Is wearing a bonnet in public and still seen as approachable the final level to being pretty in the face?

Im tired and my job is not corporate a lot of people can walk around at work the way they want even in pajamas and bonnets and I dont feel like putting in the work to put on a wig tomorrow because my hair is up and I can't put it down right now... For the past 8 months, I've been rotating the same 4 dingy outfits, but whenever I meet someone new, they say I look nice today. I feel like if I can pull off wearing the same outfits every week, then i can get away wearing my bonnet without someone saying something negative...
Is wearing a bonnet in public and still seen as approachable the final level to being pretty in the face?
Post Opinion