Solid proof that a crew-neck sweater and black dress pants are amazing when married together in a classy outfit for a modern gent. A pair of work boots introduces a relaxed aesthetic to the look. With an ensemble like this in your winter sartorial collection, you're guaranteed to stay snug and look awesome despite the below-freezing temps. If you're wondering how you should dress as a 30-something Millennial gent, this pairing gives a good idea.