There’s a knack to pulling off old-timey classics. Tips for younger guys and boomers about the items worth embracing—and what’s best left in the past.

Accessories also play a crucial role in the older man’s style. Quality footwear, a well-chosen watch, and a versatile bag can elevate any outfit. Investing in these pieces ensures they ...

What’s a quietly stylish status watch—or a cool outfit for older guys? Which date-night shoes are so ugly they should be ...