[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!
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[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)
Beyond the Night SkySMAP
A million-selling song by SMAP, distinguished by its gentle vocals and a melody that resonates with the heart.
With lyrics that ponder life and love while gazing up at the night sky, it has struck a chord with many listeners.
Released in January 1998, it was used as the theme song for Fuji TV’s program “SMAP×SMAP.” Beloved across generations, the song was even included in a junior high school music textbook in 2002.
It’s also a great choice for karaoke at workplace gatherings or client dinners.
Since everyone knows it, it’s perfect for lightening the mood.
If you sing it with a gentle voice, it’s sure to warm the hearts of those around you.
God of RomanceKohmi Hirose
“God of Romance” is the third single by Kohmi Hirose, released in 1993.
When you think of winter on the slopes, this is the song! It was originally a love song for any season, but after it was used in a commercial for a ski equipment store, it became firmly associated with winter.
Since you naturally hear it more often in the winter, many people know the song even if it’s not from their generation.
For winter, “God of Romance” is a sure bet!
[2025] Smooth sailing at karaoke and work! Safe, reliable songs that won't miss in karaoke with your boss or clients (31–40)
Like the moon tonightElephant Kashimashi
This emotionally rich song that poignantly conveys a bittersweet heart was released by Elephant Kashimashi in July 1997.
The figure of a protagonist wandering in search of lost love is portrayed through Hiroji Miyamoto’s distinctive vocals.
Created as the theme song for the Fuji TV drama “Because the Moon Shines at Night,” it marked the band’s first drama tie-in.
It features a simple yet resonant melody and lyrics imbued with an encouraging message.
Thanks to its universal theme and strong relatability, it’s loved by a wide range of generations.
If you sing it at a dinner with your boss or clients, it will surely soften the mood.
HOT LIMITT.M.Revolution
It’s a song that truly symbolizes the blazing heat of summer.
The exhilarating synth sound and Takanori Nishikawa’s powerful vocals leave a strong impression.
Released in 1998, the track is included on the albums “The Force” and “DISCORdanza Try My Remix ~Single Collections.” It has remained beloved over the years, even being used as an ending theme for the TV anime ReLIFE.
It’s an easy pick for karaoke with your boss or clients, too.
Perfect for summer events and hot seasons, it’s highly recommended when you want to liven up the atmosphere.
Its unique costumes also drew attention, and in June 2023 it was even turned into a figure, making waves visually as well.
Love Story Comes SuddenlyKazumasa Oda
The moment that incredibly famous guitar cutting in the intro hits your ears, you’ll feel like you’ve time-traveled back to 1991! Chosen as the theme song for the classic drama Tokyo Love Story, which sparked an unprecedented boom at the time, it was released in 1991 as a double A-side single with Oh! Yeah! and sold an astounding 2.
7 million copies.
It’s a guaranteed crowd-pleaser at company year-end parties or client gatherings, regardless of generation.
Wrapped in Kazumasa Oda’s gentle vocals, it’s sure to be a wonderful time where everyone can share the bittersweetness of love.
As many times as you likeDREAMS COME TRUE
A mid-tempo ballad with a powerful message.
Released by DREAMS COME TRUE in February 2005, this song was written specifically as the theme for the TV drama “Emergency Room 24 Hours.” Its lyrics, which encourage listeners to rise again and again, convey the strength to face hardship and the importance of never giving up.
The song garnered wide support, taking the top spot in requests at their once-every-four-years Best Hits Live.
After the 2011 Great East Japan Earthquake, it was distributed for free as a cheer for those affected and became the most-played Japanese song on radio stations nationwide.
It’s a track that gives you courage when you’re feeling down or need a boost.
Dancing HeroYoko Oginome
Yoko Oginome, known by her nickname “Oginome-chan,” is an idol from the 1980s.
Dancing Hero is her seventh single, released in 1985.
The song became a huge hit and is Oginome-chan’s signature track, propelling her to the top as a leading idol.
The original song is by British singer Angie Gold.
Listening to it makes you want to dance with a Western pop vibe.
How about trying it at karaoke? It’s a lot of fun.