You'd have to go quite a ways back for that one.
Charles Dickens, "Nicholas Nickleby" -- "[h]is looks were haggard, and his limbs and body literally worn to the bone"
Charles Dickens, "Nicholas Nickleby" -- "[h]is looks were haggard, and his limbs and body literally worn to the bone"
The character is fictitious in the first place, so we could argue that "his looks were haggard" is misusing the word were, since were may only refer to a person that existed. :)