rakish
1. rak.ish \'ra--kish\ aj : of, relating to, or characteristic of a rake :
DISSOLUTE - rak.ish.ly av
2. rakish aj [prob. fr. 3rake; fr. the raking masts of pirate ships] 1:
having a smart stylish appearance suggestive of speed {a ~ ship } 2:
negligent of convention or formality : JAUNTY {~ clothe s} - rak.ish.ly av
Webster's English Dictionary