rakishlyadv.

1700 E. Ward Step to Stir-Bitch-Fair 13 Here and there one appearring so Rakishly Thoughtless, as if Nature, by his empty Looks, had design'd him to grind Mustard.

1738 Gentleman's Mag. July 357/1 He dresses like a young Fellow, talks rakishly, swears intrepidly, dangles after the Women.

1795 H. Smith Church-man's Answer ii. iv. 109 However a man may be rakishly inclined, he seldom likes a clergyman for being of the same stamp.

1835 C. Dickens Sketches by Boz (1836) 2nd Ser. 235 That smart-looking fellow..who wears his D'Orsay hat so rakishly.

1838 C. Dickens Oliver Twist II. xxxvi. 292 Mr. Bumble took his hat..putting it on rather rakishly on one side.

1884 E. P. Roe Nature's Serial Story iv A..little atom of a bird, with his tail pointing rakishly toward his head.

1946 Cosmopolitan Oct. 145/1 He even rakishly grabbed my startled sister and waltzed her around the room.

1962 R. Ruark Uhuru iii. iii. 221 The glasses were hanging, dangling rakishly from one ear.

1999 S. M. Whiting Satie the Bohemian ii. vi. 127 A rare frontal portrait, posing her somewhat rakishly in front of a fireplace.