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Beautiful tear-jerking songs / songs that make you cry your eyes out

Tear-jerking songs recommended for men in their 20s: classic and popular Japanese tracks

When it comes to songs that make you cry, there are many that rely on sweeping, grand music to stir your emotions, but there are also plenty of works that move you from a more literary perspective.

Pay close attention to every word and phrase—the unique points of view and the precise choice of words that express feelings so accurately are truly striking!

Tearjerker songs recommended for men in their 20s: Classic and popular Japanese tracks (91–100)

FORK IN THE ROADTAKUI

FORK IN THE ROAD by Takui Nakajima
FORK IN THE ROADTAKUI

Takui Nakajima is beloved for his overwhelming vocal prowess.

This ballad, released in the ’90s, lets you fully savor his soaring, emotionally rich vocals.

There aren’t many voices that can move people this deeply, are there? Its grand melody and lyrics about parting will bring you to tears.

I wonder what kind of face that girl would make if I sank a long shot.Okamura Yasuyuki

Yasuyuki Okamura: I wonder what kind of face that girl would make if I scored a long shot.
I wonder what kind of face that girl would make if I sank a long shot.Okamura Yasuyuki

This is a youthful love song by the prodigy Yasuyuki Okamura, released in 1990 as his 13th single.

The very long title is striking, and the song imagines how, if only things were different, he could look cooler in front of that girl.

When you think about what lies behind the lyrics, it evokes a strangely poignant feeling—it’s a song that can move you to tears.

Bridge of Gloryyuzu

Eikou no Kakehashi – Yuzu (Full)
Bridge of Gloryyuzu

It’s one of Yuzu’s signature songs and is well-known by many people.

When your heart feels like it’s about to break, when you’ve suffered a setback, or when there’s a wall you want to overcome, this wonderful song lifts you up.

The chorus lyrics and melody are incredibly moving—it’s impossible to listen without tears!

Together foreverKobukuro

Kobukuro - Together for Eternity
Together foreverKobukuro

This is a highly recommended, moving song for weddings.

Both the lyrics and the melody really tug at the heart, and the harmony woven by the two voices is truly beautiful.

It’s a popular tear-jerking ballad, so be sure to listen to it while thinking of someone special.

Love songSambomasutā

Many men in Japan have probably shed tears over this song after a breakup.

It’s a classic breakup song and also one of the greats.

A tear-jerking ballad with lyrics that pierce the heart, it’s highly recommended for men who’ve gone through heartbreak.

At all times.Makihara Noriyuki

[Official] Noriyuki Makihara “No Matter What” (Music Video) [3rd Single] (1991) Noriyuki Makihara/donnatokimo [No. 1]
At all times.Makihara Noriyuki

It’s one of Noriyuki Makihara’s popular songs and his biggest hit.

It was also used as the theme song for the film “No Anomalies on the Job-Hunting Front.” The lyrics, which express feelings for a loved one straightforwardly, are really wonderful! It’s a timeless classic that never fades, no matter how many years pass.

Stay by my side.Ketsumeishi

Ketsumeishi often sings bittersweet songs, and this is one of their most popular.

It’s a moving love song that expresses the feeling of wanting to stay with someone precious forever.

The rap by Taizo and Ryo that comes in near the end of the track is especially captivating.