look up any word, like blumpkin:
 
1.
A ridiculously enthusiastic personage. Convinced that everything's going to come up roses. Incapable of touching anything that will not, inevitably, fuck up. Completely unaware that the world will fall around his ankels once agin.
"Oh, well done, Guesty, that's worked a fucking treat, hasn't it"

"Yeah, Guesty, I'll put my money on that next ime, you chump"
by james November 15, 2003
 
2.
someone who is critically acclaimed by fellow classmates for being unequivocally individual for his/her actions.
a boy walked into class one morning wearing nothing but a pair of claret and blue y-fronts. The boy in the front row of the class exclaimed, "he's a real guesty, that one!"
by George J.G March 06, 2007