This word is from Tish's word list

nebbish

Part of Speech:

noun

Definition:

(Yiddish) a timid unfortunate simpleton

Example:

Jay Baruchel plays the hero -- a security officer at the Pittsburgh airport -- as such a tongue-tied, head-ducking nebbish that it's inconceivable that he would end up with the gorgeous, smart, kind, hockey-loving woman played by Alice Eve."
Mike Hale; Playing the Odds of Love; The New York Times; Mar 12, 2010.