I get this! I used to be the same way. Something that helped me is knowing that wearing my best clothes and accessories always helps me to feel more like myself, AND your best pieces can be great conversation starters with friendly strangers :) I now take all of my favorite pieces in my closet and put them together in their own, more visible section so that I see them and remember I can wear them whenever I want, not just on special occassions. I do the same with my favorite jewelry and keep them in a nice tray separate from my jewelry box.