late 14c., jogelen, "entertain by clowning or doing conjuring tricks," back-formation from juggler, and in part from Old French jogler "play tricks, sing songs" (Modern French jongler), from Late Latin ioculare (source of Italian giocolare), from Latin ioculari "to jest" (see jocular).
From c. 1400 as "deceive, put (someone) under a spell." Especially of tricks of manual dexterity and legerdemain from mid-15c. Figurative use, of careers, husbands, etc., is by 1940. Related: Juggled; juggling.