Entry 3 senses · 2 variants Webster, 1913 Simper /sĭm'-pẽr/ · Sim·per · IPA /ˈsɪmpɚ/ v. i. n. 01 v. i. To smile in a silly, affected, or conceited manner. imp. & p. p. Simpered; p. pr. & vb. n. Simpering 1. To smile in a silly, affected, or conceited manner. “Behold yond simpering dame.” — Shak. “With a made countenance about her mouth, between simpering and smiling.” — ir. P. Sidney. 2. To glimmer; to twinkle.[Obs.] “Yet can I mark how stars above Simper and shine.” — Herbert. 02 n. A constrained, self-conscious smile; an affected, silly smile; a smirk. 1. A constrained, self-conscious smile; an affected, silly smile; a smirk. “The conscious simper, and the jealous leer.” — Pope.