke Hits That Get the Crowd Going & Easy-to-Sing Masterpieces (91–100)

And then I’m at a lossŌsawa Yoshiyuki

Yoshiyuki Osawa — And Then, I’m At a Loss
And then I'm at a lossŌsawa Yoshiyuki

Yoshiyuki Osawa, a singer who made his record debut as the vocalist and guitarist of Cloudy Sky and has continued to work energetically after going solo.

His 5th single “Soshite Boku wa Tohō ni Kureru,” used in a Nissin Cup Noodles commercial, has been covered by numerous musicians since its release.

The vocal range isn’t particularly wide, but the melody moves up and down in small steps, so be careful not to lose pitch.

It’s a wistful pop tune that would captivate listeners when sung by a man in his 50s with a rich, mature tone.

A Tearful RequestChekkāzu

The Checkers’ classic “Namida no Request.” Many people in their early 50s probably admired The Checkers when they were young.

Among their songs, this one is especially popular, and you still often see it in karaoke history lists today.

What makes it so easy to sing is, above all, its simple vocal line.

The pitch moves very gently, and the song has a narrow range, so anyone can sing it easily.

Be sure to add it to your repertoire.

Romantic Flightkome kome CLUB

JAL Okinawa Campaign Summer Rikyu 1990 Theme Song: "Kome Kome Club - Roman Hikou"
Romantic Flightkome kome CLUB

This is Kome Kome Club’s 10th single, released in April 1990.

It was used as the CM song for JAL’s Okinawa travel “JAL STORY Summer Rikyu Campaign” in 1990.

Just by listening, you can picture the beautiful summer scenery of Okinawa—it’s a track brimming with a refreshing vibe! As of November 2023, many people in their 50s likely heard this song in real time.

The vocal melody sits in a range that’s easy for most people to sing, so you can hum along casually.

For the higher notes in the chorus, try placing the sound toward the upper palate inside your mouth; it gives your tone a bit of sparkle, which I think helps recreate the original song’s freshness in karaoke.

Give it a try!

MonicaYoshikawa Koji

Koji Kikkawa continues to captivate audiences with his dynamic rock ’n’ roll sound and catchy melodies.

Among the landmark songs that launched his career, this classic is especially recommended for men in their fifties.

It features sustained long tones, but you can sing it without overstraining your voice, so even those who aren’t confident about their breathing can perform it comfortably.

Upon its release in February 1984, it became a long-running hit, peaking at No.

4 on the Oricon chart and ranking No.

22 for the year.

It also drew attention as the theme song for the film Sukampin Walk, released the same year.

Since it’s a heartbreak song, it’s perfect for karaoke after a night out.

Keisuke KuwataMayonaka no Dandī

Keisuke Kuwata – Midnight Dandy (Full ver.)
Keisuke KuwataMayonaka no Dandī

Songs by Keisuke Kuwata and Southern All Stars are well-received across a wide range of age groups and are popular with every generation.

This time’s “Mayonaka no Dandy” was first released as a solo single in 1993.

The vocal range sits around B3 on average, and the melody line is simple, making it easy to remember and sing.

When the verse and pre-chorus move into the chorus, the pitch rises a bit, so try to sing lightly without tensing up overall, keeping your facial muscles lifted.

Once you get used to it, you might even add a bit of a shout like Kuwata does!

Matsuken Samba IIMatsudaira Ken

PV Ken Matsudaira - Matsuken Samba II
Matsuken Samba IIMatsudaira Ken

A single by Ken Matsudaira, who is mainly active in period dramas, released in July 2004.

As the title includes “II,” it seems there are a total of five releases in the Matsuken Samba series, but the one generally known is Matsuken Samba II, which we’re introducing here.

This is a song that just makes you feel happy as you listen, so there’s no need for difficult explanations to sing it! Just get into the bright, fun rhythm and enjoy! Despite being called a samba, the rhythm and arrangement aren’t really samba at all—but that’s part of its charm!

Christmas songback number

back number – “Christmas Song” Music Video
Christmas songback number

This is back number’s 14th single, released in November 2015.

It was chosen as the theme song for Fuji TV’s Monday 9 p.m.

drama “5→9: The Monk Who Fell in Love with Me” and won the Best Drama Song at the 87th The Television Drama Academy Awards, so many of you have probably heard it.

Sung by vocalist Iyori Shimizu, whose high notes are wonderfully beautiful, it may intimidate some people into hesitating to try it at karaoke after just one listen—but there’s no need to worry! It’s true that, for a male-vocal track, the original key is set quite high, but the vocal melody itself is relatively simple.

If you adjust the key to suit your range, many people should be able to aim for a high score.

There are sections with some pitch leaps, such as in the latter half of the chorus, but if you prepare in advance—practicing transitions between chest voice and falsetto and paying attention to vowel and consonant articulation in the lyrics—you can take on the challenge with confidence.