If there isn't a special event, I usually have my character wear the same outfit for a few days then change. I like to build up a bunch of container pieces that I can use for different outfits. I like to get bigger containers (like mantles, cloaks, jackets) deepened to hold more. I am a big fan of armor concealers and have about five sets of robes which I can also interchange with my characters outfits.
Usually, I pick a theme for my characters coloring, likes and dislikes or colors she might normally wear.
For a long time Hadya wore, black, copper, viridian/other green, bronze, natrual colors.
Silima tends to wear greys, blacks, blues, silvers and pallid accents.
I'll have my character (sometimes) go out of their normal color scheme for events.
I guess there is a lot of thought that goes into it, but I believe that kind of thought gives your character depth.
Lady Luck has left me or I'm under the wings of destiny.
Which is true I wait for time to tell. ~ Fog Surrounds, Tiger Army.~