It’s a classic fit with a universally flattering crewneck because, let’s be honest, not every man can pull off a V-neck tee.

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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.

In a world where personal expression matters, the Trump Makin’ a List T-Shirt stands out as a bold statement piece for ...