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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!

Tear-jerking songs recommended for men in their 20s: Classic and popular Japanese tracks (81–90)

Sorrow Rides the Busmakaroni enpitsu

Macaroni Enpitsu “Sadness Rides the Bus” MV
Sorrow Rides the Busmakaroni enpitsu

Set to melodies that gently stay close to the heart, this moving story by Macaroni Empitsu captures the shifting patterns of human emotion.

The lead track from their August 2023 album, “Otona no Namida” (“Tears of Adults”), delicately depicts the fleeting feelings found in farewells with family and in everyday life.

Hattori’s clear, transparent vocals and the softly unfolding melody resonate deep within the listener.

The song also drew attention for its music video directed by Yoshihito Mori, known for the Netflix film “We Couldn’t Become Adults.” Through the perspective of a protagonist played by Shota Sometani, it asks profound questions about the meaning of life and the preciousness of existence.

It’s a recommended track for those who want to empathize with feelings for loved ones or soothe the quiet emotions they carry inside.

The Last RainYasushi Nakanishi

An ultimate, heart-stirring ballad that vividly portrays a farewell in a rain-soaked city.

Yasushi Nakanishi’s clear, gentle vocals beautifully express the pain of heartbreak and lingering attachment.

This song dramatically captures complex emotions like the fear of losing someone you love and possessiveness.

Released in August 1992, it was used as the theme song for Nippon TV’s “Hitachi Ashita P-KAN Kibun!” Its popularity steadily grew, ultimately becoming a major hit with total sales of about 900,000 copies by 1998.

It has been covered by numerous artists, including Kumi Koda and EXILE ATSUSHI.

For anyone who has experienced heartbreak, it’s a timeless ballad that resonates deeply and begs to be sung along to at least once.

Your SongYasuda Rei

Rei Yasuda 'Kimi no Uta' Video Clip – TV Anime 'Natsume's Book of Friends Roku' Ending Theme
Your SongYasuda Rei

It starts off with a drama-like atmosphere, then the quiet first verse comes in.

It flows into the pre-chorus and smoothly reaches the chorus.

It’s sung by a female vocalist, but the lyrics resonate with men as well, and even when you’re tired, it gives you a little boost.

It’s the kind of song you want to listen to when you’re in that mood, time and again.

I won’t fall in love anymore.Makihara Noriyuki

[Official] Noriyuki Makihara “I Won’t Fall in Love Again” (Music Video) [5th Single] (1992) Noriyuki Makihara / Mou Koi Nante Shinai
I won't fall in love anymore.Makihara Noriyuki

A signature song by Noriyuki Makihara, distinguished by its heartwarming melody that embraces both the ache of heartbreak and a brave front.

It gently portrays memories of a former lover and the nostalgia of everyday life, while the protagonist’s resolve to move forward resonates deeply with listeners.

Released in May 1992, it was chosen as the theme song for the NTV drama “After the Children Are Asleep.” Included on the album “Kimi wa Boku no Takaramono,” it became a major hit, ranking 7th on Oricon’s year-end chart.

This piece is a companion for those standing at life’s crossroads.

When you gather with friends for karaoke, its universally relatable lyrics and melody are sure to warm the heart.

Love DrizzleShonan no Kaze

Shonan no Kaze “Koi Shigure” MUSIC VIDEO
Love DrizzleShonan no Kaze

This is a song I’d like to recommend to anyone who has had to say goodbye to someone they loved very much.

If you’re trying to find a new love but can’t seem to move forward, I think this song is perfect for you.

Listening to it and having a good cry might help you feel refreshed.