Feeling like shit or being hung over.

When you eat dirt for the first time and leave your family to build a shack in the woods

Getting absolutely owned, equivalent to getting a load busted onto your face.

The phrase and definition were derived from the idea of "wearing" a load of semen to the face. The phrase also carries over into everyday use referring to hang overs or other displays of general weakness.

showing off one's status in the organization by dressing the part. "Wearing it" usually involves an Italian suit, a pinky ring, a hankie in the breast pocket, gold cufflinks, and other ornamentation. Silvio has his own inimitable way of wearing it.

get fat -booting (eating) lots of high fat foods and imaging them turning straight to fat and taking up shop ('residence') on and around ones' body parts.