
Desolation Angels is a semi-autobiographical novel written by Beat Generation author Jack Kerouac, which makes up part of his Duluoz Legend. It was published in 1965, but was written years earlier, around the time On the Road was in the process of publication. According to the book's foreword, the opening section of the novel is taken almost directly from the journal he kept when he was a fire lookout on Desolation Peak in the North Cascade mountains of Washington state. Much of the psychological struggle which the novel's protagonist, Jack Duluoz, undergoes in the novel reflects Kerouac's own increasing disenchantment with the Buddhist philosophy with which he had previously been fascinated.
It's been a while, but I remember enjoying a lot the very early writings that were collected posthumously in Atop an Underwood, very easy to pick up arbitrarily. Other good ones - Desolation Angels, Dharma Bums, The Town and the City, Subterraneans, Satori in Paris. Those are all formative. There was another posthumous release And the Hippos Were Boiled in Their Tanks which was just a funny and ridiculous retelling of a murder of a friend.
Of course, lots of fun stuff from Bukowski, Gregory Corso, Gary Snyder, Phil Lamantia, John Clellon Holmes, Richard Brautigan, short stories and poems. Neal Cassady Collected Letters, 1944-1967 was probably my single favorite book back then. I'm sure I'm forgetting lots of stuff.
Oh and Dog https://www.youtube.com/watch?v=Hk8cMyCUnoo
1. Comfort reading/nostalgia/guaranteed satisfaction (e.g. Mark Twain, Joseph Conrad, some of the SF greats)
2. Knowing there's more in there to absorb that I didn't get last time or have forgotten (e.g. various Neal Stephenson doorstops, biographies, history books)
3. Suspicion I didn't "get it" the first time and might appreciate it more now (e.g. not a personal example, but good summary - the famous line that "You read Don Quixote three times in your life. The first time it makes you laugh. The second time it makes you think. And the third time it makes you cry.". My personal example would be Code Complete!)
4. Plus, this being HN, straight technical books, which I reread to refresh and improve skils
The last book I reread was Kerouac's Desolation Angels, which actually for me was an interesting mix between categories 1 and 3.
... Yeah I'm on a Buddhism and Kerouac kick right now