Entry 1 sense Webster, 1913 Skyscraper /skīs'-krāpˌ-ẽr/ · Sky·scrap·er · IPA /ˈskaɪˌskɹeɪpɚ/ 01 n. A skysail of a triangular form. 1. A skysail of a triangular form.(Naut.) [Rare]