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1.
More than Whipped. Elite group of people who are beyond the point of being whipped
you are the whippedest person i know.

T-roy is whipped, but kuven is the whippedest!
by t-roy19 February 07, 2011
 
2.
That would be "pussy whippedest", not "Redi-Whippedest" or "Cool Whippedest". Beyond just "whipped"...
Referring to Kathie Lee Gifford's husband Frank Lee Gifford as "The whippedest ex-football player in history."
by marynightshade December 07, 2009