Tutoring teenagers is as much about building self confidence as teaching skills. This paper states that teenagers who have disengaged from reading probably had difficulty learning to read in the primary grades. According to most research, at this critical age, they missed the pleasure of getting lost in a story or discovering new information in books. The paper finds that, by their teenage years, reading becomes a school-imposed activity. It asks tutors to think of tutoring as awakening a young person to the expansive world of print information, literature, and the infinite possibilities of reading, writing, and talking. And it provides 14 questions for tutors to consider as they prepare for their unique tutoring situation, questions such as the following: What choices can you give students? What strategies encourage independence and engagement? How can you build confidence and pride? How can conversation develop literacy skills? and How can you incorporate reading aloud in tutoring sessions? (NKA)