WordWeb Online

1. (of businesses and businessmen) unscrupulous
   "a shady operation"
   - fly-by-night
    
2. Of questionable taste or morality
   - louche
    
3. Not as expected
   "a shady deal"
   - fishy, funny, suspect, suspicious
    
4. Filled with shade
   "the shady side of the street"
   - shadowed, shadowy, umbrageous

Derived forms: shadier, shadiest

See also: disreputable, questionable, shaded, shadiness, untrustworthy, untrusty

Encyclopedia: Shady Shady, NY Shady, New York