Possible Clues:

• Unfashionable? Fashionable? Which is best?
• Do better than worried tutors, including arts master
• Fox; deceive
• Get the better of graduate among new tutors
• Outwit
• It's best to appear in public well-dressed
• Cunningly get the better of
• Get the better of, intellectually
• Be more canny than to publicly expose pain
• Fool