I'm trying to remember the name of a book and series that I read maybe 15, possibly just 10 years ago. The first book was classic medieval fantasy centered around a siege, and there was an aging adventurer named D... Drudge? Durk? I think it was a D name, who was this legendary bad-ass hero, but not the main character of the novel. Then the series went back and did a some prequels where that guy's wife was captured and he went on an epic quest to save her, and I think the same author did a bunch of generational leaps forward too, all in the same setting.
Any ideas what that might have been?