May 7, 2018 (WATCH) Plead The Fifth with Orlando! Round 4! There's nothing like asking the boss man what's on your mind and knowing that he HAS to answer you or #PleadTheFifth! Related (WATCH) Orlando And The Freakshow Play "Plead The Fifth"! Find Out If Meredith Can Answer All The Questions! (WATCH) Plead The Fifth with Orlando! (3rd Edition) Orlando And The Freakshow Play Plead The Fifth! It's Mark's Turn! (WATCH) Orlando And The Freakshow #PLEADTHEFIFTH featuring Orlando!