Last of Robin Hood also centers on a young woman who falls for a rakish older movie star.
Sometimes his leather jackets were sporty and rakish, at others they were sculpted into prim, hourglass shapes.
The prince was rakish and clever and yes, even charming at times.
1706, "debauched, disreputable," from rake (n.2) + -ish. Related: Rakishly; rakishness.
The meaning "smart, jaunty, dashing" (1824) is said to be a different word, probably from rake "slant, slope" (1620s), used especially in reference to a ship's hull or sails, of uncertain origin, perhaps from Scandinavian (cf. Old Swedish raka "project, reach;" Danish rage "protrude, project") related to Old English reccan "stretch." "The piratical craft of former times were distinguished for their rakish build" [Century Dictionary].