The article reports on multiple meanings in sentences and metalinguistic awareness in education. Comprehension of lexical ambiguity and structural ambiguity are presented as key components of reading education. The author explores the use of riddles in teaching language comprehension and having students develop their own riddles. The author concludes that riddles can encourage metalinguistic skill development and awareness. Other topics include homonyms, ambiguous sentences, riddle books, and brainstorming.