Given a wardrobe where the items that are the style one wants to project and look good on one's body are very few, and also closet orphans, and given also very little money to spend on clothes, what would be better?
YAY - Drastic transition. Buy new things that go perfectly with the lovely closet orphans, but that will clash with almost everything else in the wardrobe, and be patient.
NAY - Smooth transition. Buy new things that are a middle ground between one style/color scheme and the other.