Nostalgic Showa-era heartbreak songs. Soothe your heart with timeless classics that can move women in their 60s to tears.

The memory of a broken heart is a special one that remains deeply etched in our hearts even as time passes.

Miyuki Nakajima’s heartrending vocals, Saori Yuki’s pure melodies, Anri’s crystal-clear voice—timeless masterpieces born in the Showa era.

In this article, we introduce breakup songs that have stayed close to our hearts since our youth.

Gems that bring back the feelings of those days along with nostalgic memories.

When you want to heal your heart or quietly dwell in reminiscence, lend them your ears.

Playlist

Nostalgic Showa-era heartbreak songs. Soothe your heart with timeless classics that can move women in their 60s to tears.
	Title	Playlist	Review
1	Homesickness on a JourneyNishizaki Midori		The aching feeling of chasing a beloved person along the journey
2	airportTeresa Ten		Teresa Teng’s signature song depicting a farewell at an airport
3	Cotton HandkerchiefŌta Hiromi		The appeal and background of classic songs that depict long-distance love
4	Memories are too beautifulYagami Junko		Junko Yagami's debut single is a big hit
5	AloneMayo Okamoto		A ballad that sings of a woman’s complex feelings after her lover was taken by her friend
6	Eyes Are DiamondMatsuda Seiko		Seiko Matsuda’s heartrending heartbreak song
7	Morning of PartingPedoro & Kapurishasu		Introduction to a classic song that depicts a heartrending farewell
8	I can’t stop this sadnessAnri		The heartrending feelings of a woman whose boyfriend was taken by her best friend
9	Parting CitySuzuki Masayuki		Masayuki Suzuki’s finest ballads
10	ShipwreckNakamori Akina		A classic song that poignantly portrays the sorrowful feelings of a woman who has lost her loved one
11	I want to go back to that dayArai Yumi		A famous song by Yumi Arai that depicts memories of youth
12	LetterYuki Saori		Yuki Saori’s classic: a beloved song with a breakup theme
13	The Day the Seagulls FlewWatanabe Machiko		A representative breakup song by Machiko Watanabe
14	Cheer up!Yakushimaru Hiroko		A warm message song to comfort a friend with a broken heart
15	Listening to OliviaAnri		Anri’s debut song is a gem that delicately portrays the pain of heartbreak.
16	I Love you,SAYONARAChekkāzu		The Checkers’ farewell song, love and poignancy
17	I love you more than anyone.Furuchi Toko		A classic song that portrays the bittersweet emotions of people in love
18	Beyond the GoodbyeYamaguchi Momoe		Momoe Yamaguchi’s moving farewell and song of hope
19	Drinks for twoAzusa Michiyo		A song that gently accepts the parting of love
20	I’m sorryTakahashi Mariko		Mari Takahashi’s classic song depicting parting and regret
21	Love is overŌyō Fifi		A heartbreak song. Where tenderness and sorrow intersect.
22	A Doll’s HouseHirota Mieko		Mieko Hirota’s signature love song
23	I’ll wait.amin		A smash hit from 1982. The bittersweetness of love and the resolve to keep waiting.
24	The memories are too beautifulYagami Junko		Junko Yagami’s poignant love ballad
25	Tearful KissSazan Ōrusutāzu		A signature ballad by Southern that depicts the pain of heartbreak
26	Goodbye once moreChekkāzu		A famous ballad by The Checkers themed around farewell
27	Rainy BlueTokunaga Hideaki		A heartrending love story that begins in a phone booth at midnight
28	I Want to See You ~Missing You~Matsuda Seiko		A love ballad about heartbreak and reunion
29	Even though it’s springKashiwabara Yoshie		Yoshie Kashiwabara’s graduation song, written and composed by Miyuki Nakajima
30	Darkening RoomArai Yumi		A masterpiece by Yumi Arai that captures the poignancy of parting
31	I can’t put it into wordsofukōsu		Introducing Off Course's soul-stirring masterpieces
32	Mr. Summertimesaakasu		Circus’s debut song, singing of lost love
33	Farewell SongNakajima Miyuki		Miyuki Nakajima’s heartbreak songs, soul-stirring masterpieces
34	Love in KyotoNAGISA YŪKO		Depicting a woman’s resolve to step into a new life after heartbreak