You don’t need to be a savant of style to know that things change from season to season. You also don’t have to spend big in order to stay up to date. This season it’s all about bright colors (like Milly's Spring 2012 collection), so go get yourself some.
Personal style comes from wearing clothes in your own way. Today, what looks current is when you enjoy a mix: A designer top with pants from The Gap, cargo pants with a sequined top, killer heels with jeans. Elizabeth Hurley works the latter.
We call them old lady shoes—long on comfort and short on style—and you must resist the temptation. Hate heels? Fine, wear a chic loafer or ballet flat (à la Reese Witherspoon) but by all means nothing orthopedic.
If you’re carrying the same hand bag 24/7, day and night, work or weekends, to the grocery store or out to dinner, you need to stop it. That’s what you’ll do when you’re in your 80’s, when practicality trumps everything else.