shrewdest

astute cagey canny crafty farsighted ingenious judicious keen penetrating perceptive probing prudent sensible sharp slick sly smart wily wise

acute argute artful astucious brainy calculating cunning cutting deep discerning discriminating foxy heady in the know inside knowing on the inside on top of perspicacious piercing profound quick-witted sagacious savvy shark slippery smooth streetwise tricky underhand up on wised up

blunt dull foolish honest idiotic ignorant inept obtuse senseless slow stupid unclever unintelligent unreasonable unstylish unwise

frivolous naive unthinking