Classic Western songs about regret. Recommended popular tracks.
Here’s a list of classic Western songs about “regret.”
The genres vary—love, friendship, and regrets about the past.
As is often the case with Western music, the lyrics in each track feel disarmingly straightforward, almost awkwardly sincere.
There are some lesser-known hidden gems too, so don’t miss them.
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Masterpieces of Western music about regret: Recommended popular songs (21–30)
If I Could Turn Back TimeCher

A track produced by Diane Warren, who has also worked on songs for artists like Aretha Franklin and Celine Dion.
It sings about regret for every word and action that hurt a lover.
It was released in 1989 by Cher, the American singer and actress.
RegretNew Order

A track released in 1993 by the British alternative rock band New Order.
It became a hit worldwide and reached No.
1 on the U.S.
charts.
Inspired by the difficulty celebrities face in maintaining a normal life, it has been covered by acts such as The Get Up Kids.
A Whiter Shade Of PaleProcol Harum

It’s a song with a deeply nostalgic vibe, and anyone who loves the ’60s–’70s will definitely be moved to tears.
The distinctive synthesizer sound will undoubtedly pierce your heart.
As it builds toward the latter half, it gradually brings the tears on, so take your time, listen closely, have a good cry, and feel refreshed.
IrresponsibleKiana Ledé

This song by American R&B singer Kiana Ledé conveys her aching emotions.
Carried by a melancholic melody, it tells the story of a heart shattered by the irresponsibility of someone she trusted.
The despair of realizing that the flirtatious signals that made her believe the feelings were mutual were nothing but her own misunderstanding is truly painful.
The way she wavers between blaming the other person and being unable to let go of her feelings is something anyone who has experienced unrequited love can painfully relate to.
Kiana Ledé’s soulful voice seems to envelop and soothe this unbearable suffering.
Better NowPost Malone

This is a song by American artist Post Malone about the lingering feelings for a former lover.
Even while putting on a brave face and saying “I’m fine without you,” the heart can’t help but keep thinking of that person—many of us have probably felt that way.
Despite its upbeat melody, the lyrics lay bare a painfully straightforward longing that tightens the chest.
An unforgettable love can be agonizing, but the experience of loving someone that deeply will surely help you grow.
Listen to “Better Now,” accept your feelings just once, and take your next step forward.

