What does he like? My 5 yo dd loves the Playmobil dragon and Egyptian sets, large car sets from Maisto, lots of Legos everyone steps on, the new Hotwheels that change color (lots of those in our fridge/freezer), making concoctions out of everything, games from ThinkFun, and of course, her Nintendo DS and Wii. Getting these kids their own pc is a must--dd has had one since she was 2. A DSi may make your son happy as he can download stuff and play games, record music, or draw. Oh, I forgot another favorite--the Magnext magnetic blocks with the extras that let the child build intricated machines. We have their rollercoaster as well, a great physics lesson, but even better fun.