Some outfits are better for certain weather conditions or for certain types of work days (long, longer, deskwork, people work, weekends), days I could use a topper or accessories vs. not, occasional work-to-evening activities.

I keep that in mind and so try to match up comfort levels, skirt or pant choices, footwear, fussiness factor, accessories, weather.

All of that usually works out, but one thing I noticed was that I could end up feeling anxious or disappointed if I wore something on a certain day, and then I realized that the next day would have been the ideal day. Or for weather temps, would I wear my “hot-weather outfit” and then the next day was even hotter. Or I’d be in a rush and put on a comfort-cozy FFBO on a type of day I could have managed something more complicated, when the next days after that would be only FFBO’s.

OTOH, if I had too many things for a certain season, I’d see the season passing and realize I was not going to get to wear them.

I guess that all sounds really weird, but at least it has gelled into problem-solving with several angles.

One is, I could identify these general outfit “types” and see that I needed more depth in some areas, so that I didn’t feel like I had just one choice and had to save it up. That allowed for more “mood dressing”, such as “I wanna wear this today” even if counter to the rational “best fit” outfit for the day, or also means I don’t have to spend too much energy planning ahead.

Second, if individual pieces could swing both “fashion forward” and FFBO/comfort, so much the better—such as a wearing a pullover sweater that is both extremely comfy but trendy, or just very pretty, either with skirt and tights vs. with pants and 14-hr shoes; or the track pants worn more polished vs. as working weekend. In general, the more comfortable the outfit can be even with “style”, the more flexible it will be for my different types of days, so the “style factors” need to come from elements that have minimal negative impact on comfort—hence duplicating low-heeled oxfords allows more skirt days than if footwear is iffy.

Another thing is simply weeding out the not-right outfits and items in an ongoing way, having a minimum standard even for FFBO’s., so that basically, it becomes harder to end up in a dud outfit (though boy, can I still do it !). This is not as easy as I hought because after some good wardrobe edits, it is more outfit-specific than item specific, e.g., matching up top and bottom proportions rather than the items being wrong.

Finally, I needed to pay more attention to temperature-adaptation strategies ( also known as layering!), as in recently I picked out a cotton-rich pants and sweater for fall outfit but realized it was a chillier day than I had thought, so I added, ahem, undergarments, for warmth rather than putting that back and picking a whole outfit & shoes to get the perfect weight for the weather each day. That also allowed me to continue to wear said items over a longer season.

I’m sure this is just another way of describing how to achieve a functional, flexible wardrobe.

How about you? Have you ever felt your clothes, or your type of day, were bossing you around, and you wanted to get back in charge?