I've reached a point in my life, where most of my wardrobe, is designed to look presentable, when going out. Even in jeans. If I don't want to take the time, to do my hair, or if I just don't have the time, it's up in a bun or ponytail. I don't always have to wear makeup, but that's a judgment call, and a quick touch up of some, works, even if just mascara and lipstick.
Wore a dress, to the beach, back in May, when I was having a day of deep reflection...(walked barefoot, in the sand, wearing said dress).
Yes, it's a self esteem boost to take the extra effort to look nice.