not have a penny to bless (oneself) with(redirected from doesn't have a penny to bless himself with)
not have a penny to bless (oneself) with
old-fashioned To be extremely poor; to have very little or no money to spend. When I stepped off the boat I didn't have a penny to bless myself with, but I new the future was bright. They used to be so well off, but the economy crashed and their business closed, and they don't have a penny to bless themselves with anymore.
not have a penny to bless yourself withbe completely impoverished. dated
This expression refers either to the cross on the silver pennies which circulated in England before the reign of Charles II or to the practice of crossing a person's palm with silver for luck.