IMBAD

Set to 4 different clues across 4 published puzzles, most often "That was devilish of me" — The New York Times, Thursday, 19 January 2006.

5 letters

Every clue on record, most used first

"That was devilish of me"once
The New York Times — Thursday, 19 January 2006
Comment from a tough guyonce
The New York Times — Saturday, 12 February 2005
Michael Jackson's 1987 boastonce
The New York Times — Sunday, 9 January 2005
Michael Jackson boast, in a 1987 hitonce
The New York Times — Monday, 20 April 1998