iWhittle Share definition Flag verb: The act of whittling a taper on a headphone jack or connector in order to fit it to an iPhone. "Since Bob had to iWhittle his pricey Bose headphones, the shavings were all over his cube." iWhittle by BeenThereDoneIt August 23, 2009 0 0 Get merch Get the iWhittle mug. Buy Now — $32.95 See more merch