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

Tear-jerking masterpieces sung by male artists that I’d recommend to Gen Z

Music writer / guitarist / Certified web writing practitionerHoshino Takashi
Drawing on over 30 years of experience with guitars and bands since my high school days, I specialize in music-related articles and have handled many feature pieces to date. While my tastes lean toward genres like hard rock and heavy metal since I first picked up the guitar, I make a point of listening to a wide range of styles, both Japanese and Western, on a daily basis. I began working as a freelance writer in 2018. I hold a Web Writing Practical Certification, and in addition to writing, I’m also studying video editing. In my private life, I’m raising an elementary school child and stay active while supporting their extracurriculars, such as parkour and dance.

Have you ever listened to music and been moved to tears?

Not just songs performed by artists—sometimes even a track your friend sings at karaoke can bring you to tears, depending on how you’re feeling in that moment.

Especially for Japanese listeners, the lyrics that shake the heart tend to draw our attention.

So this time, we’re introducing tear-jerking songs recommended for Gen Z, focusing exclusively on male artists.

From songs about parting with someone to tracks that give you a push forward, we’ve compiled a wide range.

We hope you’ll find at least one song you can relate to.

Tear-jerking masterpieces sung by male artists that I recommend to Gen Z (41–50)

for a whilerikon densetsu

Divorce Legend – For a While (Official Music Video)

for a whilerikon densetsu

A lyrical ballad that gently paints a tender nostalgia for the past through a legend of divorce.

It blends soulful elements strongly influenced by Marvin Gaye with a nostalgic melody reminiscent of 1980s New Music in perfect harmony.

Released in January 2025, this piece is a labor of love that Ayumu Matsuda and Jun Beppu nurtured over three years, and it has been selected as the theme song for the drama “Taigan no Kaji — This Is My Way of Life!.” A warm track that stays close to the hearts of those who have experienced heartbreak or separation, it quietly encourages the courage to face forward and keep walking.

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Tear-Jerking Masterpieces Sung by Male Artists Recommended for Gen Z (51–60)

Rainy Amusement ParkSasuke

Rainy Amusement Park

Rainy Amusement ParkSasuke

This is a ballad that poignantly depicts memories of a couple’s date at an amusement park and their bittersweet parting.

It weaves together contrasting scenes: a past moment of riding a carousel in the rain, and the present, where the narrator catches sight of a former lover with shorter hair, looking happy.

The lingering attachment the protagonist still feels, along with a quiet resolve to face forward and live on, gently presses on the heart.

A warm sound centered on acoustic guitar and piano highlights the story-rich lyrics.

Included on Sasuke’s album “Smile,” the piece was released in October 2004, reached No.

3 on the Oricon charts, sold over 450,000 copies, and was certified Platinum.

It’s a song you’ll want to listen to on a rainy day, especially when you’re trying to heal the pain of a broken heart.

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In conclusion

How was it? This time, we introduced tear-jerking songs by male artists that we recommend for Gen Z. They’re all masterpieces that will bring you to tears the more you immerse yourself in the lyrics’ world, so they’re perfect for those moments when you want to be alone and get lost in your feelings.