Lloyd Boston, Stacy London and Charla Krupp

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Does a miniskirt still look cute after 30? Can you still wear white after Labor Day? The rules of fashion are ever-changing—and they only seem to get more complicated as we age. Three experts are here to show you exactly how to dress in your 30s, 40s, 50s and beyond—all while staying trend-conscious yet age-appropriate.

Lloyd Boston, author of Before You Put That On, says the number one mistake women make is shopping by size, not by fit. "They're married to an 8 but the 10 starts fitting a little better," he says. "Go ahead and get the 10 and cut the number out. Get the clothes that fit, not the number you want to be and your clothes will look so much sexier."

Stacy London, host of TLC's Fashionably Late and What Not to Wear, says women who are overly concerned with trends make the biggest fashion faux pas. "There are three things always you should consider—your body type, your age and your lifestyle. And that's how you decide what trends are going to work for you. Not every trend works for every person."

Charla Krupp, author of How Not to Look Old, wants women to stop forgoing style for comfort. "I think women in America are so hung up on comfort, they walk around in clothes like they're going to the gym," she says. "If you dress well, you will get people to sit up and take notice."