Kari, I haven't done SYC before, but I did a little experiment yesterday, which you might find useful.
I gave myself sometime to sit down, and jot down some outfit ideas. I looked at Kimberly's inspiration calender, inspiration pictures that I had saved in a folder of some of my favorite bloggers and my list of wardrobe items (I have a running excel sheet of everything in my closet). Then I created almost a month worth of new combos. It goes something like this:
Monday: Target sparkly skirt + teal top + br mustard cardi
Tuesday: chambray dress + flower cardi
Wednesday: red skirt+ blue oxford + black striped top + pearls
Thursday: Navy tulle skirt + white tuxedo shirt + wrap cardi
Friday: tweed dress + green turtleneck
Saturday: Old Navy red sweater + skinny jeans
You see, some of them are more specific while others are more crude ideas. I have about 24 of them. Even if one particular outfit does not work (but they usually do, since by now I have a good idea of how my wardrobe items fit me and how they work with the rest of my wardrobe), I still have quite a few that I can fall back on. Also, I will use this only as a road map, it doesn't necessarily mean I will wear each outfit on the day it was originally assigned. In any case the idea of having a whole new set of never worn outfits keep me excited and motivated and less likely to make new purchases.