Entry 2 senses · 2 variants Webster, 1913 Shilly-shally · Shil·ly-shal·ly · IPA /ˈʃɪliˌʃæli/ v. i. n. 01 v. i. To hesitate; to act in an irresolute manner; hence, to occupy one's self with trifles. 1. To hesitate; to act in an irresolute manner; hence, to occupy one's self with trifles. 02 n. Irresolution; hesitation; also, occupation with trifles. 1. Irresolution; hesitation; also, occupation with trifles. “She lost not one of her forty-five minutes in picking and choosing, -- no shilly-shally in Kate.” — De Quincey.