By deep I mean with the most obscure original. I am not talking ‘all along the watch tower’ but things like Fever Ray’s cover of Vashti Bunyan’s song Here before
Fever Ray is relatively well known while Bunyan had very limited success
Cyndi Lauper’s Girls Just Want to Have Fun was originally Robert Hazard’s Girls Just Want to Have Fun
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Robert Hazard’s Girls Just Want to Have Fun
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Gloria Jones originally performed Tainted Love in the ‘60s. It didn’t hit until Soft Cell covered it in ‘81.
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“Torn,” by Natalie Imbruglia (1997) was originally written by Ednaswap and recorded in 1995—which, imo, is better. However, even though they wrote it, it was first recorded in 1993 by danish band, Lis Sørensen, who titled it “Brændt,” which means “Burned.”
Bonus! “The State I’m In” a song from Ednaswap’s first album, was covered by Sinéad O’Connor for her 2000 album Faith and Courage.
Harry Belafonte’s exuberent cover of “Day O (Banana Boat Song)” which was a hit in its time and re-popularized by the dinner scene in Beetlejuice.
The original is Jamaican folk/traditional and the first recording of it Eric Connor - Day O has a totally different tone to it. In the original, labouring on a banana plantation is as tiring and depressing as you’d think.
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I’m open-source; check me out at GitHub.
Whiskey In The Jar Song by Metallica, original is from the Dubliners in 1969 a traditional Irish song in the 1950s