This document provides 20 ideas for teaching activities that stretch and challenge students. Some of the ideas include having students organize a fictional dinner party seating chart based on literary characters, analyze shopping receipts to infer characteristics of people, translate poems by changing a few key words to other languages, research and debate which of the seven deadly sins is most severe, create lesson plans to teach younger students grammar, and participate in writing competitions. Many of the ideas involve creative writing, critical thinking, or making inferences based on provided texts or scenarios.