Sony PlayStation Portable
If he's a gamer, then this is the gift for him. Sony's handheld system lets you play games, listen to music, watch movies, view photos and surf the Web with the flick of a finger. Plus, it's small enough to take on business trips.
Available for $225. For more information, visit www.us.playstation.com/psp. Featured in O, The Oprah Magazine, June 2005.