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Pick out the challenging songs that will earn you respect if you can nail them at karaoke!

Have you ever thought, “I’d look so cool if I could get through this song at karaoke,” only to crash and burn halfway through?Songs that are hard to sing hide plenty of tough spots—wide vocal ranges, complex rhythms, and blisteringly fast phrases that barely leave room to breathe.But that’s exactly why the sense of accomplishment when you nail them is second to none.In this article, we introduce a wide variety of challenging songs that are worth taking on at karaoke.If you want to test your limits or are looking for a spark to help you level up your singing, let this guide you to your next song choice!

A selection of challenging songs that will earn you respect if you can nail them at karaoke! (111–120)

Whale SongMrs. GREEN APPLE

Mrs. GREEN APPLE – Whale Song
Whale SongMrs. GREEN APPLE

The lead track from Mrs.

GREEN APPLE’s second album, released in January 2017.

Vocalist Mr.

Omori is renowned for his beautiful high-tone voice, and in this song he once again showcases a remarkably versatile and stunning upper register.

For many male singers, performing this song exactly as the original is likely to be extremely difficult.

Of course, you could opt to switch to falsetto for all the high notes or lower the key, but even then, the melody itself moves intricately up and down, so singing it well will require a fairly advanced level of vocal technique and control.

Synchrome (with suis from Yorushika)TK from RIN TO SHITE SIGURE

TK from Ling tosite sigure 'Synchrome (with suis from Yorushika)'
Synchrome (with suis from Yorushika)TK from RIN TO SHITE SIGURE

Speaking of TK from Ling tosite sigure, he’s known for that ultra-distinctive high-tone voice you can recognize at first listen.

Released in April 2025, “Synchrome” is another new masterpiece where TK’s fierce high notes explode, blending a driving sense of speed with both beauty and aggression.

Even though it’s a male-female duet featuring suis from Yorushika as a guest, it’s impressive that the male vocal line sits in nearly the same range as the female’s.

Even singers who can hit relatively high notes will find this challenging, and with the melody leaping up and down so much, a single mistimed breath can make it impossible to keep singing.

Start by practicing each part little by little, and work on getting used to the song’s fast pace—do your best!

I LOVE…Ofisharu Higedan Dism

Official HIGE DANDism – I LOVE… [Official Video]
I LOVE...Ofisharu Higedan Dism

A single released by Official HIGE DANDism in February 2020.

It was written as the theme song for the TBS Tuesday drama ‘Koi wa Tsuzuku yo Doko Made mo’ (Love Lasts Forever).

Vocalist Satoshi Fujihara is already well known for his singing ability, and in this song he once again showcases exceptional vocals with a masterful blend of high tones that balance both power and softness.

To reproduce this ever-changing vocal style, you’ll need to master chest voice, mixed voice, and falsetto, along with the technique to transition smoothly between them.

It’s a song I highly recommend to anyone confident in their singing.

mixed nutsOfisharu Higedan Dism

Official HIGE DANDism – Mixed Nuts [Official Video]
mixed nutsOfisharu Higedan Dism

A digital-only track by the Japanese piano pop band Official HIGE DANDism, released on April 15, 2022.

It was written specifically as the opening theme for the TV anime SPY x FAMILY.

Satoshi Fujihara, the vocalist of Official HIGE DANDism, is widely recognized for his strong vocal ability, but the biggest hurdle for most people attempting this song is how well they can sing the 16-beat-based rhythm without making it feel flat.

If you can’t manage this and the groove ends up sounding heavy and stuck, it will spoil the song’s vibe no matter how beautifully you hit the high notes.

Please pay close attention to your sense of rhythm and how you feel the beat when you sing.

the Beat of LifeKubota Toshinobu

Toshinobu Kubota – the Beat of Life [Official Video]
the Beat of LifeKubota Toshinobu

Toshinobu Kubota is an R&B singer who has been active for many years and is known in Japan as one of the quintessential great vocalists.

From his catalog, the song I especially recommend is “the Beat of Life.” This track has an R&B sound reminiscent of the late 1990s and early 2000s, and it showcases sophisticated vocal techniques like ad-libs (often heard in R&B) multiple times.

It also demands a strong sense of groove, making it a great challenge for those who are accustomed to singing Western music.

Call meNovelbright

Novelbright – Call me [Official Music Video]
Call meNovelbright

Although they’re a rock band, Novelbright also enjoys idol-like popularity.

Among both men and women—especially those in their teens to early twenties—many are likely fans.

Their new song “Call me” has a very refreshing melody.

While it’s pleasant to listen to, it’s quite difficult to sing: in the repeated chorus section, a falsetto close to a mixed voice appears.

For men with a typical vocal range, the high-tone phrase sits around hi D#—a pitch that’s very prone to cracking—so if you’re confident in your high notes, definitely give it a try.

PropositionRADWIMPS

RADWIMPS – Proposition [Official Music Video]
PropositionRADWIMPS

The RADWIMPS song “Meidai,” known as the theme for the popular news program news zero.

In recent years their songs tend to feature dramatic pitch jumps, and this track is no exception, with phrases that demand rapid rises and falls in pitch one after another.

Its vocal range is quite wide, spanning from mid1 C to hi A#.

Although both the lower and upper extensions aren’t extreme, you will still need to break through the range barriers on your own.

The pitch movement in the chorus—where the energy peaks—is relatively gentle, so the chorus itself shouldn’t be a problem; however, there are very few break points, so be sure to study the vocal line in advance.