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If you want traditional superhero without being overwhelming, Ultimate Marvel is an excellent place to start. Ultimate Spider-Man kicks off the whole thing, which presents the essence of the Marvel Universe without 50 years of back story. If he digs Spidey, then he can also start reading X-Men and the Ultimates (Ultimate Universe's Avengers), so there's plenty for him to explore.
Alternatively, something like Watchmen or Sandman might be a way to go, if you think he'd be more into the graphic novel format.
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I wake up in the morning more tired than before I slept
I get through cryin' and I'm sadder than before I wept
I get through thinkin' now, and the thoughts have left my head
I get through speakin' and I can't remember, not a word that I said
- Ben Harper, Show Me A Little Shame
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