Miles Davis recorded the 1980s hit Time After Time by Cyndi Lauper. Ok.
Actually, it does sound ok. I've been listening to all that intense late sixties/early seventies Miles and this is a pleasing alternative.
From Raymond Chowkwanyun's review of the book So What by John Szwek, here's why Davis recorded it:
At the very end of his life he professed an unwavering admiration for Cyndi Lauper's "Time after Time" and it became a staple of his concert performances. But then he had always admired singers and Frank Sinatra had a huge influence on his early playing. He wanted to play like the great singers.