Originating from the idea of ordering the most obnoxiousdrink at the bar, whipwacker can be likened to an obnoxious person or group - specifically used for bachelorette parties in Nashville.
A person who Is that stupid bitch in your class but you feel bad because you look at them and know they are never going to have a girlfriend/boyfriend or even a friend.
"Damn don't you feel so bad for Donald?"
"Yes, he's such a whiptoad"