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Ha, did not remember that in Color of Magic - there's sooo much good stuff in the Pratchett books - and yes it would be smarmy. The talking, fighting, walking luggage is what I loved. LOL. But the hero was not young in that book.
Anyway, Bob my mind immediately thought of Saberhagen's "Swords" series, all, very cleverly, similarly named, 1st Book of Swords, 2nd Book of Swords, you get the idea.
Good luck on your search.