Cyndi Lauper Popular Songs Ranking [2025]

Kinky Boots: Lola’s World (The BEST Lola)Cyndi Lauper43rank/position

Callum Francis – The BEST Lola in Kinky Boots

Kinky Boots, the Broadway musical etched in many people’s memories as one of Haruma Miura’s signature works.

The story depicts a men’s shoe factory on the brink of bankruptcy turning its business around after meeting the drag queen, Lola.

This piece is The Land of Lola, used during Lola’s entrance scene.

It’s a song that conveys the glamour and strength of drag queens.

It’s an impressive track that blends the hallmarks of Cindy Lauper—who could be called a master craftsperson of pop music—with elements of gospel.

Time After TimeCyndi Lauper44rank/position

Cyndi Lauper – Time After Time (Official HD Video)

It was included on American singer-songwriter Cyndi Lauper’s 1983 album “She’s So Unusual.” Released as a single the following year, the song reached No.

1 on the U.

S.

charts.

Today, it has become a standard covered by many artists across genres.

A Night To RememberCyndi Lauper45rank/position

Cyndi Lauper – A Night To Remember

This is a song that struck me as having a very mature way of thinking.

The lyrics convey the struggles of a grown woman who still likes him but neither says it nor tries to appeal to him, choosing instead to worry and think it through on her own.

I think it’s a song I’d want adult women to listen to.

Heartaches By The NumberCyndi Lauper46rank/position

Cyndi Lauper – Heartaches By The Number – Live Performance

This is Cyndi Lauper’s cover of a popular country song written by Harlan Howard and released in 1959.

Cyndi’s vocals blend perfectly with the comforting, uniquely country atmosphere.

Included on the studio album Detour.