Cyndi Lauper’s classic and popular songs
Introducing songs by American singer Cyndi Lauper, who began her career as a solo artist in 1983.
From her debut single “Girls Just Want to Have Fun” through her fourth single, she landed in the top five of the charts, catapulting her to stardom.
Thanks to her ability to handle a wide range of styles, she’s often called a singer with a rainbow of voices.
It’s said that during her early years, she worked at a Japanese restaurant in New York, which sparked her deep affection for Japan.
She has taken part in charity efforts for earthquake relief and has appeared on the NHK Kōhaku Uta Gassen.
Now, please enjoy Cyndi Lauper’s vocals with this playlist.
- Cyndi Lauper Popular Songs Ranking [2025]
- Cyndi Lauper Ballads and Popular Songs Ranking [2025]
- Karaoke Popular Song Rankings of Cyndi Lauper [2025]
- [Western Music] A roundup of debut songs by female artists from the 1970s
- A global hit from her debut! Olivia Rodrigo’s popular songs
- [Western Music] Upbeat and cute songs by female artists
- Popular Western female singer-songwriters
- Still Shining! Recommended Female Singers of 1980s Western Music
- Lady Gaga’s greatest and most popular songs
- [Global Diva] A Collection of Celine Dion’s Greatest and Most Iconic Songs
- Debut songs by female Western artists from the 1980s
- [Late-Blooming Superstar] A Quiz About Cyndi Lauper
- Nostalgic or fresh? Great Western pop masterpieces and hit songs from the 1980s
Cyndi Lauper’s classic and popular songs (31–40)
Sally’s PigeonsCyndi Lauper

The intro starts with vocals over percussion, and various instruments gradually layer in.
At that moment it moves right into the chorus and then into the second verse.
This kind of flow is a common arrangement in classical music.
I think it’s a ballad-style piece.
On the Sunny Side of the StreetCyndi Lauper

Included on the 2003 album “At Last.” A singer born in 1953 from New York State.
The song was composed around the 1930s and later became a jazz standard performed by many musicians.
The intermittent keyboard tones blend well with her vocals, creating a nicely polished pop sound.
Calm Inside The StormCyndi Lauper

Included on her second album, True Colors, in which Cindy, who became an overnight sensation thanks to the massive commercial success of her debut, took on the challenge of expressing her “true self.” The sound features a simple arrangement stripped of excessive ornamentation.
At the time, footage of her performing this song was broadcast on Japanese television with the lyrics subtitled.
Money is everythingCyndi Lauper

Cyndi Lauper, who was going head-to-head with Madonna at the time.
Her eccentric hair, her outrageous outfits—they blew my mind.
It’s not her most famous song, but it’s the one that gets everyone going “whoa!” and hyped.
I also remember her stunning live performances and powerful vocals.
Hole in My Heart (All the Way to China)Cyndi Lauper

Released in 1988, “Hole in My Heart” was the theme song for the film “Vibes,” which marked Cyndi’s first appearance in a movie and her first leading role.
It’s a fun rock tune with a lively rhythm.
However, the film itself seems to have received mixed reviews.
Cyndi Lauper’s classic and popular songs (41–50)
Who Let In The RainCyndi Lauper

It’s the first single from her fourth album, Hat Full of Stars.
It only reached No.
32 on the UK charts, so it wasn’t much of a hit, but while the literal translation is “Who Let the Rain Fall,” it really means “Who’s to blame for things ending up like this.” It’s a gentle, lovely song.
True ColorsCyndi Lauper

It’s a slow Cindy Lauper song that many people love for its worldbuilding and atmosphere.
A complete change from her brisk, poppy image, it’s very delicate, with a chorus that leaves a strong impression.
By the time you finish listening, you’ll likely feel as if your heart has been cleansed.





