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rakish1

[rey-kish] /ˈreɪ kɪʃ/
adjective
1.
like a rake; dissolute:
rakish behavior.
Origin of rakish1
1700-1710
1700-10; rake2 + -ish1
Related forms
rakishly, adverb
rakishness, noun

rakish2

[rey-kish] /ˈreɪ kɪʃ/
adjective
1.
smart; jaunty; dashing:
a hat worn at a rakish angle.
2.
(of a vessel) having an appearance suggesting speed.
Origin
1815-25; rake3 + -ish1
Synonyms
1. sporting, dapper, debonair, breezy.
Dictionary.com Unabridged
Based on the Random House Dictionary, © Random House, Inc. 2015.
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Examples from the Web for rakish
Contemporary Examples
Historical Examples
  • And my Aura must be deaf to rakish young beaux and their compliments.

    Love and Life Charlotte M. Yonge
  • He bowed, rakish and smiling, with all the airs of a dancing master.

    The Pirate of Panama William MacLeod Raine
  • We were real characters by now with our leather jackets, rakish hats and our 45's in our shoulder holsters.

  • He was leaning back in a morris chair, rakish, debonair, and at his ease.

    Brand Blotters William MacLeod Raine
  • “I never was so scared in all my life,” stated Lois Daggett, straightening her hat which had assumed a rakish angle over one ear.

    An Alabaster Box Mary E. Wilkins Freeman and Florence Morse Kingsley
  • I do not know what a rakish craft is; but this was very rakish and very crafty.

    The World I Live In Helen Keller
  • Some were arrayed in tattered dressing-gowns, and had a look of rakish fashion.

    The History of Pendennis William Makepeace Thackeray
British Dictionary definitions for rakish

rakish1

/ˈreɪkɪʃ/
adjective
1.
dissolute; profligate
Derived Forms
rakishly, adverb
rakishness, noun
Word Origin
C18: from rake² + -ish

rakish2

/ˈreɪkɪʃ/
adjective
1.
dashing; jaunty: a hat set at a rakish angle
2.
(nautical) (of a ship or boat) having lines suggestive of speed
Word Origin
C19: probably from rake³ (sense 1), with reference to the sloping masts of pirate ships
Collins English Dictionary - Complete & Unabridged 2012 Digital Edition
© William Collins Sons & Co. Ltd. 1979, 1986 © HarperCollins
Publishers 1998, 2000, 2003, 2005, 2006, 2007, 2009, 2012
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Word Origin and History for rakish
adj.

1706, "debauched, disreputable," from rake (n.2) + -ish. Related: Rakishly; rakishness.

The meaning "smart, jaunty, dashing" (1824) is said to be a different word, probably from rake "slant, slope" (1620s), used especially in reference to a ship's hull or sails, of uncertain origin, perhaps from Scandinavian (cf. Old Swedish raka "project, reach;" Danish rage "protrude, project") related to Old English reccan "stretch." "The piratical craft of former times were distinguished for their rakish build" [Century Dictionary].

Online Etymology Dictionary, © 2010 Douglas Harper
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