When a nerd
tries to hit on
someone out of his league and gets rejected
. The nerd is therefore unable to woo
the person he is hitting on. Frequently comes in the form of a disgusted facial expression or the person walking away from the nerd looking like they saw a ghost.
Named after the infamous 404
web page error that occurs when the page is unavailable.
Alex tried to offer the woman a beer but instead got a 404 - Unable to Woo when he approached her.