Definition of "rakishly"

The stair carpets are hanging on lines in the back garden, and Susanna, with her cap rakishly on one side, is always to be seen polishing the stair rods.

1898, Kate Douglas Wiggin, chapter 8, in Penelope’s Progress […], Boston, Mass., New York, N.Y.: Houghton, Mifflin and Company […]

Wearing a suit the colour of a London bus, a rakishly tilted flat cap and carrying a walking cane, he resembles an eccentric country squire out for a ramble: the Day Tripper.

2005, Dorian Lynskey, Dr John: Barbican, London, in: The Guardian, January 13 2005