For an office-appropriate look, a clean cotton shirt over suit trousers with a blazer is cool but still sophisticated. The ...

With an oversized shirt, your style playground is wide open. Just be sure to have fun with it! Related: 7 Best Jeans for Women Over 60, According to a Celebrity Stylist Is Oversized Still in Style?

But I’m a firm believer that any shirt can be turned into a shirt dress, if you try hard enough—tank tops, button-downs, vintage band tees, cardigans, flannels, oversized sweaters, etc.