1928, "to deceive playfully," also "empty, misleading talk" (n.) and "a style of fast, lively jazz and dance music," American English, from Black English, probably of African origin (compare Wolof jev, jeu "talk about someone absent, especially in a disparaging manner"). Related: Jived; jiving. Used from 1938 for "New York City African-American slang."
"not acting right," 1969, U.S. black English, from jive (n.) (see jive (1)). Extended form jive-ass (1964, adj.; 1969, n.) is defined in OED as "A word of fluid meaning and application."