I'm pretty much always in jeans. Add on a sweatshirt or sweater and sneakers or boots when it's cold and a fitted t-shirt and sandals when it's warm. I like to be comfortable in T. When I used to work a job where I had to dress up more, I also had a difficult time transitioning from "work" me to "therapy" me.

I used to feel really insecure about how I dress. I've stopped caring as much over the years. I very rarely wear makeup, in part because I never really learned how, and in part because I just don't care that much. The occasions when I do still feel insecure are when I compare myself with other parents at my kid's school. They tend to dress much more smartly than I do.