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.
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.
I busted on Charlie's mom, she was wearing it.
Charlie's mom is always wearing it (her pearl necklace(s).
I heard once Charlie made his mom wear it.
Getting puked on.
The female "soreness waddle"
Taking a load to the face.
Passing out on the toilet.
Not being able to do the last pull up.
1. The phrase "wear it" originated with a meaning relating to humiliation. If someone did something humiliating or was humiliated in some way, they were "wearing it" or could be told to "wear it."
2. The phrase progressed to have a meaning related to drinking. A person is "wearing it" when they are either very drunk or hung over.