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rakish1

[rey-kish] /ˈreɪ kɪʃ/
adjective
1.
like a rake; dissolute:
rakish behavior.
Origin
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. 2014.
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Examples for rakish
  • Let the rakish trattorias around town get all the fashion plates and media mentions.
  • The industry has changed, although its rakish image remains.
  • No slant, no rakish angle, no attempt to show one side of the head more than the other.
  • Silver helmet, sometimes worn at a rakish angle when the heat and humidity made it slip off his head.
  • Her fall collection includes this rakish rabbit-felt hat with grosgrain ribbon trim.
  • But the dance connotes a debonair flamboyance, a certain rakish style.
  • Freddy's scarred face emerges from his skull, and he calmly picks up his hat and puts it on with its usual rakish tilt.
  • Some of them have been tilted at rakish angles by normal, seasonal frost heaving over the years.
  • It is partially sheathed on the sides and has a deep overhang reminiscent of the rakish prow of a ship.
  • He wears a bold tie and a fedora-type hat tilted at a rakish angle.
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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