"You are awfully fancy for the grocery store" my husband says to me after scanning me up and down. I respond, "Yeah.......don't you know me by now?" He smiles, we laugh and then head out the door.
He says it because he LOVES to joke with me. If he stopped joking, I'd wonder what was wrong. I know it's his way of showing me some love.
He smiles because he knows I have a creative style. He also knows I definitely don't dress for other people.
I dress for me. If I look fancy, then maybe I feel fancy. I don't really think about it. I'm just me.
I encourage you to do the same. Dress for yourself. Wear what makes you feel your absolute best. Others will always have an opinion, but don't worry about that. As my husband always says "Opinions are like butts. Everyone has them." (Well, he says it a little differently, but I'm sure you get the gist.)