Game GHB CVF

"Just because you are getting older does not mean that you are boring," warns Kimberly Monaghan, a personal stylist founder of The Wardrobe Refinery. Unfortunately, she sees far too many men shy away from colors and patterns as they get older. "You don't have to wear all-over color or crazy patterns to make a big impact," she says. But a nice pop of color worn underneath that suit jacket will go a long way.

"We don't need to know you're a man from your chest hair!" says Lovering. "Ditch the low v-necks and only leave one or two, max, buttons unbuttoned at the top of an Oxford."

"There's a 'destroyed' denim trend right now, but frankly, it doesn't apply to" says Joanna Lovering, founder of the style coaching service Copper + Rise. And she provides a helpful metric: "If your jeans are frayed on the cuffs, have holes anywhere, or show weather marks from your George Costanza wallet, you may only wear them around the house."

For one, loose-fitting clothes will only accentuate body bulk, not hide it—he instead advises purchasing "clothes that hug your body, but don't wrap you up so tightly you look like a sausage." Secondly, comfort can be achieved far more easily (and fashionably) by choosing lightweight fabrics, like chambray or linen, rather than going for a draping fit, he explains.