Ooh - this is such a great discussion! Aida, I can't wait to see your changes!
And Ornella, I LOVE your remixes; you are an inspiration. I've tried to do similar things with my black sheath dress, too, and I really enjoy that kind of play. (Wish my black sheath was grey like yours but that is another story!)
I have ZERO problem with repetition of an outfit if I love it. ZERO. But at the same time, I like to try things in new combos. My goal is a lean, mean, but totally ME wardrobe of highly remixable items, with, probably, a few "outfits" that will work more for special occasions.