Definition of "asshole"

asshole¹

/ˈæsˌhoʊl/

noun
plural assholes
1. (vulgar) The anus.
  Quotations
  She said she couldn't wiggle when she had the doorknob in her asshole.
  1910, “Appellate Division of the Supreme Court of the State of New York Third Department”, in Google Books‎, retrieved 2014-07-27
  'You talk as if you were born without an asshole,' he cried to Commander Semmes.
  1954, Ira Wolfert, An Act of Love: A Completely Retold Version of the Novel, page 54
2. (vulgar, derogatory) A jerk; an inappropriately or objectionably mean, inconsiderate, contemptible, obnoxious, intrusive, stupid, and/or rude person.
  Quotations
  He philosophised all day about Morandi, Klee, Miró and Picasso, and was such an asshole that he spelled "cunt" with a "d".
  1965, Jan Cremer, translated by R. E. Wyngaard and Alexander Trocchi, I, Jan Cremer, page 78
3. (vulgar, by extension, often appositional) Anything unpleasant or undesirable.
  Quotations
  You oughta have better sense than to trust anyone with anything in this asshole place.
  1976, Felix Goodson, Sweet Salt, page 254
  ... but when he started bugging the bartender to shut the asshole TV off because he wanted to have a serious discussion...
  1979, Ronald Sukenick, Long Talking Bad Conditions Blues, page 83

asshole²

noun
plural assholes
1. (obsolete, Scotland and Northern England) A receptacle under a fire grate for collecting ashes.
  Quotations
  Esshole, Asshole, the hole under the fire to hold ashes.
  1775, Tim Bobbin [John Collier], The Miscellaneous Works of Tim Bobbin, Esq., page 68