One of the books I picked up while visiting Powells in Portland was a copy of Nightwork: A History of Hacks and Pranks at MIT. It is written by the Institute Historian, and covers the entire history of the legendary MIT hacks, including commentary from people who did the hacks, as well as some victims and some of the folks from the Confined Space Rescue Team (who were once dubbed, by the hackers themselves "Hackbusters", since they're the ones who have to do the cleanup afterwards).
It's not a long book, only 176 pages, and a number of photographs of classic hacks, but definitely worth adding to the collection of your favorite geek.