[rak.ish] adj [[5]rake] (1706): of, relating to, or characteristic of a rake: dissolute
[2]rakish adj [prob. fr. [4]rake; fr. the raking masts of pirate ships] (1824) 1: having a trim or streamlined appearance suggestive of speed "a ~ ship"
2: dashingly or carelessly unconventional: jaunty "~ clothes"