Gryffin, I hold to the same idea, that it's always better to be a little overdressed than underdressed.
To my mind, the devil is in the details, so I always try to pay close attention to my grooming: Nails polished or buffed if I don't have time to polish them. Clear or pale beige or pink so any chips show less. Shoes polished, clothing and bag in good condition, no hanging threads, etc. Eyebrows well-groomed, face made up, hair color touched-up, conditioned, styled nicely. Perfume, but not too much. Just a spritz on each wrist, and, if the fragrance is light one, on the back of the neck.
Good grooming always makes me feel very comfortable in my own skin. For clothing, I pick fitted clothes that I feel good in, proper foundation garments, and shoes I love - usually heels. I can stand, walk, dance, move, in four inch heels, but I will not wear anything that requires Spanx, because that's a kind of misery that I can do without. It is hard to talk and connect with people, when all I can think about is the constrictive garment digging into my waist.
My clothes are usually quite plain and very fitted. I inevitably wear monochrome colors - black, or white, or nude colors. I don't really have anything rugged in my closet, but I like to make a girly outfit a little more masculine or equestrian. I usually wear one leather piece - jacket or skirt - if my outfit looks too 'precious' or refined. Or something that is just a little 'fetish', like a leather corset-style belt, or fitted heeled boots. Or something with some texture or subtle shine. Nothing that stands out at first glance, but details that people notice after awhile.