This pairing of an orange short sleeve shirt and charcoal dress pants is a fail-safe option when you need to look classy and truly dapper. Introduce a pair of tassel loafers to the mix to mix things up a bit. As you can see, this ensemble is a really smart choice, especially for in-between weather, when the temperatures are dipping. If you're wondering what you should wear as a 30-year-old man, this pairing gives a good idea.