shadiest
Least on the level
Shadiest is the superlative of shady—the most shaded or the most questionable.
A literal use: This is the shadiest spot in the garden.
But shadiest more often describes suspicious or dishonest dealings: That's the shadiest car dealership in town.
The slang sense dominates contemporary usage.
Crafty and calculating
- connivingSecretly planning wrongdoing
- underhandedSecretly dishonest or unfair
- deceitfulInclined to mislead others
- duplicitousDeliberately deceptive in nature
sneaky · sly · cunning · crafty · manipulative · dishonest · fraudulent · untrustworthy
Disreputably low-quality
- seedyRundown and disreputable
- dodgyQuestionable in character
- sketchyIncomplete or suspicious
- crookedBent or dishonest
corrupt · underworld · back-alley · black-market · illicit · lowlife · unsavory · notorious
scheming
Crafty and calculating
- connivingSecretly planning wrongdoing
- underhandedSecretly dishonest or unfair
- deceitfulInclined to mislead others
duplicitous · sneaky · sly · cunning · crafty · manipulative · dishonest · fraudulent · untrustworthy · treacherous
sleazy
Disreputably low-quality
crooked · corrupt · underworld · back-alley · black-market · illicit · lowlife · unsavory · notorious · questionable
canopy
Overhead protective covering
pergola · arbor · trellis · veranda · gazebo · overhang · leafy · dappled · sheltered · covered