Late to finding this but I'm following your journey. I "retired" in August when my job was basically eliminated. So I'm doing freelance work from home and adjusting. I look at my wardrobe of pencil skirts and jackets and long to wear them. In fact, I do put them on to run errands, etc. We don't got out to dinner or entertainment so there's no opportunity there. I am gradually working through purging all but the very best of my business casual clothing so my things can benefit other women. I am kind of upping my "casual" clothing from jeans and Ts to nicer pants and knits over shirts. So it is an interesting exercise.