Cynthia (of the blog Be Fabulous Daily) did something like this in May that I really enjoyed following along with. You might like to take a peek. I think it can definitely work for you, and it seems to make so much sense! I look forward to your future posts.
I'm an inveterate remixer, so this year I've been trying quite hard to make sure I wear my favourite outfits more than once, and it's definitely increase my clothing enjoyment levels! Of course, it's also made me even more aware of my excessive blouse collection, but at least I have a top for every mood.