Something which has reached the next level of positive status. Many things can be good, great, awesome, amazing. Only somethings can be "Proper Fitted".
The word originates from Fitted hats. These fitted hats make the wearer look good because they are properly fitted. In other words they make the wearer look Proper Fitted.
Nickname given to bales of marijuana thrown overboard or out of airplanes. Origin is reportedly from members of the US Coast Guard in the area of Southern Florida.