RAG MusicHeartbreak Songs
A wonderful heartbreak song

[Shōwa-Era Heartbreak Songs] Carefully selected timeless love classics adored across generations!

Showa-era love songs feel nostalgic to those who spent their youth back then, and fresh to the Heisei and Reiwa generations.

In this article, we’ve carefully selected popular heartbreak songs from among those classic Showa hits!

We’ll introduce tracks that are still widely recognized—covered even in the Reiwa era—as well as timeless masterpieces that continue to be loved across generations as quintessential breakup songs.

Whether you listened to them back then or not, there’s sure to be something you can relate to.

Be sure to give them a listen!

Playlist

[Shōwa-Era Heartbreak Songs] Carefully selected timeless love classics adored across generations!
show_chartTitlePlaylistReview
1eastShipwreckNakamori Akina
ShipwreckNakamori Akinaplay_arrow
Desperately trying to cope with the lonely feeling of a heart-wrenching breakup...
2eastEmbraced by the wintry windKoizumi Kyoko
Embraced by the wintry windKoizumi Kyokoplay_arrow
A clear, translucent singing voice and wistful lyrics make a strong impression in this sho…
3eastLingering Snowiruka
Lingering Snowirukaplay_arrow
Seeing someone off as they set out on a journey, and with it comes...
4eastGoodbye to sorrowanzenchitai
Goodbye to sorrowanzenchitaiplay_arrow
It’s a signature song by Anzenchitai that portrays a heartrending romance…
5eastIt’s a sad color, isn’t it?Ueda Masaki
It's a sad color, isn't it?Ueda Masakiplay_arrow
A love at the seaside with rain drawing near, wrapped in a premonition of parting…
6eastMPurinsesu Purinsesu
MPurinsesu Purinsesuplay_arrow
I wanted to spend that same time forever…
7eastRainy BlueTokunaga Hideaki
Rainy BlueTokunaga Hideakiplay_arrow
Hideto Tokunaga, released in January 1986...
8eastI can’t stop this sadnessAnri
I can't stop this sadnessAnriplay_arrow
The sorrow of having a loved one taken away...
9eastCotton HandkerchiefŌta Hiromi
Cotton HandkerchiefŌta Hiromiplay_arrow
The Showa-era song that has been passed down and sung by countless artists…
10eastLove is overŌyō Fifi
Love is overŌyō Fifiplay_arrow
A vivid portrayal of the pain of heartbreak, Fifi Ou-yang's...
11eastRuby RingTerao Akira
Ruby RingTerao Akiraplay_arrow
Released in 1981, Showa 56, ...
12eastloveMatsuyama Chiharu
loveMatsuyama Chiharuplay_arrow
As an artist representing Hokkaido, in the Showa era...
13eastTears on My BirthdayHOUND DOG
Tears on My BirthdayHOUND DOGplay_arrow
HOUND DOG's heartrending heartbreak ballad is...
14eastFarewell SongNakajima Miyuki
Farewell SongNakajima Miyukiplay_arrow
Miyuki Nakajima, who delicately portrayed the pain of a broken heart…
15eastyouKozaka Akiko
youKozaka Akikoplay_arrow
It also became the opportunity for Akiko Kosaka to make her debut...
16eastMissingKubota Toshinobu
MissingKubota Toshinobuplay_arrow
First released in 1986 (Showa 61), the debut a...
17eastWoman ~from ‘W’s Tragedy’~Yakushimaru Hiroko
Woman ~from 'W's Tragedy'~Yakushimaru Hirokoplay_arrow
Yakushi…, who is active in a wide range of fields as an actress and singer,
18eaststationNakamori Akina
stationNakamori Akinaplay_arrow
At a station where people pass by each other, we unexpectedly reunite a—
19eastGoodbyeofukōsu
Goodbyeofukōsuplay_arrow
A quintessential group of the Showa era that unfortunately disbanded in 1989…
20eastOur FailureMorita Doji
Our FailureMorita Dojiplay_arrow
Our Lost Youth, which conveys warmth even amid despair...
21eastAnd I am at a loss.Ōsawa Yoshiyuki
And I am at a loss.Ōsawa Yoshiyukiplay_arrow
As a music producer, I have worked with numerous idol...
22eastThe Refrain Is ScreamingMatsutōya Yumi
The Refrain Is ScreamingMatsutōya Yumiplay_arrow
The regret and sadness that overflow when you experience a broken heart…
23eastA seagull is a seagull.Naoko Ken
A seagull is a seagull. Naoko Kenplay_arrow
Funny moments from my own YouTube channel…
24eastSmiling Backkyandīzu
Smiling Backkyandīzuplay_arrow
Spring songs of parting and memories, timeless melodies that touch the heart
25eastLove is a mirageGam
Love is a mirageGamplay_arrow
Like a phantom, the beloved who slipped away from before me...
26eastThe Day the Seagulls FlewWatanabe Machiko
The Day the Seagulls FlewWatanabe Machikoplay_arrow
A Machiko Watanabe classic depicting heartbreak in a port town
27eastSerenade of TearsNagabuchi Tsuyoshi
Serenade of TearsNagabuchi Tsuyoshiplay_arrow
Speaking of Tsuyoshi Nagabuchi, he sings hardcore, straight-from-the-gut songs about a man's heart...
28north_eastParting CitySuzuki Masayuki
Parting CitySuzuki Masayukiplay_arrow
Masayuki Suzuki’s finest ballads
29south_eastBeyond the GoodbyeYamaguchi Momoe
Beyond the GoodbyeYamaguchi Momoeplay_arrow
Momoe Yamaguchi’s moving farewell and song of hope
30south_eastEyes Are DiamondMatsuda Seiko
Eyes Are DiamondMatsuda Seikoplay_arrow
Seiko Matsuda’s heartrending heartbreak song
31eastA Letter Waiting for Springyoshida takurou
A Letter Waiting for Springyoshida takurouplay_arrow
A masterpiece that sings about the feelings of two people in a long-distance relationship
32eastDrinks for twoAzusa Michiyo
Drinks for twoAzusa Michiyoplay_arrow
A song that gently accepts the parting of love
33eastHeartbreak RestaurantShimizu Kentarō
Heartbreak RestaurantShimizu Kentarōplay_arrow
Heartwarming masterpieces that heal a broken heart, moving songs that inspire deep emotion
34eastCheer up!Yakushimaru Hiroko
Cheer up!Yakushimaru Hirokoplay_arrow
A warm message song to comfort a friend with a broken heart
35eastSong of Seeing Spring OffNoguchi Goro
Song of Seeing Spring OffNoguchi Goroplay_arrow
Goro Noguchi’s ballad that sings of springtime farewells