To a political pundit: Nixonland, by Rick Perlstein
To a mumorpeger-playing alpha geek: Halting State, by Charles Stross
To someone who needs to quit whining: The Discourses of Epictetus
To someone who has lost faith in fantasy novels: The Name of the Wind, by Patrick Rothfuss
To myself at 10: The Adventures of Endill Swift, by Stuart McDonald
To myself at 16: Callahan’s Crosstime Saloon, by Spider Robinson
To someone who takes things too lightly: Shikasta, by Doris Lessing
To someone who takes things too seriously: Tales of the Dying Earth, by Jack Vance
To someone interested in early 20th century Europe: The Pyat Quartet, by Michael Moorcock
To someone rather clever: Slaughtermatic, by Steve Aylett
To a teenage rebel (or someone you want to make into one): Little Brother, by Cory Doctorow
To the discerning short story reader: The Golden Apples of the Sun, by Ray Bradbury
Happy annual celebration of the Jesus child deity!