Try teaming a dress shirt with charcoal vertical striped dress pants for a proper refined ensemble. When it comes to shoes, this outfit is complemented perfectly with monks. Planning a standout look can be a bit of a challenge on its own. Enter extra cold temps into the equation, and the whole thing becomes even more difficult. Fear not, this here is your wintry inspo. If you're often worried about dressing appropriately for your age, this combination is a winning option.