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Pennywise! No contest... Not only a clown (which is bad enough), but one who can manifest your deepest fears. :-(
Freddy is frightening in the same way --- manifesting your fears in your dreams. More frightening because you can only go so long without sleeping... He's pretty unavoidable in that sense. Freddy's cool though. Although I wouldn't want to encounter him in real life obviously. :-p
Pennywise frightens me even as a fictional character on a TV screen/pages of a book (the book scared me more than the mini series actually).
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