This ensemble with a beige crew-neck t-shirt and olive chinos isn't super hard to pull off and is open to more creative experimentation. A good pair of brogues is the simplest way to upgrade this ensemble. Seeing as the weather is getting chillier with each day, this ensemble is a viable choice for in between seasons. As a 30-something Millennial man, you probably want to start dressing like a grown-up. That's when getups like this come in useful.