Recommended male heartbreak songs in Western music. World-famous classics and popular tracks.
There are many songs that sing about past love.
Among them, a lot are Western music, and this time we’ve decided to shine a spotlight on those classics!
There are quite a few incredibly famous songs, too!
It’s also fun to try translating the lyrics.
While letting your imagination expand from the literal Japanese translations, try tracing your memories.
It might resonate with you!
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Recommended male heartbreak songs in Western music: World-famous and popular tracks (31–40)
50 Ways to Leave Your LoverPaul Simon

A track that became Paul Simon’s only number-one hit as a solo artist.
The backing vocals are by Patti Austin and Phoebe Snow.
Its Japanese title, “50 Ways to Leave Your Lover,” is also memorable and has itself been the subject of various parodies.
CryingRoy Orbison

One of Roy Orbison’s signature songs, it reached No.
2 on the Billboard chart.
Although it never hit the top spot, it enjoyed a long run and became a massive success, ranking No.
4 on the year-end chart.
As a standard number, it has been used countless times in films and on television.
Real LoveThe Doobie Brothers

A track included on the album “One Step Closer” that was released as a single.
It became a smash hit, reaching No.
5 on the Billboard chart.
It’s a medium-tempo ballad with a mellow, beautiful melody characteristic of Michael McDonald.
Heaven Knows I’m Miserable NowThe Smiths

One of The Smiths’ signature songs released as a single.
In the UK, it reached number 10 on the charts.
It’s a typically Morrissey-esque, contrarian number; from the music video’s bouquet attached to his backside to the breakup theme, it’s anything but sentimental.
Apologize ft. OneRepublicTimbaland

Starting with a romantic piano melody and Ryan Tedder of OneRepublic’s poignantly resonant vocals that tug at the heartstrings, this is a bittersweet love song.
Included on Timbaland’s 2007 September release Shock Value, the track is a gem of a ballad that portrays the fate of a broken romance.
The superb production by the American producer Timbaland breathed new life into the original song, propelling it to No.
2 on the Billboard Hot 100 and keeping it in the Top 10 for 25 weeks, sparking worldwide acclaim.
Also featured in the TV drama Cold Case, this song gently stays by your side when you want to heal the pain of a breakup or linger in memories of someone special.
Recommended male heartbreak songs in Western music: World classics and popular tracks (41–50)
Be Nice to MeTodd Rundgren

A single cut from the second album, Runt.
It didn’t make much of a hit, but it’s a beautiful ballad that showcases Rundgren’s trademarks.
As always, he plays almost all the instruments (except bass and drums).
The production is also by him.
Wild WorldJimmy Cliff

The original is by Cat Stevens, who also wrote the lyrics and composed the music.
This Jimmy Cliff version was released as a single just a few months after Cat’s original was released, and it became a Top Ten hit in the UK.


