Entry 2 senses · 2 variants Webster, 1913 Buttonhole /bŭt'-ən-hōlˌ/ · But·ton·hole · IPA /ˈbʌtənˌhoʊl/ n. v. t. 01 n. The hole or loop in which a button is caught. 1. The hole or loop in which a button is caught. 02 v. t. To hold at the button or buttonhole; to detain in conversation to weariness; to bore; as, he buttonholed me a quarter of an hour. 1. To hold at the button or buttonhole; to detain in conversation to weariness; to bore; as, he buttonholed me a quarter of an hour.