picaresque (adj.) Look up picaresque at Dictionary.com
1810, from Spanish picaresco "roguish," from picaro "rogue," of uncertain origin, possibly from picar "to pierce," from Vulgar Latin *piccare (see pike (n.2)). Originally in roman picaresque "rogue novel," the classic example being "Gil Blas."
picaroon (n.) Look up picaroon at Dictionary.com
1620s, "rogue, thief, adventurer; pirate, sea-robber; small pirate ship," from Spanish picaron, augmentative of picaro "rogue" (see picaresque); also see -oon.