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Anri’s Heartbreak Songs: Popular Song Ranking [2026]

Anri is a singer-songwriter beloved across Japan, best known for her signature song “Olivia o Kikinagara” (Listening to Olivia).

Among the songs she performs, her bittersweet break-up ballads are especially popular.

This time, we present a ranking of Anri’s most popular heartbreak songs.

Anri’s Heartbreak Songs: Popular Song Ranking [2026]

I can’t stop this sadness.Anri6rank/position

Junichi Inagaki & Yuki Koyanagi – I Can't Stop the Loneliness
I can't stop this sadness.Anri

When it comes to Anri’s heartbreak songs, many people probably think of “Listening to Olivia.” It’s a classic, isn’t it? But if I heard “Olivia” right after a breakup, it would bring back so many memories like a revolving lantern that I might end up crying for real.

So instead, please give a listen to “Kanashimi ga Tomaranai,” which tells the story of, “Wait a second—did I get my heart broken because you, my best friend, stole my boyfriend?” This one is highly recommended too.

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I want to be dumped with a happy endingAnri7rank/position

If it’s going to end anyway, I’d rather keep it as a beautiful memory—this is a heartbreak song where bravado and true feelings intermingle.

Released in March 1987 as Anri’s 20th single, the track was featured in a JT “SomeTime LIGHTS” commercial.

It’s also included on the classic album SUMMER FAREWELLS.

Anri’s vocals resonate with the bittersweetness of a fading summer, striking straight to the heart.

The lyrics, portraying a brave yet sorrowful protagonist trying to smile in the face of parting, really hit home.

On nights when you want to look just a little ahead and sort through your memories even amid painful heartbreak, give it a listen.

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