Very interesting thread (one minor derailment aside). I have to say, in general, I agree with the OP's proposition. Not because of any preference for a 'lived-in look' (if you take care of your clothes and yourself, the former won't looked lived-in) but because a big wardrobe invites variety for varierty's sake. Having a small wardrobe, for whatever reason, forces you to conentrate on what you like and on what suits you. The results will generally be better. Typically, Parker got there before me: Too many options can lead to bad combos. I think the key to looking good as often as possible is to acquire things that can be mixed with most of your other things easily. I guess one could do this with a large wardrobe, but it would probably work better (or just as well) with a smaller one. This restrained approach narrows one's style identity, so probably won't work for those who are more experimental or like to express different identities.