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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Classic Western songs about regret. Recommended popular tracks (61–70)
When I Was Your ManBruno Mars
It’s a song about regretting after a breakup, thinking “If only I had done this, if only I had done that.” I’m not sure if there are really men who think they were that much at fault, but if the other person felt that way, a woman might feel a little happy.
It also makes me a bit curious about why such a kind person had to break up with his girlfriend.
When I Was Your ManBruno Mars
Many listeners must have found their eyes welling up when they heard the emotionally charged chorus.
It’s far too late now, no matter how much I regret it, but the person I am today could throw away that worthless pride and cherish you.
That feeling comes through directly to the listener.
Hard To Say I’m SorryCHICAGO
Some of you may have heard a cover version by a Japanese artist.
It’s a song by Chicago, the popular band from the United States.
It was released in 1982.
As the title suggests, the lyrics express the regret of not being able to be honest with someone you love.
Careless WhisperGeorge Michael
These are lyrics about someone who cheated but doesn’t want to give up on his girlfriend.
In romantic relationships, it’s common that even if the one who cheated regrets it, the person who was betrayed finds it very hard to forgive.
The content of the lyrics is unfortunate, but the song itself is wonderful.
The One That Got AwayKaty Perry
Rather than a heartbreak song, it’s closer to a memory song—or even a regret song.
The lyrics capture a very teenage vibe, about cutting loose and doing reckless things.
It’s poppy and easy to listen to, with an addictive hook that makes you want to sing it at karaoke.
The music video, which builds to a shocking ending, is a must-see.