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Yep, I got the impression that being good does no harm for starting the "dark side" quest series, but vice versa would be a problem. So I'll run through all the Mages Guild, Fighters Guild, and main quest sequences before I do the Thieves and Dark Brotherhood ones. I'm not sure they'll be worth the effort at that stage, even after levelled rewards, as it looks likely that you'd max out the rewards before getting that far, and have equivalent goodies from the quests already done.

If the "naughty" quests don't have to be done in sequence, I may cherry-pick the interesting ones.

I don't think I'll get to the point of addiction where I have to do all the quests, buy all the housees, horses and collect one of each item, max every stat etc., but I am getting tempted to check out making custom mods.