North to the Orient - Anne Morrow Lindbergh. Great narrative about her and Charles scouting routes in the early 30's from east coast US to Japan and China along great circle routes. Sitting behind her husband, handing notes back and forth, being the morse code radio operator, flying through crazy situations where nobody ever took planes before, mixing it up with foreign cultures, all while riding awesome open cockpit seaplane powered by a humongous radial...what could be better. This was a time when any self respecting adventurer/aviator named their plane - you can see Sirius at the NASM (on the Mall, not the Udvar-Hazy annex at Dulles).
A Gift of Wings - Richard Bach. More aviation and less of the metaphysical philosophy stuff (not that there's anything wrong with that) you find in Messiah, One, etc. The cool appeal of this book is the occasional pencil drawings, and the short story format...you can slip this paperback in the flight bag and barely notice it, but it's great to bite off small chunks when you have some time, and the FOM for the plane you're flying holds no further appeal on this leg.
Boyd - Robert Coram. Makes you cheer for the dysfunctional family guy who was responsible for bringing the Viper to reality, and developing the science of acting and reacting faster than the opponent into a high art that spread from combat to business.
The World's Worst Aircraft - Bill Yenne. Yeah, we all know how awesome the Blackbird is, but when you've had your fill of blah blah about awesome airplanes, check out this really funny book about the worst of the worst. Lots of juicy details about some real abominations, and some that would have been just mediocre if not for really bad luck, timing, or whatnot.