A gaming device having a game with a plurality of selections, where each selection has at least two characteristics. The gaming device is controlled by at least one processor to display a plurality of the selections; display an indication of one of the selections functioning as a base; determine at least one optimal selection from the displayed selections for providing a highest obtainable award for the game; display an indication of the optimal selection; and enable a player to input a pick of one of the plurality of displayed selections, other than the selection functioning as the base, where the picked selection has at least one characteristic that matches one of the characteristics of the selection functioning as the base.