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[2025] Smooth sailing at karaoke and work! Safe, fail-proof songs that won’t miss when singing karaoke with your boss or at business entertainment

Unlike karaoke with friends of a similar age or close coworkers, when it comes to karaoke as a second round after client dinners or drinks with bosses who are one or two generations older, you can’t help but be careful with your song choices.

Many new professionals are probably wondering what songs they should sing.

In this article, we introduce foolproof karaoke picks: timeless classics loved across generations—centered on the hit songs from your bosses’ youth—as well as recent buzzworthy tracks widely known even in mainstream households.

We’ve also selected Showa–Heisei era songs familiar to younger people via TikTok and more, so you’re sure to find something you can sing!

[2025] Smooth Sailing at Karaoke and Work! Safe Song Choices That Won’t Miss with Your Boss or Client Karaoke (11–20)

The Door to SummerSeiko Matsuda

It’s a timeless classic with an irresistible melody that feels like the arrival of summer and makes your heart skip with excitement! Seiko Matsuda’s bubbly, fresh vocals give you energy just by listening, and you can’t help but hum along.

Released in April 1981, this song was performed when Seiko Matsuda made her first appearance on NHK’s Kōhaku Uta Gassen that same year, making it a definitive track from her early career.

It was also used in a commercial for the snack “Ekubo,” bringing her refreshing voice to households across the country.

Pick it for office karaoke or any cross-generational get-together when you want a bright, lively mood—everyone’s sure to have fun!

MUGO... so sexyShizuka Kudo

Shizuka Kudo / MUGO… n… Irresistibly Sexy [Official Video]
MUGO... mmm... the alluring Shizuka Kudo

This work, with its weighty arrangement and wistful melodic lines, has an irresistible charm that draws you in.

Shizuka Kudo delivers the protagonist’s delicate emotions—an inexpressible inner tremor and a quiet attempt to communicate through the eyes—with her distinctive husky voice and expressive singing, gripping the listener’s heart.

Released in August 1988 as Kudo’s fifth single, it was also used as the Kanebo Cosmetics “’88 Autumn Promotion Image Song.” The track reached No.

1 on the Oricon weekly chart and was performed at the 39th NHK Kōhaku Uta Gassen at the end of the same year.

For karaoke, try singing it with a restrained, inward passion and a subtle hint of allure to deepen the song’s world even further.

Otona BlueAtarashii Gakkou no Leaders

ATARASHII GAKKO! – Otona Blue (Official Music Video)
Otona Blue - ATARASHII GAKKO! (Leaders of the New School)

The New School Leaders, known for their distinctive performances.

One of the numbers they sing portrays the complex emotions of youths who want to act grown-up, swaying between admiration for adulthood and the reality before them.

Blending the charm of Showa-era kayōkyoku with an electro sound, the track layers SUZUKA’s powerful vocals over the other members’ gentle harmonies to captivate listeners.

Released in May 2020, the song appears on the EP “Ichiji Kikoku” and the album “Ma-Ningen.” In early 2023, the “Head-Shaking Dance” drew attention on social media, and related videos surpassed 3.

1 billion total views.

That same year, it won an Excellence Award at the Japan Record Awards and marked the group’s first appearance on the Kōhaku Uta Gassen.

With a sound that balances nostalgia and modernity, this track is sure to spark cross-generational conversation if you perform it at a business karaoke gathering.

GLAMOROUS SKYMika Nakashima

That searing rock tune passionately sung under her character’s name by Mika Nakashima in the film NANA might be the very sound your boss’s generation listened to in their youth.

It also caused a big stir as the first song HYDE from L’Arc~en~Ciel ever provided to another artist.

Packed with questions about the repetitive everyday and a fierce determination to seize a shining future, the track swept the music scene after its August 2005 release, topping the Oricon weekly chart for two consecutive weeks.

With its guitar-forward rock sound, it’s the kind of song that instantly electrifies the room at karaoke.

If you want to show off a cool side that’s different from your usual vibe, consider adding it to your repertoire.

RewriteASIAN KUNG-FU GENERATION

ASIAN KUNG-FU GENERATION “Rewrite” (M-1 Grand Prix 2024 Promotion Video Theme Song)
Rewrite ASIAN KUNG-FU GENERATION

It’s a classic by ASIAN KUNG-FU GENERATION, with Masafumi Gotoh’s impassioned vocals—squeezed out from the depths of his soul—and the band’s driving sound shaking the listener’s emotions.

Released in August 2004, this track was also included on the masterpiece album Sol-fa.

Its content, like a desperate cry to let out powerful feelings kept within, is something that likely resonates deeply with listeners.

It gained huge support as the opening theme for the anime Fullmetal Alchemist, and drew attention again in 2024 when it was featured in the M-1 Grand Prix promotional video.

Its powerful tempo makes it incredibly exhilarating to sing at karaoke, and thanks to its high recognition, it’s sure to liven up company gatherings as well!

idolYOASOBI

YOASOBI "Idol" Official Music Video
Idol YOASOBI

The song “Idol,” produced by YOASOBI, was released on June 21, 2023 as the opening theme for the anime Oshi no Ko and quickly became explosively popular.

Its upbeat 166 BPM tempo and listener-friendly length of 3 minutes and 33 seconds are part of its appeal.

The lyrics, which depict the public and private faces of an idol, resonate with many listeners.

It seems like a song that can liven up company parties and business gatherings across generations.

Its easy-to-sing melody and memorable chorus also make it a perfect pick for karaoke.

[2025] Smooth sailing at karaoke and work! Safe, fail-proof songs that won’t miss with your boss or at business-entertainment karaoke (21–30)

Romantic FlightKome Kome Club

Kome Kome Club “Roman Hikō” [SHARISHARISM ACE -THE 8TH OF ACE-]
Romantic Flight Kome Kome Club

If you’re in a mixed-age group, Kome Kome Club’s “Roman Hikō” is a great pick! The lyrics capture a young person’s spirit of taking on challenges, so it’s appropriate even with older or senior people present.

It’s widely known and has an upbeat feel, so it works in almost any setting.

Just note that the key might be a bit high for some male singers.

Although it’s a ’90s song, it’s often used in commercials and frequently appears on TV as one of Kome Kome Club’s signature tracks, so it’s a crowd-pleaser that everyone can enjoy together!