Definition of "rakish" [rak•ish]

• Nautical Having a trim, streamlined appearance: "We were schooner-rigged and rakish, with a long and lissome hull” ( John Masefield). (adjective)
• Dashingly or sportingly stylish; jaunty. (adjective)
• Of the character of a rake; dissolute. (adjective)

American Heritage(R) Dictionary of the English Language, Fifth Edition. Copyright (c) 2011 by Houghton Mifflin Harcourt Publishing Company. Published by Houghton Mifflin Harcourt Publishing Company. All rights reserved.

• "It turned out looking kind of rakish and cheerful and rather like how I like to think of myself."
• "I think it's kind of rakish--looks like he's winking."
• "My insistence that my haircuts are in some capacity 'rakish' no matter what anybody (chotbot) says."