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1.
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.
 
2.
Feeling like shit or being hung over.
"Your're wearing it"
"You're such a wear"
"I just wore it in math class"
by Jude Tortorella November 24, 2005
 
3.
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.
that coconut cream pie is better than sex!, but i'm going to end up wearing it!

i love me some pie! (pizza) but i'll just end up wearing it!!
by michael foolsley December 05, 2009
 
4.
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.
Wearing it, il douche!!!...
by VAKI5 January 20, 2005