from The American Heritage® Dictionary of the English Language, 4th Edition
- adj. Nautical Having a trim, streamlined appearance: "We were schooner-rigged and rakish, with a long and lissome hull” ( John Masefield).
- adj. Dashingly or sportingly stylish; jaunty.
- adj. Of the character of a rake; dissolute.
from Wiktionary, Creative Commons Attribution/Share-Alike License
- adj. dashingly, carelessly, or sportingly unconventional or stylish; jaunty; characterized by a devil-may-care unconventionality; having a somewhat disreputable quality or appearance.
- adj. like a rake; dissolute; profligate
from the GNU version of the Collaborative International Dictionary of English
- adj. Dissolute; lewd; debauched.
- adj. Having a saucy appearance indicative of speed and dash.
from The Century Dictionary and Cyclopedia
- Nautical, having an unusual amount of rake or inclination of the masts, as a vessel. The piratical craft of former times were distinguished for their rakish build.
- Resembling or given to the practices of a rake; given to a dissolute life; lewd; debauched.
from WordNet 3.0 Copyright 2006 by Princeton University. All rights reserved.
- adj. marked by a carefree unconventionality or disreputableness
- adj. marked by up-to-dateness in dress and manners
Probably from rake3 (from the raking masts of pirate ships).(American Heritage® Dictionary of the English Language, Fourth Edition)