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Owl in an Ivy Bush

(Like an). Very ugly, a horrible fright [of a fellow]. Said of (or to) a person who has dressed his head unbecomingly, or that has a scared look, an untidy head of hair, or that looks inanely wise. The ivy bush was supposed to be the favourite haunt of owls, and numerous allusions to this supposition might be readily cited.

Good ivy, say to us what birds hast thou?
None but the owlet that cries `How, how!' 

Carol (time Henry VI.).

Source: Dictionary of Phrase and Fable, E. Cobham Brewer, 1894
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More on Owl in an Ivy Bush from Infoplease:

  • Owl in an Ivy Bush - Owl in an Ivy Bush (Like an). Very ugly, a horrible fright [of a fellow]. Said of (or to) a person ...
  • Ivy Bush - Ivy Bush Like an owl in an ivy-bush. Having a sapient, vacant look, as some persons have when in ...
  • Dictionary of Phrase and Fable: O - Definitions, origins, and illustrative excerpts for words, phases, and literary allusions starting with "O"

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