Consider wearing a gilet and grey dress pants for an extra dapper outfit. Throw low top sneakers in the mix to make a classic look feel suddenly fun and fresh. Crafting a standout ensemble can be tricky on its own. Add below-freezing temps into the equation, and the whole thing becomes all the more difficult. Luckily, this here is your winter outfit inspo. If you want to portray maturity as a young gentleman, an outfit like this is a foolproof option.