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1.
1. A person at a park outing that brings the exact same game pieces as someone else but forgets to mark them properly.

2. The type of person that sits in their executive suite never doing anything but playing games and making crank calls.

1. Why do we have more than one set of beanbags for Jerry S? What a jerryass, yo!!!

2. That jerryass is some kind of freak robot that does a terrible Charles Nelson Riley impression.

by Rex B. July 25, 2006
 
2.
One who is ineffectual, worthless, or generally sucks at life. Most often attributed to one who is not good at sports or games. Best said in the victim's "backswing".
Adam sucks at all sports, he is a jerryass.
by A-Rok July 24, 2006