A 1926...
What Burroughs says in the introduction to the edition I have...
I first read You Can’t Win in 1926, in an edition bound in red cardboard. Stultified and confined by middle class St. Louis mores, I was fascinated by this glimpse into an underworld of seedy rooming-houses, pool parlors, cat houses and opium dens, of bull pens and cat burglars and hobo jungles. I learned about the Johnson Family of good bums and thieves, with a code of conduct that made more sense to me than the arbitrary, hypocritical rules that were taken for granted as being “right” by my peers.
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