If he only knew how many women I saw throughout the day wearing suits and heels maybe he would have a different opinion. When I asked my son why he picked this out, he said because I “blended in and didn’t look out of place.” In his mind, when I dress up, I look like I don’t belong. Sometimes I feel like dressing up more, so I do. While I dress like this about half the time and like this look, it doesn’t always suit me.