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A person who works for a living. A wage earner of some sort.
Fred: I heard they're handing out $50k to people with bad mortgages. Do you think the average working stiff will see ever a dime??

Steve: No chance in hell.
by BaldingEagle October 06, 2010
A person sporting a woody at work.

Also, the action of working while having a stiffy.
I was working stiff this morning, bro. Still had a raging bone when I got to the office!
by RagingBone December 16, 2012