skipjack (n.) Look up skipjack at Dictionary.com
1550s, "a pert shallow-brained fellow; a puppy, a whipper-snapper; a conceited fop or dandy" [OED], from skip (v.) + generic name jack (n.). Applied 1703 to tropical fishes with leaping tendencies. In reference to a kind of sailing boat used on Chesapeake Bay, attested from 1887.