Are your shoes, glasses, handbag, suit or hairstyle more than five years old? If so, you may want to enlist the help of a more fashionable friend or relative to update your look. Go for fresh, not young.
Buy a few classic, but still trendy, wardrobe pieces at a stylish, contemporary store like J. Jill, Ann Taylor Banana Republic, or T.J. Maxx. No need to spend a fortune. Just remember, frumpy equals old.
If your hairstyle hasn't changed since the Clinton administration, get thee to a hair salon ASAP. Ask the stylist to give you a younger (but appropriate) style and maybe highlights or a new color.