Get books that are popular with teenage boys. Ask a bookseller or school librarian for suggestions of popular "young adult" fiction, such as the sports novels of Mike Lupica and the "Spartan Quest" series by Michael Ford. Try websites such as Teenreads.com and the American Library Association's lists of top-ten teen fiction. Check out the book review section of newspapers and magazines for recommended titles, and encourage your teen to do the same.
Ask your teenage boy what kinds of things he likes to read. Teenage boys might not like reading novels, preferring non-fiction, magazines, newspapers or even blogs and websites. Respect his reading preferences; encourage him to keep reading what he likes and use his interests to push him gradually toward longer books. If he likes reading sports blogs, for instance, buy a sports magazine, a book of sports stories or athlete biographies. Buy him a book of world records or weird facts. Try titles from the American Library Association's annual list of top graphic novels for teens.
Ask questions about what your teenage boy is reading. Start a discussion about the issues he likes to read about. If he likes to read about cars, ask him about his favorite cars. Have him show you the websites or publications he likes. Take specific steps to encourage him to keep reading. Take him to author signings and readings, to book fairs or comic conventions and to movies and plays of books he likes to read.
Use technology to encourage reading. Buy your teenage boy an e-reader or a tablet computer. Discuss what books or subscription magazines he would like to read on it. Download them and encourage him to bring his e-reader to places where he might have idle time for reading, such as the waiting room at the doctor's office, on public transportation or at the park.