So once you’ve figured out your “style descriptors,” how do you put them into effect?

I can think of 2 possibilities:

Every morning, get dressed, and look in the mirror to see: are all criteria met? (For example, an “urban romantic” might put on a black suit. Decide all-black is too urban and not enough romantic. Seek out a pink scarf to add.)

OR

While shopping, buy things that seem to support the style descriptors, while also filling wardrobe holes.

Right now I don’t know when/how to fit in this extra step
Teach me, panel of experts!