A heartbreak song that resonates in the chest of a man in his 60s: memories of youth woven by classic Showa-era masterpieces
The pain of heartbreak is something that stays deeply etched in our hearts, even as time passes.
In particular, those bittersweet memories from our youth can still resonate in our chests even now.
Songs like Akira Terao’s “Ruby no Yubiwa” and Akira Fuse’s “Tsumiki no Heya” are filled with the moving charm of classic Showa-era masterpieces.
This time, we’ll introduce breakup songs that linger in the heart alongside precious memories of love.
Why not surrender yourself to those nostalgic voices and look back on the memories of those days?
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[Men in their 60s] Heart-piercing breakup songs: Memories of youth woven by Showa-era classics (21–30)
Do whatever the hell you want.sawada kenji

A love song that strikingly portrays a man trying to keep his pride even as he’s tormented by the premonition of a breakup.
The scene of a lover packing up and leaving in the middle of the night is exquisitely rendered through Yu Aku’s delicate words and Katsuo Ono’s wistful melody.
The conflicting emotions—lingering attachment to the other and a man’s stubborn pride—intertwine, and Kenji Sawada’s sultry vocals shake the soul.
Released in May 1977, the song claimed the No.
1 spot on the Oricon weekly chart for a total of five weeks.
It went on to achieve the remarkable feat of sweeping numerous music awards that year, including the Japan Record Award.
A gem of a masterpiece that resonates deeply with those who have experienced parting with someone precious or who stand at a crossroads in life.
If we ever meet in the city somedayNakamura Masatoshi

It’s a gently written, heart-touching classic about memories of a past lover and the wish to meet again.
From parting in the city of memories, to love and resentment, and even the moment when dreams were shattered, it weaves together every moment the two spent together.
Masatoshi Nakamura’s warm vocals blend beautifully with the soothing melody crafted by Takuro Yoshida, resulting in a song that evokes both nostalgia and bittersweet longing.
Released in May 1975, it was used as an insert song in the drama “Oretachi no Kunshō” and reached No.
6 on the Oricon charts.
Many artists, including Naoko Ken and Masayuki Suzuki, have covered it.
It’s a song you’ll want to listen to if you’ve experienced parting from someone dear, or when you’re in the mood to reminisce about the past.
Tunnel HeavenZa Dainamaitsu

Released by Victor Records in November 1967, this song stands as a quintessential youth rock anthem of the 1960s Group Sounds era.
Hiroshi Segawa’s energetic shouts and Fujio Yamaguchi’s striking guitar work captivated the hearts of young listeners at the time.
Featured on the album “This Is Young Sound R&B!,” it blends lyrical verses about setting off from a rural town in pursuit of freedom with a powerfully rock-oriented sound.
It reached No.
73 on the Oricon chart and later gained further recognition through a cover by the Down Town Boogie-Woogie Band, earning enduring support among music fans as a classic with strong R&B leanings.
It’s a perfect track for moments when you want to feel liberated—like summer trips or drives with friends.
With the setting sunZa Wairudowanzu

A refreshing melody that captures scenes shining against the blue sky makes this song especially memorable.
Drummer Yoshiaki Ueda takes the lead vocal, captivating listeners with his distinctive style of singing while playing.
Released in May 1967 as The Wild Ones’ third single, it’s also known for having lyrics written by all the members.
The bright, open sound of the 12-string electric guitar remains unfaded, a classic that symbolizes the golden age of Group Sounds.
It’s a track you’ll want to play on an evening drive or while spending time with friends.
Lingering Snowiruka

This song poignantly portrays a heartrending farewell, using unseasonal snow as its motif.
Set on a station platform as spring approaches, the story vividly conveys the lingering attachment of a man who cannot accept the parting.
First performed on the album “The World of Iruka,” recorded in March 1975, and released as a single that November, it became one of Iruka’s signature classics.
It peaked at No.
4 on the Oricon chart, ranked No.
11 for the year, and sold over 800,000 copies.
With Masataka Matsutoya’s rich arrangement paired with Iruka’s gentle vocals, the song beautifully depicts the scene of farewell.
It’s recommended for moments when you want to reminisce about your youth and look back on precious times with someone dear.
White LoversKuwata Keisuke

A gem-like ballad woven from winter’s chill and gentle warmth.
Rather than viewing past love as a failure, it tenderly celebrates those moments of affection, wrapped in the distinctive warmth of Keisuke Kuwata’s vocals.
With imagery like snow quietly piling up and a calm atmosphere shaped by strings and winds, this single was released in October 2001.
Familiar from Coca-Cola commercials and, more recently, UNIQLO’s HEATTECH ads, the song also won the Gold Prize at that year’s Japan Record Awards.
It’s a heartfelt recommendation for anyone who has gone through a farewell with someone dear and wants to cherish the memories.
I Love you,SAYONARAChekkāzu

A gemlike ballad where wistfulness and warmth melt together.
Because they love each other, a man and woman choose to part for the other’s happiness—their deep affection seeps into the heart alongside an unforgettable saxophone melody.
Released by The Checkers in March 1987, the song quickly became famous as a SEIKO commercial tune.
It reached No.
2 on the Oricon Weekly chart and captured the No.
1 spot on The Best Ten.
This piece offers comfort to anyone who has experienced parting from someone dear.
The image of a man who deliberately says “I hate you” to initiate the breakup reveals a tender compassion at the heart of this gentle song.


