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Breakup songs recommended for people in their 90s: a collection of timeless tracks that comfort the heart

In this article, I’ll introduce recommended breakup songs from around the 1950s to 1960s—music that should feel familiar to people in their 90s.

Even among the songs of that era, there are many that depict bittersweet feelings of love, resonating with the hearts of young people at the time.

If you’re reading this, please consider recommending the songs below to a 90-something loved one.

I’d be delighted if they spark memories of the past and encourage stories from their youthful days.

Now, let’s dive right into the recommended tracks!

Playlist

Breakup songs recommended for people in their 90s: a collection of timeless tracks that comfort the heart
show_chartTitlePlaylistOne point
1Parting Cedar (Farewell Cedar)Kasuga HachirōKasuga Hachirō’s signature song, “Wakare no Ipponsugi” (“The Lone Cedar of Parting”), is ...
2farewell payphoneKeiko MatsuyamaThe renowned work by Keiko Matsuyama that portrays a heartrending scene of parting...
3Tokyo ElegyMichiko SanjoMs. Machiko Sanjo’s “Tokyo Elegy” is…
4Cry not, little dove.Haruo OkaWith Haruo Oka’s captivating singing voice, a farewell…
5In the corner of a caféUtako MatsushimaUtako Matsushima’s “In a Corner of the Café” is, in 19…
6The Night of the Dance PartyIsao HayashiIsao Hayashi’s “Night of the Dance Party” is…
7Black petalsHiroshi MizuharaHiroshi Mizuhara’s “Black Petals” has a sweet, low voice…
8Goodbye to teenage loveIchiro KobeIchiro Kobe’s “Goodbye to Teenage Love” is…
9I liked it.Koji TsurutaKoji Tsuruta’s “Sukidatta” conveys the pain of a broken heart…
10Melancholy TrainMichiya MihashiThe heartbreak of having to part with the one you love...
11A hill with a view of the harborAiko HiranoAiko Hirano’s “The Hill from Which You Can See the Harbor” is, in the postwar...
12It’s a love I picked up anyway.Columbia RoseColumbia Rose’s “Douse Hirotta…”
13Chako Vanished into the Night FogFrank NagaiFrank Nagai’s “Chaco Vanished into the Night Fog”…
14Goodbye Comes After the DanceChieko BaishoChieko Baisho's 'Goodbye After the Dance...'
15Lill Returning from ShanghaiKen TsumuraKen Tsumura’s “Rill Returning from Shanghai” is, in the postwar...
16Showa-era womanYoko NagayamaA Showa-Era Woman’s Tale of Farewells and Dreams
17Parting at 22Princess KaguyaA classic song that depicts a breakup with a lover and a fresh new start
18It was rainy again in Nagasaki today.Hiroshi Uchiyamada and the Cool FiveAs a milestone of mood kayō (Japanese mood music), it has captured the hearts of many people…
19At the Rainy TavernDick MineA 1954 classic expressing heartbreak and loneliness in jazz, a Showa-era staple covered by many.
20You, my beloved.Hisao ItoAs one of the iconic songs representing Showa-era kayōkyoku, Hisao Itō’s...
21Waltz of StarlightMasao SenMasao Sen's classic 'Hoshikage no Waltz,' a song that sings of the melancholy of parting
22Journey of the HeartTulipA classic song that captures the bittersweet emotions of departure.
23The Camellia Sasanqua InnEisaku OkawaSummary (20 characters): A 1982 single by Eisaku Ōkawa. A masterpiece of enka that overlays feelings onto winter sasanqua flowers, expressing unrequited love.
24a red handkerchiefYujiro IshiharaSpring in the northern country, a masterpiece that resonates in Yujiro Ishihara’s heart
25I won’t fall in love anymore.Noriyuki MakiharaA Song of Heartbreak’s Pain and New Hope
26Lingering SnowdolphinSpring farewell song, a masterpiece by Iruka