What do Tori Spelling, the Church of Scientology, Oprah Winfrey, and Donald Rumsfeld all have in common?: They-and many others-have answered letters from "Little Billy", a grown man with a cache of stamps and far too much time on his hands. Funny, touching, and delightfully quirky, Billy's letters cover a broad range of subject matter:
- Operation Drop-Out: Considering dropping out of elementary school, Billy writes to serial killers and celebrities seeking their wise counsel.
- Billy's Law: Which Supreme Court Justice prefers the Big Mac to the Whopper? Who is Janet Reno's favorite crime fighter? What do Robert Shapiro and Congressman Gary Condit say is the best defense for being framed for murder? Billy finds out.
- The Making of the Class President: Billy runs for class president and collects "endorsements" from Nancy Reagan, Dick Cheney, George HW Bush, Gerald Ford, Bob Dole, Ken Starr, and Colin Powell.
- Choosing My Religion: Billy asks representatives from the Catholic, Presbyterian, Mormon, Raelian, Satanic, Scientologist, Hare Krishna and Unification Church (Moonies) what is "cool" or "easy" about their religion.
Presidents, Supreme Court Justices, Celebrities, Heads of Corporations, Serial Killers, Robot Makers, and the NesQuick Bunny have all replied to "Little Billy's" scrawled questions.