RAG Music
Lovely Western music

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.

Classic Western songs about regret: Recommended popular tracks (11–20)

A Whiter Shade Of PaleProcol Harum

𝕬 𝖂𝖍𝖎𝖙𝖊𝖗 𝕾𝖍𝖆𝖉𝖊 𝕺𝖋 𝕻𝖆𝖑𝖊 – 𝕻𝖗𝖔𝖈𝖔𝖑 𝕳𝖆𝖗𝖚𝖒
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.

Best I Ever HadGary Allan

Gary Allan – Best I Ever Had (Official Music Video)
Best I Ever HadGary Allan

Originally released in 2001 by Vertical Horizon under the title “Best I Ever Had (Grey Sky Morning).” The version by American country music singer Gary Allan was released in 2005 after his wife’s suicide.

I ApologizeAnita Baker

Anita Baker – I Apologize (Official Music Video)
I ApologizeAnita Baker

A track released in 1994 by American singer-songwriter Anita Baker.

The song reflects on regret and an apology for things said during a fight with a lover.

It reached No.

8 on the U.S.

charts and won a Grammy Award.

Praying For TimeGeorge Michael

George Michael – Praying For Time (Official Video)
Praying For TimeGeorge Michael

A melancholic track that sings about people suffering from poverty and inequality, as well as hypocrisy, hatred, and regret.

It was released in 1990 by British singer-songwriter George Michael.

The song became a hit around the world, reaching No.

1 on the charts in the United States and Canada.

Somebody That I Used To KnowGotye

Gotye – Somebody That I Used To Know (feat. Kimbra) [Official Music Video]
Somebody That I Used To KnowGotye

I recommend this for people who want to listen to breakup songs but aren’t into overly elaborate lyrics.

The words are pretty straightforward, and the episodes are quite specific.

I’m sure these episodes are based on real experiences.

Once you understand the meaning, you’ll find yourself laughing.

BlurryPuddle of Mudd

Puddle Of Mudd – Blurry (Album Version) (Official Video)
BlurryPuddle of Mudd

This song gained attention in Japan when it was used as the theme for the shooting game “Ace Combat 5: The Unsung War.” It’s a track by the American rock band Puddle of Mudd, included on their 2001 album “Come Clean.” The lyrics express a poignant feeling of wondering how things ended up this way, despite how important it all was.

Masterpieces of Western music about regret: Recommended popular songs (21–30)

Running BackTHIN LIZZY

It’s a song by Thin Lizzy, the rock band from Ireland.

The laid-back rhythm makes it really pleasant to listen to.

It’s included on their 1976 album Jailbreak.

The lyrics compare a sad love affair to an American football game.