The most outlandish or craziest person, place, thing, or action that one has ever witnessed by one of the senses.
Out of "good, better, best" way of ranking it would be considered the "best" or the "winner" of all things fucked up.
Seeing something so fucked up that calling it fucked up just ain't enough.
I saw a homeless guy take a shit in the middle of an intersection whilst holding a sign asking for money to buy toilet paper. That's the most fuckeduptidest thing I've seen all day!
Nickname given to bales of marijuana thrown overboard or out of airplanes. Origin is reportedly from members of the USCoast Guard in the area of Southern Florida.
"Base we've got some square groupers floating outside of Miami harbor."
A sunburn or suntan focused on the left arm. It is caused by the left side of the body being the only half that gets exposed to sunlight while driving. Presumably, it would be located on the right side of the body in countries where they drive on the left side of the road.
I had a trucker's tan after driving for 10 straight hours on a sunny day.