This year as I was losing weight I got into a routine where every week or two I'd pull out all my <category of clothes> and try every single stinkin' one on. It was a necessity, especially with pants and skirts, because I was losing weight fast enough that jeans could go from just fine to ridiculously loose in a fortnight. It was tedious but also kinda fun because there were always a few things that had been too small before that would fit, so I got "new clothes" without spending any more money.
I don't really tend to make outfits ahead of time, though - it's all the combinations and styling and accessories that take time, not just pulling something on, looking at it quickly in the mirror, and making a decision about it. I tend to adjust those on the fly as I'm getting dressed (assisted by the fact I work at home and don't usually have to rush out of the house in the mornings).