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Longman Dictionary of Contemporary English
rakish
adjective
COLLOCATIONS FROM CORPUS
■ NOUN
angle
▪ There was Philippa Mannering looking avid in a beautifully cut check suit and a brown beret at a rakish angle.
▪ But some were written at rakish angles.
▪ A black, felt bowler sits on his head, tilted slightly forward at a rakish angle.
EXAMPLES FROM OTHER ENTRIES
▪ a rakish suit
EXAMPLES FROM CORPUS
▪ A black, felt bowler sits on his head, tilted slightly forward at a rakish angle.
▪ A man stood, rakish and upright, and stared at the fences.
▪ Brothels, bars, gambling, rakish clothes and tough-guy postures became his style.
▪ I don't think I should have risked anything quite so rakish.
▪ Saker always has paler crown and is less slender and rakish, but may otherwise be hard to distinguish.
▪ There was Philippa Mannering looking avid in a beautifully cut check suit and a brown beret at a rakish angle.
▪ What a rakish figure did I cut.
The Collaborative International Dictionary
Rakish

Rakish \Rak"ish\ (r[=a]k"[i^]sh), a. (Naut.) Having a saucy appearance indicative of speed and dash.
--Ham. Nav. Encyc.

Rakish

Rakish \Rak"ish\ (r[=a]k"[i^]sh), a. Dissolute; lewd; debauched.

The arduous task of converting a rakish lover.
--Macaulay.

Douglas Harper's Etymology Dictionary
rakish

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

\nThe meaning "smart, jaunty, dashing" (1824) is said to be a different word, probably from rake "slant, slope" (1620s), used especially in reference to any deviation from the vertical in a ship's masts, of uncertain origin, perhaps from Scandinavian (compare 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].

Wiktionary
rakish

a. 1 dashingly, carelessly, or sportingly unconventional or stylish; jaunty; characterized by a devil-may-care unconventionality; having a somewhat disreputable quality or appearance. 2 (context dated English) like a rake; dissolute; profligate

WordNet
rakish
  1. adj. marked by smartness in dress and manners; "a dapper young man"; "a jaunty red hat" [syn: dapper, dashing, jaunty, natty, raffish, smart, spiffy, snappy, spruce]

  2. marked by a carefree unconventionality or disreputableness; "a cocktail party given by some...raffish bachelors"- Crary Moore [syn: devil-may-care, raffish]

Usage examples of "rakish".

Standing, she put on the cotte hardie and critically studied her reflection in the mirror as she adjusted a plumed hat at a rakish angle.

He too must have been busy: His white beard was combed, the thick mustache ends were twisted to a thin point and turned upward, the karakul hat sat at a rakish angle.

Their peakless caps were cocked at a rakish angle and short carbines dangled behind their shoulders.

Encountering at first one or two stares from young bucks, Horatia felt rather conspicuous in being quite unattended, but her alarming frown stood her in good stead, and a rakish gentleman in puce satin who had taken a step in her direction retreated hastily.

Gavin turned toward those pilots, all of whom had donned red scarves to give them a rakish air-and it worked, even for the Gamorrean aft gunner in an old shieldless Y- wing.

Removing his toque, Nfam blew imaginary dust from it, smoothed its feather, put it back on at a rakish angle.

This one was sporting a soft, brimless cap of bright red and blue squares, worn at a rakish angle.

He even sought an interview with Pappoose and asked her to describe the rakish traveler who had so unfavorably impressed her.

This was why their skulls were protected by two sets of horns: the bony triangle above each eye that gave the rakish wedge shape to his skull, and the longer backswept curving horns that arced gracefully out behind the first pair.

I ducked my behatted head, but not before catching another snatch of my reflection in one of the looking-glasses: a black-haired bravo with his buttons glinting and his hat tipped at a rakish angle.

Surely that brown-hooked rakish leathery dorsal could not belong to a broadbill swordfish, one of my old gladiator friends way down here in the Antipodes!

The design was the one called Chesapeake Bay bugeye, which meant that she had a flat bottom, a centerboard, a rakish clipper bow, and the masts slanted back at a dashing angle.

Abu Musa spread himself and his pale blue galabieh over the rest of the seat, a dazzling white keffiyeh on his head for the occasion, set at a rakish angle above his hawklike face.

When you think of ghost towns you think of open spaces, two or three blocks of crumbling false-front buildings, tumbleweeds everywhere, a saloon with one of its batwings canted at a rakish angle, hitchracks and horse troughs and broken signs flapping in the wind.

A chimp in a sober black suit with a watch-chain looped athwart his bosom, a mortarboard at a rakish angle on his head, stood at the blackboard armed with a cue.